| Fairfield Prep 2015-16 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 434 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Hamden | Away - Legion Field [Directions] | TBA | ||
| TBA | JV Baseball | Branford | Away - James L. MacVeigh Alumni Athletic Complex - Baseball Field [Directions] | TBA | ||
| TBA | FR Baseball | Branford | Home - Owen Fish Park [Directions] | TBA | ||
| TBA | FR Baseball | Jonathan Law | Away - Milford Academy Field [Directions] | TBA | ||
| TBA | JV Boys Ice Hockey | Darien | Away - Darien Ice Rink [Directions] | 2:50 p.m. | ||
| TBA | JV Boys Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavilion [Directions] | TBA | ||
| TBA | JV Boys Soccer | Lyman Hall | Away - Lyman Hall Field #1 [Directions] | TBA | ||
| TBA | FR Boys Soccer | Don Bosco (NJ) | Home - Rafferty Stadium, Fairfield University [Directions] | TBA | ||
| Thu., 8/27 | V Boys Crew | Crew Tryouts | Home - Erg Room [Directions] | 2:30 p.m. | ||
| Sat., 8/29 | V Football | Fairfield Ludlowe (Scrim.) | Home - Barlow Field, Fairfield University [Directions] | 1:00 p.m. | ||
| Mon., 8/31 | V Boys Soccer | Staples (Scrim.) | Home - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | ||
| Thu., 9/3 | V Football | Staples (Scrim.) | Home - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | ||
| Thu., 9/10 | FR Football | Notre Dame-West Haven (Scrim.) | Home - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | W 50-14 | |
| Fri., 9/11 | V Football | Notre Dame-West Haven | Away - Veteran's Stadium [Directions] | 7:00 p.m. | L 34-0 | |
| Fri., 9/11 | V Boys Soccer | Lyman Hall | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Fri., 9/11 | FR Boys Soccer | Amity | Away - Amity HS - Field # 2 [Directions] | 3:45 p.m. | W 3-0 | |
| Sat., 9/12 | JV Football | Notre Dame-West Haven | Home - Barlow Field, Fairfield University [Directions] | 10:30 a.m. | L 12-8 | |
| Tue., 9/15 | V Boys Cross Country | Amity, Xavier, Lyman Hall | Away - Fitzgerald Trail - Woodbridge [Directions] | 4:00 p.m. | ||
| Tue., 9/15 | JV Boys Soccer | West Haven | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | L 2-1 | |
| Tue., 9/15 | FR Boys Soccer | Cheshire | Away - Bartlem park [Directions] | 3:45 p.m. | W 2-0 | |
| Wed., 9/16 | V Boys Soccer | West Haven | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 4-2 | |
| Thu., 9/17 | FR Football | Shelton | Home - Barlow Field, Fairfield University [Directions] | 3:45 p.m. | L 21-6 | |
| Fri., 9/18 | V Football | Shelton | Away - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | L 27-35 | |
| Fri., 9/18 | V Boys Soccer | Notre Dame-West Haven | Home - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | W 1-0 [Detailed Results] | |
| Fri., 9/18 | FR Boys Soccer | Notre Dame-West Haven | Away - Veteran's Stadium [Directions] | 3:45 p.m. | W 6-0 | |
| Sat., 9/19 | JV Football | Shelton | Home - Barlow Field, Fairfield University [Directions] | 10:30 a.m. | L 7-6 | |
| Sat., 9/19 | JV Boys Soccer | Notre Dame-West Haven | Away - Veteran's Stadium [Directions] | 3:00 p.m. | W 2-0 | |
| Sat., 9/19 | FR Boys Soccer | Daniel Hand | Away - Janssen Field/DHHS Campus [Directions] | 10:30 a.m. | W 6-0 | |
| Tue., 9/22 | V Boys Cross Country | Notre Dame-West Haven, North Haven, East Haven | Away - Lauralton Hall [Directions] | 4:00 p.m. | ||
| Tue., 9/22 | V Boys Soccer | Guilford | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 3-1 | |
| Wed., 9/23 | JV Boys Soccer | Lyman Hall | Home - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | W 9-0 | |
| Thu., 9/24 | FR Boys Soccer | Xavier | Home - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | T 1-1 | |
| Fri., 9/25 | V Boys Soccer | North Haven | Away - North Haven Athletic Complex [Directions] | 3:45 p.m. | W 4-2 | |
| Fri., 9/25 | JV Boys Soccer | Guilford | Home - Rafferty Stadium, Fairfield University [Directions] | 5:30 p.m. | L 4-0 | |
| Fri., 9/25 | FR Boys Soccer | Guilford | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | L 3-1 | |
| Sat., 9/26 | V Boys Soccer | St. Anthonys (NY) | Home - Rafferty Stadium, Fairfield University [Directions] | 6:00 p.m. | L 2-0 [Detailed Results] | |
| Sat., 9/26 | JV Boys Soccer | North Haven | Away - North Haven Athletic Complex [Directions] | 10:30 a.m. | W 6-0 | |
| Mon., 9/28 | V Boys Soccer | Hamden | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 2-0 | |
| Mon., 9/28 | FR Boys Soccer | Fairfield Ludlowe | Away - Roger Ludlowe MS [Directions] | 4:00 p.m. | W 4-1 | |
| Tue., 9/29 | V Boys Cross Country | Hamden, Hillhouse, Daniel Hand | Away - Brooksvale Park [Directions] | 4:00 p.m. | ||
| Tue., 9/29 | JV Boys Soccer | Hamden | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 2-0 | |
| Wed., 9/30 | FR Boys Soccer | Daniel Hand | Home - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | W 7-1 | |
| Thu., 10/1 | FR Football | Jonathan Law | Away - Jonathan Law HS Stadium [Directions] | 5:30 p.m. | W 43-0 | |
| Fri., 10/2 | V Football | Jonathan Law | Home - Rafferty Stadium, Fairfield University [Directions] | 6:00 p.m. | W 42-0 | |
| Sat., 10/3 | JV Football | Jonathan Law | Away - Jonathan Law HS Stadium [Directions] | 10:30 a.m. | ||
| Sat., 10/3 | V Boys Soccer | Xavier | Away - Xavier Turf Field [Directions] | 3:00 p.m. | L 1-2 | |
| Sat., 10/3 | JV Boys Soccer | Xavier | Away - Xavier Turf Field [Directions] | 1:00 p.m. | T 0-0 | |
| Sat., 10/3 | FR Boys Soccer | Xavier | Away - Xavier Turf Field [Directions] | 11:00 a.m. | W 2-0 | |
| Mon., 10/5 | FR Boys Soccer | Amity | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 12-0 | |
| Thu., 10/8 | FR Football | Cheshire | Away - Cheshire High Main Game field [Directions] | 6:00 p.m. | W 48-0 | |
| Fri., 10/9 | V Football | Cheshire | Home - Rafferty Stadium, Fairfield University [Directions] | 6:00 p.m. | W 30-13 | |
| Fri., 10/9 | V Boys Soccer | Lyman Hall | Away - Lyman Hall Field #1 [Directions] | 3:45 p.m. | W 7-2 | |
| Sat., 10/10 | JV Football | Cheshire | Away - Cheshire High Main Game field [Directions] | 10:00 a.m. | W 32-0 | |
| Mon., 10/12 | V Boys Soccer | Boston College HS (MA) | Home - Rafferty Stadium, Fairfield University [Directions] | 1:00 p.m. | W 1-0 | |
| Tue., 10/13 | V Boys Soccer | West Haven | Away - Ken Strong Stadium [Directions] | 7:00 p.m. | T 3-3 [Detailed Results] | |
| Tue., 10/13 | JV Boys Soccer | West Haven | Away - Ken Strong Stadium [Directions] | 5:00 p.m. | ||
| Tue., 10/13 | FR Boys Soccer | Fairfield Warde | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 5-1 | |
| Thu., 10/15 | V Boys Cross Country | West Haven, Lauralton Hall | Home - Lessing Field, Fairfield University [Directions] | 4:00 p.m. | ||
| Thu., 10/15 | FR Football | Amity | Away - William Johnson Stadium Field @ Amity HS [Directions] | 3:45 p.m. | W 42-0 | |
| Thu., 10/15 | FR Boys Soccer | Notre Dame-West Haven | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 2-0 | |
| Fri., 10/16 | V Football | Amity | Home - Rafferty Stadium, Fairfield University [Directions] | 6:00 p.m. | W 42-7 | |
| Fri., 10/16 | V Boys Soccer | Notre Dame-West Haven | Away - Veteran's Stadium [Directions] | 4:00 p.m. | W 3-0 [Detailed Results] | |
| Sat., 10/17 | JV Football | Amity | Away - William Johnson Stadium Field @ Amity HS [Directions] | 10:30 a.m. | W 26-6 | |
| Sat., 10/17 | JV Boys Soccer | Don Bosco (NJ) | Home - Rafferty Stadium, Fairfield University [Directions] | 11:30 a.m. | T 0-0 | |
| Mon., 10/19 | V Boys Soccer | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | 6:00 p.m. | W 1-0 | |
| Mon., 10/19 | JV Boys Soccer | Notre Dame-West Haven | Home - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | W 6-0 | |
| Tue., 10/20 | JV Boys Soccer | Guilford | Away - Bittner Park - Guilford [Directions] | 3:45 p.m. | L 4-1 | |
| Wed., 10/21 | V Boys Soccer | North Haven | Home - Rafferty Stadium, Fairfield University [Directions] | 5:45 p.m. | W 3-0 [Detailed Results] | |
| Wed., 10/21 | JV Boys Soccer | North Haven | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 4-0 | |
| Wed., 10/21 | FR Boys Soccer | Guilford | Away - Long Hill Park - Guilford [Directions] | 3:45 p.m. | W 1-0 | |
| Thu., 10/22 | V Boys Cross Country | SCC Championship | Away - Hammonasset State PPark | 3:00 p.m. | ||
| Thu., 10/22 | FR Football | North Haven | Home - Barlow Field, Fairfield University [Directions] | 4:00 p.m. | W 35-8 | |
| Fri., 10/23 | V Football | North Haven | Away - Vanacore Field [Directions] | 7:00 p.m. | L 14-49 | |
| Fri., 10/23 | V Boys Soccer | Hamden | Away - HHS Turf Field [Directions] | 6:00 p.m. | W 3-1 | |
| Sat., 10/24 | JV Football | North Haven | Home - Barlow Field, Fairfield University [Directions] | 10:30 a.m. | W 20-14 | |
| Sat., 10/24 | JV Boys Soccer | Hamden | Away - West Woods Elementary School [Directions] | 10:30 a.m. | ||
| Mon., 10/26 | V Boys Cross Country | Platt Tech Invitational | Away - Eisenhower Park Milford | 3:30 p.m. | ||
| Mon., 10/26 | V Boys Soccer | Xavier | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 2-1 | |
| Tue., 10/27 | JV Boys Soccer | Xavier | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | L 2-1 | |
| Thu., 10/29 | V Boys Cross Country | Danbury Freshman Invitational | Away - Tarrywile Park, Danbury | 4:00 p.m. | ||
| Thu., 10/29 | FR Football | Hamden | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 28-6 | |
| Fri., 10/30 | V Football | Hamden | Away - HHS Turf Field [Directions] | 7:00 p.m. | W 38-8 | |
| Fri., 10/30 | FR Boys Soccer | Cheshire | Home - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | ||
| Sat., 10/31 | V Boys Cross Country | Class LL Championships | Away - Wickham Park | 10:55 a.m. | ||
| Sat., 10/31 | JV Football | Hamden | Home - Rafferty Stadium, Fairfield University [Directions] | 10:00 a.m. | W 29-6 | |
| Sat., 10/31 | V Boys Soccer | Wilbur Cross | Home - Rafferty Stadium, Fairfield University [Directions] | 1:00 p.m. | W 3-1 | |
| Mon., 11/2 | V Boys Soccer | West Haven | Home - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | L 2-0 [Detailed Results] | |
| Thu., 11/5 | FR Football | Wilbur Cross | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 34-14 | |
| Fri., 11/6 | V Football | Wilbur Cross | Away - Wilbur Cross Athletic Complex [Directions] | 2:30 p.m. | W 50-20 | |
| Sat., 11/7 | JV Football | Wilbur Cross | Home - Rafferty Stadium, Fairfield University [Directions] | Cancelled | Cancelled | |
| Tue., 11/10 | V Boys Soccer | Bristol Central | Home - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | W 5-0 | |
| Thu., 11/12 | FR Football | Xavier | Away - Xavier Turf Field [Directions] | 6:00 p.m. | W 37-7 | |
| Thu., 11/12 | V Boys Soccer | Greenwich | Home - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | W 1-0 [Detailed Results] | |
| Fri., 11/13 | V Football | Xavier | Home - Rafferty Stadium, Fairfield University [Directions] | 6:00 p.m. | L 0-13 | |
| Sat., 11/14 | V Boys Soccer | Darien | Home - Rafferty Stadium, Fairfield University [Directions] | 1:00 p.m. | ||
| Mon., 11/16 | JV Football | Xavier | Away - Xavier Turf Field [Directions] | 6:00 p.m. | L 13-6 | |
| Fri., 11/20 | FR Football | West Haven | Away - Ken Strong Stadium [Directions] | 6:00 p.m. | W 48-8 | |
| Sat., 11/21 | JV Football | West Haven | Away - Ken Strong Stadium [Directions] | 3:30 p.m. | W 24-12 | |
| Thu., 11/26 | V Football | West Haven | Home - Rafferty Stadium, Fairfield University [Directions] | 10:00 a.m. | L 14-21 | |
| Sat., 12/12 | V Boys Basketball | Sacred Heart (Scrim.) | Home - Alumni Hall, Fairfield University [Directions] | 10:30 a.m. | ||
| Sat., 12/12 | V Boys Ice Hockey | Catholic Memorial (MA) (Scrim.) | Away - Quincy Ice Arena | 2:00 p.m. | ||
| Sun., 12/13 | V Boys Ice Hockey | Xaverian Brothers (MA) (Scrim.) | Away - Foxboro Sports Center | 11:40 a.m. | ||
| Wed., 12/16 | V Wrestling | Daniel Hand | Home - Alumni Hall, Fairfield University [Directions] | 5:15 p.m. | Daniel Hand, 46- Prep, 21 | |
| Sat., 12/19 | V Wrestling | Fairfield Ludlowe Invite | Away - Fairfield Ludlowe Gym | TBA | Second Place | |
| Mon., 12/21 | V Boys Basketball | Shelton | Away - Shelton HS Gym [Directions] | 7:00 p.m. | W 107-52 | |
| Mon., 12/21 | JV Boys Basketball | Shelton | Away - Shelton HS Gym [Directions] | 5:15 p.m. | W 65-56 | |
| Mon., 12/21 | FR Boys Basketball | Shelton | Away - Shelton HS Gym [Directions] | 3:45 p.m. | W 50-40 | |
| Mon., 12/21 | V Boys Ice Hockey | Ridgefield | Away - Winter Garden Ice Arena [Directions] | 7:20 p.m. | L 2-3 | |
| Mon., 12/21 | V Boys Swimming and Diving | Hamden | Away - HHS Pool [Directions] | 4:00 p.m. | W 104-73 | |
| Tue., 12/22 | JV Boys Ice Hockey | Ridgefield | Away - Danbury Ice Arena [Directions] | 8:00 p.m. | W 3-2 | |
| Tue., 12/22 | V Boys Indoor Track | SCC Developmental Meet | Away - Floyd Little Athletic Center | 5:00 p.m. | ||
| Tue., 12/22 | V Wrestling | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 6:30 p.m. | Prep-21, Foran-48 | |
| Wed., 12/23 | V Boys Basketball | Amity | Home - Alumni Hall, Fairfield University [Directions] | 7:00 p.m. | W 72-44 | |
| Wed., 12/23 | JV Boys Basketball | Amity | Home - Alumni Hall, Fairfield University [Directions] | 5:15 p.m. | W 65-61 | |
| Wed., 12/23 | FR Boys Basketball | Amity | Home - Alumni Hall, Fairfield University [Directions] | 3:45 p.m. | W 43-41 | |
| Wed., 12/23 | V Boys Ice Hockey | Darien | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 6:00 p.m. | L 1-4 | |
| Wed., 12/23 | JV Boys Ice Hockey | Darien | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 4:00 p.m. | W 2-1 | |
| Sat., 12/26 | V Boys Basketball | Fairfield Warde | Home - Alumni Hall, Fairfield University [Directions] | 8:00 p.m. | W 72-55 | |
| Sat., 12/26 | JV Boys Ice Hockey | Hamden | Away [Directions] | TBA | W 7-2 | |
| Sun., 12/27 | V Boys Basketball | Fairfield Ludlowe | Home - Alumni Hall, Fairfield University [Directions] | TBA | W 52-48 | |
| Mon., 12/28 | JV Boys Basketball | Fairfield Warde | Away - Fairfield Ludlowe H.S. [Directions] | 12:00 p.m. | W 56-53 | |
| Mon., 12/28 | V Boys Ice Hockey | Bishop Hendricken (RI) | Away - Adelard | 4:00 p.m. | W 6-3 | |
| Mon., 12/28 | JV Boys Ice Hockey | Iona Prep (NY) | Away | TBA | W 5-0 | |
| Tue., 12/29 | JV Boys Basketball | Notre Dame-Fairfield | Away [Directions] | 2:00 p.m. | L 73-67 | |
| Tue., 12/29 | V Boys Ice Hockey | St. Joseph Collegiate (NY) | Away - Adelard | 6:00 p.m. | L 1-5 | |
| Wed., 12/30 | FR Boys Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 3:30 p.m. | W 64-50 | |
| Wed., 12/30 | V Boys Ice Hockey | Mt. St. Charles (RI) | Away - Adelard | 6:00 p.m. | L 5-7 | |
| Wed., 12/30 | V Wrestling | Shelton | Away - Shelton HS Auxiliary Gym [Directions] | 10:30 a.m. | Shelton, 46- Prep, 24 | |
| Sat., 1/2 | V Wrestling | Derby Duals | Away - Derby HS Gym | 10:00 a.m. | Prep, 51- RHAM, 16; Prep, 42- Derby, 21; Prep, 54- Somers, 18 | |
| Tue., 1/5 | V Boys Basketball | Hillhouse | Away - Floyd Little Athletic Center [Directions] | 6:00 p.m. | W 60-54 | |
| Wed., 1/6 | V Boys Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavilion [Directions] | 6:00 p.m. | L 1-4 | |
| Wed., 1/6 | V Wrestling | Xavier | Home - Alumni Hall, Fairfield University [Directions] | 5:15 p.m. | Prep 23, Xavier 42 | |
| Wed., 1/6 | JV Wrestling | Xavier | Home - Alumni Hall, Fairfield University [Directions] | 5:15 p.m. | ||
| Thu., 1/7 | JV Boys Basketball | Hillhouse | Away - Hillhouse HS Gym [Directions] | 5:15 p.m. | L 70-62 | |
| Thu., 1/7 | FR Boys Basketball | Hillhouse | Away - Hillhouse HS Gym [Directions] | 3:45 p.m. | L 69-59 | |
| Thu., 1/7 | V Boys Indoor Track | SCC Developmental Meet | Away - Floyd Little Athletic Center | 5:00 p.m. | ||
| Fri., 1/8 | V Boys Basketball | Hamden | Home - Alumni Hall, Fairfield University [Directions] | 7:00 p.m. | W 83-60 | |
| Fri., 1/8 | JV Boys Basketball | Hamden | Home - Alumni Hall, Fairfield University [Directions] | 5:15 p.m. | W 46-40 | |
| Fri., 1/8 | FR Boys Basketball | Hamden | Home - Alumni Hall, Fairfield University [Directions] | 3:45 p.m. | W 61-53 | |
| Sat., 1/9 | V Boys Ice Hockey | Notre Dame-West Haven | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 1:00 p.m. | T 2-2 | |
| Sat., 1/9 | JV Boys Ice Hockey | Notre Dame-West Haven | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 11:00 a.m. | ||
| Sat., 1/9 | V Wrestling | Fairfield Warde Invite | Away - Fairfield Warde Gym | TBA | ||
| Mon., 1/11 | V Boys Basketball | West Haven | Home - Alumni Hall, Fairfield University [Directions] | 7:00 p.m. | W 80-38 | |
| Mon., 1/11 | JV Boys Basketball | West Haven | Home - Alumni Hall, Fairfield University [Directions] | 5:15 p.m. | W 59-27 | |
| Tue., 1/12 | JV Boys Ice Hockey | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | 5:30 p.m. | ||
| Tue., 1/12 | V Wrestling | East Haven | Home - Alumni Hall, Fairfield University [Directions] | 5:15 p.m. | Prep 41, East Haven 30 | |
| Wed., 1/13 | V Boys Basketball | Career Magnet | Home - Alumni Hall, Fairfield University [Directions] | 7:00 p.m. | W 92-51 | |
| Wed., 1/13 | JV Boys Basketball | Career Magnet | Home - Alumni Hall, Fairfield University [Directions] | 5:15 p.m. | W 83-53 | |
| Wed., 1/13 | FR Boys Basketball | Career Magnet | Home - Alumni Hall, Fairfield University [Directions] | 3:45 p.m. | W 53-38 | |
| Wed., 1/13 | JV Boys Ice Hockey | Delbarton (NJ) | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 3:00 p.m. | ||
| Fri., 1/15 | V Boys Basketball | Notre Dame-West Haven | Away - Notre Dame HS [Directions] | 7:00 p.m. | W 70-60 | |
| Fri., 1/15 | JV Boys Basketball | Notre Dame-West Haven | Away - Notre Dame HS [Directions] | 5:15 p.m. | L 58-56 | |
| Fri., 1/15 | FR Boys Basketball | Notre Dame-West Haven | Away - Notre Dame HS [Directions] | 3:45 p.m. | L 71-70 | |
| Fri., 1/15 | V Wrestling | Avon, Farmington, Terryville-Thomaston | Away [Directions] | 4:00 p.m. | Prep 42, Terryville, 36; Avon 38, Prep 33; Farmington 44, Prep 27 | |
| Sat., 1/16 | V Boys Swimming and Diving | Daniel Hand/Branford/Old Saybrook | Home - Weston MS [Directions] | 10:30 a.m. | W 95-83 | |
| Sun., 1/17 | JV Boys Ice Hockey | Bishop Hendricken (RI) (Scrim.) | Away - Thayer Arena | 4:30 p.m. | ||
| Mon., 1/18 | JV Boys Ice Hockey | LaSalle Academy (RI) | Away - Providence College | 2:00 p.m. | ||
| Tue., 1/19 | V Boys Basketball | Cheshire | Away - Cheshire High - West Gym [Directions] | 7:00 p.m. | W 90-53 | |
| Tue., 1/19 | JV Boys Basketball | Cheshire | Away - Cheshire High - West Gym [Directions] | 5:15 p.m. | W 69-56 | |
| Tue., 1/19 | FR Boys Basketball | Cheshire | Away - Cheshire High - West Gym [Directions] | 3:45 p.m. | W 53-47 | |
| Wed., 1/20 | V Boys Ice Hockey | West Haven Coop | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 6:00 p.m. | W 4-3 | |
| Wed., 1/20 | JV Boys Ice Hockey | Hamden | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 4:00 p.m. | ||
| Wed., 1/20 | V Wrestling | New Haven Wrestling | Away - Wilbur Cross Gym [Directions] | 7:00 p.m. | Prep 68, New Haven, 6 | |
| Thu., 1/21 | V Boys Indoor Track | SCC Novice Meet | Away - Floyd Little Athletic Center | 3:30 p.m. | ||
| Fri., 1/22 | V Boys Basketball | Xavier | Away - Xavier H.S. [Directions] | 7:00 p.m. | W 64-41 | |
| Fri., 1/22 | JV Boys Basketball | Xavier | Away - Xavier H.S. [Directions] | 5:15 p.m. | W 63-58 | |
| Fri., 1/22 | FR Boys Basketball | Xavier | Away - Xavier H.S. [Directions] | 3:45 p.m. | L 51-47 | |
| Sat., 1/23 | V Boys Indoor Track | SCC Coaches Invitational | Away - Floyd Little Athletic Center | 9:00 a.m. | ||
| Sat., 1/23 | V Wrestling | JK Duals | Away - Jonathan Law Gym | 9:00 a.m. | ||
| Tue., 1/26 | V Boys Basketball | Daniel Hand | Away - Polson Gym/DHHS Campus [Directions] | 7:00 p.m. | W 93-68 | |
| Tue., 1/26 | JV Boys Basketball | Daniel Hand | Away - Polson Gym/DHHS Campus [Directions] | 5:15 p.m. | W 74-57 | |
| Tue., 1/26 | FR Boys Basketball | Daniel Hand | Away - DHHS Gym [Directions] | 3:45 p.m. | W 69-45 | |
| Tue., 1/26 | V Boys Indoor Track | SCC West Sectional | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Tue., 1/26 | V Boys Swimming and Diving | Notre Dame-West Haven | Away - Wilbur Cross Pool [Directions] | 4:00 p.m. | W 102-79 | |
| Wed., 1/27 | V Boys Ice Hockey | Xavier | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 6:00 p.m. | W 4-2 | |
| Wed., 1/27 | JV Boys Ice Hockey | Xavier | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 4:00 p.m. | ||
| Wed., 1/27 | V Wrestling | Cheshire | Home - Alumni Hall, Fairfield University [Directions] | 6:00 p.m. | Prep 57, Cheshire 16 | |
| Thu., 1/28 | JV Boys Ice Hockey | Brunswick School | Away - Hartong Arena | 5:00 p.m. | ||
| Fri., 1/29 | V Boys Basketball | Hillhouse | Home - Alumni Hall, Fairfield University [Directions] | 7:00 p.m. | L 40-44 | |
| Fri., 1/29 | JV Boys Basketball | Hillhouse | Home - Alumni Hall, Fairfield University [Directions] | 5:15 p.m. | L 70-62 | |
| Fri., 1/29 | FR Boys Basketball | Hillhouse | Home - Alumni Hall, Fairfield University [Directions] | 3:45 p.m. | W 62-58 | |
| Fri., 1/29 | V Boys Swimming and Diving | HK-Valley | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | W 87-70 | |
| Sat., 1/30 | V Boys Ice Hockey | Hamden | Away - Lou Astorino Ice Rink [Directions] | 12:00 p.m. | W 6-3 | |
| Sat., 1/30 | JV Boys Ice Hockey | Simsbury | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 2:00 p.m. | ||
| Sat., 1/30 | V Boys Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 2:00 p.m. | L 122-64 | |
| Sat., 1/30 | V Wrestling | Branford HS Tournament | Away | TBA | ||
| Mon., 2/1 | V Boys Ice Hockey | Malden Catholic (MA) | Away - Valley Forum II | 6:00 p.m. | L 2-3 | |
| Mon., 2/1 | JV Boys Ice Hockey | Notre Dame-Fairfield | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 3:00 p.m. | ||
| Tue., 2/2 | JV Boys Ice Hockey | Delbarton (NJ) | Away - Aspen Ice | 3:15 p.m. | ||
| Tue., 2/2 | V Boys Swimming and Diving | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | 7:30 p.m. | W 94-76 | |
| Tue., 2/2 | V Wrestling | Jonathan Law | Away - Jonathan Law HS-Richetelli Gymnasium [Directions] | 6:00 p.m. | Prep 50, Law 31 | |
| Wed., 2/3 | V Boys Basketball | Hamden | Away - HHS Gym [Directions] | 7:00 p.m. | W 73-71(OT) | |
| Wed., 2/3 | JV Boys Basketball | Hamden | Away - HHS Gym [Directions] | 5:15 p.m. | W 75-66 | |
| Wed., 2/3 | FR Boys Basketball | Hamden | Away - HHS Gym [Directions] | 3:45 p.m. | L 74-71 | |
| Wed., 2/3 | V Boys Ice Hockey | Darien | Away - Darien Ice Rink [Directions] | 6:00 p.m. | L 4-6 | |
| Wed., 2/3 | JV Boys Ice Hockey | St. Lukes | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 3:00 p.m. | ||
| Sat., 2/6 | V Boys Basketball | West Haven | Away - WHHS Gym [Directions] | 7:00 p.m. | W 69-52 | |
| Sat., 2/6 | JV Boys Basketball | West Haven | Away - WHHS Gym [Directions] | 5:15 p.m. | W 77-43 | |
| Sat., 2/6 | V Boys Ice Hockey | Notre Dame-Fairfield | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 1:00 p.m. | W 4-2 | |
| Sat., 2/6 | JV Boys Ice Hockey | Notre Dame-West Haven | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 11:00 a.m. | ||
| Sat., 2/6 | V Wrestling | Law Invitational | Away - Jonathan Law Gym | 9:00 a.m. | ||
| Mon., 2/8 | V Boys Indoor Track | SCC Championships | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Tue., 2/9 | V Boys Basketball | Cheshire | Home - Alumni Hall, Fairfield University [Directions] | 7:00 p.m. | W 81-55 | |
| Tue., 2/9 | JV Boys Basketball | Cheshire | Home - Alumni Hall, Fairfield University [Directions] | 5:15 p.m. | W 68-56 | |
| Tue., 2/9 | FR Boys Basketball | Cheshire | Home - Alumni Hall, Fairfield University [Directions] | 3:45 p.m. | W 76-41 | |
| Tue., 2/9 | V Boys Swimming and Diving | Branford | Away - Walsh Intermediate School - pool [Directions] | 4:00 p.m. | W 103-72 | |
| Wed., 2/10 | V Wrestling | Amity | Away - Paul D. Mengold Gymnasium at Amity Regional HS [Directions] | 6:30 p.m. | Prep 49, Amity 24 | |
| Thu., 2/11 | V Boys Basketball | Notre Dame-West Haven | Home - Alumni Hall, Fairfield University [Directions] | 7:00 p.m. | W 64-56 | |
| Thu., 2/11 | JV Boys Basketball | Notre Dame-West Haven | Home - Alumni Hall, Fairfield University [Directions] | 5:15 p.m. | W 61-47 | |
| Thu., 2/11 | FR Boys Basketball | Notre Dame-West Haven | Home - Alumni Hall, Fairfield University [Directions] | 3:45 p.m. | W 64-54 | |
| Thu., 2/11 | V Boys Indoor Track | Class LL Championships | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Fri., 2/12 | V Boys Ice Hockey | Pope Francis (MA) | Away - Olympia Ice Center | TBA | L 3-6 | |
| Fri., 2/12 | V Boys Swimming and Diving | Glastonbury | Away - Glastonbury HS Pool [Directions] | Cancelled | Cancelled | |
| Sat., 2/13 | V Boys Ice Hockey | Bishop Hendricken (RI) | Away | TBA | W 3-1 | |
| Sat., 2/13 | V Wrestling | SCC Championships | Away - Floyd Little Athletic Center | 9:00 a.m. | ||
| Tue., 2/16 | V Boys Basketball | Xavier | Home - Alumni Hall, Fairfield University [Directions] | 7:00 p.m. | W 70-65 | |
| Tue., 2/16 | JV Boys Basketball | Xavier | Home - Alumni Hall, Fairfield University [Directions] | 5:15 p.m. | L 71-66 | |
| Tue., 2/16 | FR Boys Basketball | Xavier | Home - Alumni Hall, Fairfield University [Directions] | 3:45 p.m. | W 52-49 | |
| Tue., 2/16 | V Boys Swimming and Diving | Cheshire | Away - Cheshire Community pool [Directions] | 7:00 p.m. | L 87-94 | |
| Wed., 2/17 | V Boys Ice Hockey | Catholic Memorial (MA) (Scrim.) | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 3:30 p.m. | ||
| Wed., 2/17 | JV Boys Ice Hockey | Hamden | Away - Lou Astorino Ice Rink [Directions] | Cancelled | Cancelled | |
| Fri., 2/19 | V Boys Basketball | Career Magnet | Away - Floyd Little Athletic Center [Directions] | 7:00 p.m. | W 71-30 | |
| Fri., 2/19 | JV Boys Basketball | Career Magnet | Away - Floyd Little Athletic Center [Directions] | 5:15 p.m. | W 65-52 | |
| Fri., 2/19 | FR Boys Basketball | Career Magnet | Away - Floyd Little Athletic Center [Directions] | 3:45 p.m. | W 72-34 | |
| Fri., 2/19 | V Wrestling | Class LL Championships | Away - Trumbull HS | 4:30 p.m. | ||
| Sat., 2/20 | V Boys Ice Hockey | Notre Dame-West Haven | Away - Bennett Rink [Directions] | 1:00 p.m. | W 4-3 | |
| Mon., 2/22 | V Boys Basketball | Daniel Hand | Home - Alumni Hall, Fairfield University [Directions] | 7:00 p.m. | W 82-46 | |
| Mon., 2/22 | JV Boys Basketball | Daniel Hand | Home - Alumni Hall, Fairfield University [Directions] | 5:15 p.m. | L 59-52 | |
| Mon., 2/22 | FR Boys Basketball | Daniel Hand | Home - Alumni Hall, Fairfield University [Directions] | 3:45 p.m. | W 80-34 | |
| Mon., 2/22 | V Boys Ice Hockey | Ridgefield | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 6:00 p.m. | T 3-3(OT) | |
| Wed., 2/24 | V Boys Swimming and Diving | Amity | Away - Orange Community Center Pool [Directions] | 7:15 p.m. | W 103-81 | |
| Sat., 2/27 | V Boys Basketball | Hamden | Away - Branford HS [Directions] | 2:30 p.m. | W 73-59 | |
| Sat., 2/27 | V Boys Ice Hockey | Hamden | Home - Wonderland of Ice, Bridgeport, CT [Directions] | 1:00 p.m. | W 2-1 | |
| Mon., 2/29 | V Boys Basketball | Wilbur Cross | Away - East Haven HS [Directions] | 6:00 p.m. | W 80-61 | |
| Mon., 2/29 | V Boys Ice Hockey | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | 7:00 p.m. | L 1-4 | |
| Mon., 2/29 | V Boys Swimming and Diving | SCC Swimming Trials | Away - Orange Town Pool | 7:00 p.m. | ||
| Tue., 3/1 | V Boys Swimming and Diving | SCC Diving Trials | Away - Hamden HS | 5:30 p.m. | ||
| Wed., 3/2 | V Boys Basketball | Hillhouse | Away - Shelton HS [Directions] | 7:00 p.m. | W 66-63 | |
| Wed., 3/2 | V Boys Swimming and Diving | SCC Championships | Away - Southern CT State University Pool | 6:00 p.m. | 1st Place | |
| Fri., 3/4 | V Boys Ice Hockey | Notre Dame-West Haven | Away - Bennett Rink [Directions] | 6:15 p.m. | W 4-3 | |
| Tue., 3/8 | V Boys Basketball | West Haven | Home - Alumni Hall, Fairfield University [Directions] | 7:00 p.m. | W 51-47 | |
| Wed., 3/9 | V Boys Ice Hockey | Glastonbury | Away - Trinity College [Directions] | 7:30 p.m. | W 3-1 | |
| Wed., 3/9 | V Boys Swimming and Diving | Class LL Diving Finals | Away - Hamden HS | 5:30 p.m. | ||
| Thu., 3/10 | V Boys Basketball | Westhill | Home - Alumni Hall, Fairfield University [Directions] | 7:00 p.m. | W 67-47 | |
| Sat., 3/12 | V Boys Ice Hockey | Xavier | Away - Bennett Rink West Haven [Directions] | 1:00 p.m. | W 1-0 | |
| Sat., 3/12 | V Boys Swimming and Diving | Class LL Swimming Trials | Away - Hamden HS | 3:30 p.m. | ||
| Mon., 3/14 | V Boys Basketball | Crosby | Home - Alumni Hall, Fairfield University [Directions] | 7:00 p.m. | W 84-68 | |
| Wed., 3/16 | V Boys Basketball | Weaver | Home - New Haven Athletic Center [Directions] | 7:00 p.m. | L 64-62 | |
| Wed., 3/16 | V Boys Ice Hockey | Hamden | Away - Ingalls Rink [Directions] | 7:30 p.m. | W 5-2 | |
| Wed., 3/16 | V Boys Swimming and Diving | Class LL Swimming Finals | Away - Wesleyan | 1:30 p.m. | 3rd Place | |
| Thu., 3/17 | V Boys Swimming and Diving | State Open Diving | Away - Bulkeley HS | 5:30 p.m. | ||
| Sat., 3/19 | V Boys Ice Hockey | Darien | Away - Ingalls Rink [Directions] | 2:00 p.m. | L 4-2 | |
| Sat., 3/19 | V Boys Swimming and Diving | State Open Swimming | Away - Yale | 2:30 p.m. | 6th Place | |
| Thu., 3/24 | V Baseball | St. Joseph (Scrim.) | Away - St. Joseph HS [Directions] | 4:00 p.m. | ||
| Thu., 3/24 | V Boys Lacrosse | Iona Prep (NY) (Scrim.) | Home - Rafferty Stadium, Fairfield University [Directions] | 4:15 p.m. | ||
| Fri., 3/25 | V Baseball | St. Joseph (Scrim.) | Away - St. Joseph HS [Directions] | 9:25 a.m. | ||
| Sat., 3/26 | V Boys Lacrosse | Darien (Scrim.) | Away [Directions] | TBA | ||
| Wed., 3/30 | V Baseball | Fairfield Ludlowe (Scrim.) | Away - Kiwanis Field [Directions] | 4:00 p.m. | ||
| Wed., 3/30 | V Boys Lacrosse | Glastonbury (Scrim.) | Home - Rafferty Stadium, Fairfield University [Directions] | 4:15 p.m. | ||
| Thu., 3/31 | V Boys Tennis | New Canaan (Scrim.) | Away [Directions] | 3:45 p.m. | ||
| Sat., 4/2 | V Boys Lacrosse | Newtown | Home - Rafferty Stadium, Fairfield University [Directions] | 5:00 p.m. | W 15-4 | |
| Sat., 4/2 | JV Boys Lacrosse | Newtown | Home - Barlow Field, Fairfield University [Directions] | 1:00 p.m. | W 16-3 | |
| Sat., 4/2 | FR Boys Lacrosse | Newtown | Home - Barlow Field, Fairfield University [Directions] | 11:30 a.m. | W 13-3 | |
| Tue., 4/5 | V Boys Tennis | Amity | Home - Walsh Athletic Center Courts, Fairfield University [Directions] | 3:45 p.m. | L 3-4 | |
| Wed., 4/6 | V Baseball | Trumbull | Home - Alumni Diamond, Fairfield University [Directions] | 4:00 p.m. | L 5-8 | |
| Wed., 4/6 | JV Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | 4:00 p.m. | W 4-3 | |
| Wed., 4/6 | V Boys Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | 4:30 p.m. | L 7-8 | |
| Wed., 4/6 | JV Boys Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | 6:30 p.m. | L 4-3 | |
| Wed., 4/6 | V Boys Outdoor Track | Xavier | Away - Xavier H.S. Bob Michalski Track [Directions] | 4:00 p.m. | ||
| Thu., 4/7 | FR Boys Lacrosse | Greenwich | Away - GHS Field 7 [Directions] | 4:00 p.m. | W 10-4 | |
| Fri., 4/8 | V Baseball | Daniel Hand | Away - Polson Baseball Field/DHHS Campus [Directions] | 3:45 p.m. | L 8-11 | |
| Fri., 4/8 | JV Baseball | Daniel Hand | Away - Town Campus [Directions] | 3:45 p.m. | L 2-1 | |
| Fri., 4/8 | V Boys Tennis | Daniel Hand | Home - Walsh Athletic Center Courts, Fairfield University [Directions] | 3:45 p.m. | L 0-7 | |
| Sat., 4/9 | JV Baseball | Norwalk | Away - Nathan Hale M.S. Upper [Directions] | 11:00 a.m. | W 15-13 | |
| Sat., 4/9 | FR Baseball | Norwalk | Home - Owen Fish Park [Directions] | 11:00 a.m. | W 6-2 | |
| Sat., 4/9 | V Boys Lacrosse | Wilton | Away - Fujitani Field - Turf [Directions] | 2:30 p.m. | L 6-16 | |
| Sat., 4/9 | FR Boys Lacrosse | St. Anthonys (NY) | Home - Barlow Field, Fairfield University [Directions] | 12:00 p.m. | L 14-5 | |
| Mon., 4/11 | V Baseball | Xavier | Home - Alumni Diamond, Fairfield University [Directions] | 4:00 p.m. | W 10-0 | |
| Mon., 4/11 | FR Baseball | Xavier | Home - Owen Fish Park [Directions] | 3:45 p.m. | L 3-1 | |
| Mon., 4/11 | V Boys Golf | Daniel Hand | Away - Madison Country Club [Directions] | 2:30 p.m. | Prep 161 Daniel Hand 179 (Tier match) | |
| Mon., 4/11 | V Boys Tennis | Guilford | Home - Walsh Athletic Center Courts, Fairfield University [Directions] | 3:45 p.m. | W 5-2 | |
| Wed., 4/13 | V Baseball | Hamden | Away - Rochford Field [Directions] | 4:00 p.m. | L 0-4 | |
| Wed., 4/13 | FR Baseball | Hamden | Away - Legion Field [Directions] | 3:45 p.m. | L 6-5 | |
| Wed., 4/13 | V Boys Golf | Xavier | Home - Brooklawn Country Club, Fairfield, CT [Directions] | 3:00 p.m. | Prep 158 Xavier 164 (Tier match) | |
| Wed., 4/13 | JV Boys Golf | Xavier | Home [Directions] | 3:00 p.m. | ||
| Wed., 4/13 | V Boys Outdoor Track | Sheehan, Shelton | Away - Sheehan HS Riccitelli Field [Directions] | 3:45 p.m. | ||
| Wed., 4/13 | V Boys Tennis | Weston | Away - WHS Tennis Courts [Directions] | 10:00 a.m. | L 3-4 | |
| Thu., 4/14 | V Baseball | Jonathan Law | Home - Alumni Diamond, Fairfield University [Directions] | 4:00 p.m. | W 4-0 | |
| Thu., 4/14 | JV Baseball | Hamden | Away - Legion Field [Directions] | 3:45 p.m. | W 12-1 | |
| Thu., 4/14 | FR Baseball | Trumbull | Away - JV Baseball Field [Directions] | 4:00 p.m. | W 2-1 | |
| Thu., 4/14 | V Boys Golf | Shelton | Home - Country Club of Fairfield [Directions] | 2:00 p.m. | Prep 153 Shelton 190 | |
| Thu., 4/14 | JV Boys Golf | Shelton | Home - Country Club of Fairfield [Directions] | 2:00 p.m. | ||
| Thu., 4/14 | V Boys Lacrosse | Branford | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 15-2 | |
| Thu., 4/14 | JV Boys Lacrosse | Branford | Home - Barlow Field, Fairfield University [Directions] | 3:45 p.m. | W 12-2 | |
| Thu., 4/14 | FR Boys Lacrosse | Darien | Away - DHS Turf #2 [Directions] | 11:00 a.m. | L 8-7 | |
| Thu., 4/14 | V Boys Tennis | Staples | Away - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | L 0-7 | |
| Fri., 4/15 | FR Baseball | Jonathan Law | Home - Owen Fish Park [Directions] | 3:45 p.m. | W 7-3 | |
| Sat., 4/16 | JV Baseball | Jonathan Law | Away - Jonathan Law HS Baseball Field [Directions] | 10:30 a.m. | W 3-2 | |
| Sat., 4/16 | V Boys Lacrosse | Don Bosco (NJ) | Home - Rafferty Stadium, Fairfield University [Directions] | 4:30 p.m. | W 13-6 | |
| Sat., 4/16 | JV Boys Lacrosse | Don Bosco (NJ) | Home - Barlow Field, Fairfield University [Directions] | 4:30 p.m. | L 8-6 | |
| Sat., 4/16 | FR Boys Lacrosse | Don Bosco (NJ) | Away | 11:00 a.m. | L 15-4 | |
| Mon., 4/18 | V Baseball | West Haven | Home - Alumni Diamond, Fairfield University [Directions] | 4:00 p.m. | W 8-3 | |
| Mon., 4/18 | JV Boys Golf | Fairfield Ludlowe, Fairfield Warde | Away [Directions] | 3:50 p.m. | ||
| Mon., 4/18 | V Boys Lacrosse | Cheshire | Away - Cheshire High Main Game field [Directions] | 6:30 p.m. | W 16-7 | |
| Mon., 4/18 | JV Boys Lacrosse | Cheshire | Away - Cheshire High Main Game field [Directions] | 4:30 p.m. | W 18-7 | |
| Mon., 4/18 | V Boys Tennis | Foran | Away - Foran HS [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 4/19 | JV Baseball | Sheehan | Home - Owen Fish Park [Directions] | 4:00 p.m. | L 7-6 | |
| Tue., 4/19 | V Boys Golf | Sheehan | Away - Farms Country Club [Directions] | 2:30 p.m. | Prep 165 Sheehan 180 | |
| Tue., 4/19 | FR Boys Lacrosse | Cheshire | Away - Bartlem park [Directions] | 4:30 p.m. | W 12-4 | |
| Wed., 4/20 | V Baseball | Sheehan | Away - Sheehan HS Neubauer Field [Directions] | 4:00 p.m. | L 6-7 | |
| Wed., 4/20 | FR Baseball | Sheehan | Away - Westside Field-South Street [Directions] | 4:00 p.m. | W 8-0 | |
| Wed., 4/20 | V Boys Golf | Notre Dame-West Haven | Home - Brooklawn Country Club, Fairfield, CT [Directions] | 3:00 p.m. | Prep 156 NDWH 170 (Tier match) | |
| Wed., 4/20 | JV Boys Golf | Notre Dame-West Haven | Home - Brooklawn Country Club, Fairfield, CT [Directions] | 3:00 p.m. | ||
| Wed., 4/20 | V Boys Outdoor Track | Lyman Hall, Career Magnet, Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | 3:45 p.m. | ||
| Wed., 4/20 | V Boys Tennis | East Haven | Home - Walsh Athletic Center Courts, Fairfield University [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 4/21 | V Boys Golf | Guilford | Home - Brooklawn Country Club, Fairfield, CT [Directions] | 3:00 p.m. | Prep 158 Guilford 193 (Division match) | |
| Thu., 4/21 | JV Boys Golf | Ridgefield | Home - Brooklawn Country Club, Fairfield, CT [Directions] | 3:15 p.m. | ||
| Thu., 4/21 | V Boys Lacrosse | Amity | Away - Amity HS - Field # 3 [Directions] | 4:00 p.m. | W 15-1 | |
| Thu., 4/21 | JV Boys Lacrosse | Amity | Away - Amity HS - Field # 3 [Directions] | 5:30 p.m. | W 14-2 | |
| Thu., 4/21 | V Boys Tennis | West Haven | Away - Painter Park Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Fri., 4/22 | FR Boys Lacrosse | Daniel Hand | Away - Janssen Field/DHHS Campus [Directions] | 4:00 p.m. | W 11-6 | |
| Sat., 4/23 | V Baseball | Norwalk | Away - Nathan Hale M.S. Upper [Directions] | 11:00 a.m. | W 4-0 | |
| Mon., 4/25 | V Baseball | Notre Dame-West Haven | Away - Quigley Stadium [Directions] | 4:00 p.m. | L 2-3 | |
| Mon., 4/25 | JV Baseball | West Haven | Away - West Haven HS [Directions] | 3:45 p.m. | W 11-3 | |
| Mon., 4/25 | FR Baseball | Notre Dame-West Haven | Away - Noyes Field-Painter Park [Directions] | 4:00 p.m. | L 9-5 | |
| Mon., 4/25 | V Boys Golf | Hamden | Away - Laurel View CC [Directions] | 2:30 p.m. | Prep 166 Hamden 174 (Division match) | |
| Mon., 4/25 | JV Boys Golf | Amity, Xavier | Away [Directions] | 4:00 p.m. | ||
| Mon., 4/25 | V Boys Lacrosse | Xavier | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 9-5 | |
| Mon., 4/25 | JV Boys Lacrosse | Xavier | Home - Barlow Field, Fairfield University [Directions] | 3:45 p.m. | W 14-0 | |
| Mon., 4/25 | FR Boys Lacrosse | Xavier | Away - Xavier H.S. Turf Field [Directions] | 4:00 p.m. | W 17-4 | |
| Mon., 4/25 | V Boys Tennis | North Haven | Home - Walsh Athletic Center Courts, Fairfield University [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 4/27 | V Baseball | Xavier | Away - Palmer Field [Directions] | 4:00 p.m. | W 11-3 | |
| Wed., 4/27 | FR Baseball | Xavier | Away - Xavier H.S. [Directions] | 3:45 p.m. | L 8-5 | |
| Wed., 4/27 | V Boys Golf | Ridgefield | Home - Country Club of Fairfield [Directions] | 3:15 p.m. | Prep 162 Ridgefield 163 | |
| Wed., 4/27 | JV Boys Golf | Xavier | Away - Portland Golf Club [Directions] | 2:30 p.m. | ||
| Wed., 4/27 | V Boys Tennis | Lyman Hall | Away - Lyman Hall Doolittle Park Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 4/28 | V Boys Golf | Shelton | Away - Brownson CC [Directions] | 2:30 p.m. | Prep 155 Shelton 177 (Division match) | |
| Thu., 4/28 | FR Boys Lacrosse | Guilford | Away - Maturo Field at GHS [Directions] | 3:45 p.m. | W 14-0 | |
| Thu., 4/28 | V Boys Outdoor Track | Hamden, Amity | Away - Amity HS Track [Directions] | 3:45 p.m. | ||
| Fri., 4/29 | JV Baseball | Xavier | Home - Owen Fish Park [Directions] | 3:45 p.m. | L 3-2 | |
| Fri., 4/29 | V Boys Tennis | Branford | Home - Walsh Athletic Center Courts, Fairfield University [Directions] | 3:45 p.m. | W 5-2 | |
| Sat., 4/30 | V Boys Lacrosse | Chaminade (NY) | Home - Rafferty Stadium, Fairfield University [Directions] | 12:00 p.m. | L 12-7 | |
| Sat., 4/30 | JV Boys Lacrosse | Chaminade (NY) | Home - Barlow Field, Fairfield University [Directions] | 12:00 p.m. | L 11-3 | |
| Sat., 4/30 | FR Boys Lacrosse | Chaminade (NY) | Home - Barlow Field, Fairfield University [Directions] | 10:00 a.m. | L 18-10 | |
| Mon., 5/2 | V Baseball | Hamden | Home - Alumni Diamond, Fairfield University [Directions] | 4:00 p.m. | W 3-2 | |
| Mon., 5/2 | JV Baseball | Notre Dame-West Haven | Away - Quigley Stadium [Directions] | 3:45 p.m. | W 9-3 | |
| Mon., 5/2 | FR Baseball | Hamden | Home - Owen Fish Park [Directions] | 3:45 p.m. | L 6-2 | |
| Mon., 5/2 | JV Boys Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | 3:15 p.m. | ||
| Mon., 5/2 | V Boys Lacrosse | North Haven | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 16-5 | |
| Mon., 5/2 | JV Boys Lacrosse | North Haven | Home - Rafferty Stadium, Fairfield University [Directions] | 5:30 p.m. | W 13-1 | |
| Mon., 5/2 | FR Boys Lacrosse | Ridgefield | Home - Barlow Field, Fairfield University [Directions] | 5:00 p.m. | W 17-3 | |
| Mon., 5/2 | V Boys Tennis | Notre Dame-West Haven | Home - Walsh Athletic Center Courts, Fairfield University [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 5/3 | V Boys Golf | Amity | Home - Brooklawn Country Club, Fairfield, CT [Directions] | 3:00 p.m. | Prep 172 Amity 173 (Division match) | |
| Tue., 5/3 | JV Boys Golf | Amity | Home - Brooklawn Country Club, Fairfield, CT [Directions] | 3:00 p.m. | ||
| Wed., 5/4 | V Boys Lacrosse | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | 7:00 p.m. | W 13-10 | |
| Wed., 5/4 | JV Boys Lacrosse | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | 5:00 p.m. | W 12-4 | |
| Wed., 5/4 | V Boys Outdoor Track | North Haven, West Haven | Away - Vanacore Field [Directions] | 3:30 p.m. | ||
| Thu., 5/5 | V Baseball | Branford | Home - Alumni Diamond, Fairfield University [Directions] | 4:00 p.m. | W 10-2 | |
| Thu., 5/5 | JV Baseball | Sheehan | Away - Sheehan HS Neubauer Field [Directions] | 3:45 p.m. | L 2-0 | |
| Thu., 5/5 | V Boys Golf | Cheshire | Home - Brooklawn Country Club, Fairfield, CT [Directions] | 3:00 p.m. | Prep 170 Cheshire 193 (Division match) | |
| Thu., 5/5 | JV Boys Golf | Cheshire | Home - Brooklawn Country Club, Fairfield, CT [Directions] | 3:00 p.m. | ||
| Thu., 5/5 | FR Boys Lacrosse | Notre Dame-West Haven | Away - Veteran's Stadium [Directions] | 4:00 p.m. | W 18-6 | |
| Thu., 5/5 | V Boys Tennis | Cheshire | Home - Walsh Athletic Center Courts, Fairfield University [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 5/6 | FR Boys Lacrosse | Daniel Hand | Home - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | W 12-3 | |
| Sat., 5/7 | V Baseball | Don Bosco (NJ) | Away | 3:30 p.m. | L 0-1 (8) | |
| Mon., 5/9 | V Baseball | West Haven | Away - Whitey Piurek Field [Directions] | 6:30 p.m. | W 2-0 | |
| Mon., 5/9 | JV Boys Lacrosse | Wilton | Away - Whitten Field [Directions] | 4:30 p.m. | W 11-5 | |
| Mon., 5/9 | FR Boys Lacrosse | Wilton | Home - Barlow Field, Fairfield University [Directions] | 4:30 p.m. | W 15-4 | |
| Mon., 5/9 | V Boys Tennis | Guilford | Away - GHS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 5/10 | V Baseball | Sheehan | Home - Alumni Diamond, Fairfield University [Directions] | 4:00 p.m. | W 2-0 | |
| Tue., 5/10 | JV Baseball | West Haven | Away - Whitey Piurek Field [Directions] | 6:30 p.m. | W 6-1 | |
| Tue., 5/10 | FR Baseball | Sheehan | Home - Owen Fish Park [Directions] | 4:00 p.m. | W 10-2 | |
| Tue., 5/10 | V Boys Golf | Xavier | Away - Portland Golf Club [Directions] | 2:30 p.m. | Prep 153 Xavier 151 (Division match) | |
| Tue., 5/10 | V Boys Lacrosse | Hamden | Away - HHS Turf Field [Directions] | 5:00 p.m. | W 14-1 | |
| Tue., 5/10 | JV Boys Lacrosse | Hamden | Away - HHS Turf Field [Directions] | Cancelled | Cancelled | |
| Wed., 5/11 | V Baseball | Notre Dame-West Haven | Home - Alumni Diamond, Fairfield University [Directions] | 4:00 p.m. | L 1-5 | |
| Wed., 5/11 | JV Baseball | Xavier | Away - Xavier H.S. [Directions] | 4:00 p.m. | W 5-4 | |
| Wed., 5/11 | FR Baseball | Notre Dame-West Haven | Home - Owen Fish Park [Directions] | 4:00 p.m. | L 6-4 | |
| Wed., 5/11 | V Boys Golf | Daniel Hand | Home - Brooklawn Country Club, Fairfield, CT [Directions] | 3:00 p.m. | Prep 162 Hand 180 (Division Match) | |
| Wed., 5/11 | FR Boys Lacrosse | Guilford | Home - Barlow Field, Fairfield University [Directions] | 4:00 p.m. | W 15-1 | |
| Thu., 5/12 | V Boys Lacrosse | Shelton | Away - Shelton HS Finn Stadium [Directions] | 5:00 p.m. | W 17-3 | |
| Thu., 5/12 | JV Boys Lacrosse | Shelton | Away - Shelton HS Finn Stadium [Directions] | 6:30 p.m. | W 17-1 | |
| Thu., 5/12 | V Boys Outdoor Track | Cheshire, Notre Dame-West Haven | Away - Cheshire High Main Game field [Directions] | 3:45 p.m. | ||
| Thu., 5/12 | V Boys Tennis | Amity | Away - Amity HS Tennis Courts [Directions] | 3:45 p.m. | L 2-4 | |
| Fri., 5/13 | FR Boys Lacrosse | Cheshire | Home - Barlow Field, Fairfield University [Directions] | 4:00 p.m. | W 15-2 | |
| Sat., 5/14 | V Baseball | Jonathan Law | Away - Harbor Yard-Bridgeport [Directions] | 4:00 p.m. | L 3-4 | |
| Sat., 5/14 | JV Baseball | Jonathan Law | Home - Alumni Diamond, Fairfield University [Directions] | 10:30 a.m. | L 9-6 | |
| Mon., 5/16 | V Baseball | Daniel Hand | Home - Alumni Diamond, Fairfield University [Directions] | 4:00 p.m. | W 7-5 | |
| Mon., 5/16 | FR Baseball | Daniel Hand | Home - Owen Fish Park [Directions] | 3:45 p.m. | L 6-3 | |
| Mon., 5/16 | V Boys Golf | Notre Dame-West Haven | Away - Racebrook CC [Directions] | 2:45 p.m. | Prep 157 NDWH 158 (Division Match) | |
| Mon., 5/16 | V Boys Lacrosse | Notre Dame-West Haven | Home - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | W 13-4 | |
| Mon., 5/16 | JV Boys Lacrosse | Notre Dame-West Haven | Home - Barlow Field, Fairfield University [Directions] | 5:00 p.m. | W 12-6 | |
| Mon., 5/16 | V Boys Tennis | Daniel Hand | Away - Polson Tennis Courts/DHHS Campus [Directions] | 3:45 p.m. | L 2-5 | |
| Tue., 5/17 | FR Baseball | Daniel Hand | Away - Town Campus [Directions] | 4:00 p.m. | W 10-5 | |
| Tue., 5/17 | JV Boys Golf | Staples | Home - Patterson Club, Fairfield, CT [Directions] | 3:00 p.m. | ||
| Tue., 5/17 | V Boys Outdoor Track | SCC-West Sectional | Away - Amity HS | 2:30 p.m. | ||
| Wed., 5/18 | JV Baseball | Daniel Hand | Home - Owen Fish Park [Directions] | 3:45 p.m. | L 4-3 | |
| Wed., 5/18 | FR Baseball | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 3:45 p.m. | L 6-4 | |
| Wed., 5/18 | JV Boys Golf | Greenwich | Home - Brooklawn Country Club, Fairfield, CT [Directions] | 3:00 p.m. | ||
| Wed., 5/18 | V Boys Tennis | Sheehan | Home - Walsh Athletic Center Courts, Fairfield University [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 5/19 | JV Boys Golf | Staples | Away - Longshore [Directions] | 3:00 p.m. | ||
| Thu., 5/19 | V Boys Lacrosse | Daniel Hand | Away - Surf Club [Directions] | 6:00 p.m. | W 10-6 | |
| Thu., 5/19 | JV Boys Lacrosse | Daniel Hand | Away - Surf Club [Directions] | 4:00 p.m. | W 7-6 | |
| Fri., 5/20 | V Baseball | Branford | Away - James L. MacVeigh Alumni Athletic Complex - Baseball Field [Directions] | 3:45 p.m. | W 5-0 | |
| Fri., 5/20 | JV Baseball | Notre Dame-West Haven | Away - Quigley Stadium [Directions] | 3:30 p.m. | W 3-0 | |
| Fri., 5/20 | FR Baseball | Branford | Away - Hammer Field Branford [Directions] | 3:45 p.m. | W 4-0 | |
| Fri., 5/20 | V Boys Tennis | Xavier | Away - Watrous Park, Cromwell [Directions] | 3:45 p.m. | W 6-1 | |
| Sat., 5/21 | JV Baseball | Branford | Home - Owen Fish Park [Directions] | 3:00 p.m. | W 11-2 | |
| Sat., 5/21 | V Boys Lacrosse | Delbarton (NJ) | Away | 2:00 p.m. | W 7-6 | |
| Sat., 5/21 | JV Boys Lacrosse | Delbarton (NJ) | Away | 12:00 p.m. | ||
| Mon., 5/23 | V Baseball | Cheshire | Away - Cheshire High Baseball Field [Directions] | 4:00 p.m. | W 3-1 | |
| Mon., 5/23 | FR Baseball | Cheshire | Away - Bartlem park [Directions] | 4:00 p.m. | W 10-5 | |
| Mon., 5/23 | V Boys Tennis | Notre Dame-West Haven | Home - Walsh Athletic Center Courts, Fairfield University [Directions] | 3:45 p.m. | W 5-2 | |
| Tue., 5/24 | V Boys Golf | Notre Dame-West Haven, Xavier | Home - Brooklawn Country Club, Fairfield, CT [Directions] | 3:00 p.m. | Prep 159 NDWH 162 Xavier 166 | |
| Tue., 5/24 | V Boys Lacrosse | Daniel Hand | Away - Surf Club [Directions] | 5:00 p.m. | W 11-3 | |
| Tue., 5/24 | V Boys Outdoor Track | SCC Championship Meet | Away - Sheehan HS | 1:00 p.m. | ||
| Wed., 5/25 | V Baseball | Cheshire | Away - Cheshire High Baseball Field [Directions] | 3:30 p.m. | W 3-1 | |
| Wed., 5/25 | JV Baseball | Cheshire | Home - Alumni Diamond, Fairfield University [Directions] | 4:00 p.m. | W 4-1 | |
| Wed., 5/25 | V Boys Golf | Fairfield Ludlowe, Fairfield Warde | Away - Brooklawn Country Club [Directions] | 3:15 p.m. | Prep 162 Ludlowe 181 Warde 183 | |
| Wed., 5/25 | V Boys Tennis | Daniel Hand | Away - Yale Tennis Courts [Directions] | 3:00 p.m. | L 6-1 | |
| Thu., 5/26 | V Baseball | Amity | Away - West Haven HS [Directions] | 7:00 p.m. | L 2-3 | |
| Thu., 5/26 | V Boys Golf | Chappa Invitational | Away - Longshore Park GC | TBA | ||
| Thu., 5/26 | JV Boys Golf | Ridgefield | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | 3:15 p.m. | ||
| Thu., 5/26 | V Boys Lacrosse | Guilford | Away - West Haven HS [Directions] | 8:00 p.m. | W 12-11 | |
| Sat., 5/28 | V Boys Tennis | Class LL State Tournament | Away - Yale Tennis Courts | TBA | ||
| Tue., 5/31 | V Baseball | Newington | Away - Alumni VAR Baseball Fld on Alumni Rd. [Directions] | 3:30 p.m. | L 0-2 | |
| Tue., 5/31 | V Boys Golf | SCC Championships | Away - Racebrook CC | 8:00 a.m. | ||
| Wed., 6/1 | V Boys Lacrosse | Cheshire | Home - Rafferty Stadium, Fairfield University [Directions] | 4:30 p.m. | W 13-3 | |
| Wed., 6/1 | V Boys Outdoor Track | Class LL Championship Meet | Away - Willowbrook Park, New Britain | 3:00 p.m. | ||
| Sat., 6/4 | V Boys Lacrosse | Greenwich | Home - Rafferty Stadium, Fairfield University [Directions] | 2:30 p.m. | W 11-10 | |
| Mon., 6/6 | V Boys Golf | CIAC Div. I Championship | Away - Tallwood CC - Hebron [Directions] | 7:00 a.m. | ||
| Mon., 6/6 | V Boys Outdoor Track | CIAC State Open Championship | Away | 1:00 p.m. | ||
| Thu., 6/9 | V Boys Lacrosse | Simsbury | Away - Sage Park, Berlin [Directions] | 4:30 p.m. | ||
| Wed., 6/22 | V Boys Golf | New England Championships | Away - Bretwood GC - Keene, NH | TBA | ||