| Fairfield Ludlowe 2014-15 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 319 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Bus Time (Company) | Note |
| TBA | FR Baseball | Ridgefield | Away - Governor's Park Field (aka Ciuccoli or Old High School) [Directions] | TBA | PU:2:30 RE:5;30 | |
| TBA | FR Boys Lacrosse | New Canaan | Away - NCHS Water Tower Turf Field [Directions] | TBA | PU:2:30 RE:5;30 | |
| TBA | V Co-ed Alpine Skiing | State Championship | Away | 3:00 p.m. | PU FLHS 11:55, FWHS 12:10, RE 6pm | |
| TBA | V Co-ed Alpine Skiing | State Tournament | Away | TBA | TBA | |
| Tue., 9/9 | V Boys Cross Country | Danbury, Greenwich, Norwalk | Away - Tarrywile Park [Directions] | 4:00 p.m. | PU:2:20 RE:6:00 | |
| Tue., 9/9 | FR Boys Soccer | Darien | Away - Middlesex Lower Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 9/9 | V Girls Cross Country | Danbury, Greenwich, Norwalk | Away - Tarrywile Park [Directions] | 4:00 p.m. | PU:2:20 RE:6:00 | |
| Tue., 9/9 | FR Field Hockey | Greenwich | Away - GHS Field 3 [Directions] | 4:30 p.m. | PU:2:30 RE:5:00 | |
| Wed., 9/10 | V Girls Soccer | Danbury | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | PU:2:15 RE:6:30 | |
| Wed., 9/10 | V Girls Swimming and Diving | Trumbull | Away - Hillcrest Middle School [Directions] | 4:00 p.m. | PU:2:45 RE:5:30 | |
| Wed., 9/10 | FR Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | PU:3:00 RE:5:30 | |
| Thu., 9/11 | FR Football | Lyman Hall | Away - Lyman Hall Fitzgerald Field [Directions] | 4:30 p.m. | PU:2:30 RE:6:00 | |
| Thu., 9/11 | V Boys Soccer | Stamford | Away - Stamford High Soccer Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 9/12 | V Field Hockey | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:30 p.m. | PU:3:00 RE:6:00 | Non-League |
| Fri., 9/12 | JV Field Hockey | St. Joseph | Away - St. Joseph High School [Directions] | 3:30 p.m. | PU:2:20 RE:4:45 | |
| Fri., 9/12 | V Girls Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | 4:00 p.m. | PU:2:45 RE:5:15 | |
| Fri., 9/12 | JV Girls Soccer | Bassick | Away [Directions] | 4:00 p.m. | PU:3:00 RE:5:15 | |
| Fri., 9/12 | V Girls Swimming and Diving | St. Joseph | Away - Hillcrest MS, Trumbull, CT [Directions] | 4:00 p.m. | PU:2:45 RE:5:30 | |
| Fri., 9/12 | FR Girls Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 4:30 p.m. | PU:3:00 RE:5:45 | |
| Mon., 9/15 | V Field Hockey | New Canaan | Away - Dunning Stadium [Directions] | 4:00 p.m. | PU:2:30 RE:6:30 | |
| Mon., 9/15 | FR Girls Soccer | Trumbull | Away - JV Grass Field [Directions] | 4:00 p.m. | PU:3:00 RE:5:30 | |
| Tue., 9/16 | V Boys Cross Country | Wilton, Westhill, Bassick, Darien | Away - Allen's Meadow [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | |
| Tue., 9/16 | V Girls Cross Country | Wilton, Westhill, Bassick, Darien | Away - Allen's Meadow [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | |
| Wed., 9/17 | FR Girls Soccer | Wilton | Away - Allen's Field #1 [Directions] | 4:00 p.m. | PU:3:00 RE:5:30 | |
| Wed., 9/17 | V Girls Volleyball | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:30 p.m. | PU:2:30 RE:6:30 | |
| Thu., 9/18 | FR Football | Ridgefield | Away - Tiger Hollow Turf Field II [Directions] | 4:30 p.m. | PU:2:30 RE:6:00 | |
| Fri., 9/19 | V Field Hockey | Wilton | Away - Fujitani Field - Turf [Directions] | 4:00 p.m. | PU:2:30 RE:6:30 | |
| Fri., 9/19 | V Girls Soccer | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 9/19 | V Girls Volleyball | Bassick | Away - Bassick Gymnasium [Directions] | 4:00 p.m. | PU:3:00 RE:6:30 | |
| Sat., 9/20 | FR Boys Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | 1:00 p.m. | PU:11:00 RE:2:00 | |
| Sat., 9/20 | V Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | 12:00 p.m. | PU:9:15 RE:1:00 | Non-League |
| Mon., 9/22 | V Boys Soccer | Trinity Catholic | Away - Trinity Catholic Soccer Field | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Mon., 9/22 | FR Girls Volleyball | Wilton | Away - Wilton High School Field House [Directions] | 4:30 p.m. | PU:3:00 RE:5:45 | |
| Tue., 9/23 | V Boys Cross Country | St. Joseph, Bassick, Stamford, Brien McMahon | Away - St. Joseph High School [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | |
| Tue., 9/23 | V Girls Cross Country | St. Joseph, Bassick, Stamford, Brien McMahon | Away [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | |
| Tue., 9/23 | FR Girls Soccer | Staples | Away - Wakeman Field B (turf) [Directions] | 4:00 p.m. | PU:3:00 RE:5:30 | |
| Tue., 9/23 | FR Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:15 p.m. | PU:3:00 RE:5:30 | |
| Fri., 9/26 | V Football | Bridgeport Central | Away - Kennedy Stadium [Directions] | 7:00 p.m. | PU:4:30 RE:8:30 | 2 Buses |
| Fri., 9/26 | FR Boys Soccer | Fairfield Warde | Away - Fairfield Warde Grass Soccer Field [Directions] | 4:00 p.m. | PU:3:00 | |
| Fri., 9/26 | V Competitive Cheerleading | Bridgeport Central | Away [Directions] | 7:00 p.m. | PU:5:45 RE:8:30 | |
| Fri., 9/26 | V Girls Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 3:45 p.m. | PU:1:45 RE:5:15 | JV Travels with Varsity |
| Sat., 9/27 | V Boys Soccer | Trumbull | Away - Varsity Grass Field [Directions] | 3:00 p.m. | PUDOJV:11:45 PUDOV:1:30 RE:4:30 | |
| Sat., 9/27 | FR Field Hockey | Westhill | Away - Westhill Front Turf Field [Directions] | Cancelled | PU:9:30 RE:12:30 | |
| Mon., 9/29 | JV Football | Bridgeport Central | Away - Kennedy Stadium [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Mon., 9/29 | V Field Hockey | Danbury | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | PU:2:20 RE:6:30 | |
| Mon., 9/29 | V Girls Volleyball | Darien | Away - DHS Main Gym [Directions] | 4:00 p.m. | PU:2:30 RE:6:30 | |
| Tue., 9/30 | V Boys Soccer | Danbury | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | PU:2:20 RE:5:30 | |
| Wed., 10/1 | V Field Hockey | Trumbull | Away - McDougall Stadium [Directions] | 7:00 p.m. | PU:4:00 RE:8:30 | |
| Wed., 10/1 | V Girls Volleyball | Trinity Catholic | Away | 5:30 p.m. | PU:2:30 RE:6:30 | |
| Thu., 10/2 | V Football | Harding | Away - Harding-Hedges Field-Bridgeport [Directions] | 3:30 p.m. | PU:1:30 RE:5:30 | 2 Buses |
| Thu., 10/2 | V Boys Soccer | Norwalk | Away - Testa Field, NHS [Directions] | 7:15 p.m. | PU:5:30 RE:8:45 | |
| Thu., 10/2 | JV Boys Soccer | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | PU:2:45 RE:5:30 | |
| Thu., 10/2 | V Competitive Cheerleading | Harding | Away [Directions] | 3:30 p.m. | PU:2:15 RE:5:00 | |
| Mon., 10/6 | JV Football | Harding | Away - Harding-Hedges Field-Bridgeport [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Mon., 10/6 | V Girls Soccer | Greenwich | Away - GHS Field 3 [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Mon., 10/6 | V Girls Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | 5:30 p.m. | PU:2:45 RE:6:30 | |
| Tue., 10/7 | FR Boys Soccer | Fairfield Country Day School | Away | 3:45 p.m. | PUDO:2:30 No Return | |
| Tue., 10/7 | FR Field Hockey | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:15 | |
| Wed., 10/8 | V Girls Volleyball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | PU:2:30 RE:6:30 | |
| Thu., 10/9 | FR Football | Staples | Away - Staples Stadium [Directions] | 6:00 p.m. | PU:2:45 RE:5:30 | |
| Thu., 10/9 | V Field Hockey | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 5:00 p.m. | PU:2:30 RE:6:15 | |
| Thu., 10/9 | V Girls Soccer | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 7:00 p.m. | PUDO:5:00 RE:8:30 | |
| Thu., 10/9 | JV Girls Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | PUDO:2:45 No Return | |
| Fri., 10/10 | FR Boys Soccer | Staples | Away - Loeffler Field - Staples HS [Directions] | 4:00 p.m. | PU:2:45 RE:5:30 | |
| Fri., 10/10 | V Girls Swimming and Diving | Darien | Away - Darien YMCA [Directions] | 3:00 p.m. | PU:1:45 RE:4:30 | |
| Fri., 10/10 | FR Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:30 p.m. | PU:3:00 RE:5:30 | |
| Sat., 10/11 | V Field Hockey | Weston | Away - WHS Turf Field [Directions] | 6:00 p.m. | PU:8:30 RE:12:30 | Non-League |
| Mon., 10/13 | V Boys Soccer | Harding | Away - Harding-Hedges Field-Bridgeport [Directions] | 4:00 p.m. | PU:2:45 RE:5:30 | |
| Tue., 10/14 | FR Girls Soccer | Darien | Away - DHS Turf #2 [Directions] | 4:00 p.m. | PU:2:45 RE:5:30 | |
| Tue., 10/14 | V Girls Volleyball | Norwalk | Away - Norwalk High Gym [Directions] | 4:00 p.m. | PU:2:30 RE:6:30 | |
| Wed., 10/15 | FR Football | Norwalk | Away - Testa Field, NHS [Directions] | 7:00 p.m. | PU:4:45 RE:8:30 | 2 Buses |
| Wed., 10/15 | FR Field Hockey | Ridgefield | Away - RHS Upper Grass Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:15 | |
| Wed., 10/15 | V Girls Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | 4:00 p.m. | PU:2:45 RE:6:30 | |
| Thu., 10/16 | V Field Hockey | Norwalk | Away - Testa Field, NHS [Directions] | 7:30 p.m. | PU:4:30 RE:8:30 | |
| Thu., 10/16 | V Girls Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 10/17 | V Boys Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 3:45 p.m. | PU:2:00 RE:5:15 | |
| Fri., 10/17 | JV Girls Soccer | Harding | Away - Seaside Park [Directions] | 4:00 p.m. | PU:3:00 RE:5:30 | |
| Fri., 10/17 | FR Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:30 p.m. | PU:3:00 RE:5:30 | |
| Mon., 10/20 | V Boys Cross Country | FCIAC Championship | Away | 3:20 p.m. | PUDO:12:30 REPU:5:00 | |
| Mon., 10/20 | FR Boys Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Mon., 10/20 | V Girls Cross Country | FCIAC Championship | Away | 3:30 p.m. | PUDO:12:30 REPU:5:00 | |
| Mon., 10/20 | V Field Hockey | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | PU:2:30 RE:6:30 | |
| Mon., 10/20 | FR Girls Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 4:30 p.m. | PU:3:00 RE:6:00 | |
| Tue., 10/21 | FR Girls Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | PU:2:45 RE:5:30 | |
| Wed., 10/22 | V Boys Soccer | Bassick | Away [Directions] | 4:00 p.m. | PU:2:45 RE:5:30 | |
| Wed., 10/22 | FR Boys Soccer | Trumbull | Away - JV Grass Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 10/22 | FR Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | PU:2:45 RE:5:15 | |
| Wed., 10/22 | FR Girls Volleyball | Fairfield Warde | Home - FLHS Main Gym [Directions] | 3:30 p.m. | PU:3:00 RE:5:30 | |
| Thu., 10/23 | FR Football | Westhill | Away - Rippowam Middle School - Turf Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 10/24 | V Girls Volleyball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | PU:2:30 RE:6:30 | |
| Fri., 10/31 | V Football | Brien McMahon | Away - Brien McMahon HS [Directions] | 7:00 p.m. | PU:5:00 RE:8:30 | 2 Buses |
| Fri., 10/31 | V Competitive Cheerleading | Brien McMahon | Away [Directions] | 7:00 p.m. | PU:5:00 RE:8:30 | |
| Sat., 11/1 | JV Football | Brien McMahon | Away - Brien McMahon HS [Directions] | 10:30 a.m. | PU:9:00 AM RE:12:00 | |
| Fri., 11/7 | V Football | East Haven | Away - East Haven High School [Directions] | 7:00 p.m. | PU:4:30 RE:8:30 | 2 Buses |
| Fri., 11/7 | V Competitive Cheerleading | East Haven | Away [Directions] | 7:00 p.m. | PU:5:15 RE:8:30 | |
| Sat., 11/8 | JV Football | East Haven | Away - East Haven High School [Directions] | 10:30 a.m. | PU:8:30am RE;12:00 | |
| Thu., 11/13 | V Girls Volleyball | Darien | Away - Shelton High School [Directions] | 6:00 p.m. | PU:4:00 RE:7:30 | CIAC LL Semi-Finals |
| Fri., 11/14 | V Football | Stamford | Away - Stamford High School [Directions] | 6:00 p.m. | PU:4:00 RE:7:30 | 2 Buses |
| Fri., 11/14 | V Competitive Cheerleading | Stamford | Away [Directions] | 6:00 p.m. | PU:4:45 RE:7:30 | |
| Mon., 11/17 | JV Football | Fairfield Warde | Away [Directions] | 4:00 p.m. | PU:2:45 RE:5:30 | |
| Thu., 11/27 | V Football | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 10:00 a.m. | PU:8:15 RE:11:30 | 2 Buses |
| Thu., 11/27 | V Competitive Cheerleading | Fairfield Warde | Away [Directions] | 10:00 a.m. | PU:8:45 RE:11:30 | |
| Wed., 12/10 | V Girls Basketball | Wilton | Away - Wilton High School Field House [Directions] | 7:00 p.m. | PU3:30 RE:8:30 | |
| Wed., 12/10 | FR Girls Basketball | Wilton | Away - Wilton High School Field House [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 12/12 | V Girls Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 7:00 p.m. | PU:3:30 RE:8:30 | |
| Fri., 12/12 | FR Girls Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 12/16 | V Co-ed Fencing | Bridgeport Central | Away [Directions] | 6:30 p.m. | PU 5:30, RE 8:00 | |
| Wed., 12/17 | V Boys Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 7:00 p.m. | PUDO:4:00 REPU:8:30 | |
| Wed., 12/17 | FR Boys Basketball | St. Joseph | Away [Directions] | 4:00 p.m. | PU:2:30 RE:5:00 | |
| Wed., 12/17 | V Boys Swimming and Diving | Danbury | Away - O'Neil Center @ Western Connecticut State University [Directions] | 4:30 p.m. | PU:2:30 RE:6:00 | |
| Wed., 12/17 | V Wrestling | Harding/Bassick/Bridgeport Central | Away - Harding-Auxiliary Gym [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 12/19 | V Boys Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 3:30 p.m. | PU:2:00 RE:5:00 | |
| Fri., 12/19 | V Co-ed Fencing | North Haven | Away [Directions] | 6:00 p.m. | PU 4:00, RE 8:00 | |
| Fri., 12/19 | V Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 7:00 p.m. | PUDO:4:00 REPU:8:30 | |
| Fri., 12/19 | FR Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | PU:2:45 RE:5:30 | |
| Mon., 12/22 | V Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 7:00 p.m. | PU:3:45 RE:8:30 | |
| Mon., 12/22 | FR Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Mon., 12/22 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away [Directions] | 7:10 p.m. | PUFL:5:20 RE:8:40 | @ Ridgefield Rink |
| Sat., 12/27 | V Wrestling | Glastonbury Duals | Away | 10:00 a.m. | PUDO:6:30am REPU:4:00pmpm | |
| Mon., 12/29 | V Boys Ice Hockey | Amity | Away - Bennett Rink - West Haven [Directions] | 4:00 p.m. | PU 2:30, RE 5:30 | |
| Mon., 12/29 | V Girls Ice Hockey | Notre Dame-Fairfield | Away [Directions] | 8:00 p.m. | PUFL:6:00 RE:9:30 | @ Milford Ice Pavilion |
| Tue., 12/30 | V Wrestling | Danbury Quad | Away - Danbury High School | 9:00 a.m. | PU:7:00am RE:12:00pm | New Canaan Staples, Danbury |
| Sat., 1/3 | V Boys Ice Hockey | North Branford | Away - Northford Ice Pavilion [Directions] | 2:00 p.m. | PU 12:30, RE 3:30 | |
| Sat., 1/3 | V Boys Indoor Track | Developmental Meet @ Wilton | Away | 9:30 a.m. | PUDO:8:00 am REPU:2:00 | Ridgefield, Darien, St. Joes, Warde Westhill |
| Sat., 1/3 | V Co-ed Fencing | North Haven | Away [Directions] | 9:00 a.m. | PU 7:00, RE 4:00 | |
| Sat., 1/3 | V Girls Gymnastics | Pomperaug Invite | Away | 9:00 a.m. | PUDO:7:00 am REPU:TBA | |
| Sat., 1/3 | V Girls Indoor Track | Developmental Meet @ Wilton | Away | 9:30 a.m. | PUDO:8:00 am REPU:2:00 | Ridgefield, Darien, St. Joes, Warde Westhill |
| Mon., 1/5 | FR Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 7:30 p.m. | PUDO:5:00 No Return | |
| Mon., 1/5 | V Boys Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | 8:10 p.m. | PU 6:30, RE 9:30 | |
| Tue., 1/6 | JV Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | PU:2:45 RE:5:15 | |
| Wed., 1/7 | V Boys Swimming and Diving | Staples | Away - Staples HS Pool [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 1/7 | V Wrestling | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 7:00 p.m. | PU:5:30 RE:8:30 | |
| Wed., 1/7 | V Girls Ice Hockey | New Canaan | Away [Directions] | 7:40 p.m. | PUFL:6:00 RE:9:00 | @ Darien Ice Rink |
| Thu., 1/8 | V Co-ed Alpine Skiing | Meet 1 | Away - Mt. Southington | TBA | PU FLHS 1:40, FWHS 1:50, RE 6:30 | Westhill (girls), Litchfield, Branford, Prep (boys), Greenwich, St. Lukes (boys) |
| Fri., 1/9 | V Boys Basketball | Bassick | Away [Directions] | 7:00 p.m. | PU:4:15 RE:8:30 | |
| Fri., 1/9 | FR Boys Basketball | Bassick | Away [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 1/9 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Away - Norwalk High Pool [Directions] | 3:15 p.m. | PU:2:00 RE:4:45 | |
| Sat., 1/10 | V Boys Indoor Track | Developmental Meet @ Staples | Away | 10:00 a.m. | PUDO:9:00 REPU: 2:00 | Ridgefield,Danbury, Stamford, Norwaslk, McMahon |
| Sat., 1/10 | V Wrestling | Xavier Duals | Away - Mercy High School | TBA | PUDO:6:30am REPU:4:00pm | |
| Sat., 1/10 | V Co-ed Fencing | Greens Farms Academy | Away | 9:00 a.m. | PU 7:30, RE 1:00 | |
| Sat., 1/10 | V Girls Ice Hockey | Trumbull/St. Joseph | Away [Directions] | 7:30 p.m. | PUFL:5:45 RE:9:00 | @ Rinks at Shelton |
| Sat., 1/10 | V Girls Indoor Track | Developmental Meet @ Staples | Away | 10:00 a.m. | PUDO:9:00 REPU:2:00 | Trumbull, Ridgefield, Danbury, Stamford, Norwalk, McMahon |
| Mon., 1/12 | V Boys Ice Hockey | St. Joseph | Away - Shelton Rinks [Directions] | 8:30 p.m. | PU 6:45, 10:00 | |
| Tue., 1/13 | V Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 7:00 p.m. | PU:3:30 RE:8:30 | |
| Tue., 1/13 | FR Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | PU:2:30 RE:5:15 | |
| Fri., 1/16 | V Boys Basketball | Trinity Catholic | Away - Walsh Court | 7:00 p.m. | PU:3:45 RE:8:30 | |
| Fri., 1/16 | FR Boys Basketball | Trinity Catholic | Away | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Sat., 1/17 | V Boys Ice Hockey | Norwalk | Away - SoNo Ice House [Directions] | 8:00 p.m. | PU 5:45, RE 9:30 | |
| Sat., 1/17 | V Boys Indoor Track | Developmental Meet @ Staples | Away | 10:00 a.m. | PUDO:9:00 REPU:2:00 | New Canaan, Greenwich, Warde, St. Joseph |
| Sat., 1/17 | V Wrestling | New Milford Tournament | Away | 9:00 a.m. | PU:6:30am REPU:5:00pm | |
| Sat., 1/17 | V Girls Indoor Track | Developmental Meet at Staples | Away | 10:00 a.m. | PUDO:9:00 REPU:2:00 | Darien, New Canaan, Greenwich, Warde, St. Joseph |
| Wed., 1/21 | V Boys Swimming and Diving | Trumbull | Away - Hillcrest Middle School [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 1/21 | V Co-ed Alpine Skiing | Meet 2 | Away - Mt. Southington | TBA | PU FLHS 1:40, FWHS 1:50, RE 6:30 | Barlow, Weston, Farmington (boys), Girbert (boys), Ridgefield, Glastonbury, Westbrook (girls) |
| Wed., 1/21 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away [Directions] | 5:40 p.m. | PUFW:2:45 PUFL:3:00 RE:7:10 | @ Terry Connors |
| Thu., 1/22 | V Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 7:00 p.m. | PUFR:2:30 PUJV/V:3:45 REPUFR:5:30 REJV/V:8:30 | |
| Sat., 1/24 | V Boys Indoor Track | Developmental Meet @ Staples | Away | 10:00 a.m. | PUDO:9:00 REPU:2:00 | |
| Sat., 1/24 | V Wrestling | Rodney Smith Classic East Windsor | Away | 9:00 a.m. | PUDO:6:30am REPU:5:00pm | |
| Sat., 1/24 | V Girls Indoor Track | Developmental Meet at Staples | Away | 10:00 a.m. | PUDO:9:00 REPU:2:00 | Ridgefield, Darien, S.Joseph, Warde, Westhill |
| Wed., 1/28 | V Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 7:00 p.m. | PU:3:45 RE:8:30 | |
| Wed., 1/28 | FR Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | PU5:30:2:30 RE: | |
| Wed., 1/28 | V Boys Ice Hockey | Stamford | Away - Terry Conners Ice Rink [Directions] | 5:30 p.m. | PU 3:00, RE 7:00 | |
| Wed., 1/28 | V Boys Swimming and Diving | Ridgefield | Away - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | PU:2:15 RE:5:30 | |
| Wed., 1/28 | V Co-ed Alpine Skiing | Meet 3 | Away - Mt. Southington | TBA | PU FLHS 1:40, FWHS 1:50, RE 6:30 | Amity, Chrshire, Staples, Laurelton (girls), Hopkins |
| Thu., 1/29 | V Wrestling | Brien McMahon | Away - Brien McMahon HS [Directions] | 6:00 p.m. | PU:4:30 RE:7:30 | |
| Fri., 1/30 | V Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 7:00 p.m. | PU:3:45 RE:8:30 | |
| Fri., 1/30 | FR Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Sat., 1/31 | V Boys Indoor Track | FCIAC Central Championship | Away - Staples Fieldhouse | 10:00 a.m. | PUDO:9:00 AM REPU:2:00 PM | |
| Sat., 1/31 | V Co-ed Fencing | Guilford | Away [Directions] | 10:00 a.m. | PU 7:00, RE 4:00 | |
| Sat., 1/31 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away [Directions] | 11:50 a.m. | PUFL:10:20 RE:2:20 | @ SoNo Ice House |
| Sat., 1/31 | V Girls Indoor Track | Central Division Championship | Away - Staples Fieldhouse | 10:00 a.m. | PUDO:9:00 AM REPU:2:00 P | |
| Tue., 2/3 | V Boys Swimming and Diving | Westhill/Stamford | Away [Directions] | 3:15 p.m. | PU:2:00 RE:4:45 | |
| Tue., 2/3 | V Girls Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 5:15 p.m. | PU:2:30 RE:6:45 | |
| Tue., 2/3 | V Girls Gymnastics | Wilton | Away - Wilton High School Aux. Gym [Directions] | 4:30 p.m. | PU:2:45 RE:6:00 | |
| Wed., 2/4 | V Wrestling | Bridgeport Central | Away - Cafe [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 2/5 | V Boys Indoor Track | FCIAC Championship @ Hillhouse | Away | 4:30 p.m. | PUDO:2:30 REPU:TBA | |
| Thu., 2/5 | V Co-ed Alpine Skiing | Meet 4 | Away - Mt. Southington | TBA | PU FLHS 1:40, FWHS 1:50, RE 6:30 | Pomperaug, Wilton, Cheshire Academy (boys) |
| Thu., 2/5 | V Girls Gymnastics | Greenwich | Away - Greenwich YWCA [Directions] | 6:00 p.m. | PU:4:15 RE:7:30 | |
| Fri., 2/6 | V Boys Swimming and Diving | Darien | Away - Darien YMCA [Directions] | 3:00 p.m. | PU:1:45 RE:4:30 | |
| Fri., 2/6 | V Girls Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 5:30 p.m. | PU:2:30 RE:7:00 | |
| Fri., 2/6 | FR Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 3:45 p.m. | PU:2:30 RE:5:15 | |
| Sat., 2/7 | V Boys Ice Hockey | Westhill/Stamford | Away [Directions] | 3:30 p.m. | PU 1:30, RE 5:00 | |
| Tue., 2/10 | V Boys Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 7:00 p.m. | PU:4:00 RE:8:30 | |
| Tue., 2/10 | FR Boys Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 2/10 | V Boys Swimming and Diving | Wilton | Away - Wilton YMCA [Directions] | 3:40 p.m. | PU:2:00 RE:5:30 | |
| Tue., 2/10 | V Wrestling | Staples | Away [Directions] | Cancelled | PU:4:30 RE:7:00 | |
| Tue., 2/10 | V Co-ed Fencing | Greens Farms Academy | Away | 4:00 p.m. | PU 3:00, RE 5:30 | |
| Wed., 2/11 | V Girls Ice Hockey | Darien | Away [Directions] | 7:40 p.m. | PUFL:6:00 RE:9:00 | @ Darien Ice Rink |
| Thu., 2/12 | V Boys Ice Hockey | Ridgefield | Away - Winter Garden Ice Arena [Directions] | 4:00 p.m. | PU FLHS 2pm, FWHS 2:15, RE 5:30 | |
| Fri., 2/13 | V Wrestling | FCIAC's | Away | 4:30 p.m. | PUDO:2:30 No Return | @ New Canaan |
| Fri., 2/13 | V Girls Basketball | Darien | Away - DHS Main Gym [Directions] | 5:30 p.m. | PU:2:30 RE:7:00 | |
| Sat., 2/14 | V Girls Gymnastics | FCIAC Championship | Away - Jonathan Law HS | 10:30 a.m. | PUDOFL: 8:45 am | @ Jonathan Law HS |
| Sat., 2/14 | V Girls Indoor Track | CIAC State Meet | Away - Hillhouse HS | 4:30 p.m. | PU:1:00 RE:7;30 | |
| Mon., 2/16 | V Boys Basketball | Stamford | Away [Directions] | 7:00 p.m. | PU:3:45 RE:8:30 | |
| Mon., 2/16 | FR Boys Basketball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Mon., 2/16 | V Girls Ice Hockey | Greenwich | Away [Directions] | 5:45 p.m. | PUFL:3:45 RE:7:00 | @ Dorothy Hamill |
| Wed., 2/18 | V Boys Basketball | Westhill | Away [Directions] | 7:00 p.m. | PU:3:30 RE:8:30 | |
| Wed., 2/18 | FR Boys Basketball | Westhill | Away [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 2/18 | V Boys Ice Hockey | Branford | Away - NORTHFORD ICE PAVILION [Directions] | 6:00 p.m. | PU 3:45, RE 7:30 | |
| Wed., 2/18 | V Girls Gymnastics | Daniel Hand | Away - Polson Gymnastics Gym/DHHS Campus [Directions] | 6:00 p.m. | PU:3:30 RE:7:30 | |
| Thu., 2/19 | V Boys Swimming and Diving | Bunnell-Stratford | Away - Flood Middle School [Directions] | 6:00 p.m. | PU:4:30 RE:7:30 | |
| Sat., 2/21 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavilion [Directions] | 1:00 p.m. | PU 11:15, RE 2:30 | |
| Tue., 2/24 | V Boys Swimming and Diving | FCIAC Trials | Away | 4:30 p.m. | PUDOFW:2:20 FL:2:35 REPU:8:00 | |
| Thu., 2/26 | V Co-ed Fencing | Guilford | Away [Directions] | 6:00 p.m. | PU 4:00, RE 8:00 | |
| Sat., 2/28 | V Co-ed Fencing | Greenwich | Away [Directions] | 9:00 a.m. | PU 8:00, RE 2:00 | also Greenwich, Guilford |
| Wed., 3/4 | V Girls Basketball | Nonnewaug | Away [Directions] | 5:30 p.m. | PU:2:30 RE:7:00 | CIAC LL First Round |
| Fri., 3/6 | V Girls Basketball | E.O. Smith | Away - E.O. Smith HS [Directions] | 6:00 p.m. | PU:2:15 RE:7:30 | CIAC LL Second Round |
| Sat., 3/7 | V Co-ed Fencing | Hopkins School | Away | 9:00 a.m. | PU 7:00, RE 5:00 | State Championships |
| Mon., 3/9 | V Co-ed Alpine Skiing | State Championship | Away | 2:00 p.m. | PU FLHS 10:15, FWHS 10:40, RE 4:30 | |
| Tue., 3/10 | V Girls Basketball | Mercy | Away - Mercy [Directions] | 7:00 p.m. | PU:4:00 RE:8:30 | CIAC LL Quarterfinals |
| Fri., 3/13 | V Boys Ice Hockey | Branford | Away [Directions] | 7:00 p.m. | PU 5:15, RE 8:45 | at Milford Ice Pavilion |
| Sat., 3/14 | V Co-ed Fencing | State Tournament at Bridgeport Central HS | Away | 9:00 a.m. | PU 7:30, RE 3:00 | at Bridgeport Central HS |
| Wed., 4/1 | V Co-ed Sailing | Greenwich | Away - Grassy Island [Directions] | 3:00 p.m. | PUFW: 2:20 PUFL:2:35 RE:5:00 | with Rye Country Day |
| Wed., 4/8 | FR Boys Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | 4:30 p.m. | PU:3:00 RE:6:00 | |
| Wed., 4/8 | V Co-ed Sailing | Brunswick School | Away - Indian Harbor YC | 3:00 p.m. | PUFL:2:25 RE:5:00 | with Mamaroneck, Rye |
| Thu., 4/9 | V Baseball | Newtown | Away - Newtown High School Baseball Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:45 | |
| Fri., 4/10 | FR Boys Lacrosse | Fairfield Warde | Away - Fairfield Warde Grass Utility Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Sat., 4/11 | V Baseball | St. Joseph | Away - St. Joseph High School [Directions] | 3:00 p.m. | PU:1:30 RE:5:00 | |
| Sat., 4/11 | V Boys Lacrosse | Newtown | Away - Blue and Gold Stadium [Directions] | 2:00 p.m. | PU:12:00 RE:3:30 | |
| Sat., 4/11 | JV Boys Lacrosse | Newtown | Away - Blue and Gold Stadium [Directions] | 12:00 p.m. | PU:10:15 RE:1:30 | |
| Mon., 4/13 | FR Baseball | Staples | Away - Staples HS Baseball Field [Directions] | 12:00 p.m. | PU:10:30 RE:1:30 | |
| Mon., 4/13 | FR Boys Lacrosse | Stamford | Away - Stamford High Soccer Field [Directions] | 5:00 p.m. | PU:3:30 RE:6:30 | |
| Mon., 4/13 | V Softball | Staples | Away - Wakeman Field [Directions] | 4:00 p.m. | PU:9:30 RE:12:30 | |
| Mon., 4/13 | V Girls Tennis | New Canaan | Away - NCHS Tennis Courts [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 4/14 | V Boys Tennis | Brien McMahon | Home - Lundlowe [Directions] | 3:30 p.m. | PU:9:45 am RE:12:00 | |
| Tue., 4/14 | V Softball | Brookfield | Away - BHS Softball Field [Directions] | 3:30 p.m. | PU:2:30 RE:6:00 | |
| Wed., 4/15 | V Baseball | Greenwich | Away - GHS Baseball Field [Directions] | 1:00 p.m. | PU:2:30 RE:5:45 | |
| Thu., 4/16 | V Boys Lacrosse | Conard | Away - Conard HS Stadium [Directions] | 5:00 p.m. | PU:2:30 RE:6:30 | |
| Thu., 4/16 | JV Boys Lacrosse | Conard | Away - Conard HS Stadium [Directions] | 3:00 p.m. | PU:1:00 RE:4:30 | |
| Fri., 4/17 | V Baseball | Fairfield Warde | Home - Harbor Yard [Directions] | 6:00 p.m. | PU:4:30 RE:8:00 | |
| Fri., 4/17 | V Softball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | 1:00 p.m. | PU:11:45 RE:2:30 | |
| Sat., 4/18 | V Girls Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 7:00 p.m. | PU: 4:00 RE:8:30 | |
| Tue., 4/21 | V Baseball | Bassick | Away [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | |
| Tue., 4/21 | V Boys Tennis | Trumbull | Away - THS Tennis Courts [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 4/22 | V Girls Tennis | Darien | Away - DHS Tennis Courts [Directions] | 4:00 p.m. | PU:2:30 RE:2:30 | |
| Thu., 4/23 | V Boys Golf | Westhill, Stamford | Away - E. Gaynor Brennan [Directions] | 3:15 p.m. | PU:2:10 RE:5:30 | |
| Thu., 4/23 | V Boys Lacrosse | Staples | Away - Staples Stadium [Directions] | 7:00 p.m. | PU:5:15 RE:8:30 | |
| Thu., 4/23 | JV Boys Lacrosse | Staples | Away - Wakeman Field B (turf) [Directions] | 5:00 p.m. | PU:2:30 RE;5:30 | |
| Thu., 4/23 | V Girls Tennis | Staples | Away - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 4/24 | V Baseball | Trinity Catholic | Away - Trinity Catholic's Lione Field | 4:00 p.m. | PU:2:30 RE:5:45 | |
| Fri., 4/24 | V Boys Tennis | Westhill | Away [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 4/24 | V Girls Lacrosse | Westhill | Away - Westhill Front Turf Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | Non League |
| Sat., 4/25 | V Boys Lacrosse | Stamford | Away - Stamford High Soccer Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Sat., 4/25 | JV Boys Lacrosse | Stamford | Away - Stamford High Soccer Field [Directions] | 5:30 p.m. | PU:3:45 RE:6:45 | |
| Mon., 4/27 | FR Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | 6:00 p.m. | PU:4:30 RE:7:30 | |
| Mon., 4/27 | V Girls Outdoor Track | Norwalk, Brien McMahon | Away - Testa Field, NHS [Directions] | 3:45 p.m. | PU:2:20 RE:5:45 | 2 Buses |
| Mon., 4/27 | V Girls Tennis | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 4/28 | V Boys Tennis | Trinity Catholic | Away - Scalzi Park | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 4/28 | V Girls Golf | Wilton | Away - Silver Mine CC [Directions] | 3:15 p.m. | PU:2:00 RE:5:30 | |
| Tue., 4/28 | V Girls Lacrosse | Amity | Away - Amity High School - Field # 3 [Directions] | 3:45 p.m. | PU:2:00 RE:5:15 | Non League |
| Tue., 4/28 | V Softball | Ridgefield | Away - RHS Upper Grass Field [Directions] | 4:00 p.m. | PU:2:20 RE:5:30 | |
| Wed., 4/29 | FR Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 4/29 | FR Boys Lacrosse | Darien | Away - Middlesex Lower Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 4/29 | V Boys Tennis | Danbury | Away - Danbury High School Tennis Courts [Directions] | 4:00 p.m. | PU:2:20 RE:5:30 | |
| Wed., 4/29 | V Co-ed Sailing | Greenwich Academy | Away - Indian Harbor YC | 3:00 p.m. | PUFL:2:25 RE:5:00 | with Staples |
| Wed., 4/29 | V Softball | Trumbull | Away - Varsity Softball Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 4/30 | V Boys Outdoor Track | Greenwich, Ridgefield | Away - Cardinal Stadium [Directions] | 4:00 p.m. | PU:2:10 RE:6:00 | 2 Buses |
| Thu., 4/30 | V Girls Golf | Ridgefield, Fairfield Warde | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | 3:00 p.m. | PU:1:45 RE:5:15 | |
| Thu., 4/30 | V Girls Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | 5:00 p.m. | PU:3:30 RE:6:45 | |
| Thu., 4/30 | V Girls Tennis | Wilton | Away - Tennis Courts [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 5/1 | V Baseball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | PU:2:30 RE:5;30 | |
| Sat., 5/2 | V Girls Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | 5:00 p.m. | PU:2:00 RE:6:00 | |
| Mon., 5/4 | V Baseball | New Canaan | Away - Mead Park [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Mon., 5/4 | V Boys Golf | Harding, Bridgeport Central | Away [Directions] | 3:15 p.m. | PU:2:20 RE:5:30 | |
| Mon., 5/4 | JV Girls Lacrosse | Wilton | Away - Lilly Field - Turf [Directions] | 4:00 p.m. | PU:2:30 RE:5:15 | |
| Mon., 5/4 | V Girls Tennis | Fairfield Warde | Away - FWHS Blake Courts [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | |
| Tue., 5/5 | V Boys Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 7:00 p.m. | PUJV:3:30 PUVAR:5:30 REJV:6:45 REVAR:8:30 | |
| Tue., 5/5 | V Boys Outdoor Track | Trumbull, Bridgeport Central | Away - McDougall Stadium [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | 2 Buses |
| Tue., 5/5 | V Co-ed Sailing | Greenwich Academy | Away - Indian Harbor YC | 3:00 p.m. | PUFL:2:25 RE:5:00 | Womans Championships |
| Wed., 5/6 | FR Baseball | Fairfield Country Day School | Away | 3:30 p.m. | PUDO Only: 2:30 | No Return Bus |
| Wed., 5/6 | JV Boys Tennis | Fairfield Warde | Away - FWHS Knapps Courts [Directions] | 3:45 p.m. | PUDO Only:2:30 | |
| Wed., 5/6 | V Co-ed Sailing | Greenwich | Away - Grass Island [Directions] | 3:00 p.m. | PUFL:2:25 RE:5:00 | with Darien, Stamford |
| Wed., 5/6 | V Softball | Bridgeport Central | Away - Central H.S. Varsity Softball Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 5/7 | V Boys Golf | Brien McMahon | Away - Oak Hills [Directions] | 3:15 p.m. | PU:2:20 RE:5:30 | |
| Thu., 5/7 | V Boys Tennis | Stamford | Away [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 5/7 | V Girls Golf | Darien | Away - Wee Burn CC [Directions] | 3:10 p.m. | PU:2:05 RE:5:30 | |
| Fri., 5/8 | FR Baseball | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 5/8 | V Softball | Norwalk | Away - Ray Barry Field, NHS [Directions] | 5:00 p.m. | PU:2:30 RE:5:30 | |
| Sat., 5/9 | V Co-ed Sailing | Greenwich | Away [Directions] | 9:00 a.m. | PUDO: 7:45 REPU:4:00 | @ IHYC |
| Mon., 5/11 | V Baseball | Harding | Away - Beardsley Park - Baseball [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Mon., 5/11 | FR Boys Lacrosse | Fairfield Country Day School | Away | 3:30 p.m. | PUDO: 2:30 | No Return Bus |
| Mon., 5/11 | V Girls Outdoor Track | New Canaan, Staples | Away - NCHS Track Field [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | 2 Buses |
| Mon., 5/11 | V Girls Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 5/12 | V Boys Golf | St. Joseph | Away - Tashua Knolls, Trumbull [Directions] | 3:15 p.m. | PU:2:20 RE:5:30 | |
| Tue., 5/12 | V Boys Outdoor Track | Staples, New Canaan | Away - Staples Stadium [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | 2 Buses |
| Tue., 5/12 | V Girls Golf | New Canaan | Away - Country Club of New Canaan [Directions] | 3:15 p.m. | PU:2:10 RE:5:15 | |
| Tue., 5/12 | V Girls Tennis | Norwalk | Away - Norwalk High School [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 5/13 | FR Baseball | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 5/13 | V Co-ed Sailing | Greenwich Academy | Away - Indian Harbor YC | 3:00 p.m. | PUFL:2:25 RE:5:00 | with Brunswick, Rye Country Day |
| Wed., 5/13 | V Softball | Darien | Away - DHS Softball Varsity Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 5/14 | V Baseball | Stamford | Away - Stamford High School [Directions] | 4:45 p.m. | PU:2:30 RE:6:00 | |
| Thu., 5/14 | V Boys Lacrosse | Wilton | Away - Fujitani Field - Turf [Directions] | 5:30 p.m. | PU:3:30 RE:7:00 | |
| Thu., 5/14 | JV Boys Lacrosse | Wilton | Away - Whitten Field [Directions] | 4:30 p.m. | PU:2:30 RE:7:00 | |
| Thu., 5/14 | V Boys Tennis | Greenwich | Away - GHS Tennis Courts [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 5/14 | V Girls Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 3:30 p.m. | PU:2:20 RE:5:45 | |
| Thu., 5/14 | V Girls Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | 6:00 p.m. | PU:2:30 RE:7:30 | |
| Fri., 5/15 | FR Girls Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | Cancelled | PU:2:30 RE:5:30 | |
| Sat., 5/16 | V Co-ed Sailing | Silver Cup | Away | 9:00 a.m. | TBA | |
| Mon., 5/18 | V Baseball | Westhill | Away - Westhill Baseball Field [Directions] | 4:00 p.m. | PU:2:30 RE:6:00 | |
| Mon., 5/18 | V Boys Tennis | Bridgeport Central | Away - Central H.S. Tennis Courts [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Mon., 5/18 | V Girls Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | PU:2:30 RE:6:30 | |
| Mon., 5/18 | FR Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | Cancelled | PU:4:15 RE:6:30 | |
| Mon., 5/18 | V Girls Outdoor Track | Wilton, Westhill | Away - Allen's Field [Directions] | 4:00 p.m. | PU:2:20 RE:6:00 | 2 Buses |
| Tue., 5/19 | V Boys Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | 5:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 5/19 | JV Boys Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | 6:30 p.m. | PU:4:00 RE:6:45 | |
| Wed., 5/20 | FR Baseball | Wilton | Away - Allen's Meadow - Fr. Baseball Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Wed., 5/20 | JV Boys Golf | Darien, Fairfield Warde | Away [Directions] | 3:30 p.m. | PU:2:20 RE:5:45 | |
| Wed., 5/20 | V Softball | Wilton | Away - WHS Varsity Softball Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 5/21 | FR Baseball | Danbury | Away - Danbury High School Varsity Baseball Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Thu., 5/21 | V Softball | Danbury | Away - Danbury High School Varsity Softball Field [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Fri., 5/22 | V Boys Lacrosse | Ridgefield | Away [Directions] | 5:30 p.m. | PU: 3:15 RE:7:00 | FCIAC Quarterfinals |
| Fri., 5/22 | V Girls Lacrosse | Greenwich | Away [Directions] | 6:00 p.m. | PU:3:45 RE:7:30 | FCIAC Quarterfinals |
| Tue., 5/26 | V Boys Outdoor Track | FCIAC Championship | Away - Danbury HS Track | 2:00 p.m. | PU:12:00 RE:8:00 | |
| Tue., 5/26 | V Boys Tennis | Staples | Away [Directions] | 4:00 p.m. | PU:2:30 RE:5:30 | |
| Tue., 5/26 | V Girls Golf | Danbury | Away - Richter Park Golf Course [Directions] | 3:30 p.m. | PU:1:55 RE:5:30 | |
| Tue., 5/26 | V Girls Outdoor Track | FCIAC Championship | Away - Danbury HS Track | 2:00 p.m. | PU:12:00 RE:8:00 | |
| Wed., 5/27 | V Boys Golf | New Canaan | Away - Country Club of New Canaan [Directions] | 3:15 p.m. | PU:2:10 RE:5:15 | |
| Mon., 6/1 | V Boys Outdoor Track | CIAC L Championships | Away - Middletown High School | 2:00 p.m. | PU:12:15 RE:8:30 | |
| Tue., 6/2 | V Girls Outdoor Track | CIAC LL Championship | Away - Willowbrook Park | 2:00 p.m. | PU:12:00 RE:8:30 | |
| Wed., 6/3 | V Softball | Newington | Away - Softball Field - Behind NHS past Tennis Courts [Directions] | 4:00 p.m. | PU:1:55 RE:5:30 | |