| Fairfield Ludlowe 2016-17 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 909 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Trinity Catholic | Away - Barrett Field @ Belltown Park | TBA | Ride with Varsity | |
| TBA | JV Baseball | Wilbur Cross | Home - Owen Fish Park [Directions] | TBA | ||
| TBA | FR Baseball | Trinity Catholic | Home - Kiwanis Field [Directions] | 4:00 p.m. | ||
| TBA | FR Baseball | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| TBA | FR Baseball | Darien | Home - Owen Fish Park [Directions] | 4:00 p.m. | ||
| TBA | FR Baseball | Joel Barlow | Home - Kiwanis Field [Directions] | TBA | ||
| TBA | JV Boys Lacrosse | Westhill | Home - Taft Field [Directions] | 5:00 p.m. | ||
| TBA | FR Boys Lacrosse | Fairfield Warde | Home - Sturges Park [Directions] | Cancelled | ||
| TBA | JV Boys Tennis | Greenwich | Away - Central MS [Directions] | TBA | PU:3:00 RE:6:00 | |
| TBA | JV Girls Lacrosse | Darien | Home - Taft Field [Directions] | TBA | ||
| TBA | FR Girls Lacrosse | Fairfield Warde | Home - FLHS Front Lawn [Directions] | 4:00 p.m. | ||
| TBA | JV Softball | Stamford | Home - Tom Hayden field [Directions] | 12:00 p.m. | ||
| TBA | JV Softball | Wilton | Home - Tom Hayden field [Directions] | 4:00 p.m. | ||
| TBA | JV Softball | Darien | Away - DHS Softball JV Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:15 | |
| TBA | JV Softball | Staples | Home - Tom Haydon Field [Directions] | TBA | ||
| TBA | V Girls Tennis | Pomperaug | Away - PHS Tennis Courts [Directions] | Cancelled | PU:2:30 RE:5:45 | |
| TBA | JV Girls Tennis | Lauralton Hall | Home - Fairfield Warde HS Knapps Courts [Directions] | 3:45 p.m. | ||
| TBA | JV Girls Tennis | New Canaan | Home - Tomlinson MS [Directions] | 4:00 p.m. | ||
| TBA | JV Girls Tennis | Greenwich | Home - Tomlinson MS [Directions] | TBA | ||
| Mon., 7/4 | School Holidays and Closings | Independence Day | ||||
| Sat., 8/27 | V Football | Seymour (Scrim.) | Away [Directions] | 10:00 a.m. | PU:8:15 RE:1:00 | |
| Tue., 8/30 | V Field Hockey | Bethel (Scrim.) | Home - Taft Field [Directions] | 3:30 p.m. | ||
| Tue., 8/30 | JV Field Hockey | Bethel (Scrim.) | Home - FLHS Front Lawn [Directions] | 3:30 p.m. | ||
| Wed., 8/31 | V Boys Soccer | Fairfield Prep (Scrim.) | Home - RLMS [Directions] | 4:00 p.m. | ||
| Wed., 8/31 | V Girls Soccer | Notre Dame-Fairfield (Scrim.) | Away - Veteran's Park - Bridgeport [Directions] | 3:30 p.m. | PU:2:30 RE:5:00 | |
| Thu., 9/1 | V Boys Soccer | Bethel (Scrim.) | Home - Taft Field [Directions] | 5:30 p.m. | ||
| Fri., 9/2 | V Football | Platt Tech (Scrim.) | Home - Taft Field [Directions] | 6:00 p.m. | ||
| Sat., 9/3 | V Field Hockey | Norwalk (Scrim.) | Away [Directions] | 12:00 p.m. | PU:10:30 RE:3:45 | |
| Sat., 9/3 | V Girls Soccer | Weston (Scrim.) | Away - WHS Turf Field [Directions] | 12:30 p.m. | PU:11:00 RE:TBA | |
| Sat., 9/3 | V Girls Volleyball | Glastonbury (Scrim.) | Away [Directions] | 12:00 p.m. | PU:9:30 RE:5:00 | |
| Mon., 9/5 | School Holidays and Closings | Labor Day | ||||
| Tue., 9/6 | V Boys Cross Country | Bethel (Scrim.) | Away - Bethel HS [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 9/6 | V Boys Soccer | Greenwich (Scrim.) | Home - Taft Field [Directions] | 5:30 p.m. | ||
| Tue., 9/6 | V Girls Cross Country | Bethel (Scrim.) | Away - Bethel HS [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 9/6 | V Field Hockey | Joel Barlow (Scrim.) | Away - Field I (Stadium) [Directions] | 6:00 p.m. | PU:4:30 RE:7:30 | |
| Tue., 9/6 | V Girls Soccer | Watertown (Scrim.) | Home - Sturges Park [Directions] | 4:30 p.m. | ||
| Tue., 9/6 | V Girls Volleyball | Weston (Scrim.) | Away - WHS Gymnasium [Directions] | 5:00 p.m. | TBD | |
| Tue., 9/6 | JV Girls Volleyball | Weston (Scrim.) | Away - WHS Gymnasium [Directions] | 4:00 p.m. | Ride with Varsity | |
| Tue., 9/6 | FR Girls Volleyball | Weston (Scrim.) | Away - WHS Old Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 9/8 | FR Football | Norwalk (Scrim.) | Away - Nathan Hale M.S. Lower [Directions] | 6:15 p.m. | PU:4:30 RE:8:15 | |
| Fri., 9/9 | V Football | Norwalk | Home - Taft Field [Directions] | L 19-41 | ||
| Fri., 9/9 | V Boys Soccer | Stamford | Away - Stamford High Soccer Field [Directions] | W 2-1 | PU:2:30 RE:5:30 | |
| Fri., 9/9 | JV Boys Soccer | Stamford | Away - Rippowam Field [Directions] | 4:00 p.m. | Ride with Varsity | |
| Fri., 9/9 | FR Boys Soccer | Stamford | Home - RLMS [Directions] | 4:00 p.m. | ||
| Fri., 9/9 | V Field Hockey | Weston | Away - WHS Turf Field [Directions] | W 6-0 | PU:2:30 RE:5:30 | Non-League |
| Fri., 9/9 | JV Field Hockey | Weston | Away - WHS Turf Field [Directions] | 3:30 p.m. | Ride with Varsity | |
| Fri., 9/9 | V Girls Swimming and Diving | New Canaan | Away - Waveny Pool [Directions] | 3:30 p.m. | PU:2:00 RE:5:00 | |
| Sat., 9/10 | JV Football | Norwalk | Home - Taft Field [Directions] | 11:00 a.m. | ||
| Sat., 9/10 | V Field Hockey | St. Joseph | Away - St. Joseph HS [Directions] | W 6-0 | PU:2:30 RE:6:30 | |
| Sat., 9/10 | JV Field Hockey | St. Joseph | Away - St. Joseph HS [Directions] | 5:30 p.m. | Ride with Varsity | |
| Sat., 9/10 | V Girls Soccer | Stamford | Home - Taft Field [Directions] | W 6-0 | ||
| Sat., 9/10 | JV Girls Soccer | Stamford | Home - Sturges Park [Directions] | 1:30 p.m. | ||
| Mon., 9/12 | V Boys Soccer | Brien McMahon | Home - Taft Field [Directions] | W 2-0 | ||
| Mon., 9/12 | JV Boys Soccer | Brien McMahon | Home - Roger Ludlowe MS [Directions] | 5:00 p.m. | ||
| Tue., 9/13 | V Boys Cross Country | Trinity Catholic, St. Joseph, New Canaan | Away [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 9/13 | V Girls Cross Country | Trinity Catholic, St. Joseph, New Canaan | Away [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 9/13 | V Field Hockey | Staples | Home - Taft Field [Directions] | L 8 - 0 | ||
| Tue., 9/13 | JV Field Hockey | Staples | Home - Taft Field [Directions] | 5:30 p.m. | ||
| Tue., 9/13 | FR Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 9/13 | V Girls Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | L 1-2 | PU:3:45 RE:8:30 | |
| Tue., 9/13 | JV Girls Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:00 p.m. | Ride with varsity | |
| Wed., 9/14 | V Boys Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | L 0-3 | PU:2:30 RE:7:30 | |
| Wed., 9/14 | JV Boys Soccer | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:00 p.m. | Ride with Varsity | |
| Wed., 9/14 | FR Boys Soccer | Ridgefield | Home - RLMS [Directions] | 4:00 p.m. | ||
| Wed., 9/14 | V Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | L 0-3 | PU:2:30 RE:6:30 | Non-League |
| Wed., 9/14 | JV Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 5:30 p.m. | Ride with Varsity | |
| Thu., 9/15 | FR Football | Trumbull | Home - Taft Field [Directions] | 4:00 p.m. | ||
| Thu., 9/15 | V Field Hockey | Greenwich | Away - Cardinal Stadium [Directions] | W 3 - 2 | PU:2:30 RE:6:30 | |
| Thu., 9/15 | JV Field Hockey | Greenwich | Away - Cardinal Stadium [Directions] | 3:45 p.m. | Ride with Varsity | |
| Thu., 9/15 | FR Field Hockey | Greenwich | Home - FLHS Front Field [Directions] | 4:00 p.m. | ||
| Thu., 9/15 | V Girls Soccer | Ridgefield | Home - Taft Field [Directions] | L 0-3 | ||
| Thu., 9/15 | JV Girls Soccer | Ridgefield | Home - Sturges Park [Directions] | 4:00 p.m. | ||
| Thu., 9/15 | FR Girls Soccer | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 9/16 | V Football | Trumbull | Away - McDougall Stadium [Directions] | L 13-42 | PU:5:00 RE:9:00 | |
| Fri., 9/16 | V Boys Soccer | Darien | Home - Taft Field [Directions] | L 0-2 | ||
| Fri., 9/16 | JV Boys Soccer | Darien | Home - Roger Ludlowe MS [Directions] | 4:00 p.m. | ||
| Fri., 9/16 | FR Boys Soccer | Darien | Away - DHS Field #1 -Turf [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 9/16 | V Competitive Cheerleading | Trumbull | Away [Directions] | 7:00 p.m. | PU:6:00 RE:9:00 | |
| Fri., 9/16 | V Girls Volleyball | Stamford | Away - Stamford HS [Directions] | L 0-3 | PU:2:30 RE:6:30 | |
| Fri., 9/16 | JV Girls Volleyball | Stamford | Away - Stamford HS [Directions] | 5:30 p.m. | Ride with Varsity | |
| Fri., 9/16 | FR Girls Volleyball | Stamford | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 9/17 | V Field Hockey | Darien | Home - Taft Field [Directions] | L 1-3 | ||
| Sat., 9/17 | JV Field Hockey | Darien | Home - Taft Field [Directions] | 10:30 a.m. | ||
| Mon., 9/19 | JV Football | Trumbull | Away - McDougall Stadium [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | |
| Mon., 9/19 | V Girls Soccer | Darien | Away - DHS Turf #2 [Directions] | T 0-0 | PU:2:30 RE:5:30 | |
| Mon., 9/19 | JV Girls Soccer | Darien | Away - DHS Field #1 -Turf [Directions] | 4:30 p.m. | Ride with Varsity | |
| Mon., 9/19 | V Girls Volleyball | Brien McMahon | Home - FLHS Main Gym [Directions] | L 1-3 | ||
| Mon., 9/19 | JV Girls Volleyball | Brien McMahon | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 9/20 | V Boys Soccer | St. Joseph | Away - St. Joseph HS [Directions] | W 2-0 | PU:2:30 RE:5:30 | |
| Tue., 9/20 | JV Boys Soccer | St. Joseph | Away - St. Catherines, Trumbull, CT [Directions] | 4:00 p.m. | Ride with Varsity | |
| Tue., 9/20 | V Field Hockey | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | W 7-0 | PU:2:30 RE:6:30 | |
| Tue., 9/20 | JV Field Hockey | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | 5:30 p.m. | Ride with Varsity | |
| Tue., 9/20 | FR Field Hockey | Danbury | Home - FLHS Front Field [Directions] | 4:00 p.m. | ||
| Wed., 9/21 | V Boys Cross Country | Danbury, Fairfield Warde, Westhill | Away - Tarrywile Park [Directions] | 4:00 p.m. | PU:2:15 RE:5:30 | |
| Wed., 9/21 | V Girls Cross Country | Danbury, Fairfield Warde, Westhill | Away - Tarrywile Park [Directions] | 4:00 p.m. | PU:2:15 RE:5:30 | |
| Wed., 9/21 | V Girls Soccer | St. Joseph | Home - Taft Field [Directions] | L 0-1 | ||
| Wed., 9/21 | JV Girls Soccer | St. Joseph | Home - Sturges Park [Directions] | 4:00 p.m. | ||
| Wed., 9/21 | V Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | L 0-3 | PU:2:30 RE:6:30 | |
| Wed., 9/21 | JV Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | Ride with Varsity | |
| Wed., 9/21 | FR Girls Volleyball | Ridgefield | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/22 | FR Football | Ridgefield | Home - Taft Field [Directions] | 6:30 p.m. | ||
| Thu., 9/22 | V Boys Soccer | Trumbull | Home - Taft Field [Directions] | L 0-2 | ||
| Thu., 9/22 | JV Boys Soccer | Trumbull | Home - Roger Ludlowe MS [Directions] | 5:00 p.m. | ||
| Thu., 9/22 | FR Boys Soccer | Trumbull | Away - Varsity Grass Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 9/22 | FR Field Hockey | Ridgefield | Away - RHS Upper Grass Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 9/22 | V Girls Swimming and Diving | Staples | Away - Staples HS Pool [Directions] | 4:00 p.m. | PU:2:45 RE:5:30 | |
| Fri., 9/23 | V Football | Ridgefield | Away - Tiger Hollow Stadium [Directions] | L 13-49 | PU:4:30 RE:9:00 | |
| Fri., 9/23 | V Competitive Cheerleading | Ridgefield | Away [Directions] | 7:00 p.m. | PU:5:30 RE:9:00 | |
| Fri., 9/23 | V Field Hockey | Ridgefield | Home - Taft Field [Directions] | W 2 - 0 | ||
| Fri., 9/23 | JV Field Hockey | Ridgefield | Home - Taft Field [Directions] | 6:00 p.m. | ||
| Fri., 9/23 | V Girls Soccer | Trumbull | Away - McDougall Stadium [Directions] | T 1-1 | PU:5:30 RE:8:30 | |
| Fri., 9/23 | JV Girls Soccer | Trumbull | Away - The Pit [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 9/23 | V Girls Volleyball | Darien | Home - FLHS Main Gym [Directions] | L 1-3 | ||
| Fri., 9/23 | JV Girls Volleyball | Darien | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/23 | FR Girls Volleyball | Darien | Away - DHS Main Gym [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Sat., 9/24 | JV Football | Ridgefield | Away - Tiger Hollow Turf Field II [Directions] | 10:30 a.m. | PU:8:30 RE:12:30 | |
| Sat., 9/24 | FR Girls Soccer | Trumbull | Home - Sturges Park [Directions] | 12:00 p.m. | ||
| Mon., 9/26 | V Girls Volleyball | St. Joseph | Away - St. Joseph HS [Directions] | L 1-3 | PU:2:30 RE:6:30 | |
| Mon., 9/26 | JV Girls Volleyball | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | Ride with Varsity | |
| Tue., 9/27 | V Boys Cross Country | Staples, Greenwich, Brien McMahon | Away - Staples Stadium [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 9/27 | V Girls Cross Country | Staples, Greenwich, Brien McMahon | Away - Staples Stadium [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 9/27 | FR Girls Soccer | Darien | Home - South Pine Creek Field [Directions] | 4:00 p.m. | ||
| Tue., 9/27 | FR Girls Volleyball | St. Joseph | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/28 | V Boys Soccer | Wilton | Away - Lilly Field - Turf [Directions] | W 4-0 | PU:2:30 RE:5:30 | |
| Wed., 9/28 | JV Boys Soccer | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | Ride with Varsity | |
| Wed., 9/28 | FR Boys Soccer | Wilton | Home - RLMS [Directions] | 4:30 p.m. | ||
| Wed., 9/28 | V Field Hockey | Brien McMahon | Home - Taft Field [Directions] | W 5 - 1 | ||
| Wed., 9/28 | JV Field Hockey | Brien McMahon | Home - Taft Field [Directions] | 4:30 p.m. | ||
| Wed., 9/28 | V Girls Swimming and Diving | Darien | Home - Fairfield University Rec Plex Pool [Directions] | 3:30 p.m. | ||
| Wed., 9/28 | V Girls Volleyball | Trumbull | Home - FLHS Main Gym [Directions] | L 1-3 | ||
| Wed., 9/28 | JV Girls Volleyball | Trumbull | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/28 | FR Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 9/29 | FR Football | Wilton | Away - Fujitani Field - Turf [Directions] | 6:00 p.m. | PU:4:00 RE:8:00 | |
| Thu., 9/29 | V Girls Soccer | Wilton | Home - Taft Field [Directions] | L 1-2 | ||
| Thu., 9/29 | JV Girls Soccer | Wilton | Home - Sturges Park [Directions] | 4:30 p.m. | ||
| Thu., 9/29 | FR Girls Soccer | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 9/30 | V Football | Wilton | Home - Taft Field [Directions] | L 7-34 | ||
| Fri., 9/30 | V Boys Soccer | Bridgeport Central | Home - Taft Field [Directions] | W 3-1 | ||
| Fri., 9/30 | JV Boys Soccer | Bridgeport Central | Home - Roger Ludlowe MS [Directions] | 3:30 p.m. | ||
| Fri., 9/30 | V Girls Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 3:30 p.m. | PU:1:30 RE:5:00 | |
| Sat., 10/1 | JV Football | Wilton | Home - Taft Field [Directions] | 10:30 a.m. | ||
| Sun., 10/2 | School Holidays and Closings | Rosh Hashana begins at sundown | ||||
| Mon., 10/3 | School Holidays and Closings | Rosh Hashana | ||||
| Tue., 10/4 | V Boys Cross Country | Wilton, Ridgefield, Norwalk | Away - Allen's Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 10/4 | V Girls Cross Country | Wilton, Ridgefield, Norwalk | Away - Allen's Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 10/4 | V Girls Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | W 6-1 | PU:2:30 RE:5:30 | |
| Tue., 10/4 | School Holidays and Closings | Rosh Hashana | ||||
| Wed., 10/5 | V Boys Soccer | New Canaan | Away - Conner Field [Directions] | W 2-0 | PU:2:30 RE:5:30 | |
| Wed., 10/5 | JV Boys Soccer | New Canaan | Away - Saxe MS Field [Directions] | 4:00 p.m. | Ride with Varsity | |
| Wed., 10/5 | FR Boys Soccer | New Canaan | Home - RLMS [Directions] | 4:00 p.m. | ||
| Wed., 10/5 | V Field Hockey | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | L 5 - 3 | PU:2:30 RE:6:30 | |
| Wed., 10/5 | JV Field Hockey | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 4:30 p.m. | Ride with Varsity | |
| Wed., 10/5 | V Girls Swimming and Diving | Danbury | Home - Fairfield University Rec Plex Pool [Directions] | 3:30 p.m. | ||
| Wed., 10/5 | V Girls Volleyball | Wilton | Away - Nicholas Zeoli Field House [Directions] | L 1-3 | PU:2:30 RE:6:30 | |
| Wed., 10/5 | JV Girls Volleyball | Wilton | Away - Nicholas Zeoli Field House [Directions] | 4:15 p.m. | Ride with Varsity | |
| Wed., 10/5 | FR Girls Volleyball | Wilton | Home - FLHS Main Gym [Directions] | 4:30 p.m. | ||
| Thu., 10/6 | V Girls Soccer | New Canaan | Home - Taft Field [Directions] | W 1-0 | ||
| Thu., 10/6 | JV Girls Soccer | New Canaan | Home - Sturges Park [Directions] | 4:00 p.m. | ||
| Thu., 10/6 | FR Girls Soccer | New Canaan | Away - Saxe MS Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 10/7 | V Boys Soccer | Staples | Home - Taft Field [Directions] | L 0-2 | ||
| Fri., 10/7 | JV Boys Soccer | Staples | Home - Roger Ludlowe MS [Directions] | 4:00 p.m. | ||
| Fri., 10/7 | FR Boys Soccer | Staples | Away - Wakeman Field B (turf) [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 10/7 | FR Field Hockey | New Canaan | Away - NCHS Track Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 10/7 | V Girls Volleyball | Bridgeport Central | Home - FLHS Main Gym [Directions] | W 3-0 | ||
| Fri., 10/7 | JV Girls Volleyball | Bridgeport Central | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/8 | V Field Hockey | New Canaan | Home - Taft Field [Directions] | L 1-3 | ||
| Sat., 10/8 | JV Field Hockey | New Canaan | Home - Taft Field [Directions] | 12:30 p.m. | ||
| Sat., 10/8 | V Girls Soccer | Staples | Away - Loeffler Field - Staples HS [Directions] | L 1-2 | PU:2:30 RE:5:30 | |
| Sat., 10/8 | JV Girls Soccer | Staples | Away - Wakeman Field B (turf) [Directions] | 4:00 p.m. | Ride with Varsity | |
| Sat., 10/8 | FR Girls Soccer | Staples | Home - South Pine Creek Field [Directions] | 4:00 p.m. | ||
| Mon., 10/10 | V Boys Cross Country | Trumbull, Stamford, Darien | Home - Taft Field [Directions] | 4:00 p.m. | ||
| Mon., 10/10 | V Boys Soccer | Trinity Catholic | Away - Gaglio Field | W 7-0 | PU:2:30 RE:5:30 | |
| Mon., 10/10 | V Girls Cross Country | Trumbull, Stamford, Darien | Home - Taft Field [Directions] | 4:00 p.m. | ||
| Mon., 10/10 | V Field Hockey | Westhill | Away - Westhill Front Turf Field [Directions] | W 3 - 0 | PU:2:30 RE:6:30 | |
| Mon., 10/10 | JV Field Hockey | Westhill | Away - Westhill Front Turf Field [Directions] | 5:30 p.m. | Ride with Varsity | |
| Mon., 10/10 | FR Field Hockey | Westhill | Home - FLHS Front Field [Directions] | 4:00 p.m. | ||
| Mon., 10/10 | V Girls Soccer | Trinity Catholic | Home - Taft Field [Directions] | W 5-0 | ||
| Mon., 10/10 | School Holidays and Closings | Columbus Day | ||||
| Tue., 10/11 | School Holidays and Closings | Yom Kippur begins at sundown | ||||
| Wed., 10/12 | School Holidays and Closings | Yom Kippur | ||||
| Thu., 10/13 | FR Football | Westhill | Home - Taft Field [Directions] | 4:00 p.m. | ||
| Thu., 10/13 | V Boys Soccer | Westhill | Home - Taft Field [Directions] | W 2-0 | ||
| Thu., 10/13 | JV Boys Soccer | Westhill | Home - Roger Ludlowe MS [Directions] | 4:00 p.m. | ||
| Thu., 10/13 | V Girls Swimming and Diving | St. Joseph | Home - Fairfield University Rec Plex Pool [Directions] | 3:30 p.m. | ||
| Thu., 10/13 | V Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | W 3-1 | PU:2:30 RE:6:30 | |
| Thu., 10/13 | JV Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | Ride with Varsity | |
| Thu., 10/13 | FR Girls Volleyball | New Canaan | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/14 | FR Boys Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 10/14 | V Field Hockey | Trumbull | Home - Taft Field [Directions] | W 4 - 0 | ||
| Fri., 10/14 | JV Field Hockey | Trumbull | Home - Taft Field [Directions] | 4:30 p.m. | ||
| Fri., 10/14 | FR Field Hockey | Trumbull | Away - Indian Ledge Park [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 10/14 | V Girls Volleyball | Staples | Home - FLHS Main Gym [Directions] | L 0-3 | ||
| Fri., 10/14 | JV Girls Volleyball | Staples | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/14 | FR Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Sat., 10/15 | V Football | Westhill | Away - Westhill Football Field [Directions] | L 0-21 | PU:11:00 RE:3:30 | |
| Sat., 10/15 | V Boys Soccer | Norwalk | Away - Testa Field, NHS [Directions] | W 1-0 | PU:8:45 RE:1:30 | |
| Sat., 10/15 | JV Boys Soccer | Norwalk | Away - Testa Field, NHS [Directions] | 10:00 a.m. | Ride with Varsity | |
| Sat., 10/15 | FR Boys Soccer | Norwalk | Home - Taft Field [Directions] | 4:00 p.m. | ||
| Sat., 10/15 | V Competitive Cheerleading | Westhill | Away [Directions] | 1:30 p.m. | PU:12:00 RE:3:30 | |
| Sat., 10/15 | V Girls Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | L 0-3 | PU:12:30 RE:5:00 | |
| Sat., 10/15 | JV Girls Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | 3:30 p.m. | Ride with Varsity | |
| Sat., 10/15 | FR Girls Soccer | Westhill | Home - Taft Field [Directions] | 2:00 p.m. | ||
| Sat., 10/15 | V Girls Volleyball | RI Invitational Tournament | Away | 9:00 a.m. | At CCRI in Lincoln RI | |
| Mon., 10/17 | JV Football | Westhill | Away - Westhill Football Field [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | |
| Mon., 10/17 | V Field Hockey | Norwalk | Home - Taft Field [Directions] | L 0-1 | Senior Night | |
| Mon., 10/17 | JV Field Hockey | Norwalk | Home - FLHS Front Field [Directions] | 4:30 p.m. | ||
| Mon., 10/17 | V Girls Soccer | Norwalk | Home - Taft Field [Directions] | W 2-1 | ||
| Mon., 10/17 | JV Girls Soccer | Norwalk | Home - Sturges Park [Directions] | 4:00 p.m. | ||
| Mon., 10/17 | V Girls Swimming and Diving | Wilton | Home - Fairfield University Rec Plex Pool [Directions] | 3:30 p.m. | ||
| Mon., 10/17 | V Girls Volleyball | Trinity Catholic | Away - Walsh Court | W 3-0 | PU:2:30 RE:6:30 | |
| Mon., 10/17 | JV Girls Volleyball | Trinity Catholic | Away - Walsh Court | 4:00 p.m. | Ride with Varsity | |
| Tue., 10/18 | V Boys Soccer | Fairfield Warde | Home - Taft Field [Directions] | L 1-0 | ||
| Tue., 10/18 | JV Boys Soccer | Fairfield Warde | Home - Taft Field [Directions] | 5:00 p.m. | ||
| Tue., 10/18 | FR Boys Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 10/19 | FR Field Hockey | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 10/19 | V Girls Soccer | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | T 1-1 | PU:2:30 RE:5:30 | |
| Wed., 10/19 | JV Girls Soccer | Fairfield Warde | Away - Fairfield Warde Grass Soccer Field [Directions] | 4:30 p.m. | Ride with Varsity | |
| Wed., 10/19 | FR Girls Soccer | Fairfield Warde | Home - South Pine Creek Field [Directions] | 4:00 p.m. | ||
| Wed., 10/19 | V Girls Volleyball | Westhill | Home - FLHS Main Gym [Directions] | L 2-3 | ||
| Wed., 10/19 | JV Girls Volleyball | Westhill | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/19 | FR Girls Volleyball | Westhill | Away - Westhill - New Gymnasium [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 10/20 | FR Football | Trinity Catholic | Home - Taft Field [Directions] | 5:30 p.m. | ||
| Thu., 10/20 | V Boys Soccer | Greenwich | Away - Cardinal Stadium [Directions] | L 1-0 | PU:2:30 RE:7:30 | |
| Thu., 10/20 | JV Boys Soccer | Greenwich | Away - Cardinal Stadium [Directions] | 4:00 p.m. | Ride with Varsity | |
| Thu., 10/20 | FR Boys Soccer | Greenwich | Home - RLMS [Directions] | 4:00 p.m. | ||
| Fri., 10/21 | V Football | Trinity Catholic | Home - Taft Field [Directions] | L 13-41 | ||
| Fri., 10/21 | V Field Hockey | Stamford | Away - Stamford HS [Directions] | W 5 - 1 | PU:2:30 RE:6:30 | |
| Fri., 10/21 | JV Field Hockey | Stamford | Away - Stamford HS [Directions] | 5:30 p.m. | Ride with Varsity | |
| Fri., 10/21 | FR Girls Soccer | Greenwich | Away - GHS Field 3 [Directions] | 4:30 p.m. | PU:2:30 RE:6:30 | |
| Fri., 10/21 | V Girls Volleyball | Norwalk | Away - Norwalk High Gym [Directions] | W 3-1 | PU:2:30 RE:6:30 | |
| Fri., 10/21 | JV Girls Volleyball | Norwalk | Away - Norwalk High Gym [Directions] | 5:30 p.m. | Ride with Varsity | |
| Sat., 10/22 | V Girls Soccer | Greenwich | Home - Taft Field [Directions] | W 1-0 | Senior Day | |
| Sat., 10/22 | JV Girls Soccer | Greenwich | Home - Sturges Park [Directions] | 4:00 p.m. | ||
| Mon., 10/24 | V Boys Soccer | Danbury | Home - Taft Field [Directions] | T 1-1 | Senior Night | |
| Mon., 10/24 | JV Boys Soccer | Danbury | Home - Roger Ludlowe MS [Directions] | 4:00 p.m. | ||
| Mon., 10/24 | FR Boys Soccer | Danbury | Away - Danbury HS Grass Soccer Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Mon., 10/24 | V Girls Volleyball | Fairfield Warde | Home - FLHS Main Gym [Directions] | W 3-2 | ||
| Mon., 10/24 | JV Girls Volleyball | Fairfield Warde | Home - FLHS Main Gym [Directions] | 5:30 p.m. | ||
| Mon., 10/24 | FR Girls Volleyball | Fairfield Warde | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/25 | V Field Hockey | Wilton | Away - Fujitani Field - Turf [Directions] | L 0-2 | PU:2:30 RE:6:30 | |
| Tue., 10/25 | JV Field Hockey | Wilton | Away - Fujitani Field - Turf [Directions] | 4:15 p.m. | Ride with Varsity | |
| Tue., 10/25 | FR Field Hockey | Wilton | Home - FLHS Front Field [Directions] | 4:00 p.m. | ||
| Tue., 10/25 | V Girls Soccer | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | L 0-1 | PU:4:00 RE:7:30 | |
| Tue., 10/25 | JV Girls Soccer | Danbury | Away - Danbury HS Grass Soccer Field [Directions] | 6:00 p.m. | Ride with Varsity | |
| Wed., 10/26 | FR Girls Soccer | Danbury | Home - South Pine Creek Field [Directions] | 4:00 p.m. | ||
| Wed., 10/26 | V Girls Swimming and Diving | Norwalk/McMahon | Away - Swim Seventy [Directions] | 7:00 p.m. | PU:1:45 RE:4:45 | |
| Wed., 10/26 | V Girls Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | L 0-3 | PU:2:30 RE:6:30 | |
| Wed., 10/26 | JV Girls Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 4:00 p.m. | Ride with Varsity | |
| Wed., 10/26 | FR Girls Volleyball | Greenwich | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/27 | FR Football | Greenwich | Home - Taft Field [Directions] | 6:00 p.m. | ||
| Thu., 10/27 | FR Field Hockey | Norwalk | Away - Testa Field, NHS [Directions] | Cancelled | PU:2:30 RE:5:30 | |
| Fri., 10/28 | V Football | Greenwich | Away - Cardinal Stadium [Directions] | L 27-61 | PU:4:30 RE:9:00 | |
| Fri., 10/28 | V Competitive Cheerleading | Greenwich | Away [Directions] | 7:00 p.m. | PU:5:30 RE:9:00 | |
| Fri., 10/28 | V Girls Swimming and Diving | Fairfield Warde | Away - Fairfield University- Rec Plex Pool [Directions] | 4:00 p.m. | PU:4:45 RE:7:30 | |
| Fri., 10/28 | V Girls Volleyball | Danbury | Home - FLHS Main Gym [Directions] | W 3-2 | ||
| Fri., 10/28 | JV Girls Volleyball | Danbury | Home - FLHS Main Gym [Directions] | 4:30 p.m. | ||
| Fri., 10/28 | FR Girls Volleyball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Sat., 10/29 | JV Football | Greenwich | Away - Cardinal Stadium [Directions] | 10:00 a.m. | PU:8:00 RE:12:00 | |
| Mon., 10/31 | FR Girls Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 3:45 p.m. | PU:2:30 RE:5:15 | |
| Mon., 10/31 | School Holidays and Closings | Halloween | ||||
| Wed., 11/2 | V Field Hockey | Brien McMahon | Away - Brien McMahon HS [Directions] | W 3 - 1 | PU:10:30 RE:1:30 | Non-League |
| Thu., 11/3 | V Boys Soccer | Weston (Scrim.) | Away [Directions] | 4:00 p.m. | ||
| Sat., 11/5 | V Football | Bridgeport Central | Home - Taft Field [Directions] | L 22-45 | Homecoming | |
| Mon., 11/7 | JV Football | Bridgeport Central | Home - Taft Field [Directions] | 4:00 p.m. | ||
| Tue., 11/8 | School Holidays and Closings | Election Day | ||||
| Thu., 11/10 | FR Football | New Canaan | Away - Dunning Stadium [Directions] | 5:00 p.m. | PU:3:00 RE:7:00 | |
| Fri., 11/11 | V Football | New Canaan | Home - Taft Field [Directions] | L 6-48 | Senior Night | |
| Fri., 11/11 | School Holidays and Closings | Veterans Day | ||||
| Mon., 11/14 | JV Football | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 5:30 p.m. | PU:4:15 RE:7:30 | |
| Thu., 11/17 | FR Football | Fairfield Warde | Home - Taft Field [Directions] | 4:00 p.m. | ||
| Thu., 11/24 | V Football | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | L 20-41 | PU:8:00 RE:12:00 | |
| Thu., 11/24 | V Competitive Cheerleading | Fairfield Warde | Away [Directions] | 10:00 a.m. | PU:9:00 RE:12:00 | |
| Thu., 11/24 | School Holidays and Closings | Thanksgiving Day | ||||
| Sat., 12/3 | V Girls Basketball | Danbury (Scrim.) | Away [Directions] | 12:40 p.m. | PU:11:00 RE:5:15 | |
| Sat., 12/3 | V Girls Ice Hockey | FCIAC Jamboree | Away - Shelton Rinks | 6:00 p.m. | ||
| Wed., 12/7 | V Girls Basketball | Darien (Scrim.) | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 12/7 | JV Girls Basketball | Darien (Scrim.) | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 12/7 | V Girls Ice Hockey | Notre Dame-Fairfield (Scrim.) | Away - Milford Ice Pavilion [Directions] | 6:00 p.m. | PU:4:45 RE:7:45 | |
| Sat., 12/10 | V Boys Basketball | Kolbe Cathedral (Scrim.) | Home - FLHS Main Gym [Directions] | 11:00 a.m. | ||
| Sat., 12/10 | V Wrestling | Fairfield Warde, Shelton (Scrim.) | Away [Directions] | 9:00 a.m. | No bus provided | |
| Sat., 12/10 | V Girls Ice Hockey | Lauralton Hall | Home - Wonderland of Ice [Directions] | W 6-0 | ||
| Sun., 12/11 | V Boys Ice Hockey | Norwalk (Scrim.) | Away [Directions] | 12:00 p.m. | PU at WOI 11:15, RE 5:30 | |
| Tue., 12/13 | V Boys Basketball | Bunnell (Scrim.) | Away - Bunnell [Directions] | 5:00 p.m. | PU:3:45 RE:7:00 | |
| Wed., 12/14 | V Boys Ice Hockey | Greenwich (Scrim.) | Home - Wonderland Of Ice [Directions] | 8:00 p.m. | ||
| Wed., 12/14 | V Wrestling | Staples | Home - FLHS Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/14 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - The Rinks at Shelton [Directions] | W 5-4 | PU:6:00 RE:9:15 | |
| Fri., 12/16 | V Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | L 31-39 | PU:4:45 RE:8:45 | |
| Fri., 12/16 | JV Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 5:45 p.m. | Ride with Varsity | |
| Fri., 12/16 | FR Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 4:15 p.m. | PU:3:15 RE:5:45 | |
| Sat., 12/17 | V Boys Ice Hockey | Daniel Hand | Away - Northford Ice Pavilion [Directions] | W 5-0 | PU at WOI 6:15, RE 9:30 | |
| Sat., 12/17 | V Boys Indoor Track | Staples Developmental Meet | Away - Staples Field House | 1:00 p.m. | PU:9:00 RE:2:00 | |
| Sat., 12/17 | V Wrestling | Ludlowe Invitational | Home - FLHS Main Gym [Directions] | 1:00 a.m. | ||
| Sat., 12/17 | V Girls Indoor Track | Staples Developmental Meet | Away - Staples Field House | 1:00 p.m. | PU:9:00 RE:2:00 | |
| Mon., 12/19 | V Boys Basketball | Newtown | Away - Newtown HS Gymnasium [Directions] | W 50-43 | PU:3:30 RE:8:30 | |
| Mon., 12/19 | JV Boys Basketball | Newtown | Away - Newtown HS Gymnasium [Directions] | 5:00 p.m. | Ride with Varsity | |
| Tue., 12/20 | V Bowling | Greenwich | Home - Nutmeg Lanes [Directions] | 3:30 p.m. | ||
| Tue., 12/20 | V Girls Basketball | Wilton | Home - FLHS Main Gym [Directions] | W 48-45 | ||
| Tue., 12/20 | JV Girls Basketball | Wilton | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 12/20 | FR Girls Basketball | Wilton | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 12/20 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - So No Icehouse - Norwalk [Directions] | W 8-3 | PU:5:00 RE:8:15 | |
| Wed., 12/21 | V Boys Basketball | Bassick | Away - Bassick Gymnasium [Directions] | L 54-60 | PU:4:00 RE:8:30 | |
| Wed., 12/21 | JV Boys Basketball | Bassick | Away - Bassick Gymnasium [Directions] | 5:00 p.m. | Ride with Varsity | |
| Wed., 12/21 | FR Boys Basketball | Bassick | Away - Bassick Gymnasium [Directions] | 3:45 p.m. | PU:2:30 RE:5:15 | |
| Wed., 12/21 | V Boys Ice Hockey | Branford | Away - NORTHFORD ICE PAVILION [Directions] | W 7-3 | PU at WOI 4:15, RE 7:30 | |
| Thu., 12/22 | V Boys Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 3:30 p.m. | PUFW:1:55 PUFL:2:15 RE:5:00 | |
| Thu., 12/22 | V Girls Ice Hockey | New Canaan | Home - Wonderland of Ice [Directions] | L 5-1 | ||
| Fri., 12/23 | V Boys Basketball | Stamford | Away - Stamford HS [Directions] | W 60-57 | PU:2:30 RE:7:00 | |
| Fri., 12/23 | JV Boys Basketball | Stamford | Away - Stamford HS [Directions] | 4:00 p.m. | Ride with Varsity | |
| Fri., 12/23 | FR Boys Basketball | Stamford | Away - Stamford HS [Directions] | 2:30 p.m. | PU:1:15 RE:4:00 | |
| Fri., 12/23 | V Boys Ice Hockey | Cheshire | Home - Wonderland Of Ice [Directions] | L 3-0 | ||
| Fri., 12/23 | V Wrestling | Brien McMahon | Away - Brien McMahon HS [Directions] | 2:30 p.m. | PU:1:00 RE:4:15 | |
| Fri., 12/23 | V Girls Basketball | Stamford | Home - FLHS Main Gym [Directions] | L 31-52 | ||
| Fri., 12/23 | JV Girls Basketball | Stamford | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 12/23 | FR Girls Basketball | Stamford | Home - FLHS Main Gym [Directions] | 2:30 p.m. | ||
| Sat., 12/24 | School Holidays and Closings | Christmas Eve | ||||
| Sun., 12/25 | School Holidays and Closings | First day of Chanukah | ||||
| Mon., 12/26 | V Boys Basketball | Fairfield Prep | Away - Alumni Hall, Fairfield University [Directions] | L 59-60 | ||
| Mon., 12/26 | JV Boys Basketball | Fairfield Prep | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 12/26 | School Holidays and Closings | Christmas Day observed | ||||
| Tue., 12/27 | V Boys Basketball | Notre Dame-Fairfield | Away - Fairfield University [Directions] | L 60-63 | ||
| Tue., 12/27 | JV Boys Basketball | Notre Dame-Fairfield | Home - FLHS Main Gym [Directions] | 2:00 p.m. | ||
| Wed., 12/28 | V Boys Ice Hockey | Branford | Home - Wonderland Of Ice [Directions] | W 4-1 | ||
| Wed., 12/28 | V Wrestling | New Canaan, Bridgeport Central | Home - FLHS Main Gym [Directions] | 10:30 a.m. | ||
| Wed., 12/28 | V Girls Basketball | Westhill | Away [Directions] | L 37-45 | PU:2:15 RE:5:30 | |
| Thu., 12/29 | V Boys Indoor Track | Hillhouse Winter Relays | Away - Floyd Little Athletic Center | 9:00 a.m. | PU:7:30 RE:1:00 | |
| Thu., 12/29 | V Girls Indoor Track | Hillhouse Winter Relays | Away - Floyd Little Athletic Center | 9:00 a.m. | PU:7:30 RE:1:00 | |
| Fri., 12/30 | V Wrestling | Bristol Central, Hall, Manchester | Away - Bristol Central HS [Directions] | 9:00 a.m. | PU:6:30 RE:12:30 | |
| Fri., 12/30 | V Girls Basketball | Scarsdale (NY) | Away | L 29-53 | PU:2:45 RE:6:00 | |
| Sat., 12/31 | School Holidays and Closings | New Years Eve | ||||
| Sun., 1/1 | School Holidays and Closings | New Years Day | ||||
| Mon., 1/2 | School Holidays and Closings | New Years Day observed | ||||
| Tue., 1/3 | V Boys Basketball | Brien McMahon | Home - FLHS Main Gym [Directions] | L 50-70 | ||
| Tue., 1/3 | JV Boys Basketball | Brien McMahon | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/3 | FR Boys Basketball | Brien McMahon | Home - FLHS Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/3 | V Bowling | Bunnell | Home - Nutmeg Lanes [Directions] | 3:30 p.m. | ||
| Tue., 1/3 | V Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | L 42-55 | PU:2:30 RE:6:45 | |
| Tue., 1/3 | JV Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | Ride with Varsity | |
| Wed., 1/4 | V Boys Ice Hockey | North Branford | Away - Northford Ice Pavilion [Directions] | W 7-3 | PU at WOI 4:00, RE 7:30 | |
| Wed., 1/4 | V Boys Swimming and Diving | Staples | Away - Staples HS Pool [Directions] | 4:00 p.m. | PUFW:2:20 PUFL:2:35 RE:5:30 | |
| Wed., 1/4 | V Wrestling | Danbury | Away - Danbury HS - NEW gym [Directions] | 4:30 p.m. | PU:2:30 RE:5:45 | |
| Wed., 1/4 | V Girls Basketball | Hamden | Away - HHS Gym [Directions] | L 45-66 | PU:3:30 RE:8:30 | |
| Wed., 1/4 | JV Girls Basketball | Hamden | Away - HHS Gym [Directions] | 5:15 p.m. | Ride with Varsity | |
| Wed., 1/4 | FR Girls Basketball | Hamden | Away - HHS Gym [Directions] | 3:45 p.m. | PU:2:30 RE:5:15 | |
| Wed., 1/4 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Wonderland of Ice [Directions] | W 11-2 | ||
| Thu., 1/5 | V Girls Gymnastics | Wilton | Away [Directions] | Ludlowe- 129.50 Wilton- 128.60 | PU:2:30 RE:6:00 | |
| Thu., 1/5 | V Girls Ice Hockey | Northwest Catholic | Away - Champions Skating Center, Cromwell [Directions] | L 3-0 | 4:15 | |
| Fri., 1/6 | V Boys Basketball | Danbury | Home - FLHS Main Gym [Directions] | L 51-60 | ||
| Fri., 1/6 | JV Boys Basketball | Danbury | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/6 | FR Boys Basketball | Danbury | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/6 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Away - Norwalk High Pool [Directions] | 3:15 p.m. | PUFW:2:00 PUFL:2:15 RE:5:30 | |
| Fri., 1/6 | V Girls Basketball | Danbury | Away - Danbury HS - MAIN gym [Directions] | L 38-57 | PU:3:30 RE:8:30 | |
| Fri., 1/6 | JV Girls Basketball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 5:15 p.m. | Ride with Varsity | |
| Fri., 1/6 | FR Girls Basketball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 3:45 p.m. | PU:2:30 RE:5:15 | |
| Sat., 1/7 | V Boys Indoor Track | Staples Developmental Meet | Away - Staples Field House | 10:00 a.m. | PU:9:00 RE:2:00 | |
| Sat., 1/7 | V Wrestling | Warde Invitational | Away | 9:00 a.m. | PU:7:00 | bus drop off only |
| Sat., 1/7 | V Co-ed Fencing | North Haven | Away [Directions] | 9:00 a.m. | PU 7:30, RE 3:00 | |
| Sat., 1/7 | V Girls Indoor Track | Staples Developmental Meet | Away - Staples Field House | 10:00 a.m. | PU:9:00 RE:2:00 | |
| Mon., 1/9 | V Boys Ice Hockey | New Milford | Home - Wonderland Of Ice [Directions] | W 5-2 | ||
| Mon., 1/9 | V Co-ed Fencing | Guilford | Home [Directions] | 6:00 p.m. | ||
| Tue., 1/10 | V Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | L 53-63 | PU:3:30 RE:8:30 | |
| Tue., 1/10 | JV Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 5:15 p.m. | Ride with Varsity | |
| Tue., 1/10 | FR Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 1/10 | V Bowling | Joel Barlow | Home - Nutmeg Lanes [Directions] | 3:30 p.m. | ||
| Tue., 1/10 | V Girls Basketball | Greenwich | Home - FLHS Main Gym [Directions] | L 51-54 | ||
| Tue., 1/10 | JV Girls Basketball | Greenwich | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/10 | FR Girls Basketball | Greenwich | Home - FLHS Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/10 | V Girls Gymnastics | Darien | Home - Gymnastics & Cheer Academy [Directions] | Ludlowe- 130.80 Darien- 124.95 | ||
| Wed., 1/11 | V Boys Swimming and Diving | New Canaan | Away - New Canaan YMCA [Directions] | 3:00 p.m. | PUFW:1:35 PUFL:1:50 RE:4:30 | |
| Wed., 1/11 | V Wrestling | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 7:00 p.m. | PU:5:30 RE:8:30 | |
| Wed., 1/11 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Winter Garden Ice Arena [Directions] | W 6-0 | PU:1:50 RE:5:15 | First PU is at Warde |
| Thu., 1/12 | V Boys Ice Hockey | Amity | Away - Bennett Rink - West Haven [Directions] | W 3-2 | PU at WOI 4:15, RE 8:00 | |
| Thu., 1/12 | JV Wrestling | Fairfield Warde | Away - Fairfield Warde Small Gym [Directions] | 4:30 p.m. | PU:3:45 RE:6:00 | |
| Fri., 1/13 | V Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | W 51-39 | PU:3:30 RE:8:30 | |
| Fri., 1/13 | JV Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 5:15 p.m. | Ride with Varsity | |
| Fri., 1/13 | FR Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 1/13 | V Girls Basketball | Ridgefield | Home - FLHS Main Gym [Directions] | L 43-60 | ||
| Fri., 1/13 | JV Girls Basketball | Ridgefield | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/13 | FR Girls Basketball | Ridgefield | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/13 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Wonderland of Ice [Directions] | W 8-2 | ||
| Sat., 1/14 | V Boys Ice Hockey | Trumbull | Home - Wonderland Of Ice [Directions] | W 2-1 | ||
| Sat., 1/14 | V Boys Indoor Track | Wilton Developmental Meet | Away - Wilton Field House | 9:30 a.m. | PU:8:00 RE:2:00 | |
| Sat., 1/14 | V Wrestling | Daniel Hand Tournament | Away | 10:00 a.m. | PU:8:00 RE:3:30 | |
| Sat., 1/14 | V Girls Ice Hockey | Branford | Away - East Haven Ice Rink [Directions] | W 6-0 | PU:4:30 RE:7:45 | |
| Sat., 1/14 | V Girls Indoor Track | Wilton Developmental Meet | Away - Wilton Field House | 9:30 a.m. | PU:8:00 RE:2:00 | |
| Mon., 1/16 | V Boys Ice Hockey | Ridgefield | Away - Winter Garden Ice Arena [Directions] | L 3-0 | PU at WOI 12:00, RE 3:30 | |
| Mon., 1/16 | V Girls Gymnastics | Pomperaug, Nonnewaug | Home - Gymnastics & Cheer Academy [Directions] | Ludlowe- 130.10 Pomperaug- 117.15 Nonnewaug- 111.85 | ||
| Mon., 1/16 | School Holidays and Closings | Martin Luther King Day | ||||
| Tue., 1/17 | V Boys Basketball | Trumbull | Home - FLHS Main Gym [Directions] | L 39-43 | ||
| Tue., 1/17 | JV Boys Basketball | Trumbull | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/17 | FR Boys Basketball | Trumbull | Home - FLHS Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/17 | V Bowling | Platt Tech | Home [Directions] | 3:30 p.m. | ||
| Tue., 1/17 | V Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | L 35-53 | PU:4:00 RE:8:30 | |
| Tue., 1/17 | JV Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 5:15 p.m. | Ride with Varstiy | |
| Tue., 1/17 | FR Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 1/18 | V Boys Swimming and Diving | Trumbull | Away - Hillcrest MS [Directions] | 4:00 p.m. | PUFL:2:20 PUFW:2:35 RE:5:30 | |
| Wed., 1/18 | V Wrestling | Norwalk | Away - Norwalk High Gym [Directions] | 4:30 p.m. | PU:3:00 RE:5:45 | |
| Wed., 1/18 | V Girls Ice Hockey | Greenwich | Home - Wonderland of Ice [Directions] | L 3-2(OT) | ||
| Thu., 1/19 | FR Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 3:45 p.m. | ||
| Thu., 1/19 | V Girls Ice Hockey | Masuk Coop | Home - Wonderland of Ice [Directions] | W 7-2 | ||
| Fri., 1/20 | V Boys Indoor Track | Yale High School Track Classic | Away - Coxe Cage | 2:00 p.m. | PU:12:00 RE:5:30 | |
| Fri., 1/20 | V Girls Indoor Track | Yale High School Track Classic | Away - Coxe Cage | 2:00 p.m. | PU:12:00 RE:5:30 | |
| Sat., 1/21 | V Boys Ice Hockey | New Canaan | Away - Darien Ice House [Directions] | L 2-9 | PU at WOI 6:15, RE 9:30 | |
| Sat., 1/21 | V Boys Indoor Track | Yale High School Track Classic | Away - Coxe Cage | 7:00 a.m. | No Bus | |
| Sat., 1/21 | V Boys Indoor Track | Wilton Developmental Meet | Away - Wilton Field House | 9:30 a.m. | PU:8:00 RE:2:00 | |
| Sat., 1/21 | V Wrestling | New Milford Invitational | Away | 9:00 a.m. | PU:6:30 RE:6:00 | |
| Sat., 1/21 | V Co-ed Fencing | Hopkins School | Away | 9:00 a.m. | PU 7:30, RE 2:30 | |
| Sat., 1/21 | V Girls Gymnastics | Trumbull | Away [Directions] | Trumbull- 135.80 Ludlowe- 133.15 | PU:4:15 RE:7:30 | |
| Sat., 1/21 | V Girls Indoor Track | Wilton Developmental Meet | Away - Wilton Field House | 10:00 a.m. | PU:8:00 RE:2:00 | |
| Sat., 1/21 | V Girls Indoor Track | Yale High School Track Classic | Away - Coxe Cage | 7:00 a.m. | No Bus | |
| Mon., 1/23 | V Co-ed Fencing | Daniel Hand | Home [Directions] | 5:00 p.m. | ||
| Mon., 1/23 | V Girls Gymnastics | Pomperaug Invitational | Away | 4:00 p.m. | PU:2:00 RE:7:00 | |
| Tue., 1/24 | V Boys Basketball | Trinity Catholic | Away - Walsh Court | L 51-56 | PU:3:30 RE:8:30 | |
| Tue., 1/24 | JV Boys Basketball | Trinity Catholic | Away - Walsh Court | 5:15 p.m. | Ride with Varsity | |
| Tue., 1/24 | FR Boys Basketball | Trinity Catholic | Away - Walsh Court | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 1/24 | V Bowling | Position Round | Home [Directions] | 3:30 p.m. | ||
| Tue., 1/24 | V Girls Basketball | Trinity Catholic | Home - FLHS Main Gym [Directions] | W 57-46 | ||
| Tue., 1/24 | JV Girls Basketball | Trinity Catholic | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/24 | V Girls Gymnastics | Westhill, New Canaan, Darien, Fairfield Warde | Away - Westhill - New Gymnasium [Directions] | Ludlowe- 133.40 New Canaan- 117.15 Westhill- 95.5 | PU:3:30 RE:8:00 | |
| Wed., 1/25 | V Boys Ice Hockey | Staples | Home - Wonderland Of Ice [Directions] | W 6-2 | ||
| Wed., 1/25 | V Boys Swimming and Diving | Ridgefield | Away - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | PU:FL:2:20 PUFW:2:35 RE:5:30 | |
| Wed., 1/25 | V Wrestling | Greenwich | Away - GHS Gymnasium [Directions] | 5:00 p.m. | PU:3:00 RE:6:15 | |
| Wed., 1/25 | V Girls Basketball | Shelton | Home - FLHS Main Gym [Directions] | L 30-56 | ||
| Wed., 1/25 | JV Girls Basketball | Shelton | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/25 | FR Girls Basketball | Shelton | Home - FLHS Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 1/25 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Wonderland of Ice [Directions] | W 7-0 | ||
| Thu., 1/26 | V Girls Gymnastics | Staples | Home - Gymnastics &Cheer Academy [Directions] | Ludlowe- 132.90 Staples- 124.75 | ||
| Thu., 1/26 | V Girls Ice Hockey | New Canaan | Away - Darien Ice House [Directions] | W 3-2 (OT) | PU:5:45 RE:8:45 | |
| Fri., 1/27 | V Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | W 41-35 | PU:3:45 RE:8:30 | |
| Fri., 1/27 | JV Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:00 p.m. | Ride with Varsity | |
| Fri., 1/27 | FR Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 3:45 p.m. | PU:2:30 RE:5:15 | |
| Fri., 1/27 | V Girls Basketball | New Canaan | Home - FLHS Main Gym [Directions] | W 37-27 | ||
| Fri., 1/27 | JV Girls Basketball | New Canaan | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/27 | FR Girls Basketball | New Canaan | Home - FLHS Main Gym [Directions] | 3:45 p.m. | ||
| Sat., 1/28 | V Boys Ice Hockey | Trinity Catholic | Home - Wonderland Of Ice [Directions] | W 11-2 | ||
| Sat., 1/28 | V Boys Indoor Track | Division Championships | Away - Wilton Field House | 9:30 a.m. | PU:8:00 RE:1:00 | |
| Sat., 1/28 | V Wrestling | Joel Barlow, Stratford, Harding/Bassick/Bridgeport Central | Home - FLHS Main Gym [Directions] | 10:00 a.m. | ||
| Sat., 1/28 | V Co-ed Fencing | Guilford | Away [Directions] | 9:00 a.m. | PU 7:30, RE 3:00 | |
| Sat., 1/28 | V Girls Indoor Track | Division Championships | Away - Wilton Field House | 9:30 a.m. | PU:8:00 RE:1:00 | |
| Sun., 1/29 | V Girls Ice Hockey | Darien | Away - Darien Ice Rink [Directions] | L 2-1 | PU:6:00 RE:9:15 | |
| Tue., 1/31 | V Bowling | Notre Dame-Fairfield | Home [Directions] | 3:30 p.m. | ||
| Wed., 2/1 | V Boys Basketball | Bridgeport Central | Home - FLHS Main Gym [Directions] | W 61-54 | ||
| Wed., 2/1 | JV Boys Basketball | Bridgeport Central | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/1 | FR Boys Basketball | Bridgeport Central | Home - FLHS Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 2/1 | V Boys Ice Hockey | St. Joseph | Away - Shelton Rinks [Directions] | W 1-0 | PU at WOI 5:00, RE 8:00 | |
| Wed., 2/1 | V Boys Swimming and Diving | Danbury | Away - O'Neil Center @ Western Connecticut State University [Directions] | 5:30 p.m. | PUFL:3:15 PUFW:3:30 RE:7:00 | |
| Wed., 2/1 | V Wrestling | Darien | Home - FLHS Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 2/1 | V Co-ed Fencing | Daniel Hand | Away [Directions] | 5:30 p.m. | PU 4:00, RE 7:30 | |
| Wed., 2/1 | V Girls Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | W 47-25 | PU:2:30 RE:7:15 | |
| Wed., 2/1 | JV Girls Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | Ride with Varsity | |
| Wed., 2/1 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Rinks [Directions] | W 5-2 | PU:2:05 RE:5:15 | First PU is at Warde |
| Thu., 2/2 | V Boys Indoor Track | FCIAC Championship | Away - Hillhouse | 4:30 p.m. | PU:2:30 RE:8:00 | |
| Thu., 2/2 | V Girls Gymnastics | Greenwich | Away [Directions] | Greenwich- 142.15 Ludlowe- 132.30 | PU:4:30 RE:8:00 | |
| Thu., 2/2 | V Girls Indoor Track | FCIAC Championship | Away - Hillhouse | 4:30 p.m. | PU:2:30 RE:8:00 | |
| Fri., 2/3 | V Boys Basketball | Darien | Home - FLHS Main Gym [Directions] | W 50-44 | ||
| Fri., 2/3 | JV Boys Basketball | Darien | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/3 | FR Boys Basketball | Darien | Home - FLHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/3 | V Boys Ice Hockey | Watertown-Pomperaug | Away - Taft-Mays Rink [Directions] | L 3-1 | PU at WOI 5:30, RE 9:00 | |
| Fri., 2/3 | V Boys Swimming and Diving | Darien | Away - Darien YMCA [Directions] | 3:00 p.m. | PUFW:1:45 PUFL:2:00 RE:4:30 | |
| Fri., 2/3 | V Wrestling | Ridgefield, Wilton, Masuk | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 2/3 | V Girls Basketball | Darien | Away - DHS Main Gym [Directions] | L 39-61 | PU:2:30 RE:7:00 | |
| Fri., 2/3 | JV Girls Basketball | Darien | Away - DHS Main Gym [Directions] | 4:00 p.m. | Ride with Varsity | |
| Sat., 2/4 | V Boys Ice Hockey | Norwalk | Away - SoNo Ice House [Directions] | W 5-1 | PU at WOI 5:15, RE 8:30 | |
| Sat., 2/4 | JV Wrestling | Ludlowe JV tournament | Home - FLHS Main Gym [Directions] | 9:30 a.m. | ||
| Sat., 2/4 | JV Co-ed Fencing | North Haven | Away [Directions] | 9:00 a.m. | PU 7:30, RE 3:30 | |
| Sat., 2/4 | V Girls Ice Hockey | Darien | Home - Wonderland of Ice [Directions] | L 7-0 | ||
| Mon., 2/6 | V Boys Ice Hockey | Darien | Home - Wonderland Of Ice [Directions] | T 2-2(OT) | ||
| Tue., 2/7 | V Boys Basketball | Westhill | Home - FLHS Main Gym [Directions] | L 48-56 | ||
| Tue., 2/7 | JV Boys Basketball | Westhill | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/7 | FR Boys Basketball | Westhill | Home - FLHS Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 2/7 | V Bowling | Stratford | Home [Directions] | 3:30 p.m. | ||
| Tue., 2/7 | V Girls Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | L 43-49 | PU:2:30 RE:7:00 | |
| Tue., 2/7 | JV Girls Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | Ride with Varsity | |
| Tue., 2/7 | V Girls Gymnastics | Daniel Hand, Pomperaug, Nonnewaug | Home - Gymnastics & Cheer Academy [Directions] | Ludlowe- 134.95 Daniel Hand- 133.50 Nonnewaug- 122.40 | ||
| Wed., 2/8 | V Boys Swimming and Diving | Westhill/Stamford | Away - Westhill Pool [Directions] | 4:00 p.m. | PU:FW:2:20 PUFL:2:35 RE:5:30 | |
| Wed., 2/8 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Wonderland of Ice [Directions] | W 8-3 | ||
| Fri., 2/10 | V Wrestling | FCIAC Championship | Away | 4:30 p.m. | PU:2:30 RE:9:00 | |
| Sat., 2/11 | V Boys Basketball | St. Joseph | Away - St. Joseph HS [Directions] | L 54-56 | PU:3:45 RE:8:30 | |
| Sat., 2/11 | JV Boys Basketball | St. Joseph | Away - St. Joseph HS [Directions] | 12:30 p.m. | Ride with Varsity | |
| Sat., 2/11 | FR Boys Basketball | St. Joseph | Away - St. Joseph HS [Directions] | 11:00 a.m. | PU:2:30 RE:5:30 | |
| Sat., 2/11 | V Boys Ice Hockey | Greenwich | Home - Wonderland Of Ice [Directions] | T 2-2(OT) | ||
| Sat., 2/11 | V Boys Indoor Track | CIAC State Championship | Away - Floyd Little Athletic Center | 4:00 p.m. | PU:2:00 RE:8:00 | |
| Sat., 2/11 | V Wrestling | FCIAC Championship | Away | 10:00 a.m. | PU:9:00 | Bus drop off only |
| Sat., 2/11 | V Co-ed Fencing | Hopkins School | Away | 9:00 a.m. | PU 7:30, RE 2:30 | |
| Sat., 2/11 | V Girls Gymnastics | FCIAC Championship | Away | Ludlowe- 132.8- 4th | ||
| Sat., 2/11 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners Ice Rink [Directions] | W 7-3 | PU:6:30 RE:9:45 | |
| Mon., 2/13 | V Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | W 51-41 | PU:3:30 RE:8:30 | |
| Mon., 2/13 | JV Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 5:00 p.m. | Ride with Varsity | |
| Mon., 2/13 | FR Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 3:45 p.m. | PU:2:30 RE:5:30 | |
| Mon., 2/13 | V Girls Basketball | Norwalk | Home - FLHS Main Gym [Directions] | L 37-62 | ||
| Mon., 2/13 | JV Girls Basketball | Norwalk | Home - FLHS Main Gym [Directions] | 3:45 p.m. | ||
| Mon., 2/13 | FR Girls Basketball | Stamford | Away - Stamford HS [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Mon., 2/13 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Wonderland of Ice [Directions] | W 5-0 | ||
| Tue., 2/14 | FR Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 7:00 p.m. | PU:6:00 RE:8:30 | |
| Tue., 2/14 | V Boys Swimming and Diving | Wilton | Away [Directions] | 3:40 p.m. | PU:FW:2:20 PUFL:2:35 RE:5:30 | |
| Tue., 2/14 | V Bowling | Greenwich | Home [Directions] | 3:30 p.m. | ||
| Tue., 2/14 | FR Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:30 p.m. | PU:4:30 RE:7:00 | |
| Tue., 2/14 | V Girls Ice Hockey | Greenwich | Away - Dorothy Hamill Ice Rink [Directions] | T 0-0 | PU:2:30 RE:6:00 | first PU is at Warde |
| Wed., 2/15 | V Boys Basketball | Fairfield Warde | Home - FLHS Main Gym [Directions] | W 55-49 | ||
| Wed., 2/15 | JV Boys Basketball | Fairfield Warde | Home - FLHS Aux Gym [Directions] | 5:00 p.m. | ||
| Wed., 2/15 | V Boys Ice Hockey | Westhill/Stamford | Away - Terry Connors [Directions] | W 3-2 | PU at WOI 5:30, RE 9:00 | |
| Wed., 2/15 | V Girls Basketball | Fairfield Warde | Home - FLHS Main Gym [Directions] | L 26-47 | ||
| Wed., 2/15 | JV Girls Basketball | Fairfield Warde | Home - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/15 | V Girls Indoor Track | Class LL State Championship | Away - Floyd Little Athletic Center | 4:00 p.m. | PU:2:00 RE:8:00 | |
| Thu., 2/16 | V Girls Gymnastics | New Milford | Away [Directions] | Ludlowe- 138.65 New Milford- 135.95 | PU:3:00 RE:6:30 | |
| Fri., 2/17 | V Wrestling | State Championship | Away | 4:30 p.m. | ||
| Fri., 2/17 | V Girls Basketball | St. Joseph | Home - FLHS Main Gym [Directions] | L 24-38 | ||
| Fri., 2/17 | JV Girls Basketball | St. Joseph | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/17 | FR Girls Basketball | St. Joseph | Home - FLHS Main Gym [Directions] | 3:45 p.m. | ||
| Sat., 2/18 | V Boys Ice Hockey | Conard | Home - Wonderland Of Ice [Directions] | W 2-1 | ||
| Sat., 2/18 | V Boys Indoor Track | State Open Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/18 | V Wrestling | State Championship | Away | 10:00 a.m. | ||
| Sat., 2/18 | V Co-ed Fencing | Morgan | Away [Directions] | 9:00 a.m. | PU 7:30, RE 3:00 | |
| Sat., 2/18 | V Girls Gymnastics | Foran | Home - Gymnastics & Cheer Academy [Directions] | Ludlowe- 131.20 Foran- 101.35 | ||
| Sat., 2/18 | V Girls Indoor Track | State Open Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Mon., 2/20 | V Boys Basketball | Staples | Home - FLHS Main Gym [Directions] | W 54-49 | ||
| Mon., 2/20 | JV Boys Basketball | Staples | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/20 | FR Boys Basketball | Staples | Home - FLHS Main Gym [Directions] | 3:45 p.m. | ||
| Mon., 2/20 | School Holidays and Closings | Washingtons Birthday | ||||
| Wed., 2/22 | V Boys Basketball | Wilton | Away [Directions] | L 42-56 | PU:3:45 RE:8:30 | |
| Wed., 2/22 | JV Boys Basketball | Wilton | Away [Directions] | 5:15 p.m. | Ride with Varsity | |
| Wed., 2/22 | FR Boys Basketball | Wilton | Away [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 2/22 | V Boys Ice Hockey | Wilton | Home - Wonderland Of Ice [Directions] | W 4-3 | ||
| Fri., 2/24 | V Wrestling | State Open | Away | 4:30 p.m. | ||
| Fri., 2/24 | V Co-ed Fencing | Guilford | Away [Directions] | 5:30 p.m. | PU 4:00, RE 7:30 | |
| Sat., 2/25 | V Boys Ice Hockey | Greenwich | Home [Directions] | 2:30 p.m. | PU 1:00, RE 4:00 | At Terry Conners Rink |
| Sat., 2/25 | V Wrestling | State Open | Away | 10:00 a.m. | ||
| Mon., 2/27 | V Co-ed Fencing | Morgan | Home - Fairfield Warde Small Gym [Directions] | 6:00 p.m. | Senior Night | |
| Tue., 2/28 | V Bowling | Position Round | Home [Directions] | 3:30 p.m. | ||
| Fri., 3/3 | V Wrestling | New England Championship | Away | 4:30 p.m. | ||
| Sat., 3/4 | V Wrestling | New England Championship | Away | 10:00 a.m. | ||
| Sat., 3/4 | V Co-ed Fencing | Individual State Championship | Away | 9:00 a.m. | TBD | location TBD |
| Wed., 3/8 | V Boys Ice Hockey | West Haven Coop | Away [Directions] | 6:30 p.m. | PU 4:30, RE 8:00 | |
| Sat., 3/11 | V Co-ed Fencing | Team State Championship | Away | 9:00 a.m. | TBD | TBD |
| Thu., 3/23 | V Boys Lacrosse | Joel Barlow (Scrim.) | Away - Field I (Stadium) [Directions] | 5:00 p.m. | PU:3:15 RE:6:30 | |
| Sat., 3/25 | V Girls Lacrosse | Danbury Jamboree | Away | 3:00 p.m. | PU:1:15 RE:7:00 | |
| Sat., 3/25 | V Softball | Notre Dame-Fairfield (Scrim.) | Away - Park Avenue Field at Notre Dame [Directions] | 10:30 a.m. | PU:9:15 RE:12:30 | |
| Sat., 3/25 | JV Softball | Notre Dame-Fairfield (Scrim.) | Away - Park Avenue Field at Notre Dame [Directions] | 11:30 a.m. | Ride with Varsity | |
| Mon., 3/27 | V Girls Lacrosse | Norwalk (Scrim.) | Home - Taft Field [Directions] | 3:30 p.m. | ||
| Tue., 3/28 | V Boys Lacrosse | Staples (Scrim.) | Home - Taft Field [Directions] | 5:00 p.m. | ||
| Tue., 3/28 | JV Boys Lacrosse | Staples (Scrim.) | Away - Wakeman Field B (turf) [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 3/29 | V Baseball | Fairfield Prep (Scrim.) | Home - Kiwanis Field [Directions] | 4:00 p.m. | ||
| Wed., 3/29 | V Co-ed Sailing | Fairfield Prep | Home - Pequot Yacht Club [Directions] | 3:00 p.m. | Also Greenwich Farms Academy | |
| Wed., 3/29 | V Girls Lacrosse | Notre Dame-Fairfield (Scrim.) | Home - Taft Field [Directions] | 3:30 p.m. | ||
| Thu., 3/30 | V Baseball | Branford (Scrim.) | Home - James L. MacVeigh Alumni Athletic Complex - Baseball Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 3/30 | V Boys Lacrosse | Guilford (Scrim.) | Away - Kavanaugh Turf Field at GHS [Directions] | 6:00 p.m. | PU:3:45 RE:7:30 | |
| Sat., 4/1 | V Girls Lacrosse | Bunnell | Away - Bunnell [Directions] | W 19-2 | PU:8:15 RE:12:30 | |
| Mon., 4/3 | V Baseball | Joel Barlow | Home - Kiwanis Park - Fairfield [Directions] | W 2-1 | PU:2:30 RE:5:30 | |
| Mon., 4/3 | JV Baseball | Joel Barlow | Away - Veteran's Field - Easton [Directions] | 4:00 p.m. | Ride with Varsity | |
| Mon., 4/3 | V Boys Tennis | Stamford | Away [Directions] | W 7-0 | PU:2:30 RE:5:30 | |
| Mon., 4/3 | V Boys Volleyball | Danbury | Away - Danbury HS - MAIN gym [Directions] | L 0-3 | PU:2:30 RE:6:30 | |
| Mon., 4/3 | JV Boys Volleyball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 5:30 p.m. | Ride with Varsity | |
| Mon., 4/3 | V Softball | Stamford | Away - Stamford HS [Directions] | L 1-2 | PU:2:30 RE:5:30 | |
| Mon., 4/3 | JV Softball | Stamford | Away - Cummings Park [Directions] | 4:00 p.m. | Ride with Varsity | |
| Mon., 4/3 | V Girls Tennis | Stamford | Home - Fairfield Ludlowe Tennis Courts [Directions] | W 6-1 | ||
| Wed., 4/5 | V Boys Golf | Fairfield Warde, Brien McMahon | Home - Smith Richardson Golf Course [Directions] | Ludlowe 165 McMahon 253 | ||
| Wed., 4/5 | JV Boys Golf | Fairfield Warde, Brien McMahon | Home - Smith Richardson Golf Course [Directions] | 3:30 p.m. | ||
| Wed., 4/5 | V Boys Lacrosse | Southington | Home - Taft Field [Directions] | W 12-4 | ||
| Wed., 4/5 | JV Boys Lacrosse | Southington | Home - Taft Field [Directions] | 5:00 p.m. | ||
| Wed., 4/5 | V Boys Outdoor Track | Westhill | Away - Westhill Football Field [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | 2 busses |
| Wed., 4/5 | V Boys Tennis | Brien McMahon | Home - Fairfield Ludlowe Tennis Courts [Directions] | W 7-0 | ||
| Wed., 4/5 | V Boys Volleyball | Cheshire | Home - FLHS Main Gym [Directions] | L 0-3 | ||
| Wed., 4/5 | JV Boys Volleyball | Cheshire | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 4/5 | V Co-ed Sailing | Staples | Away - Cedar Point Yacht Club [Directions] | 3:00 p.m. | PU:2:30 RE:5:00 | Also Greenwich Academy |
| Wed., 4/5 | V Girls Lacrosse | Greenwich | Away - Cardinal Stadium [Directions] | L 10-18 | PU:2:30 RE:6:30 | |
| Wed., 4/5 | JV Girls Lacrosse | Greenwich | Away - Cardinal Stadium [Directions] | 5:30 p.m. | Ride with Varsity | |
| Wed., 4/5 | FR Girls Lacrosse | Darien | Away - DHS Field #1 -Turf [Directions] | Cancelled | PU:2:30 RE:5:15 | |
| Wed., 4/5 | V Girls Outdoor Track | Westhill | Away - Westhill Football Field [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | 2 busses |
| Wed., 4/5 | V Girls Tennis | Brien McMahon | Away - Brien McMahon HS [Directions] | W 7-0 | PU:2:30 RE:5:30 | |
| Fri., 4/7 | V Boys Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | W 5-3 | PU:6:00 RE:8:45 | |
| Fri., 4/7 | V Boys Volleyball | Newtown | Away [Directions] | L 0-3 | PU:2:30 RE:6:30 | |
| Fri., 4/7 | JV Boys Volleyball | Newtown | Away [Directions] | 5:15 p.m. | Ride with Varsity | |
| Fri., 4/7 | V Girls Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | L 1-10 | PU:4:15 RE:6:45 | |
| Fri., 4/7 | JV Girls Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 4:00 p.m. | 2:45 shuttle | |
| Fri., 4/7 | V Girls Tennis | Joel Barlow | Home [Directions] | W 7-0 | ||
| Sat., 4/8 | V Baseball | East Haven | Home - Kiwanis Field [Directions] | W 6-2 | ||
| Sat., 4/8 | V Girls Lacrosse | Lauralton Hall | Away - Lauralton Hall Field [Directions] | W 10-8 | PU:12:30 RE:4:45 | |
| Sat., 4/8 | JV Girls Lacrosse | Lauralton Hall | Away - Lauralton Hall Field [Directions] | 2:00 p.m. | Ride wth Varsity | |
| Mon., 4/10 | V Baseball | Stamford | Away - Stamford HS [Directions] | W 7-1 | PU:10:15 RE:4:30 | |
| Mon., 4/10 | V Baseball | Stamford | Away - Stamford HS [Directions] | W 7-4 | Double Header | Non-League Game |
| Mon., 4/10 | JV Baseball | Stamford | Away - Belltown Field [Directions] | 12:00 p.m. | Ride with Varsity | |
| Mon., 4/10 | JV Baseball | Stamford | Away - Belltown [Directions] | 3:00 p.m. | Double Header | |
| Mon., 4/10 | FR Baseball | Stamford | Home - Kiwanis Field [Directions] | 12:00 p.m. | ||
| Mon., 4/10 | FR Baseball | Stamford | Home - Kiwanis Field [Directions] | 3:00 p.m. | ||
| Mon., 4/10 | V Boys Tennis | Greenwich | Away - GHS Tennis Courts [Directions] | L 1-6 | PU:11:15 RE:2:30 | |
| Mon., 4/10 | V Boys Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | L 0-3 | PU:9:45 RE:1:15 | |
| Mon., 4/10 | JV Boys Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 12:15 p.m. | Ride with Varsity | |
| Mon., 4/10 | V Girls Lacrosse | Danbury | Home - Taft Field [Directions] | W 17-11 | ||
| Mon., 4/10 | JV Girls Lacrosse | Danbury | Home - Taft Field [Directions] | 12:30 p.m. | ||
| Mon., 4/10 | V Softball | Stamford | Home - Sturges Park [Directions] | L 2-4 | ||
| Mon., 4/10 | V Girls Tennis | Greenwich | Home - Fairfield Ludlowe Tennis Courts [Directions] | L 0-7 | ||
| Mon., 4/10 | School Holidays and Closings | Passover begins at sundown | ||||
| Tue., 4/11 | V Boys Lacrosse | Darien | Home - Taft Field [Directions] | L 5-23 | ||
| Tue., 4/11 | JV Boys Lacrosse | Darien | Home - Taft Field [Directions] | 5:00 p.m. | ||
| Tue., 4/11 | V Boys Tennis | Danbury | Home - Fairfield Ludlowe Tennis Courts [Directions] | W 6-1 | ||
| Tue., 4/11 | V Boys Volleyball | Ridgefield | Home - FLHS Main Gym [Directions] | L 0-3 | ||
| Tue., 4/11 | JV Boys Volleyball | Ridgefield | Home - FLHS Main Gym [Directions] | 12:15 p.m. | ||
| Tue., 4/11 | FR Girls Lacrosse | Norwalk | Home - FLHS Front Field [Directions] | Cancelled | ||
| Tue., 4/11 | V Softball | Staples | Home - Sturges Park [Directions] | W 8-3 | ||
| Tue., 4/11 | School Holidays and Closings | First day of Passover | ||||
| Wed., 4/12 | V Baseball | Brien McMahon | Home - Kiwanis Field [Directions] | W 11-9 | ||
| Wed., 4/12 | JV Baseball | Brien McMahon | Home - Tunxis Hill Park [Directions] | 4:00 p.m. | ||
| Wed., 4/12 | V Boys Tennis | Fairfield Prep | Home - Fairfield Ludlowe Tennis Courts [Directions] | L 1-4 | ||
| Wed., 4/12 | V Softball | Brien McMahon | Away - Brien McMahon HS [Directions] | W 15-1 | PU:2:30 RE:5:30 | |
| Wed., 4/12 | JV Softball | Brien McMahon | Away - Brookside Elementary School [Directions] | Cancelled | Ride with Varsity | |
| Thu., 4/13 | V Baseball | Danbury | Home - Kiwanis Field [Directions] | L 9-8 | ||
| Thu., 4/13 | JV Baseball | Danbury | Home - Tunxis Hill Park [Directions] | 12:00 p.m. | ||
| Thu., 4/13 | FR Baseball | Danbury | Away - Danbury HS Varsity Baseball Field [Directions] | 11:00 a.m. | PU:9:00 RE:12:30 | |
| Thu., 4/13 | V Boys Lacrosse | Conard | Away - Conard HS Stadium [Directions] | W 10-2 | PU:3:45 RE:7:30 | |
| Thu., 4/13 | JV Boys Lacrosse | Conard | Away - Conard HS North Field [Directions] | 4:30 p.m. | PU:2:30 RE:6:00 | |
| Thu., 4/13 | V Softball | Danbury | Away - Danbury HS Varsity Softball Field [Directions] | W 5-4 | PU:9:00 RE:12:30 | |
| Thu., 4/13 | JV Softball | Danbury | Away - Hatters Park Softball Fields [Directions] | Cancelled | Ride with Varsity | |
| Fri., 4/14 | School Holidays and Closings | Good Friday | ||||
| Sat., 4/15 | FR Boys Lacrosse | Stamford | Home - Taft Field [Directions] | Cancelled | ||
| Sat., 4/15 | V Girls Lacrosse | Wilton | Home - Taft Field [Directions] | L 16-6 | ||
| Sat., 4/15 | JV Girls Lacrosse | Wilton | Home - Taft Field [Directions] | 11:30 a.m. | ||
| Sun., 4/16 | School Holidays and Closings | Easter Sunday | ||||
| Mon., 4/17 | V Baseball | Greenwich | Away - GHS Baseball Field [Directions] | L 8-1 | PU:2:30 RE:5:30 | |
| Mon., 4/17 | JV Baseball | Greenwich | Away - Julian Curtiss School [Directions] | 4:00 p.m. | Ride with Varsity | |
| Mon., 4/17 | FR Baseball | Greenwich | Home - Kiwanis Field [Directions] | 4:00 p.m. | ||
| Mon., 4/17 | V Boys Golf | Trumbull | Home - Smith Richardson Golf Course [Directions] | Ludlowe 176 Trumbull 169 | ||
| Mon., 4/17 | JV Boys Golf | Greenwich | Home [Directions] | 3:45 p.m. | ||
| Mon., 4/17 | FR Boys Lacrosse | Fairfield Prep | Home - Sturges Park [Directions] | 4:00 p.m. | ||
| Mon., 4/17 | V Boys Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | L 1-6 | PU:2:30 RE:5:30 | |
| Mon., 4/17 | JV Boys Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | 4:00 p.m. | Ride with Varsity | |
| Mon., 4/17 | V Boys Volleyball | Joel Barlow | Away - Lower Gym [Directions] | L 0-3 | PU:2:30 RE:6:30 | |
| Mon., 4/17 | JV Boys Volleyball | Joel Barlow | Away - Lower Gym [Directions] | 5:30 p.m. | Ride with Varsity | |
| Mon., 4/17 | V Girls Golf | Wilton | Away - Silver Mine CC [Directions] | Wilton: 177 Ludlowe: 218 | PU:2:00 RE:5:15 | |
| Mon., 4/17 | V Girls Lacrosse | Stamford | Home - Taft Field [Directions] | W 14-2 | ||
| Mon., 4/17 | JV Girls Lacrosse | Stamford | Home - Taft Field [Directions] | 5:30 p.m. | ||
| Mon., 4/17 | V Girls Outdoor Track | Norwalk, Wilton | Away - Testa Field, NHS [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | 2 busses |
| Mon., 4/17 | V Softball | Greenwich | Home - Sturges Park [Directions] | W 3-1 | ||
| Mon., 4/17 | JV Softball | Greenwich | Home - Tom Hayden field [Directions] | 4:30 p.m. | ||
| Mon., 4/17 | V Girls Tennis | Ridgefield | Home - Fairfield Ludlowe Tennis Courts [Directions] | W 5-2 | ||
| Mon., 4/17 | JV Girls Tennis | Ridgefield | Home - Tomlinson MS [Directions] | 4:00 p.m. | ||
| Tue., 4/18 | V Boys Lacrosse | Weston | Away - WHS Turf Field [Directions] | L 1-5 | PU:5:30 RE:8:30 | |
| Tue., 4/18 | JV Boys Lacrosse | Weston | Home - Taft Field [Directions] | 5:00 p.m. | ||
| Tue., 4/18 | V Boys Tennis | Trumbull | Home - Fairfield Ludlowe Tennis Courts [Directions] | W 5-2 | ||
| Tue., 4/18 | V Girls Golf | Trumbull | Home - Smith Richardson Golf Course [Directions] | Trumbull: 200 Ludlowe: 217 | ||
| Tue., 4/18 | V Softball | Masuk | Home - Sturges Park [Directions] | L 3-10 | ||
| Tue., 4/18 | V Girls Tennis | Trumbull | Away - THS Tennis Courts [Directions] | W 7-0 | PU:2:30 RE:5:30 | |
| Tue., 4/18 | School Holidays and Closings | Last day of Passover | ||||
| Wed., 4/19 | V Baseball | Ridgefield | Away - Governor's Park Field (aka Ciuccoli or Old HS) [Directions] | L 6-1 | PU:2:30 RE:5:30 | |
| Wed., 4/19 | JV Baseball | Ridgefield | Away - East Ridge MS [Directions] | 4:00 p.m. | Ride with Varsity | |
| Wed., 4/19 | FR Baseball | Ridgefield | Home - Kiwanis Field [Directions] | 4:00 p.m. | ||
| Wed., 4/19 | V Boys Golf | Stamford | Away - EG Brennan [Directions] | Ludlowe 162 Stamford 198 | PU:2:00 RE:5:15 | |
| Wed., 4/19 | JV Boys Golf | Staples | Home [Directions] | 3:45 p.m. | ||
| Wed., 4/19 | FR Boys Lacrosse | New Canaan | Home - Sturges Park [Directions] | 4:00 p.m. | ||
| Wed., 4/19 | JV Boys Tennis | Darien | Away - Cherry Lawn Park [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 4/19 | V Boys Volleyball | Kolbe Cathedral | Home - FLHS Main Gym [Directions] | W 3-1 | ||
| Wed., 4/19 | JV Boys Volleyball | Kolbe Cathedral | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 4/19 | V Co-ed Sailing | Brunswick School | Home - Pequot Yacht Club [Directions] | 3:00 p.m. | Also Stamford | |
| Wed., 4/19 | V Girls Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | L 8-10 | PU:2:30 RE:6:30 | |
| Wed., 4/19 | JV Girls Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | 5:30 p.m. | Ride with Varsity | |
| Wed., 4/19 | FR Girls Lacrosse | New Canaan | Away - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:15 | |
| Wed., 4/19 | V Softball | Ridgefield | Home - Sturges Park [Directions] | W 3-2 | ||
| Wed., 4/19 | JV Softball | Ridgefield | Home - Tom Hayden field [Directions] | 4:30 p.m. | ||
| Wed., 4/19 | JV Girls Tennis | Darien | Home - Tomlinson MS Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 4/20 | V Boys Golf | Darien | Home - Smith Richardson Golf Course [Directions] | Ludlowe 175 Darien 156 | ||
| Thu., 4/20 | V Boys Outdoor Track | Wilton, Norwalk | Away - WHS Track [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | 2 busses |
| Thu., 4/20 | V Girls Golf | Danbury | Away - Richter Park Golf Course [Directions] | Ludlowe: 213 Danbury: 221 | PU:2:00 RE:5:30 | |
| Thu., 4/20 | FR Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | PU:2:30 RE:5:15 | |
| Thu., 4/20 | JV Softball | Trumbull | Away - Varsity Softball Field [Directions] | 4:00 p.m. | PU:2:45 RE:5:30 | |
| Fri., 4/21 | V Boys Volleyball | St. Joseph | Away - St. Joseph HS [Directions] | W 3-0 | PU:2:30 RE:6:30 | |
| Fri., 4/21 | JV Boys Volleyball | St. Joseph | Away - St. Joseph HS [Directions] | 5:30 p.m. | Ride wth Varsity | |
| Sat., 4/22 | V Boys Lacrosse | Greenwich | Home - Taft Field [Directions] | L 7-12 | ||
| Sat., 4/22 | JV Boys Lacrosse | Greenwich | Home - Taft Field [Directions] | 11:00 a.m. | ||
| Sat., 4/22 | V Boys Outdoor Track | Lawmen Froshmore Invitational | Away - Jonathan Law HS | 10:00 a.m. | PU:8:45 RE:2:00 | |
| Sat., 4/22 | V Co-ed Sailing | O'Day Trophy Qualifiers | Away | TBA | ||
| Sat., 4/22 | V Girls Lacrosse | Joel Barlow | Home - Taft Field [Directions] | W 10-7 | ||
| Sat., 4/22 | JV Girls Lacrosse | Joel Barlow | Home - Taft Field [Directions] | 4:30 p.m. | ||
| Sat., 4/22 | V Girls Outdoor Track | Lawmen Froshmore Invitational | Away - Jonathan Law HS | 10:00 a.m. | PU:8:45 RE:2:00 | Ride with boys |
| Sun., 4/23 | V Co-ed Sailing | O'Day Trophy | Away | TBA | Must Qualify | |
| Mon., 4/24 | V Boys Golf | Greenwich | Home - Smith Richardson Golf Course [Directions] | Ludlowe 168 Greenwich 155 | ||
| Mon., 4/24 | FR Boys Lacrosse | Fairfield Country Day School | Away | 3:30 p.m. | PU:2:30 RE:4:00 | |
| Mon., 4/24 | V Boys Outdoor Track | Stamford | Home - Taft Field [Directions] | 4:00 p.m. | ||
| Mon., 4/24 | V Boys Tennis | Trinity Catholic | Away - Scalzi Park | W 6-1 | PU:2:30 RE:5:30 | |
| Mon., 4/24 | V Co-ed Sailing | Branford | Home - Pequot Yacht Club [Directions] | 3:00 p.m. | ||
| Mon., 4/24 | V Girls Golf | Ridgefield | Home - Smith Richardson Golf Course [Directions] | Ridgefield - 207 Ludlowe - 213 | ||
| Mon., 4/24 | V Girls Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | W 18-4 | PU:3:15 RE:7:15 | |
| Mon., 4/24 | JV Girls Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | 4:30 p.m. | Ride with Varsity | |
| Mon., 4/24 | V Girls Outdoor Track | Stamford | Home - Taft Field [Directions] | 4:00 p.m. | ||
| Mon., 4/24 | V Girls Tennis | Trinity Catholic | Home - Fairfield Ludlowe Tennis Courts [Directions] | W 7-0 | ||
| Tue., 4/25 | V Boys Lacrosse | Norwalk | Home - Taft Field [Directions] | W 17-5 | ||
| Tue., 4/25 | JV Boys Lacrosse | Norwalk | Home - Taft Field [Directions] | 5:00 p.m. | ||
| Tue., 4/25 | V Co-ed Sailing | Darien | Away - Grass Island [Directions] | 3:00 p.m. | PU:2:30 RE:5:00 | Also Greenwich |
| Wed., 4/26 | V Boys Golf | Wilton | Home - Smith Richardson Golf Course [Directions] | Ludlowe 164 Wilton 189 | ||
| Wed., 4/26 | JV Boys Golf | New Canaan | Home [Directions] | 3:45 p.m. | ||
| Wed., 4/26 | V Boys Volleyball | Masuk | Home - FLHS Main Gym [Directions] | L 0-3 | ||
| Wed., 4/26 | JV Boys Volleyball | Masuk | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 4/26 | V Co-ed Sailing | Fairfield Prep | Home - Pequot Yacht Club [Directions] | 3:00 p.m. | Also Greenwich Farms Academy | |
| Thu., 4/27 | V Baseball | Trumbull | Home - Kiwanis Field [Directions] | L 6-4 | ||
| Thu., 4/27 | JV Baseball | Trumbull | Home - Owen Fish Park [Directions] | 4:00 p.m. | ||
| Thu., 4/27 | FR Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 4/27 | V Boys Lacrosse | Xavier | Home - Taft Field [Directions] | L 3-5 | ||
| Thu., 4/27 | JV Boys Lacrosse | Xavier | Home - Taft Field [Directions] | 5:00 p.m. | ||
| Thu., 4/27 | V Boys Tennis | Bridgeport Central | Home - Fairfield Ludlowe Tennis Courts [Directions] | W 7-0 | ||
| Thu., 4/27 | JV Boys Tennis | Greenwich | Home - Dwight Elementary School Courts [Directions] | 4:00 p.m. | ||
| Thu., 4/27 | V Co-ed Sailing | Greenwich Academy | Home - Pequot Yacht Club [Directions] | 3:00 p.m. | Also Staples | |
| Thu., 4/27 | V Girls Golf | Fairfield Warde | Home - Smith Richardson Golf Course [Directions] | Warde: 174 Ludlowe: 214 | ||
| Thu., 4/27 | JV Girls Golf | Darien | Home - South Pine Creek Par 3 [Directions] | 3:15 p.m. | ||
| Thu., 4/27 | V Girls Lacrosse | Stamford | Away - Stamford HS [Directions] | W 20-4 | PU:2:30 RE:6:30 | |
| Thu., 4/27 | JV Girls Lacrosse | Stamford | Away - Stamford HS [Directions] | 5:30 p.m. | Ride with Varsity | |
| Thu., 4/27 | V Softball | Trumbull | Away - Varsity Softball Field [Directions] | L 2-10 | PU:2:45 RE:5:30 | |
| Thu., 4/27 | V Girls Tennis | Bridgeport Central | Away [Directions] | W 7-0 | PU:2:45 RE:5:30 | |
| Thu., 4/27 | JV Girls Tennis | Greenwich | Away - Binney Park [Directions] | 4:00 p.m. | ||
| Fri., 4/28 | V Baseball | New Canaan | Away - Mead Park [Directions] | L 12-0 | PU:2:30 RE:5:30 | |
| Fri., 4/28 | JV Baseball | New Canaan | Away - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | Ride with Varsity | |
| Fri., 4/28 | FR Baseball | New Canaan | Home - Kiwanis Field [Directions] | 4:00 p.m. | ||
| Fri., 4/28 | FR Boys Lacrosse | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 4/28 | V Boys Tennis | New Canaan | Away - NCHS Tennis Courts [Directions] | L 0-7 | PU:2:30 RE:6:30 | |
| Fri., 4/28 | V Boys Volleyball | Oxford | Away - OHS-Main Gym [Directions] | L 0-3 | PU:2:30 RE:6:30 | |
| Fri., 4/28 | JV Boys Volleyball | Oxford | Away - OHS-Main Gym [Directions] | 5:15 p.m. | Ride with Varsity | |
| Fri., 4/28 | FR Girls Lacrosse | Ridgefield | Home - FLHS Front Field [Directions] | 4:00 p.m. | ||
| Fri., 4/28 | V Softball | New Canaan | Home - Sturges Park [Directions] | W 5-4 | ||
| Fri., 4/28 | JV Softball | New Canaan | Home - Tom Hayden field [Directions] | 4:00 p.m. | ||
| Fri., 4/28 | V Girls Tennis | New Canaan | Home - Fairfield Ludlowe Tennis Courts [Directions] | L 3-4 | ||
| Fri., 4/28 | JV Girls Tennis | Staples | Home - Tomlinson MS [Directions] | 4:00 p.m. | ||
| Sat., 4/29 | V Baseball | Trinity Catholic | Away - Trinity Catholic's Lione Field | W 11-0 | PU:10:30 RE 1:30 | |
| Sat., 4/29 | V Boys Lacrosse | Newtown | Away - Blue and Gold Stadium [Directions] | L 3-6 | PU:2:15 RE:5:30 | |
| Sat., 4/29 | JV Boys Lacrosse | Newtown | Away - Blue and Gold Stadium [Directions] | 2:00 p.m. | PU:12:15 RE:3:30 | |
| Sat., 4/29 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS | 9:00 a.m. | PU:7:45 RE:1:00 | |
| Sat., 4/29 | V Co-ed Sailing | States | Away - US Coast Guard Academy | 8:30 a.m. | PU:7:30 RE:4:30 | |
| Sat., 4/29 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury High Schoool | 9:00 a.m. | PU:7:45 RE:1:00 | Ride with boys |
| Sat., 4/29 | V Softball | Trinity Catholic | Home - Sturges Park [Directions] | W 8-0 | ||
| Sat., 4/29 | JV Softball | Trinity Catholic | Home - Tom Hayden field [Directions] | Cancelled | ||
| Sat., 4/29 | V Girls Tennis | Danbury | Home - Fairfield Ludlowe Tennis Courts [Directions] | W 5-2 | ||
| Sun., 4/30 | V Co-ed Sailing | Herreshoff Qualifier | Away | TBA | TBA | |
| Mon., 5/1 | V Baseball | Bridgeport Central | Home - Kiwanis Field [Directions] | W 10-3 | ||
| Mon., 5/1 | JV Baseball | Bridgeport Central | Home - Tunxis Hill Park [Directions] | 4:00 p.m. | ||
| Mon., 5/1 | FR Baseball | Wilbur Cross | Home - Owen Fish Park [Directions] | 4:00 p.m. | ||
| Mon., 5/1 | V Boys Golf | Westhill | Home - Smith Richardson Golf Course [Directions] | Ludlowe 169 Westhill 182 | ||
| Mon., 5/1 | JV Boys Lacrosse | Fairfield Warde | Away - Grass Field [Directions] | 5:45 p.m. | PU:4:45 RE:7:15 | |
| Mon., 5/1 | V Boys Tennis | Darien | Home - Fairfield Ludlowe Tennis Courts [Directions] | L 1-6 | ||
| Mon., 5/1 | JV Boys Tennis | Darien | Home - Dwight Elementary School Courts [Directions] | 4:00 p.m. | ||
| Mon., 5/1 | V Girls Golf | Darien | Away - Wee Burn CC [Directions] | Darien: 209 Ludlowe: 218 | PU:2:00 RE:5:00 | |
| Mon., 5/1 | JV Girls Golf | Darien | Away - Wee Burn CC [Directions] | 3:15 p.m. | Ride with Varsity | |
| Mon., 5/1 | FR Girls Lacrosse | Greenwich | Home - FLHS Front Field [Directions] | 4:15 p.m. | ||
| Mon., 5/1 | V Girls Outdoor Track | New Canaan, St. Joseph | Away - NCHS Track Field [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | 2 busses |
| Mon., 5/1 | V Softball | Bridgeport Central | Away - Central H.S. Junior Varsity Softball Field [Directions] | W 13-0 | PU:2:30 RE:5:30 | |
| Mon., 5/1 | JV Softball | Bridgeport Central | Away - Ripken Field [Directions] | 4:00 p.m. | Ride with Varsity | |
| Mon., 5/1 | V Girls Tennis | Darien | Away - DHS Tennis Courts [Directions] | L 0-7 | PU:2:30 RE:5:30 | |
| Mon., 5/1 | JV Girls Tennis | Darien | Away - Weed Beach [Directions] | 4:00 p.m. | Ride with Varsity | |
| Tue., 5/2 | V Baseball | Naugatuck | Home - Kiwanis Field [Directions] | W 9-2 | ||
| Tue., 5/2 | FR Baseball | Naugatuck | Home - Owen Fish Park [Directions] | 4:00 p.m. | ||
| Tue., 5/2 | JV Boys Golf | Fairfield Warde | Home - Smith Richardson Golf Course [Directions] | 3:30 p.m. | ||
| Tue., 5/2 | V Boys Lacrosse | New Canaan | Home - Taft Field [Directions] | L 3-12 | ||
| Tue., 5/2 | JV Boys Lacrosse | New Canaan | Home - Taft Field [Directions] | Cancelled | ||
| Tue., 5/2 | V Boys Outdoor Track | New Canaan, St. Joseph | Away - NCHS Track Field [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | 2 busses |
| Tue., 5/2 | V Boys Tennis | Westhill | Home - Fairfield Ludlowe Tennis Courts [Directions] | W 4-3 | Yes | |
| Tue., 5/2 | JV Boys Tennis | New Canaan | Away - NCHS Tennis Courts [Directions] | 5:30 p.m. | PU:4:00 RE:7:00 | |
| Tue., 5/2 | V Girls Golf | Greenwich | Home - Smith Richardson Golf Course [Directions] | Ludlowe: 214 Greenwich: 183 | ||
| Tue., 5/2 | V Girls Tennis | Westhill | Away [Directions] | W 5-2 | PU:2:30 RE:5:30 | |
| Wed., 5/3 | V Baseball | Darien | Home - Kiwanis Field [Directions] | L 6-0 | ||
| Wed., 5/3 | JV Baseball | Darien | Home - Tunxis Hill Park [Directions] | 4:00 p.m. | ||
| Wed., 5/3 | V Boys Golf | Staples | Home - Smith Richardson Golf Course [Directions] | Ludlowe 169 Staples 162 | ||
| Wed., 5/3 | FR Boys Lacrosse | St. Joseph | Away - St. Joseph HS [Directions] | Cancelled | PU:2:30 RE:5:30 | |
| Wed., 5/3 | V Boys Volleyball | Trumbull | Home - FLHS Main Gym [Directions] | L 0-3 | ||
| Wed., 5/3 | JV Boys Volleyball | Trumbull | Home - FLHS Main Gym [Directions] | 5:30 p.m. | ||
| Wed., 5/3 | V Co-ed Sailing | Greenwich | Away - Grass Island [Directions] | 3:00 p.m. | PU:2:30 RE:5:00 | Also Darien & Rye |
| Wed., 5/3 | V Girls Golf | Darien | Home - Smith Richardson Golf Course [Directions] | Ludlowe: 213 Darien: 187 | ||
| Wed., 5/3 | V Girls Lacrosse | Brien McMahon | Home - Taft Field [Directions] | W 18-3 | ||
| Wed., 5/3 | JV Girls Lacrosse | Brien McMahon | Home - Taft Field [Directions] | 5:30 p.m. | ||
| Wed., 5/3 | FR Girls Lacrosse | Trumbull | Away - The Pit [Directions] | 4:00 p.m. | PU:2:30 RE:5:15 | |
| Wed., 5/3 | V Softball | Darien | Away - DHS Softball Varsity Field [Directions] | W 3-1 | PU:2:30 RE:5:30 | |
| Wed., 5/3 | JV Girls Tennis | Trumbull | Home - Tomlinson MS [Directions] | 4:00 p.m. | ||
| Thu., 5/4 | V Baseball | Westhill | Home - Kiwanis Field [Directions] | W 6-5 | ||
| Thu., 5/4 | JV Baseball | Westhill | Home - Tunxis Hill Park [Directions] | 4:00 p.m. | ||
| Thu., 5/4 | FR Baseball | Westhill | Away - Westhill Baseball Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 5/4 | V Boys Golf | Norwalk, Fairfield Warde | Away - Oak Hills G.C. [Directions] | Ludlowe 156 Norwalk 203 | PU:2:10 RE:5:15 | |
| Thu., 5/4 | JV Boys Golf | Norwalk, Fairfield Warde | Away [Directions] | 3:15 p.m. | Ride with Varsity | |
| Thu., 5/4 | V Boys Lacrosse | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | W 14-4 | PU:4:00 RE:7:30 | |
| Thu., 5/4 | JV Boys Lacrosse | Danbury | Away - Danbury HS Stadium Turf Field [Directions] | 4:30 p.m. | PU:2:30 RE:6:00 | |
| Thu., 5/4 | V Boys Tennis | St. Joseph | Away - St. Joseph HS [Directions] | W 5-2 | PU:2:30 RE:5:30 | |
| Thu., 5/4 | FR Girls Lacrosse | Trumbull | Home - FLHS Front Field [Directions] | 4:00 p.m. | ||
| Thu., 5/4 | V Girls Tennis | St. Joseph | Home - Fairfield Ludlowe Tennis Courts [Directions] | W 7-0 | ||
| Thu., 5/4 | JV Girls Tennis | Fairfield Warde | Away - Fairfield Woods MS Courts [Directions] | 4:00 p.m. | PU:3:00 RE:5:30 | |
| Fri., 5/5 | V Boys Lacrosse | Westhill | Home - Taft Field [Directions] | W 8-3 | ||
| Fri., 5/5 | V Boys Volleyball | Bulkeley | Away - Bulkeley HS Field House [Directions] | L 0-3 | PU:2:30 RE: 6:00 | |
| Fri., 5/5 | JV Boys Volleyball | Bulkeley | Away - Bulkeley HS Field House [Directions] | 4:00 p.m. | Ride with Varsity | |
| Sat., 5/6 | FR Boys Lacrosse | Trumbull | Away - The Pit [Directions] | Cancelled | PU:12:45 RE:3:30 | |
| Sat., 5/6 | V Co-ed Sailing | Herreshoff Championship | Away - Brown University | TBA | ||
| Sat., 5/6 | V Girls Lacrosse | Staples | Home - Taft Field [Directions] | L 10-11 OT | ||
| Sat., 5/6 | JV Girls Lacrosse | Staples | Home - Taft Field [Directions] | 4:30 p.m. | ||
| Mon., 5/8 | V Baseball | St. Joseph | Away - St. Joseph HS [Directions] | W 10-4 | PU:2:30 RE:5:30 | |
| Mon., 5/8 | JV Baseball | St. Joseph | Away - Madison MS, Trumbull [Directions] | 4:00 p.m. | Ride with Varsity | |
| Mon., 5/8 | FR Baseball | St. Joseph | Home - Kiwanis Field [Directions] | 4:00 p.m. | ||
| Mon., 5/8 | FR Boys Lacrosse | Wilton | Away - Allen's Field [Directions] | Cancelled | PU:2:30 RE:5:30 | |
| Mon., 5/8 | V Boys Tennis | Norwalk | Away - Brien McMahon HS [Directions] | W 6-1 | PU:3:45 RE:6:45 | |
| Mon., 5/8 | V Boys Volleyball | Joel Barlow | Home - FLHS Main Gym [Directions] | L 0-3 | ||
| Mon., 5/8 | JV Boys Volleyball | Joel Barlow | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 5/8 | V Girls Golf | Wilton | Home - Smith Richardson Golf Course [Directions] | Ludlowe: 217 Wilton 206 | ||
| Mon., 5/8 | V Girls Lacrosse | Darien | Home - Taft Field [Directions] | L 21-5 | ||
| Mon., 5/8 | FR Girls Lacrosse | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:15 | |
| Mon., 5/8 | V Girls Outdoor Track | Brien McMahon, Darien | Home - Taft Field [Directions] | 4:00 p.m. | ||
| Mon., 5/8 | V Softball | St. Joseph | Home - Sturges Park [Directions] | L 0-1 | ||
| Mon., 5/8 | JV Softball | St. Joseph | Home - Tom Hayden field [Directions] | 4:00 p.m. | ||
| Mon., 5/8 | V Girls Tennis | Norwalk | Home - Fairfield Ludlowe Tennis Courts [Directions] | W 7-0 | ||
| Tue., 5/9 | V Boys Golf | St. Joseph | Away [Directions] | Ludlowe 167 St Joseph 175 | PU:2:20 RE:5:15 | |
| Tue., 5/9 | V Boys Lacrosse | St. Joseph | Away - St. Joseph HS [Directions] | W 12-8 | PU:3:00 RE:6:00 | |
| Tue., 5/9 | JV Boys Lacrosse | St. Joseph | Away - St. Joseph HS [Directions] | 6:00 p.m. | PU:4:30 RE:7:30 | |
| Tue., 5/9 | V Boys Outdoor Track | Darien, Brien McMahon | Away - DHS Stadium Field [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | 2 busses |
| Tue., 5/9 | V Boys Tennis | Fairfield Warde | Home - Fairfield Ludlowe Tennis Courts [Directions] | W 6-1 | ||
| Tue., 5/9 | JV Boys Tennis | Fairfield Warde | Home - Dwight Elementary School Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/9 | V Girls Golf | Fairfield Warde | Away - Smith Richardson [Directions] | Ludlowe: 212 Warde: 179 | ||
| Tue., 5/9 | FR Girls Lacrosse | Darien | Home - FLHS Front Field [Directions] | 4:00 p.m. | ||
| Tue., 5/9 | V Softball | Westhill | Away - Westhill Varsity Softball Field [Directions] | L 0-4 | PU:2:30 RE:5:30 | |
| Tue., 5/9 | JV Softball | Westhill | Away - Roxbury Elementary School [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 5/9 | V Girls Tennis | Fairfield Warde | Away - FWHS Blake Courts [Directions] | W 4-3 | PU:2:45 RE:5:30 | |
| Tue., 5/9 | JV Girls Tennis | Fairfield Warde | Away - Fairfield Woods MS Courts [Directions] | 4:00 p.m. | Ride with Varsity | |
| Wed., 5/10 | V Baseball | Norwalk | Away - Nathan Hale M.S. Upper [Directions] | L 11-2 | PU:4:30 RE:7:30 | |
| Wed., 5/10 | JV Baseball | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 5/10 | FR Baseball | Norwalk | Home - Kiwanis Field [Directions] | 4:00 p.m. | ||
| Wed., 5/10 | V Boys Golf | Danbury | Home - Smith Richardson Golf Course [Directions] | Ludlowe 164 Danbury 180 | ||
| Wed., 5/10 | FR Boys Lacrosse | Trumbull | Away - The Pit [Directions] | Cancelled | PU:2:30 RE:5:30 | |
| Wed., 5/10 | V Boys Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | L 0-3 | PU:2:30 RE:6:30 | |
| Wed., 5/10 | JV Boys Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:15 p.m. | Ride with Varsity | |
| Wed., 5/10 | V Co-ed Sailing | Brunswick School | Away - Indian Harbor Yacht Club | 3:00 p.m. | PU:2:30 RE:5:00 | Also Stamford & Rye Country Day School |
| Wed., 5/10 | V Softball | Norwalk | Home - Sturges Park [Directions] | L 2-3 | ||
| Wed., 5/10 | JV Softball | Norwalk | Home - Tom Hayden field [Directions] | 4:00 p.m. | ||
| Wed., 5/10 | JV Girls Tennis | Greenwich | Home - Tomlinson MS [Directions] | 4:00 p.m. | ||
| Thu., 5/11 | V Boys Lacrosse | Wilton | Away - Fujitani Field - Turf [Directions] | L 7-13 | PU:5:45 RE:9:00 | |
| Thu., 5/11 | JV Boys Lacrosse | Wilton | Away - Fujitani Field - Turf [Directions] | 5:00 p.m. | PU:3:15 RE:6:30 | |
| Thu., 5/11 | V Boys Tennis | Staples | Home - Fairfield Ludlowe Tennis Courts [Directions] | L 0-7 | ||
| Thu., 5/11 | JV Boys Tennis | Staples | Home - Dwight Elementary School Courts [Directions] | 4:00 p.m. | ||
| Thu., 5/11 | V Girls Golf | Ridgefield, Fairfield Warde | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | Ludlowe: 218 Warde: 168 Ridgefield: 186 | PU:2:00 RE:5:00 | |
| Thu., 5/11 | V Girls Lacrosse | St. Joseph | Away - St. Joseph HS [Directions] | L 9-13 | PU:2:30 RE:6:30 | |
| Thu., 5/11 | JV Girls Lacrosse | St. Joseph | Away - St. Joseph HS [Directions] | 5:30 p.m. | Ride with Varsity | |
| Thu., 5/11 | V Softball | Fairfield Warde | Away - Dougiello Park [Directions] | W 7-4 | PU:3:00 RE:6:00 | |
| Thu., 5/11 | V Girls Tennis | Staples | Away - Staples HS-Tennis Courts [Directions] | L 0-7 | PU:2:30 RE:5:30 | |
| Thu., 5/11 | JV Girls Tennis | Staples | Away - Town Farms Tennis Courts [Directions] | 4:00 p.m. | Ride with Varsity | |
| Fri., 5/12 | V Baseball | Fairfield Warde | Home - Harbor Yard [Directions] | L 11-1 | PU:3:30 RE:6:30 | |
| Fri., 5/12 | FR Boys Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | Cancelled | PU:4:15 RE:7:00 | |
| Fri., 5/12 | V Boys Volleyball | St. Joseph | Home - FLHS Main Gym [Directions] | W 3-0 | ||
| Fri., 5/12 | JV Boys Volleyball | St. Joseph | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 5/12 | FR Girls Lacrosse | Fairfield Warde | Home - FLHS Front Field [Directions] | 4:00 p.m. | ||
| Sat., 5/13 | V Boys Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | L 8-12 | PU:8:30 RE:11:30 | |
| Sat., 5/13 | JV Boys Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | 12:00 p.m. | PU:10:30 RE:1:30 | |
| Sat., 5/13 | V Co-ed Sailing | Fairfield Cup | Home - Pequot Yacht Club [Directions] | TBA | ||
| Sat., 5/13 | V Girls Lacrosse | Westhill | Home - Taft Field [Directions] | W 16-8 | ||
| Sat., 5/13 | JV Girls Lacrosse | Westhill | Home - Taft Field [Directions] | 11:30 a.m. | ||
| Sun., 5/14 | School Holidays and Closings | Mothers Day | ||||
| Mon., 5/15 | V Baseball | Staples | Home - Kiwanis Field [Directions] | L 5-4 | ||
| Mon., 5/15 | JV Baseball | Staples | Home - Tunxis Hill Park [Directions] | 4:00 p.m. | ||
| Mon., 5/15 | FR Baseball | Staples | Away - Staples HS Baseball Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Mon., 5/15 | V Boys Tennis | Wilton | Away - Wilton Tennis Courts [Directions] | L 3-4 | PU:2:30 RE:5:30 | |
| Mon., 5/15 | JV Boys Tennis | Wilton | Away - Middlebrook School [Directions] | 4:00 p.m. | Ride with Varsity | |
| Mon., 5/15 | FR Girls Lacrosse | Wilton | Home - FLHS Front Field [Directions] | 4:30 p.m. | ||
| Mon., 5/15 | V Softball | Staples | Away - Wakeman Field [Directions] | L 2-3 | PU:2:30 RE:5:30 | |
| Mon., 5/15 | JV Softball | Staples | Away - Staples HS - Softball Field [Directions] | 4:00 p.m. | Ride with Varsity | |
| Mon., 5/15 | V Girls Tennis | Wilton | Home - Fairfield Ludlowe Tennis Courts [Directions] | L 3-4 | ||
| Mon., 5/15 | JV Girls Tennis | Wilton | Home - Dwight Elementary School Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/16 | JV Baseball | Darien | Away - DHS Baseball JV Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 5/16 | V Boys Golf | Ridgefield | Away - Silver Spring GC [Directions] | Ludlowe 168 Ridgefield 152 | PU:2:00 RE:5:15 | |
| Tue., 5/16 | JV Boys Golf | New Canaan | Home - Smith Richardson Golf Course [Directions] | 3:30 p.m. | ||
| Tue., 5/16 | FR Boys Lacrosse | Staples | Away - Wakeman Field B (turf) [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 5/16 | V Boys Outdoor Track | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | 4:00 p.m. | PU:2:45 RE:6:00 | 2 busses |
| Tue., 5/16 | V Co-ed Sailing | FCSL Women's Championship | Away - Indian Harbor Yacht Club | TBA | ||
| Tue., 5/16 | FR Girls Lacrosse | Staples | Home - FLHS Front Field [Directions] | 4:00 p.m. | ||
| Tue., 5/16 | V Girls Outdoor Track | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | 4:00 p.m. | PU:2:45 RE:6:00 | 2 busses |
| Wed., 5/17 | V Baseball | Wilton | Away - WHS Varsity Baseball Field [Directions] | L 8-0 | PU:3:00 RE:6:00 | |
| Wed., 5/17 | JV Baseball | Wilton | Away - JV Baseball Field [Directions] | 4:30 p.m. | Ride with Varsity | |
| Wed., 5/17 | FR Baseball | Wilton | Home - Kiwanis Field [Directions] | 4:30 p.m. | ||
| Wed., 5/17 | V Boys Golf | Trinity Catholic | Away - Sterling Farms | Ludlowe 173 Trinity Catholic 200 | PU:2:00 RE:5:15 | |
| Wed., 5/17 | JV Boys Golf | Darien | Home [Directions] | 3:45 p.m. | ||
| Wed., 5/17 | V Boys Lacrosse | Trinity Catholic | Home - Taft Field [Directions] | W 16-1 | ||
| Wed., 5/17 | FR Boys Lacrosse | Darien | Home - Sturges Park [Directions] | Cancelled | ||
| Wed., 5/17 | JV Boys Tennis | Fairfield Warde | Away - FWHS Knapps Courts [Directions] | 3:30 p.m. | PU:2:30 RE:5:00 | |
| Wed., 5/17 | V Boys Volleyball | Fairfield Warde | Home - FLHS Main Gym [Directions] | L 0-3 | ||
| Wed., 5/17 | JV Boys Volleyball | Fairfield Warde | Home - FLHS Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 5/17 | V Girls Golf | New Canaan | Home - Smith Richardson Golf Course [Directions] | Ludlowe: 230 New Canaan: 179 | ||
| Wed., 5/17 | JV Girls Golf | Darien | Home - South Pine Creek Par 3 [Directions] | 3:15 p.m. | ||
| Wed., 5/17 | V Softball | Wilton | Home - Sturges Park [Directions] | W 7-4 | ||
| Thu., 5/18 | JV Baseball | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | PU:2:45 RE: NO | |
| Thu., 5/18 | FR Baseball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | 5:00 p.m. | PU:3:45 RE:NO | |
| Thu., 5/18 | V Girls Golf | New Canaan | Away - Country Club of New Canaan [Directions] | Ludlowe: 236 New Canaan: 184 | PU:2:15 RE:5:30 | |
| Thu., 5/18 | FR Girls Lacrosse | Ridgefield | Away - Scotts Ridge MS Turf [Directions] | 4:00 p.m. | PU:2:30 RE:5:15 | |
| Thu., 5/18 | V Softball | Harding | Home - Sturges Park [Directions] | W 15-0 | ||
| Thu., 5/18 | JV Softball | Harding | Home - Tom Hayden field [Directions] | 4:00 p.m. | ||
| Thu., 5/18 | JV Girls Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 5/19 | V Boys Outdoor Track | Hatter Freshmen Invitational | Away - Danbury HS | 4:00 p.m. | PU:2:30 RE:6:00 | |
| Fri., 5/19 | V Boys Volleyball | Newtown | Home - FLHS Main Gym [Directions] | L 0-3 | ||
| Fri., 5/19 | JV Boys Volleyball | Newtown | Home - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 5/19 | V Co-ed Sailing | FCSL Silver Cup | Away - Indian Harbor Yacht Club | TBA | ||
| Fri., 5/19 | V Girls Lacrosse | Darien | Away [Directions] | 4:00 p.m. | PU 2:30, RE 5:30 | |
| Fri., 5/19 | V Softball | Stamford | Away [Directions] | 4:00 p.m. | PU 2:30, RE 5:30 | |
| Sat., 5/20 | V Co-ed Sailing | FCSL Gold Cup | Away - Indian Harbor Yacht Club | TBA | ||
| Mon., 5/22 | JV Boys Golf | Trumbull | Away - Tashua [Directions] | 3:15 p.m. | PU:2:20 RE:4:30 | |
| Mon., 5/22 | V Boys Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | L 0-3 | PU:2:30 RE:6:30 | |
| Mon., 5/22 | JV Boys Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | Ride with Varsity | |
| Mon., 5/22 | V Girls Outdoor Track | FCIAC Championship | Away - Greenwich | TBA | ||
| Mon., 5/22 | V Softball | Darien | Away [Directions] | 3:00 p.m. | PU 1:45, RE 4:30 | |
| Tue., 5/23 | V Boys Golf | Fairfield Warde | Home - Smith Richardson Golf Course [Directions] | Ludlowe170 Warde 166 | ||
| Tue., 5/23 | V Boys Outdoor Track | FCIAC Championship | Away - Ridgefield | TBA | ||
| Wed., 5/24 | V Boys Golf | New Canaan | Away - Country Club of New Canaan [Directions] | ludlowe 183 New Canaan 166 | PU:2:00 RE:5:15 | |
| Wed., 5/24 | JV Boys Golf | New Canaan | Home - Smith Richardson Golf Course [Directions] | 3:30 p.m. | ||
| Wed., 5/24 | V Girls Golf | Staples | Home - Smith Richardson [Directions] | Ludlowe: 231 Staples: 181 | ||
| Thu., 5/25 | V Girls Golf | Staples | Away - Longshore [Directions] | Cancelled | PU:2:00 RE:5:00 | |
| Mon., 5/29 | School Holidays and Closings | Memorial Day | ||||
| Tue., 5/30 | V Boys Outdoor Track | CIAC Class L Championship | Away - Manchester HS [Directions] | 3:00 p.m. | ||
| Wed., 5/31 | V Girls Outdoor Track | CIAC Class LL Championship | Away - Manchester HS [Directions] | 3:00 p.m. | ||
| Mon., 6/5 | V Boys Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | PU:11:00 RE:5:30 | |
| Mon., 6/5 | V Girls Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | ||
| Sat., 6/10 | V Boys Outdoor Track | New England Championship | Away - Norwell (MA) HS [Directions] | TBA | ||
| Sat., 6/10 | V Girls Outdoor Track | New England Championship | Away - Norwell (MA) HS [Directions] | TBA | ||
| Tue., 6/13 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Tue., 6/13 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Wed., 6/14 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Wed., 6/14 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Sun., 6/18 | School Holidays and Closings | Fathers Day | ||||