| Jonathan Law 2019-20 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 752 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Sat., 8/24 | V Football | Bacon Academy | Home - Jonathan Law HS-Lawmen Stadium [Directions] | 8:00 a.m. | ||
| Sat., 8/24 | Miscellaneous Events | Joint Practice | Home - Jonathan Law HS-Lawmen Stadium [Directions] | 8:00 a.m. | ||
| Sat., 8/24 | Miscellaneous Events | SAT | Home - TBA [Directions] | 8:00 a.m. | ||
| Tue., 8/27 | Miscellaneous Events | Captains Presentation | Home - Jonathan Law HS [Directions] | 7:00 p.m. | ||
| Wed., 8/28 | Miscellaneous Events | Joint Practice | Home - Jonathan Law HS-Lawmen Stadium [Directions] | 2:45 p.m. | ||
| Wed., 8/28 | Miscellaneous Events | CEU Class | Home - Jonathan Law HS [Directions] | 6:00 p.m. | ||
| Wed., 8/28 | Miscellaneous Events | Fall Coaches Meeting | Home - Jonathan Law HS [Directions] | 7:30 p.m. | ||
| Fri., 8/30 | Miscellaneous Events | Joint Practice | Home - Jonathan Law HS-Lawmen Stadium [Directions] | 6:00 p.m. | ||
| Sat., 8/31 | V Football | Waterford (Scrim.) | Away - Waterford HS - official -Alumni Turf Field [Directions] | 12:00 p.m. | 10:00 AM | |
| Tue., 9/3 | V Boys Soccer | Career/Hillhouse (Scrim.) | Home - Jonathan Law HS-Lawmen Stadium [Directions] | 4:00 p.m. | ||
| Tue., 9/3 | V Girls Soccer | Newtown (Scrim.) | Away - Treadwell Park-Newtown Treadwell Park [Directions] | 4:00 p.m. | 2:30 PM | |
| Wed., 9/4 | V Boys Soccer | Masuk (Scrim.) | Away - Masuk HS-Masuk High School Middle Field [Directions] | Cancelled | 2:30 PM | |
| Wed., 9/4 | V Girls Volleyball | Wilton (Scrim.) | Away - Wilton Court 2 [Directions] | 4:30 p.m. | 2:15 PM | |
| Thu., 9/5 | JV Boys Soccer | Platt Tech (Scrim.) | Away - Orange Ave. Athletic Complex-Soccer Field [Directions] | 3:45 p.m. | 2:45 PM | |
| Thu., 9/5 | Miscellaneous Events | Fall Parents Meeting | Home - Jonathan Law HS [Directions] | 7:00 p.m. | ||
| Fri., 9/6 | V Football | Hamden (Scrim.) | Home - Jonathan Law HS-Lawmen Stadium [Directions] | 6:00 p.m. | ||
| Fri., 9/6 | V Boys Soccer | Milford Boys Soccer Jamboree | Away - Orange Ave Athletic Complex | 4:00 p.m. | 2:45 PM | |
| Fri., 9/6 | V Girls Soccer | Nonnewaug (Scrim.) | Away - Nonnewaug HS-Varsity Field [Directions] | 4:30 p.m. | 2:30 PM | |
| Fri., 9/6 | V Girls Volleyball | Westhill (Scrim.) | Away - Westhill HS-Main Gym [Directions] | 4:00 p.m. | 2:15 PM | |
| Sat., 9/7 | V Boys Cross Country | Windham Invitational | Away - Windham HS | 20th | 7:00 AM | |
| Sat., 9/7 | V Boys Soccer | Berlin Boys Soccer Jamboree | Away - Sage Park Berlin | 8:20 a.m. | 6:30 AM | |
| Sat., 9/7 | V Boys Soccer | Bacon Academy | Home - Sage Park - Berlin-Scalise Field -Turf Field Sage Park Stadium [Directions] | 8:30 a.m. | ||
| Sat., 9/7 | V Boys Soccer | Cromwell | Away - Sage Park - Berlin-Scalise Field -Turf Field Sage Park Stadium [Directions] | 9:20 a.m. | ||
| Sat., 9/7 | V Girls Cross Country | Windham Invitational | Away - Windham HS | 9:30 a.m. | 7:00 AM | |
| Mon., 9/9 | V Boys Soccer | Sheehan (Scrim.) | Home - Jonathan Law HS-Lawmen Stadium [Directions] | 6:00 p.m. | ||
| Mon., 9/9 | V Girls Volleyball | North Haven, Foran, Sheehan (Scrim.) | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 3:30 p.m. | 2:10 PM | |
| Mon., 9/9 | Miscellaneous Events | SCC Fall Captains Council | Home - Floyd Little Athletic Center-Field House [Directions] | 9:30 a.m. | 8:45 AM | |
| Tue., 9/10 | V Boys Cross Country | Wilbur Cross, East Haven, Guilford | Away - East Rock Park [Directions] | Guilford-17 Law- 46; Law- 19 Wilbur Cross-36; Law- 15 East Haven- 50 | 2:15 PM | |
| Tue., 9/10 | V Girls Cross Country | Wilbur Cross, East Haven, Guilford | Away - East Rock Park [Directions] | Law 30 Wilbur Cross 27 Law 50 Guilford 15 Law 15 East Haven 50 | 2:15 PM | |
| Tue., 9/10 | V Girls Volleyball | St. Joseph (Scrim.) | Away - St. Joseph HS-Gym [Directions] | 3:30 p.m. | 2:10 PM | |
| Wed., 9/11 | Miscellaneous Events | XC Practice | Home - Eisenhower Park [Directions] | 3:00 p.m. | 2:15 PM | |
| Wed., 9/11 | Miscellaneous Events | Booster Club Meeting | Home - Jonathan Law HS [Directions] | 7:00 p.m. | ||
| Thu., 9/12 | V Girls Volleyball | Amistad | Away - Amistad HS-Gym [Directions] | W 3-0 | 2:45 PM | |
| Thu., 9/12 | JV Girls Volleyball | Amistad | Away - Amistad HS-Gym [Directions] | 4:15 p.m. | 2:45 PM | |
| Thu., 9/12 | Miscellaneous Events | Fall Team Picture Day | Home - Jonathan Law HS [Directions] | 2:30 p.m. | ||
| Thu., 9/12 | Miscellaneous Events | Back To School Night | Home - Jonathan Law HS [Directions] | 6:00 p.m. | ||
| Fri., 9/13 | V Boys Cross Country | Foran, Platt Tech | Home - Eisenhower Park [Directions] | Law- 21 Platt Tech-36; Law 15 Foran-46 | 2:15 PM | |
| Fri., 9/13 | V Football | Lyman Hall | Home - Jonathan Law HS-Lawmen Stadium [Directions] | W 50-40 | ||
| Fri., 9/13 | V Girls Cross Country | Foran, Platt Tech | Home - Eisenhower Park [Directions] | 3:30 p.m. | 2:15 PM | |
| Fri., 9/13 | V Girls Cross Country | Lauralton Hall, Foran, Platt Tech | Away - Eisenhower Park [Directions] | Law 23 Foran 33 Law 16 Lauralton Hall47 Law 15 Platt Tech 50 | ||
| Fri., 9/13 | V Girls Soccer | Career/Hillhouse | Away - Boulevard Field [Directions] | W 9-0 | 2:15 PM | |
| Fri., 9/13 | V Girls Swimming and Diving | Shelton | Home - Foran HS -Pool [Directions] | Law-92 Shelton-81 | 2:10 PM | |
| Sat., 9/14 | JV Football | Lyman Hall | Away - Lyman Hall HS-Fitzgerald Field [Directions] | 10:30 a.m. | 8:30 AM | |
| Sat., 9/14 | V Boys Soccer | Foran | Away - Foran HS -Foran High School - Turf Field [Directions] | T 0-0 | 10:45 AM | |
| Sat., 9/14 | JV Boys Soccer | Foran | Away - Foran HS -Foran High School - Turf Field [Directions] | 3:30 p.m. | 2:15 PM | |
| Sat., 9/14 | JV Girls Soccer | Foran | Away - Foran HS -Foran High School - Turf Field [Directions] | 1:45 p.m. | 12:30 PM | |
| Mon., 9/16 | V Girls Soccer | Foran | Away - Foran HS -Foran High School - Turf Field [Directions] | W 2-1 | 5:00 PM | |
| Mon., 9/16 | V Girls Volleyball | Notre Dame-Fairfield | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 3-0 | ||
| Mon., 9/16 | JV Girls Volleyball | Notre Dame-Fairfield | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 9/17 | V Boys Cross Country | Foran, Sheehan, Shelton | Away - EISENHOWER PARK [Directions] | Law-15 Foran-50; Shelton-20 Law-42; Sheehan-21 Law-39 | 2:15 PM | |
| Tue., 9/17 | V Boys Soccer | Wilbur Cross | Home - Jonathan Law HS-Lawmen Stadium [Directions] | L 2-0 | ||
| Tue., 9/17 | V Girls Cross Country | Foran, Sheehan, Shelton | Away - EISENHOWER PARK [Directions] | Law 20 Foran 42 Law 25 Sheehan 35 Law 22 Shelton 37 | 2:15 PM | |
| Tue., 9/17 | V Girls Soccer | Lauralton Hall | Away - Lauralton Hall-Soccer Field [Directions] | L 3-2 | 2:30 PM | |
| Wed., 9/18 | JV Boys Soccer | Wilbur Cross | Home - Jonathan Law HS-Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 9/18 | JV Girls Soccer | Lauralton Hall | Away - Lauralton Hall-Soccer Field [Directions] | 3:45 p.m. | 2:30 PM | |
| Wed., 9/18 | V Girls Volleyball | Hamden | Away - Hamden HS-HHS Gym [Directions] | W 3-1 | 2:30 PM | |
| Wed., 9/18 | JV Girls Volleyball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 4:00 p.m. | 2:30 PM | |
| Thu., 9/19 | JV Boys Soccer | Cheshire | Home - Jonathan Law HS-Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 9/19 | V Girls Swimming and Diving | Bunnell | Away - Bunnell HS-Flood M.S. Pool [Directions] | Law-86.5 Bunnell-63.5 | 4:30 PM | |
| Fri., 9/20 | V Football | Joel Barlow | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | L 0-34 | 4:00 PM (Cheer Bus 5:00 PM) | |
| Fri., 9/20 | V Boys Soccer | Cheshire | Home - Jonathan Law HS-Lawmen Stadium [Directions] | L 6-0 | ||
| Fri., 9/20 | V Girls Soccer | Sacred Heart Academy | Away - Sacred Heart Academy-Soccer Field [Directions] | L 3-1 | 2:10 PM | |
| Fri., 9/20 | V Girls Volleyball | Branford | Away - Branford HS-Gym [Directions] | W 3-0 | 2:30 PM | |
| Fri., 9/20 | JV Girls Volleyball | Branford | Away - Branford HS-Gym [Directions] | 5:00 p.m. | 2:30 PM | |
| Sat., 9/21 | V Boys Cross Country | Winding Trails Invitational | Away - Winding Trails | !!/19 | 6:45 AM | |
| Sat., 9/21 | JV Football | Joel Barlow | Home - Jonathan Law HS-Lawmen Stadium [Directions] | 11:00 a.m. | ||
| Sat., 9/21 | V Girls Cross Country | Winding Trails Invitational | Away - Winding Trails | Berlin 78 Suffield 114 Ellington 116 St Bernard 124 Jonathan Law 128 | 6:45 AM | |
| Sat., 9/21 | JV Girls Soccer | Sacred Heart Academy | Away - Sacred Heart Academy-Soccer Field [Directions] | 10:30 a.m. | 9:15 AM | |
| Mon., 9/23 | V Girls Volleyball | Lyman Hall | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 3-0 | ||
| Mon., 9/23 | JV Girls Volleyball | Lyman Hall | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 9/24 | V Boys Cross Country | Daniel Hand, Fairfield Prep, Xavier | Home - Eisenhower Park [Directions] | Law-25 Fairfield Prep-31; Hand-22 Law-39; Xavier -20 Law-43 | 2:15 PM | |
| Tue., 9/24 | V Boys Soccer | Hamden | Away - Hamden HS-HHS Turf Field #2 [Directions] | L 4-1 | 3:15 PM | |
| Tue., 9/24 | JV Boys Soccer | Hamden | Away - Hamden HS-HHS Turf Field #2 [Directions] | 6:30 p.m. | 4:45 PM | |
| Tue., 9/24 | V Girls Cross Country | Lauralton Hall, Daniel Hand, Mercy | Home - Eisenhower Park [Directions] | Law 16 Lauralton Hall 46 Law 18 Mercy 43 Law 24 Daniel Hand 36 | 2:15 PM | |
| Tue., 9/24 | V Girls Soccer | Hamden | Home - Jonathan Law HS-Lawmen Stadium [Directions] | W 2-0 | ||
| Wed., 9/25 | JV Girls Soccer | Hamden | Home - Jonathan Law HS-Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 9/25 | V Girls Volleyball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | W 3-0 | 2:45 PM | |
| Wed., 9/25 | JV Girls Volleyball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 4:00 p.m. | 2:45 PM | |
| Thu., 9/26 | V Boys Soccer | Daniel Hand | Home - Jonathan Law HS-Lawmen Stadium [Directions] | L 3-1 | ||
| Thu., 9/26 | V Girls Soccer | Guilford | Away - Guilford HS-Kavanaugh Turf Field and Track [Directions] | L 3-0 | 3:45 PM | |
| Fri., 9/27 | V Football | Plainville | Home - Jonathan Law HS-Lawmen Stadium [Directions] | L 7-17 | ||
| Fri., 9/27 | JV Boys Soccer | Daniel Hand | Home - Jonathan Law HS-Grass Field [Directions] | Postponed | ||
| Fri., 9/27 | JV Girls Soccer | Guilford | Away - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | 2:10 PM | |
| Fri., 9/27 | V Girls Swimming and Diving | Branford | Away - Walsh Intermediate - Branford-Pool [Directions] | Law-93 Branford-88 | 2:10 PM | |
| Fri., 9/27 | V Girls Volleyball | Lauralton Hall | Away - Lauralton Hall-Gym [Directions] | W 3-0 | 2:45 PM | |
| Fri., 9/27 | JV Girls Volleyball | Lauralton Hall | Away - Lauralton Hall-Gym [Directions] | 3:45 p.m. | 2:45 PM | |
| Sat., 9/28 | V Boys Soccer | North Haven | Home - Jonathan Law HS-Lawmen Stadium [Directions] | T 1-1 | ||
| Sat., 9/28 | JV Boys Soccer | North Haven | Home - Jonathan Law HS-Lawmen Stadium [Directions] | 10:00 a.m. | ||
| Tue., 10/1 | JV Girls Soccer | Amity | Home - Jonathan Law HS-Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 10/1 | V Girls Swimming and Diving | Sacred Heart Academy | Home - Foran HS -Pool [Directions] | Law-96 SHA-82 | 2:10 PM | |
| Tue., 10/1 | V Girls Volleyball | Mercy | Away - Mercy HS-Gym [Directions] | W 3-1 | 2:10 PM | |
| Tue., 10/1 | JV Girls Volleyball | Mercy | Away - Mercy HS-Gym [Directions] | 4:00 p.m. | 2:10 PM | |
| Wed., 10/2 | V Boys Cross Country | NEUBAUER INVITATIONAL | Away - Sheehan HS-Sheehan HS Cross Country Course | 6th place | ||
| Wed., 10/2 | V Boys Cross Country | Neubauer Invitational | Away - Sheehan HS | 5th place | 2:15 PM | |
| Wed., 10/2 | V Boys Soccer | West Haven | Away - West Haven HS-Ken Strong Stadium [Directions] | L 3-0 | 2:45 PM | |
| Wed., 10/2 | V Girls Cross Country | NEUBAUER INVITATIONAL | Away - Sheehan HS-Sheehan HS Cross Country Course | 4:00 p.m. | ||
| Wed., 10/2 | V Girls Cross Country | Neubauer Invitational | Away - Sheehan HS | 4:00 p.m. | 2:15 PM | |
| Wed., 10/2 | V Girls Soccer | Lauralton Hall | Home - Jonathan Law HS-Lawmen Stadium [Directions] | W 2-0 | ||
| Wed., 10/2 | V Girls Volleyball | Amity | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | L 3-1 | ||
| Wed., 10/2 | JV Girls Volleyball | Amity | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 10/3 | JV Boys Soccer | West Haven | Away - West Haven HS-Veteran's Stadium [Directions] | 3:45 p.m. | 2:30 PM | |
| Thu., 10/3 | Miscellaneous Events | Booster Club Meeting | Home - Jonathan Law HS [Directions] | 7:00 p.m. | ||
| Fri., 10/4 | V Boys Cross Country | Platt Tech, Stratford, West Haven | Home - Eisenhower Park [Directions] | Law 19 Platt 42; Law 21 Stratford 40; West Haven 25 Law 30 | 2:10 PM | |
| Fri., 10/4 | V Football | Bassick | Away - Kennedy Stadium (Bridgeport) [Directions] | W 52-6 | 4:30 PM (Cheer Bus 4:30 PM) | |
| Fri., 10/4 | V Boys Soccer | Lyman Hall | Home - Jonathan Law HS-Lawmen Stadium [Directions] | L 2-0 | ||
| Fri., 10/4 | V Girls Cross Country | Platt Tech, Stratford, West Haven | Home - Eisenhower Park [Directions] | 3:30 p.m. | 2:10 PM | |
| Fri., 10/4 | V Girls Soccer | Cheshire | Away - Cheshire High Main Game field [Directions] | L 1-0 | 2:10 PM | |
| Fri., 10/4 | V Girls Swimming and Diving | Sheehan | Home - Foran HS -Pool [Directions] | Law-98 Sheehan-82 | 2:10 PM | |
| Fri., 10/4 | V Girls Volleyball | Shelton | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | L 3-0 | ||
| Fri., 10/4 | JV Girls Volleyball | Shelton | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Sat., 10/5 | JV Football | New Fairfield | Home - Jonathan Law HS-Lawmen Stadium [Directions] | 10:30 a.m. | ||
| Sat., 10/5 | JV Football | Bassick | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Sat., 10/5 | JV Boys Soccer | Lyman Hall | Home - Jonathan Law HS-Grass Field [Directions] | 10:30 a.m. | ||
| Sat., 10/5 | JV Girls Soccer | Cheshire | Away - Bartlem Park [Directions] | 10:30 a.m. | 8:45 AM | |
| Sat., 10/5 | Miscellaneous Events | SAT | Home - TBA [Directions] | 8:00 a.m. | ||
| Mon., 10/7 | V Boys Cross Country | Hillhouse | Home - Eisenhower Park [Directions] | Law 15 Hillhouse 50 Final Record 9-6 | 2:15 PM | |
| Mon., 10/7 | V Girls Cross Country | Hillhouse | Home - Eisenhower Park [Directions] | 4:00 p.m. | 2:15 PM | |
| Mon., 10/7 | V Girls Soccer | Amity | Home - Jonathan Law HS-Lawmen Stadium [Directions] | L 1-0 | ||
| Mon., 10/7 | V Girls Swimming and Diving | Hamden | Away - Hamden HS-HHS Pool [Directions] | Law-86 Hamden-100 | 2:10 PM | |
| Mon., 10/7 | V Girls Volleyball | Hamden | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 3-0 | ||
| Mon., 10/7 | JV Girls Volleyball | Hamden | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 10/8 | JV Girls Soccer | Lauralton Hall | Home - Jonathan Law HS-Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 10/10 | Miscellaneous Events | Volleyball Practice | Home - Parsons Complex-Gymnasium [Directions] | 2:30 p.m. | 2:10 PM | |
| Thu., 10/10 | Miscellaneous Events | Middle School Open House | Home - Jonathan Law HS [Directions] | 6:00 p.m. | ||
| Fri., 10/11 | V Boys Soccer | Wilbur Cross | Away - Rice Field-Rice Field 1 [Directions] | L 3-1 | 2:10 PM | |
| Fri., 10/11 | JV Boys Soccer | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 4:00 p.m. | 2:15 PM | |
| Fri., 10/11 | V Girls Swimming and Diving | Guilford | Home - Foran HS -Pool [Directions] | Law-90 Guilford-83 | 2:10 PM | |
| Fri., 10/11 | V Girls Volleyball | Branford | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 3-0 | ||
| Fri., 10/11 | JV Girls Volleyball | Branford | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Sat., 10/12 | V Boys Cross Country | Wickham Invitational | Away - Wickham Park | 24 out of 55 | 7:30 AM | |
| Sat., 10/12 | JV Boys Soccer | Wilbur Cross | Away - Rice Field-Rice Field 1 [Directions] | 10:30 a.m. | 9:00 AM | |
| Sat., 10/12 | V Girls Cross Country | Wickham Invitational | Away - Wickham Park | 10:00 a.m. | 8:30 AM | |
| Mon., 10/14 | V Girls Volleyball | Gilbert | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 3-0 | ||
| Mon., 10/14 | JV Girls Volleyball | Gilbert | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 10/15 | V Boys Soccer | Cheshire | Away - Cheshire High Main Game field [Directions] | L 5-0 | 4:00 PM | |
| Tue., 10/15 | V Girls Soccer | Sacred Heart Academy | Home - Jonathan Law HS-Lawmen Stadium [Directions] | L 3-0 | ||
| Wed., 10/16 | JV Girls Soccer | Sacred Heart Academy | Home - Jonathan Law HS-Grass Field [Directions] | Cancelled | ||
| Wed., 10/16 | V Girls Volleyball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | W 3-1 | 2:10 PM | |
| Wed., 10/16 | JV Girls Volleyball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | 3:45 p.m. | 2:10 PM | |
| Thu., 10/17 | V Boys Cross Country | SCC Championship | Away - East Shore Athletic Complex | 13th | 11:00 AM | |
| Thu., 10/17 | V Boys Soccer | Hamden | Home - Jonathan Law HS-Lawmen Stadium [Directions] | L 5-2 | ||
| Thu., 10/17 | V Girls Cross Country | SCC Championship | Away - East Shore Athletic Complex | 1:00 p.m. | 11:00 AM | |
| Thu., 10/17 | V Girls Soccer | Hamden | Away - Hamden HS-HHS Turf Field #2 [Directions] | W 3-2 | 2:15 PM | |
| Thu., 10/17 | JV Girls Soccer | Hamden | Away - Hamden HS-HHS Turf Field #2 [Directions] | 5:30 p.m. | 2:15 PM | |
| Thu., 10/17 | V Girls Swimming and Diving | East Haven/Cross/Hillhouse/SHA | Away - Wilbur Cross HS-Swimming Pool [Directions] | Law-91 East Haven-77 | 2:10 PM | |
| Thu., 10/17 | V Girls Volleyball | Lauralton Hall | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 3-0 | ||
| Thu., 10/17 | JV Girls Volleyball | Lauralton Hall | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 4:45 p.m. | ||
| Fri., 10/18 | V Football | Weston | Home - Jonathan Law HS-Lawmen Stadium [Directions] | L 34-37 | ||
| Fri., 10/18 | JV Boys Soccer | Hamden | Home - Jonathan Law HS-Grass Field [Directions] | 3:45 p.m. | ||
| Sat., 10/19 | JV Football | Weston | Away - Weston HS-WHS Stadium Field [Directions] | 11:00 a.m. | 9:00 AM | |
| Mon., 10/21 | V Boys Soccer | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | L 6-1 | 4:00 PM | |
| Mon., 10/21 | JV Boys Soccer | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 4:00 p.m. | 2:10 PM | |
| Mon., 10/21 | V Girls Soccer | Guilford | Home - Jonathan Law HS-Lawmen Stadium [Directions] | W 2-1 | ||
| Tue., 10/22 | V Boys Cross Country | Platt Tech Invitational | Away - Eisenhower Park | 1st place | 2:15 PM | |
| Tue., 10/22 | V Girls Cross Country | Platt Tech Invitational | Away - Eisenhower Park | 3:30 p.m. | 2:15 PM | |
| Tue., 10/22 | JV Girls Soccer | Guilford | Home - Jonathan Law HS-Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 10/22 | V Girls Swimming and Diving | Lyman Hall | Home - Foran HS -Pool [Directions] | Law-92 Lyman Hall-89 | 2:10 PM | |
| Tue., 10/22 | V Girls Volleyball | Mercy | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 3-0 | ||
| Tue., 10/22 | JV Girls Volleyball | Mercy | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 4:45 p.m. | ||
| Wed., 10/23 | V Boys Soccer | North Haven | Away - North Haven MS-West Turf Field [Directions] | L 3-1 | 5:00 PM | |
| Wed., 10/23 | V Girls Soccer | Career/Hillhouse | Home - Jonathan Law HS-Lawmen Stadium [Directions] | W 9-0 | ||
| Wed., 10/23 | V Girls Volleyball | Gilbert | Away - Gilbert School-Gym [Directions] | W 3-0 | 2:10 PM | |
| Wed., 10/23 | JV Girls Volleyball | Gilbert | Away - Gilbert School-Gym [Directions] | 5:15 p.m. | 2:10 PM | |
| Wed., 10/23 | Miscellaneous Events | Conferences | Home - Jonathan Law HS [Directions] | 1:00 p.m. | ||
| Thu., 10/24 | JV Boys Soccer | North Haven | Away - North Haven MS-West Turf Field [Directions] | 3:45 p.m. | 2:10 PM | |
| Thu., 10/24 | V Girls Swimming and Diving | West Haven | Away - West Haven HS-Swimming Pool [Directions] | Law-94 West Haven-84 | 2:10 PM | |
| Thu., 10/24 | Miscellaneous Events | Conferences | Home - Jonathan Law HS [Directions] | 5:30 p.m. | ||
| Fri., 10/25 | V Football | Bethel | Away - Bethel HS-DeSantis Field @ Bethel High School [Directions] | L 18-28 | 4:00 PM (Cheer Bus 5:00PM) | |
| Fri., 10/25 | JV Boys Soccer | West Haven | Home - Jonathan Law HS-Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 10/25 | V Girls Soccer | Amity | Away - Amity Regional HS-Amity High School - Field # 3 [Directions] | L 5-1 | 2:10 PM | |
| Fri., 10/25 | V Girls Volleyball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | W 3-1 | 2:15 PM | |
| Fri., 10/25 | JV Girls Volleyball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 4:00 p.m. | 2:15 PM | |
| Sat., 10/26 | V Boys Cross Country | CIAC Boys Class M Divisional Championship | Away - Wickham Park | 12 out of 24 | ||
| Sat., 10/26 | JV Football | Bethel | Away - Achievement First Amistad HS [Directions] | Cancelled | ||
| Sat., 10/26 | JV Football | Bethel | Away - Bethel HS-DeSantis Field @ Bethel High School [Directions] | 11:00 a.m. | 9:00 AM | |
| Sat., 10/26 | V Boys Soccer | West Haven | Home - Jonathan Law HS-Lawmen Stadium [Directions] | T 1-1 | ||
| Sat., 10/26 | V Girls Cross Country | CIAC Girls Class M Divisional Championship | Away - Wickham Park | 11:25 a.m. | ||
| Sat., 10/26 | JV Girls Soccer | Amity | Away - Amity Regional HS-Amity High School - Field # 3 [Directions] | 10:30 a.m. | 9:00 AM | |
| Sat., 10/26 | Miscellaneous Events | Middle School Clinics | Home - Jonathan Law HS [Directions] | 8:00 a.m. | ||
| Mon., 10/28 | V Boys Soccer | Lyman Hall | Away - Lyman Hall HS-Fitzgerald Field [Directions] | T 1-1 | 4:30 PM | |
| Mon., 10/28 | V Girls Soccer | Cheshire | Home - Jonathan Law HS-Lawmen Stadium [Directions] | W 3-0 | ||
| Mon., 10/28 | V Girls Swimming and Diving | Foran | Home - Foran HS -Pool [Directions] | Law-93 Foran-85 | 4:00 PM | |
| Mon., 10/28 | V Girls Volleyball | Shelton | Away - Shelton HS-High School - Murray Gymnasium [Directions] | L 3-1 | 3:00 PM | |
| Mon., 10/28 | JV Girls Volleyball | Shelton | Away - Shelton HS-High School - Murray Gymnasium [Directions] | 4:30 p.m. | 3:00 PM | |
| Tue., 10/29 | JV Boys Soccer | Lyman Hall | Away - Lyman Hall HS-Lyman Hall Field #1 [Directions] | 3:45 p.m. | 2:10 PM | |
| Tue., 10/29 | V Girls Volleyball | Foran | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 3-0 | ||
| Tue., 10/29 | JV Girls Volleyball | Foran | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 4:45 p.m. | ||
| Wed., 10/30 | V Boys Soccer | Foran | Home - Jonathan Law HS-Lawmen Stadium [Directions] | T 0-0 | ||
| Wed., 10/30 | V Girls Soccer | Foran | Home - Jonathan Law HS-Lawmen Stadium [Directions] | L 3-1 | ||
| Wed., 10/30 | JV Girls Soccer | Cheshire | Home - Jonathan Law HS-Grass Field [Directions] | Cancelled | ||
| Wed., 10/30 | V Girls Swimming and Diving | Mercy | Away - Bad-Site Wesleyan University-Freeman Athletic Center [Directions] | Law-99 Mercy-87 | 5:00 PM | |
| Fri., 11/1 | V Boys Cross Country | CIAC Boys State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/1 | V Football | Branford | Home - Jonathan Law HS-Lawmen Stadium [Directions] | L 21-42 | ||
| Fri., 11/1 | V Girls Cross Country | CIAC Girls State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/1 | V Girls Swimming and Diving | Sheehan, Lauralton Hall, Amity, Branford, Career Magnet, Cheshire, Daniel Hand, Guilford, Hamden, Hillhouse, Foran, Lyman Hall, Mercy, TBA, North Haven, Sacred Heart Academy, West Haven, Wilbur Cross | Away - Sheehan HS-Sheehan HS Pool | 5:30 p.m. | ||
| Fri., 11/1 | V Girls Volleyball | North Haven | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 3-2 | ||
| Sat., 11/2 | JV Football | Branford | Away - Branford HS-Athletic Turf Field [Directions] | 10:30 a.m. | 9:00 AM | |
| Sat., 11/2 | V Girls Swimming and Diving | Cheshire, Lauralton Hall, Amity, Branford, Career Magnet, Daniel Hand, East Haven/Wilbur Cross, Guilford, Hamden, Hillhouse, Foran, Lyman Hall, Mercy, North Haven, Sacred Heart Academy, Sheehan, Shelton, West Haven, Wilbur Cross | Away - Cheshire Community Pool | 5:00 p.m. | 2:30 PM | |
| Sat., 11/2 | Miscellaneous Events | Middle School Clinics | Home - Jonathan Law HS [Directions] | 8:00 a.m. | ||
| Sat., 11/2 | Miscellaneous Events | SAT | Home - TBA [Directions] | 8:00 a.m. | ||
| Mon., 11/4 | JV Girls Soccer | Foran | Home - Jonathan Law HS-Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 11/4 | V Girls Swimming and Diving | Cheshire, Lauralton Hall, Amity, Branford, Career Magnet, Daniel Hand, East Haven/Wilbur Cross, Guilford, Hamden, Hillhouse, Foran, Lyman Hall, Mercy, TBA, North Haven, Sacred Heart Academy, Sheehan, Shelton, West Haven, Wilbur Cross | Away - Southern CT State University-pool | 5:00 p.m. | 3:00 PM | |
| Tue., 11/5 | V Girls Soccer | Fairfield Ludlowe (Scrim.) | Away - Fairfield Ludlowe HS-Sturges Park [Directions] | 3:30 p.m. | 2:30 PM | |
| Tue., 11/5 | V Girls Volleyball | Daniel Hand | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 3-0 | ||
| Wed., 11/6 | JV Boys Soccer | Foran | Home - Jonathan Law HS-Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 11/6 | Miscellaneous Events | Booster Club Meeting | Home - Jonathan Law HS [Directions] | 7:30 p.m. | ||
| Thu., 11/7 | V Girls Soccer | Bunnell (Scrim.) | Home - Jonathan Law HS-Lawmen Stadium [Directions] | 6:00 p.m. | ||
| Thu., 11/7 | V Girls Volleyball | Guilford | Away - Guilford HS-Main gym at GHS [Directions] | L 3-1 | 3:00 PM | |
| Fri., 11/8 | V Football | Harding | Away - Warren Harding HS-Lewis Field [Directions] | L 27-40 | 5:00 PM (Cheer Bus 5:30 PM) | |
| Sat., 11/9 | JV Football | Harding | Home - Jonathan Law HS-Lawmen Stadium [Directions] | 10:30 a.m. | ||
| Sat., 11/9 | Miscellaneous Events | Middle School Clinics | Home - Jonathan Law HS [Directions] | 8:00 a.m. | ||
| Tue., 11/12 | V Girls Soccer | E.O. Smith | Away - E.O. Smith HS-Turf Field [Directions] | W 2-0 | 10:30 AM | |
| Tue., 11/12 | Miscellaneous Events | Frosh Alcohol Forum | Home - Jonathan Law HS [Directions] | 6:00 p.m. | ||
| Wed., 11/13 | V Girls Volleyball | Northwestern | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 3-1 | ||
| Thu., 11/14 | V Girls Soccer | Guilford | Away - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | 1:15 PM | |
| Fri., 11/15 | V Girls Volleyball | Weston | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 7:00 p.m. | ||
| Sat., 11/16 | V Girls Swimming and Diving | CIAC Girls Class S Trials | Away - Cheshire Community Pool | 5:15 p.m. | ||
| Sat., 11/16 | Miscellaneous Events | Middle School Clinics | Home - Jonathan Law HS [Directions] | 8:00 a.m. | ||
| Tue., 11/19 | V Girls Swimming and Diving | CIAC Girls Class S Finals | Away - Moore Field House, SCSU | 6:00 p.m. | ||
| Wed., 11/20 | JV Football | East Haven | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Thu., 11/21 | V Football | East Haven | Away - East Haven HS-Turf Field [Directions] | L 7-21 | 4:30 PM (Cheer Bus 6:00 PM) | |
| Thu., 11/21 | V Girls Swimming and Diving | CIAC Girls State Open Diving | Away - Middletown HS-Pool | 5:30 p.m. | ||
| Sun., 11/24 | V Girls Swimming and Diving | CIAC Girls State Open Swimming | Away - Yale | 2:00 p.m. | ||
| Mon., 11/25 | JV Football | Foran | Away - Foran HS -Foran High School - Turf Field [Directions] | 6:00 p.m. | 4:30 PM | |
| Thu., 11/28 | V Football | Foran | Home - Jonathan Law HS-Lawmen Stadium [Directions] | L 7-31 | ||
| Thu., 12/5 | V Boys Ice Hockey | Trumbull (Scrim.) | Home - Milford Ice Pavillion-Ice Rink [Directions] | 3:50 p.m. | ||
| Fri., 12/6 | V Girls Basketball | Stratford (Scrim.) | Away - Stratford HS-Gym [Directions] | 3:00 p.m. | 2:10 PM | |
| Sat., 12/7 | V Boys Ice Hockey | Guilford (Scrim.) | Away - East Haven HS-Veterans Rink [Directions] | 5:00 p.m. | 3:15 PM | |
| Sat., 12/7 | V Girls Ice Hockey | Amity/Cheshire/North Haven (Scrim.) | Home - Hamden-Lou Astorino Ice Rink [Directions] | L 3-4 | ||
| Sat., 12/7 | Miscellaneous Events | SAT | Home - TBA [Directions] | 8:00 a.m. | ||
| Tue., 12/10 | V Girls Basketball | WCA (Scrim.) | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 12/11 | JV Boys Ice Hockey | Staples (Scrim.) | Home - Milford Ice Pavillion-Ice Rink [Directions] | 4:40 p.m. | ||
| Wed., 12/11 | V Girls Ice Hockey | Avon | Away - Newington Ice Arena-Blue Rink [Directions] | L 2-4 | 7:00 PM; 1 Bus | |
| Wed., 12/11 | Miscellaneous Events | Booster Club Meeting | Home - Jonathan Law HS [Directions] | 7:00 p.m. | ||
| Thu., 12/12 | V Girls Basketball | Southington (Scrim.) | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:30 p.m. | ||
| Fri., 12/13 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Hamden-Lou Astorino Ice Rink [Directions] | L 2-4 | ||
| Sat., 12/14 | V Boys Basketball | Staples (Scrim.) | Away - Staples HS-Staples Gym [Directions] | 11:00 a.m. | 9:30 AM | |
| Sat., 12/14 | V Boys Ice Hockey | Conard (Scrim.) | Home - Milford Ice Pavillion-Ice Rink [Directions] | 8:30 p.m. | ||
| Sat., 12/14 | V Girls Ice Hockey | Branford | Away - East Haven HS-Veterans Rink [Directions] | W 9-3 | 3:00 PM; 1 Bus | |
| Mon., 12/16 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | L 2-3 | ||
| Mon., 12/16 | Miscellaneous Events | Winter Team Picture Day | Home - Jonathan Law HS [Directions] | 3:30 p.m. | ||
| Wed., 12/18 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | W 8-2 | 6:30 PM | |
| Wed., 12/18 | V Wrestling | Daniel Hand | Away - Polson MS, Madison-Polson Big Gym/DHHS Campus [Directions] | Law-12 Daniel Hand-42 | 4:30 PM | |
| Thu., 12/19 | V Boys Basketball | Brookfield | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 60-41 | ||
| Thu., 12/19 | JV Boys Basketball | Brookfield | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 12/19 | FR Boys Basketball | Brookfield | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 12/19 | V Girls Indoor Track | SCC Girls Developmental | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | 4:00 PM | |
| Fri., 12/20 | V Boys Ice Hockey | Daniel Hand | Away - Northford Ice Pavilion-Red [Directions] | L 5-2 | 4:30 PM | |
| Fri., 12/20 | V Girls Basketball | Career Magnet | Away - Career Magnet-Gym [Directions] | W 57-41 | 2:15 PM | |
| Fri., 12/20 | JV Girls Basketball | Career Magnet | Away - Career Magnet-Gym [Directions] | 3:30 p.m. | 2:15 PM | |
| Fri., 12/20 | FR Girls Basketball | Career Magnet | Away - Career Magnet-Gym [Directions] | Cancelled | ||
| Fri., 12/20 | V Girls Gymnastics | Hamden | Home - Jonathan Law HS-Old Gym [Directions] | Law 123.85 Hamden 102.45 | ||
| Sat., 12/21 | V Boys Basketball | West Haven | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 55-52 | ||
| Sat., 12/21 | JV Boys Basketball | West Haven | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 4:15 p.m. | ||
| Sat., 12/21 | FR Boys Basketball | West Haven | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 2:45 p.m. | ||
| Sat., 12/21 | V Boys Indoor Track | SCSU Relay Buster | Away - SCSU-Gym 1 | 2:00 p.m. | 12:15 PM | |
| Sat., 12/21 | V Wrestling | Ludlowe Invitational | Away - Fairfield Ludlowe HS-Main Gym | 9:00 a.m. | 7:00 AM | |
| Sat., 12/21 | V Girls Ice Hockey | Guilford Coop | Away - East Haven HS-Veterans Rink [Directions] | L 4-5 | 4:30 PM; 1 Bus | |
| Sat., 12/21 | V Girls Indoor Track | SCSU Relay Buster | Away - SCSU-Gym 1 | 2:00 p.m. | 12:15 PM | |
| Mon., 12/23 | V Boys Indoor Track | SCC Boys Developmental | Away - Floyd Little Athletic Center-Field House | 10:00 a.m. | 8:30 AM | |
| Mon., 12/23 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Pavilion-Red [Directions] | W 6-1 | 7:00 PM; 1 Bus | |
| Thu., 12/26 | V Wrestling | East Haven | Home - Jonathan Law HS-Old Gym [Directions] | Law-12 East Haven-68 | ||
| Thu., 12/26 | V Girls Basketball | Branford | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 54-34 | ||
| Thu., 12/26 | Miscellaneous Events | Milford Holiday Classic Game 1 | Home - Jonathan Law HS [Directions] | 12:00 p.m. | ||
| Fri., 12/27 | JV Boys Ice Hockey | Lyman Hall | Home - Milford Ice Pavillion-Ice Rink [Directions] | 6:50 p.m. | ||
| Fri., 12/27 | V Girls Basketball | Sacred Heart Academy | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | L 45-39 | ||
| Fri., 12/27 | Miscellaneous Events | Milford Holiday Classic Game 1 | Home - Jonathan Law HS [Directions] | 12:00 p.m. | ||
| Sat., 12/28 | V Boys Ice Hockey | Newington Coop | Away - Newington Ice Arena-Blue Rink [Directions] | L 0-2 | 6:00 PM | |
| Sat., 12/28 | V Boys Indoor Track | Hillhouse Holiday Invite | Away - Floyd Little Athletic Center-Field House | 9:00 a.m. | 8:30 AM | |
| Sat., 12/28 | V Wrestling | TBA | Home - Jonathan Law HS [Directions] | 9:00 a.m. | ||
| Sat., 12/28 | V Girls Indoor Track | Hillhouse Holiday Invite | Away - Floyd Little Athletic Center-Field House | 9:00 a.m. | 8:30 AM | |
| Mon., 12/30 | V Boys Basketball | Weston | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 57-51 | ||
| Mon., 12/30 | JV Boys Basketball | Weston | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 4:15 p.m. | ||
| Mon., 12/30 | FR Boys Basketball | Weston | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 2:45 p.m. | ||
| Thu., 1/2 | V Wrestling | New Haven Wrestling | Away - Wilbur Cross HS-Little Gym [Directions] | Law-30 New Haven-42 | 4:00 PM | |
| Fri., 1/3 | V Boys Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | W 57-52 | 4:00 PM | |
| Fri., 1/3 | V Boys Swimming and Diving | Xavier | Away - Wesleyan University-Pool [Directions] | Xavier 91 Milford 82 | 4:45 PM | |
| Fri., 1/3 | V Girls Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | W 34-17 | 5:00 PM | |
| Fri., 1/3 | V Girls Gymnastics | Oxford, Pomperaug | Home - Jonathan Law HS-Old Gym [Directions] | Pomperaug 126.7, Law 124.3, Oxford 115.1 | ||
| Sat., 1/4 | JV Boys Basketball | Foran | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 10:30 a.m. | ||
| Sat., 1/4 | FR Boys Basketball | Foran | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 9:00 a.m. | ||
| Sat., 1/4 | V Boys Ice Hockey | Newtown/New Fairfield | Home - Milford Ice Pavillion-Ice Rink [Directions] | W 5-4 | ||
| Sat., 1/4 | V Wrestling | Bristol Central Invitational | Away - Bristol Central HS-Charles C. Marsh Gymnasium | 8:00 a.m. | 6:15 AM | |
| Sat., 1/4 | JV Girls Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 5:30 p.m. | 2:45 PM | |
| Sat., 1/4 | FR Girls Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 4:00 p.m. | 2:45 PM | |
| Sat., 1/4 | V Girls Ice Hockey | Simsbury | Home - Hamden-Lou Astorino Ice Rink [Directions] | L 1-7 | ||
| Mon., 1/6 | V Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | L 62-48 | 4:00 PM | |
| Mon., 1/6 | JV Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | 5:30 p.m. | 4:00 PM | |
| Mon., 1/6 | FR Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | 3:45 p.m. | 2:30 PM | |
| Mon., 1/6 | V Girls Indoor Track | SCC Girls Developmental | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | 3:30 PM | |
| Tue., 1/7 | V Boys Indoor Track | SCSU Barber Invite | Away - SCSU-Gym 1 | 5:00 p.m. | 3:30 PM | |
| Tue., 1/7 | V Girls Basketball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | L 50-38 | 3:45 PM | |
| Tue., 1/7 | JV Girls Basketball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 5:15 p.m. | 3:45 PM | |
| Tue., 1/7 | FR Girls Basketball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 3:45 p.m. | 2:30 PM | |
| Tue., 1/7 | Miscellaneous Events | Unified Sports Tournament | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 2:00 p.m. | ||
| Wed., 1/8 | V Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | W 65-46 | 3:30 PM | |
| Wed., 1/8 | JV Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 5:15 p.m. | 3:30 PM | |
| Wed., 1/8 | FR Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 3:30 p.m. | 2:10 PM | |
| Wed., 1/8 | V Boys Ice Hockey | Brien McMahon/Norwalk | Home - Milford Ice Pavillion-Ice Rink [Directions] | L 0-3 | ||
| Wed., 1/8 | V Wrestling | Shelton | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | Law-39 Shelton-27 | ||
| Wed., 1/8 | V Girls Ice Hockey | West Haven/SHA | Home - Hamden-Lou Astorino Ice Rink [Directions] | L 8-10 | ||
| Thu., 1/9 | V Boys Indoor Track | SCC Novice Meet | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | 2:10 PM | |
| Thu., 1/9 | V Boys Swimming and Diving | Notre Dame-West Haven | Home - Foran HS -Pool [Directions] | Milford 98 ND- West Haven 83 | 2:15 PM | |
| Thu., 1/9 | V Girls Indoor Track | SCC Novice Meet | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | 2:10 PM | |
| Thu., 1/9 | Miscellaneous Events | Booster Club Meeting | Home - Jonathan Law HS [Directions] | 7:00 p.m. | ||
| Fri., 1/10 | V Boys Basketball | Career Magnet | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | L 54-51 | ||
| Fri., 1/10 | JV Boys Basketball | Career Magnet | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/10 | FR Boys Basketball | Career Magnet | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 1/10 | V Boys Indoor Track | Yale Invitational | Away - Coxe Cage | 4:00 p.m. | 11:15 AM | |
| Fri., 1/10 | V Co-ed Fencing | North Branford | Home - Jonathan Law HS [Directions] | 6:30 p.m. | ||
| Fri., 1/10 | V Girls Basketball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | L 52-50 | 3:30 PM | |
| Fri., 1/10 | JV Girls Basketball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | 5:15 p.m. | 3:30 PM | |
| Fri., 1/10 | FR Girls Basketball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | 3:45 p.m. | 2:10 PM | |
| Fri., 1/10 | V Girls Gymnastics | H-K/Morgan/Westbrook, Mercy, Valley Regional | Home - Jonathan Law HS-Old Gym [Directions] | Law 128.05 Mercy 124.6 Valley Regional 113.4 | ||
| Fri., 1/10 | V Girls Indoor Track | Yale Invitational | Away - Coxe Cage | 4:00 p.m. | 11:15 AM | |
| Sat., 1/11 | V Boys Ice Hockey | Trinity Catholic | Away - Terry Conners - Stamford-Ice Rink | L 4-3 | 5:30 PM | |
| Sat., 1/11 | V Boys Indoor Track | Yale Invitational | Away - Coxe Cage | 4:00 p.m. | ||
| Sat., 1/11 | V Wrestling | Lawmen Duals | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 9:00 a.m. | ||
| Sat., 1/11 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Hamden-Lou Astorino Ice Rink [Directions] | L 2-6 | ||
| Sat., 1/11 | V Girls Indoor Track | Yale Invitational | Away - Coxe Cage | 9:00 a.m. | ||
| Mon., 1/13 | V Boys Basketball | Fairfield Prep | Away - Fairfield University-Alumni Hall [Directions] | W 65-54 | 3:45 PM | |
| Mon., 1/13 | JV Boys Basketball | Fairfield Prep | Away - Fairfield University-Alumni Hall [Directions] | 5:15 p.m. | 3:45 PM | |
| Mon., 1/13 | FR Boys Basketball | Fairfield Prep | Away - Fairfield University-Alumni Hall [Directions] | 3:45 p.m. | 2:30 PM | |
| Mon., 1/13 | V Boys Swimming and Diving | Shelton | Home - Foran HS -Pool [Directions] | Milford 98 Shelton 78 | 2:15 PM | |
| Mon., 1/13 | V Girls Basketball | Guilford | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 56-40 | ||
| Mon., 1/13 | JV Girls Basketball | Guilford | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 1/13 | FR Girls Basketball | Guilford | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 1/14 | JV Boys Ice Hockey | Lyman Hall | Home - Milford Ice Pavillion-Ice Rink [Directions] | 4:00 p.m. | ||
| Tue., 1/14 | V Boys Indoor Track | SCC Boys Developmental | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | 3:30 PM | |
| Tue., 1/14 | V Co-ed Fencing | Old Lyme | Home - Jonathan Law HS [Directions] | 6:30 p.m. | ||
| Wed., 1/15 | V Boys Ice Hockey | Byram Hills (NY) | Home - Milford Ice Pavillion-Ice Rink [Directions] | W 11-3 | ||
| Wed., 1/15 | V Girls Basketball | East Haven | Away - East Haven HS-Gym [Directions] | W 48-46 | 2:30 PM | |
| Wed., 1/15 | JV Girls Basketball | East Haven | Away - East Haven HS-Gym [Directions] | 4:15 p.m. | 2:30 PM | |
| Wed., 1/15 | V Girls Ice Hockey | Branford | Home - Hamden-Lou Astorino Ice Rink [Directions] | W 6-3 | ||
| Thu., 1/16 | V Boys Swimming and Diving | Bunnell-Stratford | Away - Bunnell HS-Flood M.S. Pool [Directions] | Milford 87 Bunnell/Stratford 70 | 4:00 PM | |
| Thu., 1/16 | V Wrestling | Notre Dame-West Haven | Away - Notre Dame HS-Gym [Directions] | Law-36 NDWH-40 | 5:00 PM | |
| Thu., 1/16 | V Girls Gymnastics | Daniel Hand, Hamden | Away - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | Hand 128.35 Law 125.85 | 4:15 PM | |
| Fri., 1/17 | V Boys Basketball | West Haven | Away - West Haven HS-Gym [Directions] | L 58-43 | 4:00 PM | |
| Fri., 1/17 | JV Boys Basketball | West Haven | Away - West Haven HS-Gym [Directions] | 5:15 p.m. | 4:00 PM | |
| Fri., 1/17 | FR Boys Basketball | West Haven | Away - West Haven HS-Gym [Directions] | 3:45 p.m. | 2:30 PM | |
| Fri., 1/17 | V Girls Basketball | Career Magnet | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 62-30 | ||
| Fri., 1/17 | JV Girls Basketball | Career Magnet | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/17 | FR Girls Basketball | Career Magnet | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | Cancelled | ||
| Sat., 1/18 | V Boys Ice Hockey | Enfield/East Granby/Stafford | Away - Enfield Twin Rinks-Rink 2 [Directions] | L 0-4 | 8:00 AM | |
| Sat., 1/18 | V Wrestling | New Milford Wrestling Tournament | Away - New Milford HS-Main Gym - NMHS | Cancelled | ||
| Sat., 1/18 | V Wrestling | Canton, Farmington, Haddam-Killingworth, Northwestern | Away - Canton HS-Gym [Directions] | 9:00 a.m. | 6:00 AM | |
| Sat., 1/18 | V Girls Ice Hockey | Conard | Away - Veterans Memorial Ice Rink West Hartford CT-Ice Rink [Directions] | W 8-2 | 10:45 AM; 1 Bus | |
| Sat., 1/18 | V Girls Indoor Track | SCC Coaches Invitational | Away - Floyd Little Athletic Center-Field House | 8:30 a.m. | 6:45 AM | |
| Tue., 1/21 | V Boys Basketball | Wilbur Cross | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 42-41 | ||
| Tue., 1/21 | JV Boys Basketball | Wilbur Cross | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/21 | FR Boys Basketball | Wilbur Cross | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 1/21 | V Boys Indoor Track | SCC Coaches Invitational | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | 2:10 PM | |
| Tue., 1/21 | V Girls Basketball | Shelton | Away - Shelton HS-High School - Murray Gymnasium [Directions] | L 12-43 | 3:30 PM | |
| Tue., 1/21 | JV Girls Basketball | Shelton | Away - Shelton HS-High School - Murray Gymnasium [Directions] | 5:15 p.m. | 3:30 PM | |
| Tue., 1/21 | FR Girls Basketball | Shelton | Away - Shelton HS-High School - Murray Gymnasium [Directions] | 3:45 p.m. | 2:15 PM | |
| Wed., 1/22 | V Boys Ice Hockey | Lyman Hall | Away - Northford Ice Pavilion-Red [Directions] | L 1-2 | 1:45 PM | |
| Wed., 1/22 | V Boys Indoor Track | SCC Novice Championship | Away - Floyd Little Athletic Center-Field House | 3:30 p.m. | 2:10 PM | |
| Wed., 1/22 | V Boys Swimming and Diving | HK-Valley | Away - Haddam Killingworth HS (HK)-HKHS Pool - no diving [Directions] | H-K/Morgan/Valley 94 Milford 74 | 1:45 PM | |
| Wed., 1/22 | V Wrestling | Cheshire | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | Law-59 Cheshire-18 | ||
| Wed., 1/22 | V Girls Ice Hockey | Masuk Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | W 7-2 | ||
| Wed., 1/22 | V Girls Indoor Track | SCC Novice Championship | Away - Floyd Little Athletic Center-Field House | 3:30 p.m. | 2:10 PM | |
| Thu., 1/23 | V Girls Gymnastics | Foran | Home - Jonathan Law HS-Old Gym [Directions] | Law 12.7 Foran 111.45 | ||
| Fri., 1/24 | V Boys Basketball | Foran | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 73-49 | ||
| Fri., 1/24 | V Boys Indoor Track | HK Invitational | Away - Floyd Little Athletic Center-Field House | 5:30 p.m. | 4:00 PM | |
| Fri., 1/24 | V Girls Basketball | Foran | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 61-28 | ||
| Fri., 1/24 | V Girls Indoor Track | HK Invitational | Away - Floyd Little Athletic Center-Field House | 5:30 p.m. | 4:00 PM | |
| Sat., 1/25 | JV Boys Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 10:30 a.m. | 8:00 AM | |
| Sat., 1/25 | FR Boys Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 9:00 a.m. | 8:00 AM | |
| Sat., 1/25 | V Boys Ice Hockey | East Haven Coop | Away - East Haven HS-Veterans Rink [Directions] | L 0-3 | 11:00 AM | |
| Sat., 1/25 | V Wrestling | Carl Snitkin Memorials Duals | Away - Norwich Free Academy-Alumni Gym | 9:45 a.m. | 6:45 AM | |
| Sat., 1/25 | JV Girls Basketball | Foran | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 10:30 a.m. | ||
| Sat., 1/25 | FR Girls Basketball | Foran | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 12:00 p.m. | ||
| Sat., 1/25 | V Girls Ice Hockey | Barrington (RI) | Home - Hamden-Lou Astorino Ice Rink [Directions] | L 2-7 | ||
| Sat., 1/25 | Miscellaneous Events | QU Cheerleading Competition | Home - Quinnipiac University-QU [Directions] | 10:00 a.m. | 8:15 AM | |
| Tue., 1/28 | V Boys Basketball | Daniel Hand | Away - Daniel Hand HS-Polson Gym/DHHS Campus [Directions] | W 48-41 | 3:30 PM | |
| Tue., 1/28 | JV Boys Basketball | Daniel Hand | Away - Daniel Hand HS-Polson Gym/DHHS Campus [Directions] | 5:15 p.m. | 3:30 PM | |
| Tue., 1/28 | FR Boys Basketball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 3:45 p.m. | 2:30 PM | |
| Tue., 1/28 | V Boys Swimming and Diving | Hamden | Away - Hamden HS-HHS Pool [Directions] | Hamden 100 Milford 81 | 2:15 PM | |
| Wed., 1/29 | V Boys Indoor Track | SCC East Championship | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | 2:10 PM | |
| Wed., 1/29 | V Wrestling | Morgan | Away - Morgan School-Gym [Directions] | Law-33 Morgan-41 | 5:00 PM | |
| Wed., 1/29 | JV Girls Basketball | Harding | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | Cancelled | ||
| Wed., 1/29 | V Girls Indoor Track | SCC East Championship | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | 2:10 PM | |
| Thu., 1/30 | V Co-ed Fencing | North Branford | Away - North Branford HS-NBHS Gym [Directions] | 6:30 p.m. | ||
| Fri., 1/31 | V Boys Basketball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | W 67-37 | 3:30 PM | |
| Fri., 1/31 | JV Boys Basketball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | 5:15 p.m. | 3:30 PM | |
| Fri., 1/31 | FR Boys Basketball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | 3:45 p.m. | 2:30 PM | |
| Fri., 1/31 | V Girls Basketball | Amity | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | L 47-41 | ||
| Fri., 1/31 | JV Girls Basketball | Amity | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 4:45 p.m. | ||
| Fri., 1/31 | FR Girls Basketball | Amity | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:15 p.m. | ||
| Fri., 1/31 | V Girls Gymnastics | Stamford, Westhill | Home - Jonathan Law HS-Old Gym [Directions] | Law 131.05, Westhill 127.3, Stamford 90.8 | ||
| Fri., 1/31 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | L 3-4 | 1:00 PM; 1 Bus | |
| Sat., 2/1 | V Boys Ice Hockey | Wilton | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | L 1-3 | 11:15 AM | |
| Sat., 2/1 | V Wrestling | JK Wrestling Invitational | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 9:00 a.m. | ||
| Sat., 2/1 | V Wrestling | Ridgefield | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 9:30 a.m. | ||
| Sat., 2/1 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Hamden-Lou Astorino Ice Rink [Directions] | W 7-4 | ||
| Sat., 2/1 | Miscellaneous Events | SCC Cheerleading Championship | Home - North Haven HS-Fred Kelly Gymnasium [Directions] | 12:15 p.m. | 8:45 AM | |
| Mon., 2/3 | V Boys Basketball | Career Magnet | Away - Career Magnet-Gym [Directions] | L 44-42 | 4:00 PM | |
| Mon., 2/3 | JV Boys Basketball | Career Magnet | Away - Career Magnet-Gym [Directions] | 5:30 p.m. | 4:00 PM | |
| Mon., 2/3 | FR Boys Basketball | Career Magnet | Away - Career Magnet-Gym [Directions] | 3:45 p.m. | 2:30 PM | |
| Mon., 2/3 | V Girls Basketball | Lyman Hall | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 42-39 | ||
| Mon., 2/3 | JV Girls Basketball | Lyman Hall | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 2/3 | FR Girls Basketball | Lyman Hall | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 2/4 | V Boys Swimming and Diving | West Haven | Home - Foran HS -Pool [Directions] | Milford 91 West Haven/PT 87 | 2:15 PM | |
| Tue., 2/4 | Miscellaneous Events | Booster Club Meeting | Home - Jonathan Law HS [Directions] | 7:00 p.m. | ||
| Wed., 2/5 | V Boys Ice Hockey | JBWA | Home - Milford Ice Pavillion-Ice Rink [Directions] | W 7-4 | ||
| Wed., 2/5 | V Girls Basketball | Guilford | Away - Guilford HS-Main gym at GHS [Directions] | L 41-21 | 3:30 PM | |
| Wed., 2/5 | JV Girls Basketball | Guilford | Away - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | 3:30 PM | |
| Wed., 2/5 | FR Girls Basketball | Guilford | Away - Guilford HS-Main gym at GHS [Directions] | 3:45 p.m. | 2:10 PM | |
| Wed., 2/5 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | L 3-8 | 3:15 PM; 1 Bus | |
| Thu., 2/6 | V Boys Basketball | Hillhouse | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | L 65-39 | ||
| Thu., 2/6 | JV Boys Basketball | Hillhouse | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 2/6 | FR Boys Basketball | Hillhouse | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 2/6 | V Boys Swimming and Diving | Joel Barlow-Bethel Swim | Home - Foran HS -Pool [Directions] | Milford 85 Barlow/Bethel 74 | 2:15 PM | |
| Thu., 2/6 | V Co-ed Fencing | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 6:00 p.m. | ||
| Thu., 2/6 | V Girls Gymnastics | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | Law 126.2 foran 118.6 | 5:30 PM | |
| Fri., 2/7 | V Boys Indoor Track | SCC Championship | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | 2:10 PM | |
| Fri., 2/7 | V Girls Basketball | East Haven | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | L 40-38 | ||
| Fri., 2/7 | JV Girls Basketball | East Haven | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/7 | V Girls Indoor Track | SCC Championship | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | 2:10 PM | |
| Sat., 2/8 | V Boys Basketball | New Fairfield | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 65-43 | ||
| Sat., 2/8 | JV Boys Basketball | New Fairfield | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 4:15 p.m. | ||
| Sat., 2/8 | FR Boys Basketball | New Fairfield | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 2:45 p.m. | ||
| Sat., 2/8 | V Boys Ice Hockey | Amity | Away - West Haven HS-Bennett Rink [Directions] | L 2-1 | 3:00 PM | |
| Sat., 2/8 | V Wrestling | Stafford Wrestling Invitational | Away - Stafford HS-Gym | 8:00 a.m. | ||
| Sat., 2/8 | V Wrestling | Stafford Invitational | Away - Stafford HS-Gym | 9:15 a.m. | 6:00 AM | |
| Sat., 2/8 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Hamden-Lou Astorino Ice Rink [Directions] | W 1-0 | ||
| Mon., 2/10 | V Boys Swimming and Diving | Greater New Haven | Home - Foran HS -Pool [Directions] | GNH 96 Milford 79 | 2:15 PM | |
| Mon., 2/10 | V Girls Basketball | Bassick | Away - Bassick HS-Gym [Directions] | L 51-46 | 3:00 PM | |
| Mon., 2/10 | JV Girls Basketball | Bassick | Away - Bassick HS-Gym [Directions] | Cancelled | ||
| Tue., 2/11 | V Boys Basketball | Fairfield Prep | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | L 58-50 | ||
| Tue., 2/11 | JV Boys Basketball | Fairfield Prep | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/11 | FR Boys Basketball | Fairfield Prep | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 2/12 | V Boys Ice Hockey | Sheehan | Home - Milford Ice Pavillion-Ice Rink [Directions] | L 3-6 | ||
| Wed., 2/12 | V Wrestling | Fairfield Prep | Home - Jonathan Law HS-Old Gym [Directions] | Law-28 Fairfield Prep-48 | ||
| Wed., 2/12 | V Girls Basketball | Shelton | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 47-35 | ||
| Wed., 2/12 | JV Girls Basketball | Shelton | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/12 | FR Girls Basketball | Shelton | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 2/12 | V Girls Ice Hockey | Guilford Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | L 4-8 | Senior Night | |
| Thu., 2/13 | V Boys Swimming and Diving | Sheehan/Lyman Hall | Away - Sheehan HS-Sheehan HS Pool [Directions] | Milford 96 Sheehan 79 | 2:15 PM | |
| Thu., 2/13 | V Girls Gymnastics | Daniel Hand | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | Law 126.6, Mercy 126.4, Hand 123.15, Foran 114.65, hamden 107.5 | ||
| Thu., 2/13 | V Girls Gymnastics | Hamden | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:00 p.m. | ||
| Thu., 2/13 | V Girls Gymnastics | Mercy | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:00 p.m. | ||
| Thu., 2/13 | V Girls Gymnastics | Foran | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 2/14 | V Boys Basketball | Wilbur Cross | Away - Wilbur Cross HS-Gym [Directions] | L 64-59 | 4:00 PM | |
| Fri., 2/14 | JV Boys Basketball | Wilbur Cross | Away - Wilbur Cross HS-Gym [Directions] | 5:30 p.m. | 4:00 PM | |
| Fri., 2/14 | FR Boys Basketball | Wilbur Cross | Away - Wilbur Cross HS-Gym [Directions] | 3:45 p.m. | 2:30 PM | |
| Fri., 2/14 | JV Wrestling | Amity, Branford, Cheshire, Daniel Hand, East Haven, Fairfield Prep, Guilford, Foran, Morgan, Notre Dame-West Haven, Shelton, New Haven Wrestling, Xavier | Away - Mercy HS-Gym | 4:30 p.m. | 2:30 PM | |
| Fri., 2/14 | V Girls Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | L 49-36 | 3:45 PM | |
| Fri., 2/14 | JV Girls Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 5:15 p.m. | 3:45 PM | |
| Fri., 2/14 | FR Girls Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | Cancelled | ||
| Fri., 2/14 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Ice Arena-Blue Rink [Directions] | L 1-4 | 6:30 PM; 1 Bus | |
| Sat., 2/15 | V Boys Ice Hockey | North Haven | Away - Northford Ice Pavilion-Red [Directions] | L 0-5 | 2:45 PM | |
| Sat., 2/15 | V Boys Indoor Track | CIAC Boys Class M Divisional Championship | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | ||
| Sat., 2/15 | V Wrestling | Amity, Branford, Cheshire, Daniel Hand, East Haven, Fairfield Prep, Guilford, Foran, Morgan, TBA, Notre Dame-West Haven, Shelton, West Haven, New Haven Wrestling, Xavier | Away - Mercy HS-Gym | 9:00 a.m. | 7:00 AM | |
| Sat., 2/15 | V Girls Basketball | Harding | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 56-28 | ||
| Sat., 2/15 | V Girls Indoor Track | CIAC Girls Class M Divisional Championship | Away - Floyd Little Athletic Center-FieldHouse | 4:00 p.m. | ||
| Mon., 2/17 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Home - Milford Ice Pavillion-Ice Rink [Directions] | W 8-0 | ||
| Tue., 2/18 | V Girls Basketball | North Haven | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 50-45 | ||
| Tue., 2/18 | JV Girls Basketball | North Haven | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/18 | FR Girls Basketball | Amity | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | Cancelled | ||
| Tue., 2/18 | FR Girls Basketball | North Haven | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | Cancelled | ||
| Tue., 2/18 | V Girls Gymnastics | Daniel Hand | Home - Jonathan Law HS-Old Gym [Directions] | Law 127.1 Hand 131.4 | ||
| Wed., 2/19 | V Boys Basketball | Daniel Hand | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 52-39 | ||
| Wed., 2/19 | JV Boys Basketball | Daniel Hand | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/19 | FR Boys Basketball | Daniel Hand | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 2/19 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | L 1-4 | 1:30 PM; 1 Bus | |
| Thu., 2/20 | V Boys Ice Hockey | New Milford | Home - Milford Ice Pavillion-Ice Rink [Directions] | W 2-1 | ||
| Thu., 2/20 | V Girls Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | L 52-30 | 4:30 PM | SCC Tournament-First Round |
| Thu., 2/20 | V Girls Gymnastics | Hamden | Home - Jonathan Law HS-Old Gym [Directions] | Law 135.0 Hamden 116.65 | ||
| Fri., 2/21 | V Boys Basketball | Lyman Hall | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 59-41 | ||
| Fri., 2/21 | JV Boys Basketball | Lyman Hall | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/21 | FR Boys Basketball | Lyman Hall | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 2/21 | V Wrestling | CIAC Class M Divisional Championship | Away - Guilford HS-Main gym at GHS | 3:00 p.m. | ||
| Sat., 2/22 | V Boys Ice Hockey | Brookfield | Away - Brewster Ice Rink-Ice Rink [Directions] | W 6-1 | 1:30 PM | |
| Sat., 2/22 | V Boys Indoor Track | CIAC Boys State Open Championship | Away - Floyd Little Athletic Center-Field House | 12:00 p.m. | ||
| Sat., 2/22 | V Wrestling | CIAC Class M Divisional Championship | Away - Guilford HS-Main gym at GHS | 9:00 a.m. | ||
| Sat., 2/22 | V Girls Indoor Track | CIAC Girls State Open Championship | Away - Floyd Little Athletic Center-FieldHouse | 12:00 p.m. | ||
| Mon., 2/24 | V Boys Swimming and Diving | Lyman Hall | Away - Sheehan HS-Sheehan HS Pool [Directions] | Milford 97 Lyman Hall/Coginchaug 88 | 2:15 PM | |
| Mon., 2/24 | V Girls Gymnastics | Newtown, Nonnewaug, Oxford | Home - Jonathan Law HS-Old Gym [Directions] | Newtown 132.65; Law 127.15; Oxford 123.45; Nonnewaug 119.2 | ||
| Mon., 2/24 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Hamden-Lou Astorino Ice Rink [Directions] | W 3-1 | ||
| Mon., 2/24 | Miscellaneous Events | SCC Girls Basketball Semi-Finals | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 2/26 | V Boys Basketball | Fairfield Prep | Away - Fairfield University-Alumni Hall [Directions] | L 40-37 | 4:15 PM | SCC Tournament-First Round |
| Wed., 2/26 | V Boys Ice Hockey | Staples | Away - Milford Ice Pavillion-Ice Rink [Directions] | L 1-0 | ||
| Wed., 2/26 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 4:00 p.m. | ||
| Fri., 2/28 | V Boys Swimming and Diving | SCC Diving Championship | Away - Sheehan HS-Sheehan HS Pool | 5:30 p.m. | ||
| Fri., 2/28 | V Wrestling | CIAC State Open Championship | Away - Floyd Little Athletic Center-Field House | 3:00 p.m. | ||
| Fri., 2/28 | Miscellaneous Events | Scrimmage | Home - Hillhouse HS-Gym [Directions] | 3:00 p.m. | 2:10 PM | |
| Sat., 2/29 | V Boys Ice Hockey | Wilton | Home - Milford Ice Pavillion-Ice Rink [Directions] | W 4-1 | ||
| Sat., 2/29 | V Wrestling | CIAC State Open Championship | Away - Floyd Little Athletic Center-Field House | 9:00 a.m. | ||
| Sat., 2/29 | V Girls Gymnastics | CIAC Class S Divisional Championship | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium | 5:00 p.m. | ||
| Sat., 2/29 | Miscellaneous Events | Cheer Competition | Home - East Haven HS-Gym [Directions] | 10:00 a.m. | 8:00 AM | |
| Sat., 2/29 | Miscellaneous Events | CIAC Gymnastics Championships | Home - Jonathan Law HS [Directions] | 9:00 a.m. | ||
| Mon., 3/2 | V Boys Swimming and Diving | SCC Championship Qualifying Meet | Away - Cheshire Community Pool | Suspended | 1:15 PM | |
| Mon., 3/2 | V Girls Basketball | Amistad | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | W 51-49 | CIAC Tournament-First Round | |
| Tue., 3/3 | V Boys Ice Hockey | New Milford | Home - Milford Ice Pavillion-Ice Rink [Directions] | L 4-2 | SCC Tournament-Semifinals | |
| Tue., 3/3 | Miscellaneous Events | SCC D3 Ice Hockey Semifinals | Home - Jonathan Law HS [Directions] | 6:00 p.m. | ||
| Wed., 3/4 | V Boys Swimming and Diving | SCC Championship Meet | Away - Southern CT State University-pool | Suspended | 2:15 PM | |
| Thu., 3/5 | V Boys Basketball | Amity (Scrim.) | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 6:00 p.m. | Scrimmage | |
| Thu., 3/5 | Miscellaneous Events | CIAC Middle School Unified Sports Tournament | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:30 p.m. | ||
| Fri., 3/6 | V Girls Basketball | Berlin | Away - Berlin HS-Gibney Gymnasium [Directions] | W 62-47 | 4:00 PM | CIAC Tournament-Second Round |
| Sat., 3/7 | V Girls Gymnastics | CIAC State Open Championship | Away - New Milford HS-Main Gym - NMHS | Postponed | ||
| Sat., 3/7 | Miscellaneous Events | CIAC Cheerleading Championships | Home - Floyd Little Athletic Center-Field House [Directions] | 11:00 a.m. | 9:30 AM | |
| Mon., 3/9 | V Boys Basketball | North Haven | Home - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 6:30 p.m. | CIAC Tournament-First Round | |
| Mon., 3/9 | V Boys Ice Hockey | Brien McMahon/Norwalk | Away - Sono Ice House-Main Rink [Directions] | 7:00 p.m. | 4:45 PM | CIAC Tournament-First Round |
| Wed., 3/11 | V Boys Basketball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | Cancelled | 4:30 PM | CIAC Tournament-Second Round |
| Thu., 3/12 | V Boys Swimming and Diving | CIAC Boys Class L Diving Championship | Away - Middletown HS-MHS Pool | Cancelled | ||
| Thu., 3/12 | V Girls Basketball | Kolbe Cathedral | Away - Kolbe-cathedral HS-Gym [Directions] | Cancelled | 4:45 PM | CIAC Tournament-Quarterfinals |
| Sat., 3/14 | V Boys Swimming and Diving | CIAC Boys Class L Trials | Away - Cornerstone Aquatics Center-Pool | Cancelled | ||
| Sat., 3/14 | Miscellaneous Events | SAT | Home - TBA [Directions] | 8:00 a.m. | ||
| Tue., 3/17 | V Boys Swimming and Diving | CIAC Boys Class L Finals | Away - Wesleyan University-Pool | Cancelled | ||
| Thu., 3/19 | V Boys Swimming and Diving | CIAC Boys State Open Diving | Away - Bulkeley HS-Pool | Cancelled | ||
| Sat., 3/21 | V Boys Swimming and Diving | CIAC Boys State Open Swimming | Away - Yale | Cancelled | ||
| Wed., 3/25 | V Baseball | TBA | Away - TBA | Cancelled | 2:15 PM | Scrimmage |
| Thu., 3/26 | V Baseball | Masuk (Scrim.) | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | Scrimmage | |
| Thu., 3/26 | V Softball | Bunnell (Scrim.) | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | ||
| Sat., 3/28 | V Baseball | TBA | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | Scrimmage | |
| Sat., 3/28 | V Boys Lacrosse | Westhill, Stratford (Scrim.) | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | Cancelled | 8:00 AM | |
| Sat., 3/28 | V Girls Lacrosse | Glastonbury, Amity, Granby Memorial, TBA, South Windsor, Waterford | Away - Glastonbury HS-Field 1 | Cancelled | 6:00 AM | |
| Sat., 3/28 | V Softball | Sacred Heart Academy (Scrim.) | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | Scrimmage | |
| Mon., 3/30 | V Baseball | Stamford (Scrim.) | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | Scrimmage | |
| Mon., 3/30 | V Boys Lacrosse | Pomperaug (Scrim.) | Away - Pomperaug HS-Stadium [Directions] | Cancelled | 3:00 PM | |
| Mon., 3/30 | JV Boys Lacrosse | Pomperaug (Scrim.) | Away - Pomperaug HS-Stadium [Directions] | Cancelled | 3:00 PM | |
| Mon., 3/30 | V Boys Tennis | St. Joseph (Scrim.) | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Mon., 3/30 | V Softball | Lewis Mills (Scrim.) | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | Scrimmage | |
| Mon., 3/30 | V Girls Tennis | St. Joseph (Scrim.) | Away - St. Joseph HS-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/1 | V Boys Lacrosse | Stratford (Scrim.) | Away - Penders Field-Penders Field - Stratford [Directions] | Cancelled | 5:45 PM | |
| Wed., 4/1 | V Softball | East Haven (Scrim.) | Away - East Haven HS-Softball Diamond [Directions] | Cancelled | 2:10 PM | Scrimmage |
| Thu., 4/2 | V Girls Lacrosse | North Haven (Scrim.) | Away - North Haven MS-East Turf Field [Directions] | Cancelled | ||
| Thu., 4/2 | FR Girls Lacrosse | North Haven (Scrim.) | Away - North Haven MS-West Turf Field [Directions] | Cancelled | ||
| Thu., 4/2 | Miscellaneous Events | Spring Team Picture Day | Home - Jonathan Law HS [Directions] | 2:30 p.m. | ||
| Sat., 4/4 | JV Baseball | Lyman Hall | Away - Pat Wall Field-Baseball Field [Directions] | Cancelled | 1:30 PM | |
| Sat., 4/4 | V Boys Lacrosse | Cromwell | Away - Cromwell HS-Varsity field [Directions] | Cancelled | 11:00 AM | |
| Sat., 4/4 | JV Boys Lacrosse | Cromwell | Away - Cromwell HS-Varsity field [Directions] | Cancelled | 11:00 AM | |
| Sat., 4/4 | V Girls Lacrosse | North Branford | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Sat., 4/4 | JV Girls Lacrosse | North Branford | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Sat., 4/4 | V Softball | New Canaan | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | ||
| Sat., 4/4 | JV Softball | New Canaan | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | ||
| Sat., 4/4 | V Girls Tennis | Foran | Away - Foran HS -Foran Tennis Courts [Directions] | Cancelled | 9:45 AM | |
| Mon., 4/6 | V Baseball | Sheehan | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Mon., 4/6 | FR Baseball | Sheehan | Home - Milford Academy-Baseball Diamond [Directions] | Cancelled | 2:30 PM | |
| Mon., 4/6 | V Boys Tennis | Wilbur Cross | Away - Wilbur Cross HS-Wilbur Cross Tennis Courts [Directions] | Cancelled | 2:15 PM | |
| Mon., 4/6 | V Softball | Guilford | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | ||
| Mon., 4/6 | V Girls Tennis | Platt Tech | Away - Eisenhower Park [Directions] | Cancelled | 2:30 PM | |
| Tue., 4/7 | JV Baseball | Sheehan | Away - Sheehan HS-Neubauer Baseball Field @ Sheehan HS [Directions] | Cancelled | 2:30 PM | |
| Tue., 4/7 | V Boys Golf | Hamden | Away - Laurel View Golf Course [Directions] | Cancelled | 1:45 PM | |
| Tue., 4/7 | V Boys Outdoor Track | East Haven, Hillhouse | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Tue., 4/7 | V Girls Outdoor Track | East Haven, Hillhouse | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Tue., 4/7 | V Girls Tennis | Branford | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/8 | V Baseball | Foran | Away - Foran HS -Ken Walker FIeld [Directions] | Cancelled | 2:15 PM | |
| Wed., 4/8 | FR Baseball | Foran | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Wed., 4/8 | V Boys Golf | Guilford | Home - Orange Hills Country Club [Directions] | Cancelled | 2:00 PM | |
| Wed., 4/8 | V Softball | Lauralton Hall | Away - Lauralton Hall-Softball Varsity Diamond [Directions] | Cancelled | 2:30 PM | |
| Wed., 4/8 | JV Softball | Lauralton Hall | Away - Lauralton Hall-Softball Junior Varsity Diamond [Directions] | Cancelled | 2:30 PM | |
| Thu., 4/9 | JV Baseball | Foran | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Thu., 4/9 | V Boys Lacrosse | Ledyard-Griswold | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Thu., 4/9 | JV Boys Lacrosse | Ledyard-Griswold | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Thu., 4/9 | V Boys Tennis | Career Magnet | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Thu., 4/9 | V Softball | Platt Tech | Away - Foote Field [Directions] | Cancelled | 2:30 PM | |
| Thu., 4/9 | V Girls Tennis | Shelton | Away - East Village Park - Shelton-Tennis Courts [Directions] | Cancelled | 2:15 PM | |
| Sat., 4/11 | V Baseball | Bunnell | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Sat., 4/11 | FR Baseball | Bunnell | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Sat., 4/11 | V Boys Lacrosse | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | Cancelled | 9:30 AM | |
| Sat., 4/11 | JV Boys Lacrosse | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | Cancelled | 9:30 AM | |
| Sat., 4/11 | V Girls Lacrosse | Griswold/Norwich Tech | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Mon., 4/13 | V Baseball | Hillhouse/Career | Away - West Rock Park - Amhryn Field [Directions] | Cancelled | 2:10 PM | |
| Mon., 4/13 | V Boys Tennis | Foran | Away - Foran HS -Foran Tennis Courts [Directions] | Cancelled | 2:30 PM | |
| Mon., 4/13 | V Girls Lacrosse | Lyman Hall | Away - Lyman Hall HS-Fitzgerald Field [Directions] | Cancelled | 2:10 PM | |
| Mon., 4/13 | JV Girls Lacrosse | Lyman Hall | Away - Lyman Hall HS-Fitzgerald Field [Directions] | Cancelled | 2:10 PM | |
| Mon., 4/13 | V Girls Tennis | Sheehan | Away - Sheehan HS-Sheehan HS Tennis Courts [Directions] | Cancelled | 2:10 PM | |
| Tue., 4/14 | JV Baseball | Hillhouse/Career | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Tue., 4/14 | V Boys Lacrosse | Shelton | Away - Shelton HS-High School - Finn Stadium [Directions] | Cancelled | 3:45 PM | |
| Tue., 4/14 | JV Boys Lacrosse | Shelton | Away - Shelton HS-High School - Finn Stadium [Directions] | Cancelled | 3:45 PM | |
| Tue., 4/14 | V Boys Outdoor Track | Daniel Hand | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Tue., 4/14 | V Girls Outdoor Track | Daniel Hand | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Tue., 4/14 | V Softball | Valley Regional | Away - Valley Regional HS-Joseph Camarota Memorial Field [Directions] | Cancelled | 2:15 PM | |
| Tue., 4/14 | V Girls Tennis | Hamden | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Wed., 4/15 | V Baseball | Xavier | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Wed., 4/15 | FR Baseball | Xavier | Home - Milford Academy-Baseball Diamond [Directions] | Cancelled | 2:30 PM | |
| Wed., 4/15 | V Boys Golf | Foran | Home - Orange Hills Country Club [Directions] | Cancelled | 2:00 PM | |
| Wed., 4/15 | V Boys Tennis | Sheehan | Away - Sheehan HS-Sheehan HS Tennis Courts [Directions] | Cancelled | 2:10 PM | |
| Wed., 4/15 | V Softball | Lyman Hall | Away - Lyman Hall HS-Varsity Softball Field [Directions] | Cancelled | 2:10 PM | |
| Wed., 4/15 | JV Softball | Lyman Hall | Away - Lyman Hall HS-JV Softball Field [Directions] | Cancelled | 2:10 PM | |
| Thu., 4/16 | JV Baseball | Xavier | Away - Xavier HS-Richard Magner Field [Directions] | Cancelled | 2:10 PM | |
| Thu., 4/16 | V Boys Golf | Notre Dame-West Haven | Home - Orange Hills Country Club [Directions] | Cancelled | 2:00 PM | |
| Thu., 4/16 | V Boys Lacrosse | Lyman Hall | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Thu., 4/16 | JV Boys Lacrosse | Lyman Hall | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Thu., 4/16 | V Girls Lacrosse | Hamden | Away - Hamden HS-HHS Turf Field #1 [Directions] | Cancelled | 2:45 PM | |
| Thu., 4/16 | JV Girls Lacrosse | Hamden | Away - Hamden HS-HHS Turf Field #1 [Directions] | Cancelled | 2:45 PM | |
| Fri., 4/17 | V Baseball | Lyman Hall | Away - Pat Wall Field-Baseball Field [Directions] | Cancelled | 2:10 PM | |
| Fri., 4/17 | FR Baseball | Lyman Hall | Away - Doolittle Park-Baseball Field [Directions] | Cancelled | 2:10 PM | |
| Fri., 4/17 | V Boys Tennis | Shelton | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Fri., 4/17 | JV Softball | Foran | Away - Brewster Field [Directions] | Cancelled | 2:30 PM | |
| Fri., 4/17 | V Girls Tennis | Sacred Heart Academy | Away - Hamden MS-Tennis Courts [Directions] | Cancelled | 2:10 PM | |
| Sat., 4/18 | JV Baseball | Lyman Hall | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Sat., 4/18 | V Boys Lacrosse | Norwich Tech-Windham Tech | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Sat., 4/18 | V Softball | Foran | Away - Foran HS -Softball Diamond [Directions] | Cancelled | 11:30 AM | |
| Mon., 4/20 | V Baseball | North Haven | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Mon., 4/20 | FR Baseball | North Haven | Home - Milford Academy-Baseball Diamond [Directions] | Cancelled | 2:30 PM | |
| Mon., 4/20 | V Boys Golf | Cheshire | Away - Farms Country club [Directions] | Cancelled | 2:00 PM | |
| Mon., 4/20 | V Boys Lacrosse | North Haven | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Mon., 4/20 | JV Boys Lacrosse | North Haven | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Mon., 4/20 | V Boys Tennis | Notre Dame-West Haven | Away - U New Haven-UNH Tennis Courts [Directions] | Cancelled | 2:15 PM | |
| Mon., 4/20 | V Girls Tennis | Lauralton Hall | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/21 | JV Baseball | North Haven | Away - North Haven Athletic Complex-Brook Field-Baseball [Directions] | Cancelled | 2:15 PM | |
| Tue., 4/21 | V Boys Tennis | Branford | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/21 | V Girls Lacrosse | Daniel Hand | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Tue., 4/21 | JV Girls Lacrosse | Daniel Hand | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Tue., 4/21 | V Softball | Shelton | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | ||
| Tue., 4/21 | JV Softball | Shelton | Home - Washington Field-Softball Field [Directions] | Cancelled | 2:30 PM | |
| Tue., 4/21 | V Girls Tennis | Guilford | Away - Guilford HS-GHS Tennis Courts [Directions] | Cancelled | 2:10 PM | |
| Wed., 4/22 | FR Baseball | East Lyme | Away - East Lyme HS-Bride Brook Park [Directions] | Cancelled | 2:30 PM | |
| Wed., 4/22 | V Boys Golf | Daniel Hand | Home - Orange Hills Country Club [Directions] | Cancelled | 2:00 PM | |
| Wed., 4/22 | V Boys Outdoor Track | Career Magnet, Lyman Hall, West Haven | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Wed., 4/22 | V Girls Outdoor Track | Career Magnet, Lyman Hall, West Haven | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Wed., 4/22 | V Softball | West Haven | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | ||
| Wed., 4/22 | JV Softball | West Haven | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | ||
| Thu., 4/23 | V Baseball | Platt Tech | Away - Milford Academy Field/McCann Natatorium-Milford Academy Field [Directions] | Cancelled | 2:30 PM | |
| Thu., 4/23 | V Boys Golf | Fairfield Prep | Home - Orange Hills Country Club [Directions] | Cancelled | 2:00 PM | |
| Thu., 4/23 | V Boys Lacrosse | Foran | Away - Foran HS -Foran High School - Turf Field [Directions] | Cancelled | 3:15 PM | |
| Thu., 4/23 | V Girls Lacrosse | Foran | Away - Foran HS -Foran High School - Turf Field [Directions] | Cancelled | 5:15 PM | |
| Fri., 4/24 | V Baseball | Harding | Away - Warren Harding HS-Baseball Field [Directions] | Cancelled | 2:15 PM | |
| Fri., 4/24 | JV Boys Lacrosse | Foran | Away - Foran HS -Foran High School - Turf Field [Directions] | Cancelled | 4:00 PM | |
| Fri., 4/24 | V Boys Outdoor Track | Bassick, Platt Tech, Harding | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Fri., 4/24 | V Boys Tennis | North Haven | Away - North Haven Athletic Complex-Tennis Courts [Directions] | Cancelled | 2:10 PM | |
| Fri., 4/24 | JV Girls Lacrosse | Foran | Away - Foran HS -Foran High School - Turf Field [Directions] | Cancelled | 2:30 PM | |
| Fri., 4/24 | V Girls Outdoor Track | Bassick, Platt Tech, Harding | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Fri., 4/24 | V Softball | Career Magnet | Away - East Shore Athletic Complex-Softball Field 2 [Directions] | Cancelled | 2:15 PM | |
| Fri., 4/24 | JV Softball | Career Magnet | Away - East Shore Park Career J.V. [Directions] | Cancelled | 2:15 PM | |
| Fri., 4/24 | V Girls Tennis | Amity | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Sat., 4/25 | FR Baseball | Amity | Away - Amity Regional HS-John Janenda Field [Directions] | Cancelled | 9:00 AM | |
| Sat., 4/25 | V Girls Lacrosse | Bunnell | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Sat., 4/25 | JV Girls Lacrosse | Bunnell | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Mon., 4/27 | V Baseball | Branford | Away - Branford HS-Baseball Diamond [Directions] | Cancelled | 2:10 PM | |
| Mon., 4/27 | FR Baseball | Branford | Away - Hammer Field-Field 2 - Prospect Street [Directions] | Cancelled | 2:10 PM | |
| Mon., 4/27 | V Boys Tennis | West Haven | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Mon., 4/27 | V Girls Lacrosse | Sacred Heart Academy | Away - Sacred Heart Academy-Lacrosse Field [Directions] | Cancelled | 2:10 PM | |
| Mon., 4/27 | JV Girls Lacrosse | Sacred Heart Academy | Away - Sacred Heart Academy-Lacrosse Field [Directions] | Cancelled | 2:10 PM | |
| Mon., 4/27 | V Softball | North Haven | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | ||
| Mon., 4/27 | JV Softball | North Haven | Home - Washington Field-Softball Field [Directions] | Cancelled | 2:30 PM | |
| Mon., 4/27 | V Girls Tennis | Daniel Hand | Away - Polson MS, Madison-Polson Tennis Courts/DHHS Campus [Directions] | Cancelled | 2:10 PM | |
| Tue., 4/28 | JV Baseball | Branford | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Golf | Xavier | Away - Portland Golf Course [Directions] | Cancelled | 1:00 PM | |
| Tue., 4/28 | V Boys Outdoor Track | Career Magnet, Shelton, Wilbur Cross | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Tennis | Lyman Hall | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Tue., 4/28 | V Girls Outdoor Track | Career Magnet, Wilbur Cross | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Tue., 4/28 | V Girls Tennis | East Haven | Away - East Haven HS-Tennis Court [Directions] | Cancelled | 2:10 PM | |
| Wed., 4/29 | V Baseball | Hillhouse/Career | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Wed., 4/29 | V Boys Golf | North Haven | Home - Orange Hills Country Club [Directions] | Cancelled | 2:00 PM | |
| Thu., 4/30 | V Boys Lacrosse | Wilbur Cross | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Thu., 4/30 | V Girls Tennis | Lyman Hall | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/1 | V Baseball | Wilbur Cross | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Fri., 5/1 | V Boys Tennis | East Haven | Away - East Haven HS-Tennis Court [Directions] | Cancelled | 2:10 PM | |
| Fri., 5/1 | V Softball | Lauralton Hall | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | ||
| Sat., 5/2 | JV Baseball | Wilbur Cross | Away - Wilbur Cross HS-Rice Field 1 [Directions] | Cancelled | ||
| Mon., 5/4 | V Baseball | Foran | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Mon., 5/4 | FR Baseball | Foran | Away - Foran HS -Ken Walker FIeld [Directions] | Cancelled | 2:45 PM | |
| Mon., 5/4 | V Boys Outdoor Track | Guilford | Away - Guilford HS-Kavanaugh Turf Field and Track [Directions] | Cancelled | 2:10 PM | |
| Mon., 5/4 | V Boys Tennis | Sheehan | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/4 | V Girls Lacrosse | Shelton | Away - Shelton HS-High School - Finn Stadium [Directions] | Cancelled | 3:45 PM | |
| Mon., 5/4 | JV Girls Lacrosse | Shelton | Away - Shelton HS-High School - Finn Stadium [Directions] | Cancelled | 3:45 PM | |
| Mon., 5/4 | V Girls Outdoor Track | Guilford | Away - Guilford HS-Kavanaugh Turf Field and Track [Directions] | Cancelled | 2:10 PM | |
| Mon., 5/4 | V Softball | Shelton | Away - Shelton HS-High School - Softball Diamond [Directions] | Cancelled | 2:10 PM | |
| Mon., 5/4 | JV Softball | Shelton | Away - Shelton HS-High School - Upper Field [Directions] | Cancelled | 2:10 PM | |
| Mon., 5/4 | V Girls Tennis | Branford | Away - Branford HS-Tennis Courts [Directions] | Cancelled | 2:10 PM | |
| Tue., 5/5 | JV Baseball | Foran | Away - Foran HS -Ken Walker FIeld [Directions] | Cancelled | 2:45 PM | |
| Tue., 5/5 | V Boys Golf | Notre Dame-West Haven | Away - Race Brook C.C. [Directions] | Cancelled | 2:00 PM | |
| Tue., 5/5 | V Boys Lacrosse | Norwich Tech-Windham Tech | Away - Norwich Technical HS-NTHS Outdoor Athletic Complex [Directions] | Cancelled | 2:10 PM | |
| Tue., 5/5 | V Boys Tennis | Wilbur Cross | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Wed., 5/6 | V Baseball | North Haven | Away - North Haven Athletic Complex-Robert E. DeMayo Field [Directions] | Cancelled | 5:15 PM | |
| Wed., 5/6 | FR Baseball | North Haven | Away - North Haven MS-Bailey Road Baseball Field [Directions] | Cancelled | 2:30 PM | |
| Wed., 5/6 | V Boys Golf | Shelton | Home - Orange Hills Country Club [Directions] | Cancelled | 2:00 PM | |
| Wed., 5/6 | V Girls Lacrosse | Amity | Away - Amity Regional HS-Amity High School - Field # 3 [Directions] | Cancelled | 2:10 PM | |
| Wed., 5/6 | JV Girls Lacrosse | Amity | Away - Amity Regional HS-Amity High School - Field # 3 [Directions] | Cancelled | 2:10 PM | |
| Wed., 5/6 | V Girls Tennis | Shelton | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Thu., 5/7 | V Baseball | Harding | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Thu., 5/7 | JV Baseball | North Haven | Home - Milford Academy-Baseball Diamond [Directions] | Cancelled | 2:30 PM | |
| Thu., 5/7 | V Boys Lacrosse | West Haven | Away - West Haven HS-Ken Strong Stadium [Directions] | Cancelled | 3:30 PM | |
| Thu., 5/7 | JV Boys Lacrosse | West Haven | Away - West Haven HS-Ken Strong Stadium [Directions] | Cancelled | 3:30 PM | |
| Thu., 5/7 | V Softball | West Haven | Away - West Haven HS-Frank Biondi Field [Directions] | Cancelled | 5:15 PM | |
| Thu., 5/7 | JV Softball | West Haven | Away - Painter Park-Painter Park (Lower Field) [Directions] | Cancelled | 2:30 PM | |
| Fri., 5/8 | V Boys Tennis | Cheshire | Away - Cheshire HS-Park and Rec Tennis Courts [Directions] | Cancelled | 2:10 PM | |
| Fri., 5/8 | V Softball | Career Magnet | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | ||
| Fri., 5/8 | JV Softball | Career Magnet | Home - Washington Field-Softball Field [Directions] | Cancelled | 2:30 PM | |
| Fri., 5/8 | V Girls Tennis | Career Magnet | Away - East Shore Athletic Complex-Tennis Courts [Directions] | Cancelled | 2:15 PM | |
| Sat., 5/9 | FR Baseball | East Lyme | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Sat., 5/9 | V Girls Lacrosse | Stratford/Bunnell | Away - Penders Field-Penders Field - Stratford [Directions] | Cancelled | 8:45 AM | |
| Sat., 5/9 | JV Girls Lacrosse | Stratford/Bunnell | Away - Penders Field-Penders Field - Stratford [Directions] | Cancelled | 8:45 AM | |
| Mon., 5/11 | V Baseball | Branford | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Mon., 5/11 | FR Baseball | Branford | Home - Milford Academy-Baseball Diamond [Directions] | Cancelled | 2:30 PM | |
| Mon., 5/11 | V Girls Lacrosse | Hamden | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Mon., 5/11 | JV Girls Lacrosse | Hamden | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Mon., 5/11 | V Softball | North Haven | Away - North Haven Athletic Complex-Varsity Softball Field [Directions] | Cancelled | 5:00 PM | |
| Mon., 5/11 | JV Softball | North Haven | Away - North Haven Athletic Complex-Brook Field-Softball [Directions] | Cancelled | 2:10 PM | |
| Mon., 5/11 | V Girls Tennis | West Haven | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Tue., 5/12 | JV Baseball | Branford | Away - Branford HS-Baseball Diamond [Directions] | Cancelled | 2:15 PM | |
| Tue., 5/12 | V Boys Golf | Cheshire | Home - Orange Hills Country Club [Directions] | Cancelled | 2:00 PM | |
| Tue., 5/12 | V Boys Lacrosse | Branford | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Tue., 5/12 | JV Boys Lacrosse | Branford | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Tue., 5/12 | V Boys Tennis | Hamden | Away - Tennis Courts- Hamden HS [Directions] | Cancelled | 2:10 PM | |
| Tue., 5/12 | V Girls Tennis | Sheehan | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Wed., 5/13 | V Baseball | Wilbur Cross | Away - Wilbur Cross HS-Rice Field 1 [Directions] | Cancelled | 2:10 PM | |
| Wed., 5/13 | V Boys Golf | Foran | Away - Grassy Hill Country Club [Directions] | Cancelled | 2:00 PM | |
| Wed., 5/13 | V Boys Outdoor Track | Foran | Away - Foran HS -Foran High School Track [Directions] | Cancelled | 2:10 PM | |
| Wed., 5/13 | V Boys Tennis | Abbott Tech | Away - Abbott V-T School-Abbott Tech Tennis Complex [Directions] | Cancelled | 2:10 PM | |
| Wed., 5/13 | V Girls Lacrosse | West Haven | Away - West Haven HS-Ken Strong Stadium [Directions] | Cancelled | 3:30 PM | |
| Wed., 5/13 | JV Girls Lacrosse | West Haven | Away - West Haven HS-Ken Strong Stadium [Directions] | Cancelled | 3:30 PM | |
| Wed., 5/13 | V Girls Outdoor Track | Foran | Away - Foran HS -Foran High School Track [Directions] | Cancelled | 2:10 PM | |
| Wed., 5/13 | V Softball | Platt Tech | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | ||
| Thu., 5/14 | JV Baseball | Wilbur Cross | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Thu., 5/14 | V Boys Golf | Guilford | Away - Madison Country Club [Directions] | Cancelled | 1:00 PM | |
| Thu., 5/14 | V Boys Lacrosse | Amity | Away - Amity Regional HS-Amity High School - Field # 3 [Directions] | Cancelled | 2:10 PM | |
| Thu., 5/14 | JV Boys Lacrosse | Amity | Away - Amity Regional HS-Amity High School - Field # 3 [Directions] | Cancelled | 2:10 PM | |
| Thu., 5/14 | V Boys Tennis | Foran | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Fri., 5/15 | V Baseball | Xavier | Away - Palmer Field-Baseball Diamond [Directions] | Cancelled | 5:00 PM | |
| Fri., 5/15 | FR Baseball | Xavier | Away - Xavier HS-Richard Magner Field [Directions] | Cancelled | 2:30 PM | |
| Fri., 5/15 | JV Boys Lacrosse | Foran | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Fri., 5/15 | JV Girls Lacrosse | Foran | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Fri., 5/15 | V Softball | Guilford | Away - Guilford HS-Varsity softball field [Directions] | Cancelled | 3:00 PM | |
| Fri., 5/15 | V Girls Tennis | Hamden | Away - Tennis Courts- Hamden HS [Directions] | Cancelled | 2:10 PM | |
| Sat., 5/16 | JV Baseball | Xavier | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Sat., 5/16 | V Boys Lacrosse | Foran | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Sat., 5/16 | V Girls Lacrosse | Foran | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Mon., 5/18 | V Baseball | Lyman Hall | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Mon., 5/18 | FR Baseball | Lyman Hall | Home - Milford Academy-Baseball Diamond [Directions] | Cancelled | 2:30 PM | |
| Mon., 5/18 | V Boys Golf | Hamden | Home - Orange Hills Country Club [Directions] | Cancelled | 2:00 PM | |
| Mon., 5/18 | V Boys Tennis | Career Magnet | Away - Edgewood Park-Tennis Courts [Directions] | Cancelled | 2:15 PM | |
| Mon., 5/18 | V Girls Lacrosse | Sheehan | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Mon., 5/18 | JV Girls Lacrosse | Sheehan | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Mon., 5/18 | V Softball | Lyman Hall | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | ||
| Mon., 5/18 | JV Softball | Lyman Hall | Home - Washington Field-Softball Field [Directions] | Cancelled | 2:30 PM | |
| Mon., 5/18 | V Girls Tennis | Foran | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Mon., 5/18 | Miscellaneous Events | Athletic Information Night | Home - Jonathan Law HS [Directions] | 7:00 p.m. | ||
| Tue., 5/19 | V Baseball | Sheehan | Away - Sheehan HS-Neubauer Baseball Field @ Sheehan HS [Directions] | Cancelled | 2:10 PM | |
| Tue., 5/19 | FR Baseball | Sheehan | Away - West Side Field-Baseball Field [Directions] | Cancelled | 2:10 PM | |
| Tue., 5/19 | V Boys Lacrosse | Sheehan | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Tue., 5/19 | JV Boys Lacrosse | Sheehan | Home - Jonathan Law HS-Lawmen Stadium [Directions] | Cancelled | ||
| Wed., 5/20 | JV Baseball | Sheehan | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Wed., 5/20 | V Boys Golf | Hillhouse | Away - Alling Memorial Golf Course [Directions] | Cancelled | 12:00 PM | |
| Wed., 5/20 | V Softball | Foran | Home - Jonathan Law HS-Softball Field [Directions] | Cancelled | ||
| Wed., 5/20 | JV Softball | Foran | Home - Washington Field-Softball Field [Directions] | Cancelled | 2:10 PM | |
| Wed., 5/20 | Miscellaneous Events | Senior Sports Banquet | Home - TBA [Directions] | 6:00 p.m. | ||
| Thu., 5/21 | FR Baseball | Amity | Home - Jonathan Law HS-Baseball Field [Directions] | Cancelled | ||
| Thu., 5/21 | V Boys Golf | Chappa Tournament | Away - Longshore Golf Course-Longshore GOlf Course | Cancelled | ||
| Thu., 5/21 | V Boys Lacrosse | Hamden | Away - Hamden HS-HHS Turf Field #1 [Directions] | Cancelled | 3:30 PM | |
| Thu., 5/21 | JV Boys Lacrosse | Hamden | Away - Hamden HS-HHS Turf Field #1 [Directions] | Cancelled | 3:30 PM | |
| Thu., 5/21 | V Girls Lacrosse | Cheshire | Away - Cheshire HS-Cheshire High School Main Game field [Directions] | Cancelled | 2:10 PM | |
| Thu., 5/21 | JV Girls Lacrosse | Cheshire | Away - Cheshire HS-Bartlem Park [Directions] | Cancelled | 2:10 PM | |
| Fri., 5/22 | Miscellaneous Events | Junior Prom | Home - TBA [Directions] | 6:00 p.m. | ||
| Tue., 5/26 | V Boys Golf | SCC Championship | Home - Race Brook C.C. [Directions] | Cancelled | ||
| Tue., 5/26 | V Boys Tennis | Platt Tech | Home - Jonathan Law HS-Tennis Courts [Directions] | Cancelled | ||
| Wed., 5/27 | Miscellaneous Events | Senior Awards Night | Home - Jonathan Law HS [Directions] | 6:00 p.m. | ||
| Sat., 6/6 | Miscellaneous Events | SAT | Home - TBA [Directions] | 8:00 a.m. | ||