| Haddam-Killingworth 2015-16 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 657 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Morgan | Away - Indian River Complex [Directions] | 3:45 p.m. | 2:30pm | |
| TBA | JV Baseball | Morgan | Home - Haddam Killingworth HS [Directions] | TBA | ||
| TBA | FR Boys Basketball | Portland | Away - Portland MS [Directions] | Cancelled | 5:15pm | |
| TBA | JV Boys Lacrosse | Vinal-Goodwin | Home - Haddam Killingworth HS [Directions] | TBA | ||
| TBA | JV Boys Soccer | Westbrook | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| TBA | JV Boys Soccer | Hale Ray | Away - Nathan Hale Ray HS [Directions] | 3:45 p.m. | ||
| TBA | V Boys Swimming and Diving | SCC Diving | Away - TBA | TBA | TBA | |
| TBA | V Girls Gymnastics | Valley Regional, Daniel Hand | Away - Flip Flop Gym [Directions] | Cancelled | ||
| TBA | JV Girls Soccer | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | 2:30PM | |
| TBA | JV Girls Soccer | Old Lyme | Away - Old Lyme HS [Directions] | TBA | 2:30pm | |
| TBA | JV Softball | Coginchaug | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| TBA | JV Softball | Cromwell | Away - Cromwell HS [Directions] | Cancelled | 2:30pm | |
| Wed., 8/26 | V Football | Wilcox/Kaynor (Scrim.) | Away - Wilcox Tech School Field [Directions] | 4:00 p.m. | 2:30pm | |
| Sun., 8/30 | V Field Hockey | Branford (Scrim.) | Away - Branford HS-Turf Field [Directions] | 3:00 p.m. | 1:30pm | |
| Tue., 9/1 | V Girls Soccer | RHAM (Scrim.) | Away - RHAM HS Athletic Complex [Directions] | 3:45 p.m. | 2:30pm | |
| Wed., 9/2 | V Boys Soccer | St. Paul Catholic (Scrim.) | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Wed., 9/2 | V Girls Soccer | Montville (Scrim.) | Away - Montville [Directions] | 3:45 p.m. | 2:20pm | |
| Thu., 9/3 | V Girls Volleyball | Avon Jamboree | Away - Avon HS | 4:00 p.m. | 2:30pm | |
| Fri., 9/4 | V Football | Guilford (Scrim.) | Away - Kavanaugh Turf Field at GHS [Directions] | 7:00 p.m. | 5:15pm | |
| Fri., 9/4 | V Girls Soccer | Old Saybrook (Scrim.) | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Sat., 9/5 | V Field Hockey | Shoreline | Away - Hand HS | 8:00 a.m. | 6:45am | |
| Sat., 9/5 | V Girls Volleyball | Mercy (Scrim.) | Away - Mercy HS [Directions] | 10:00 a.m. | 8:45am | |
| Tue., 9/8 | V Field Hockey | Branford (Scrim.) | Home - Branford HS-Turf Field [Directions] | Cancelled | ||
| Wed., 9/9 | V Field Hockey | Hopkins School (Scrim.) | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Thu., 9/10 | V Girls Volleyball | Fairfield Warde (Scrim.) | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Fri., 9/11 | V Boys Cross Country | West Beach Invitational | Away - Hammonasset | 3:45 p.m. | 2:30pm | |
| Fri., 9/11 | V Girls Cross Country | West Beach Invitational | Away - Hammonasset | 3:45 p.m. | 2:30pm | |
| Fri., 9/11 | V Field Hockey | Suffield | Home - Haddam Killingworth HS [Directions] | W 1-0 | ||
| Fri., 9/11 | JV Field Hockey | Suffield | Home - Haddam Killingworth HS [Directions] | 5:15 p.m. | ||
| Fri., 9/11 | V Girls Soccer | North Branford/Hale Ray | Away - North Branford HS [Directions] | L 0-2 | 2:20pm | Non-seeding |
| Fri., 9/11 | V Girls Swimming and Diving | Waterford | Home - Haddam Killingworth HS [Directions] | HK 101 - Waterford 68 | ||
| Fri., 9/11 | V Girls Volleyball | Cromwell | Away - Cromwell HS [Directions] | L 2-3 | 2:30pm | |
| Fri., 9/11 | JV Girls Volleyball | Cromwell | Away - Cromwell HS [Directions] | 4:00 p.m. | 2:30pm | |
| Sat., 9/12 | V Football | Old Saybrook | Home - Haddam Killingworth HS [Directions] | L 22-29 | 10:00am | |
| Sat., 9/12 | V Boys Soccer | North Branford | Away - North Branford HS [Directions] | W 1-0 | 9:30am | Non-seeding |
| Sat., 9/12 | JV Girls Soccer | North Branford/Hale Ray | Home - Haddam Killingworth HS [Directions] | W 4-0 | ||
| Mon., 9/14 | JV Football | Old Saybrook | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Mon., 9/14 | JV Boys Soccer | North Branford | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Wed., 9/16 | V Boys Soccer | Portland | Home - Haddam Killingworth HS [Directions] | W 2-1 | ||
| Wed., 9/16 | V Field Hockey | Morgan | Away - Indian River Complex [Directions] | W 4-0 | 2:30pm | |
| Wed., 9/16 | JV Field Hockey | Morgan | Away - Joel Annex-Peters Complex [Directions] | Cancelled | 2:30pm | |
| Thu., 9/17 | FR Field Hockey | Daniel Hand | Away - Polson Front Field/DHHS Campus [Directions] | 3:45 p.m. | 2:30pm | |
| Thu., 9/17 | V Girls Soccer | Portland | Home - Haddam Killingworth HS [Directions] | T 1-1 | ||
| Thu., 9/17 | V Girls Volleyball | Valley Regional | Away - Valley Regional Hockey Field [Directions] | L 0-3 | 2:30pm | |
| Thu., 9/17 | JV Girls Volleyball | Valley Regional | Away - Valley Regional HS [Directions] | 4:00 p.m. | 2:30pm | |
| Fri., 9/18 | V Football | North Branford | Home - Haddam Killingworth HS [Directions] | L 6-28 | ||
| Fri., 9/18 | JV Girls Soccer | Portland | Away - Portland HS [Directions] | W 2-0 | 2:30PM | |
| Fri., 9/18 | V Girls Swimming and Diving | Sheehan | Home - Haddam Killingworth HS [Directions] | HK 88 - Sheehan 82 | ||
| Fri., 9/18 | V Girls Volleyball | Creed | Home - Haddam Killingworth HS [Directions] | W 3-0 | ||
| Fri., 9/18 | JV Girls Volleyball | Creed | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Sat., 9/19 | V Boys Cross Country | Suffern Invitational (Varsity) | Away - Bear Mountain, NY | 10:00 a.m. | 6:30am | |
| Sat., 9/19 | JV Football | North Branford | Away - Colafati Field - NBHS [Directions] | 10:30 a.m. | 8:45am | |
| Sat., 9/19 | V Boys Soccer | Valley Regional | Away - VRHS Football Field [Directions] | T 3-3 | 11:45am | |
| Sat., 9/19 | V Girls Cross Country | Suffern Invitational (Varsity) | Away - Bear Mountain, NY | 10:00 a.m. | 6:30AM | |
| Sat., 9/19 | JV Girls Soccer | Valley Regional | Home - Haddam Killingworth HS [Directions] | 10:00 a.m. | ||
| Mon., 9/21 | V Boys Soccer | Coginchaug | Away - CRHS Stadium Field & Track [Directions] | W 4-3 | 2:30pm | |
| Mon., 9/21 | V Girls Soccer | Cromwell | Home - Haddam Killingworth HS [Directions] | W 3-2 | ||
| Mon., 9/21 | V Girls Swimming and Diving | Suffield | Home - Haddam Killingworth HS [Directions] | HK 99 - Suffield 71 | ||
| Mon., 9/21 | V Girls Volleyball | Morgan | Away - Morgan HS [Directions] | L 0-3 | 2:30pm | |
| Mon., 9/21 | JV Girls Volleyball | Morgan | Away - Morgan HS [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 9/22 | V Boys Cross Country | Run to the Sun | Away - Coginchaug HS | 3:45 p.m. | 2:30pm | |
| Tue., 9/22 | V Girls Cross Country | Run to the Sun | Away - Coginchaug HS | 3:45 p.m. | 2:30pm | |
| Tue., 9/22 | V Field Hockey | North Branford | Home - Haddam-Killingworth HS [Directions] | W 2-1 | ||
| Tue., 9/22 | JV Field Hockey | North Branford | Home - North Branford HS [Directions] | 5:15 p.m. | ||
| Wed., 9/23 | V Girls Swimming and Diving | Watertown | Away - Frank M. Reinhold Pool @ Watertown HS [Directions] | HK 84 - Watertown 94 | 2:30pm | |
| Wed., 9/23 | V Girls Volleyball | Coginchaug | Home - Haddam Killingworth HS [Directions] | W 3-1 | ||
| Wed., 9/23 | JV Girls Volleyball | Coginchaug | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Thu., 9/24 | FR Football | Coginchaug/Hale Ray/East Hampton | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Thu., 9/24 | V Boys Soccer | Cromwell | Home - Haddam Killingworth HS [Directions] | L 0-2 | ||
| Thu., 9/24 | V Field Hockey | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | L 1-2 | 4:15pm | |
| Thu., 9/24 | JV Field Hockey | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | 5:30 p.m. | 4:15pm | |
| Thu., 9/24 | V Girls Soccer | Coginchaug | Away - CRHS Stadium Field & Track [Directions] | L 0-3 | 2:30pm | |
| Thu., 9/24 | JV Girls Soccer | Coginchaug | Away - Field #2 - Middle Field @ CRHS [Directions] | 3:45 p.m. | 2:30pm | |
| Fri., 9/25 | V Football | Windsor Locks/Suffield/East Granby | Away - Suffield HS [Directions] | W 7-0 | 4:00pm | |
| Fri., 9/25 | JV Boys Soccer | Cromwell | Away - Cromwell HS [Directions] | 3:45 p.m. | 2:30PM | |
| Fri., 9/25 | FR Field Hockey | North Branford | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Fri., 9/25 | V Girls Swimming and Diving | Lyman Hall | Away - Sheehan Pool [Directions] | HK 98 - Lyman Hall 82 | 4:15pm | |
| Fri., 9/25 | V Girls Volleyball | Hale Ray | Home - Haddam Killingworth HS [Directions] | L 0-3 | 2:30pm | |
| Fri., 9/25 | JV Girls Volleyball | Hale Ray | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | 2:30pm | |
| Sat., 9/26 | V Boys Cross Country | Ocean State Invitational | Away - Warwick, RI | 1:00 p.m. | 9:45AM | |
| Sat., 9/26 | JV Football | Windsor Locks/Suffield/East Granby | Home - Haddam Killingworth HS [Directions] | 10:30 a.m. | ||
| Sat., 9/26 | V Girls Cross Country | Ocean State Invitational | Away - Warwick, RI | 1:00 p.m. | 9:45am | |
| Sat., 9/26 | V Girls Soccer | Valley Regional | Away - VRHS Football Field [Directions] | T 0-0 | 2:30pm | |
| Mon., 9/28 | JV Boys Soccer | Coginchaug | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Mon., 9/28 | V Girls Volleyball | East Hampton | Home - Haddam Killingworth HS [Directions] | L 0-3 | ||
| Mon., 9/28 | JV Girls Volleyball | East Hampton | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Tue., 9/29 | V Boys Cross Country | SLC League Meet 1 | Away - Totoket Park- North Branford | 3:45 p.m. | 2:30pm | |
| Tue., 9/29 | V Boys Soccer | Hale Ray | Away - Hale-Ray HS, Nevers Field [Directions] | W 2-0 | 5:15pm | |
| Tue., 9/29 | V Girls Cross Country | SLC League Meet 1 | Away - Totoket Park- North Branford | 3:45 p.m. | 2:30pm | |
| Tue., 9/29 | V Field Hockey | Westbrook/Old Lyme Coop | Away - Westbrook HS [Directions] | W 6-0 | 2:30pm | |
| Tue., 9/29 | JV Field Hockey | Westbrook/Old Lyme Coop | Away - Westbrook HS [Directions] | 5:15 p.m. | 2:30pm | |
| Tue., 9/29 | V Girls Soccer | Hale Ray | Away - Hale-Ray HS, Nevers Field [Directions] | W 6-0 | 3:30pm | |
| Tue., 9/29 | V Girls Swimming and Diving | Holy Cross | Home - Haddam Killingworth HS [Directions] | HK 98 - Holy Cross 69 | ||
| Wed., 9/30 | V Girls Volleyball | North Branford | Away - North Branford HS [Directions] | W 3-1 | 2:30pm | |
| Wed., 9/30 | JV Girls Volleyball | North Branford | Away - North Branford HS [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 10/1 | FR Football | Creed | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Thu., 10/1 | V Field Hockey | Morgan | Home - Haddam Killingworth HS [Directions] | W 4-0 | ||
| Thu., 10/1 | JV Field Hockey | Morgan | Home - Haddam Killingworth HS [Directions] | 5:15 p.m. | ||
| Thu., 10/1 | V Girls Soccer | Old Saybrook | Home - Haddam Killingworth HS [Directions] | T 2-2 | ||
| Thu., 10/1 | V Girls Swimming and Diving | Windsor Locks/Ellington/E.Granby/E.Windsor | Away - Windsor Locks HS [Directions] | HK 91 - EG, EHS, WL 79 | 2:30pm | |
| Fri., 10/2 | V Girls Volleyball | Cromwell | Home - Haddam Killingworth HS [Directions] | W 3-2 | ||
| Fri., 10/2 | JV Girls Volleyball | Cromwell | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Sat., 10/3 | V Boys Cross Country | Woods Trail Run | Away - Thetford, VT | 11:00 a.m. | 6:15am | |
| Sat., 10/3 | V Football | Creed | Away - Wilbur Cross Athletic Complex | L 22-30 | 11:45am | |
| Sat., 10/3 | V Girls Cross Country | Woods Trail Run | Away - Thetford, VT | 11:00 a.m. | ||
| Sat., 10/3 | FR Girls Volleyball | Mercy Jamboree | Away - Mercy | 10:00 a.m. | 9:00am | |
| Mon., 10/5 | JV Football | Creed | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Mon., 10/5 | V Boys Soccer | Morgan | Home - Haddam Killingworth HS [Directions] | L 1-5 | ||
| Mon., 10/5 | V Field Hockey | Mercy | Away - Mercy [Directions] | W 4-0 | 2:30pm | |
| Mon., 10/5 | JV Field Hockey | Mercy | Away - Mercy [Directions] | 5:15 p.m. | 2:30pm | |
| Mon., 10/5 | V Girls Volleyball | Old Lyme | Away - Old Lyme HS [Directions] | W 3-0 | 2:30pm | |
| Mon., 10/5 | JV Girls Volleyball | Old Lyme | Away - Old Lyme HS [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 10/6 | V Boys Cross Country | Cougar Invitational | Away - Totoket Park- North Branford | 3:45 p.m. | 3:45pm | |
| Tue., 10/6 | JV Boys Soccer | Morgan | Away - Morgan HS [Directions] | 3:45 p.m. | 2:30PM | |
| Tue., 10/6 | V Girls Cross Country | Cougar Invitational | Away - Totoket Park- North Branford | 3:45 p.m. | 2:30pm | |
| Tue., 10/6 | V Girls Soccer | Morgan | Home - Haddam Killingworth HS [Directions] | W 2-1 | ||
| Wed., 10/7 | V Boys Soccer | Old Saybrook | Home - Haddam Killingworth HS [Directions] | L 1-4 | ||
| Wed., 10/7 | V Field Hockey | Old Saybrook | Home - Haddam Killingworth HS [Directions] | W 3-0 | ||
| Wed., 10/7 | JV Field Hockey | Old Saybrook | Home - Haddam Killingworth HS [Directions] | 5:15 p.m. | ||
| Wed., 10/7 | JV Girls Soccer | Morgan | Away - Morgan HS [Directions] | 3:45 p.m. | 2:30PM | |
| Wed., 10/7 | V Girls Volleyball | Valley Regional | Home - Haddam Killingworth HS [Directions] | L 0-3 | ||
| Wed., 10/7 | JV Girls Volleyball | Valley Regional | Home - Haddam Killingworth HS [Directions] | 4:30 p.m. | ||
| Thu., 10/8 | V Football | Lewis Mills | Home - Haddam Killingworth HS [Directions] | W 44-18 | ||
| Thu., 10/8 | V Boys Soccer | Westbrook | Away - Westbrook HS [Directions] | W 2-1 | 2:30pm | |
| Thu., 10/8 | JV Girls Soccer | Cromwell | Away - Cromwell HS [Directions] | 3:45 p.m. | 2:30PM | |
| Thu., 10/8 | V Girls Swimming and Diving | Middletown | Away - Middletown HS [Directions] | HK 97 - Middletown 79 | 2:30pm | |
| Fri., 10/9 | JV Boys Soccer | Valley Regional | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Fri., 10/9 | JV Field Hockey | North Branford | Away - North Branford HS [Directions] | Cancelled | 3:30pm | |
| Fri., 10/9 | V Girls Soccer | Westbrook | Away - Westbrook HS [Directions] | W 5-0 | 2:30pm | |
| Fri., 10/9 | V Girls Volleyball | Creed | Away - Clemente Leadership Academy | W 3-0 | 2:30pm | |
| Fri., 10/9 | JV Girls Volleyball | Creed | Away - Clemente Leadership Academy | 4:00 p.m. | 2:30pm | |
| Sat., 10/10 | JV Boys Soccer | Old Saybrook | Away - Old Saybrook HS [Directions] | 4:00 p.m. | 1:45pm | |
| Sat., 10/10 | V Field Hockey | North Branford | Away - Colafati Field - NBHS [Directions] | L 2-3 | 3:30pm | |
| Sat., 10/10 | JV Girls Soccer | Morgan | Home - Haddam Killingworth HS [Directions] | 10:30 a.m. | ||
| Sun., 10/11 | V Field Hockey | Alumni Game | Home - Haddam Killingworth HS [Directions] | 1:00 p.m. | ||
| Mon., 10/12 | JV Football | Lewis Mills | Home - Haddam Killingworth HS [Directions] | 10:30 a.m. | ||
| Mon., 10/12 | V Boys Soccer | East Hampton | Away - East Hampton HS [Directions] | L 1-3 | 1:00pm | |
| Mon., 10/12 | V Field Hockey | Valley Regional | Away - Valley Regional Hockey Field [Directions] | W 1-0 | 2:30pm | |
| Mon., 10/12 | JV Field Hockey | Valley Regional | Away - Valley Regional Hockey Field [Directions] | 5:15 p.m. | 2:30pm | |
| Tue., 10/13 | V Boys Cross Country | SLC League Meet 2 | Away - Indian River- Clinton | 3:30 p.m. | 2:00pm | |
| Tue., 10/13 | JV Boys Soccer | East Hampton | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Tue., 10/13 | V Girls Cross Country | SLC League Meet 2 | Away - Indian River- Clinton | 3:30 p.m. | 2:00pm | |
| Tue., 10/13 | V Girls Soccer | East Hampton | Away - East Hampton HS [Directions] | W 2-0 | 3:30pm | |
| Tue., 10/13 | JV Girls Soccer | East Hampton | Away - East Hampton HS [Directions] | 5:00 p.m. | ||
| Wed., 10/14 | V Boys Soccer | Old Lyme | Home - Haddam Killingworth HS [Directions] | L 0-1 | ||
| Wed., 10/14 | V Field Hockey | Valley Regional | Home - Haddam Killingworth HS [Directions] | W 2-1(OT) | ||
| Wed., 10/14 | JV Field Hockey | Valley Regional | Home - Haddam Killingworth HS [Directions] | 5:15 p.m. | ||
| Wed., 10/14 | V Girls Swimming and Diving | Waterford | Away - Waterford Pool [Directions] | HK 94 - Waterford 61 | 2:30pm | |
| Wed., 10/14 | V Girls Volleyball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | L 0-3 | 2:30pm | |
| Wed., 10/14 | JV Girls Volleyball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 3:45 p.m. | 2:30pm | |
| Wed., 10/14 | FR Girls Volleyball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | Cancelled | ||
| Thu., 10/15 | FM Football | Lewis Mills | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Thu., 10/15 | JV Boys Soccer | Old Lyme | Away - Old Lyme HS [Directions] | 3:45 p.m. | 2:30PM | |
| Thu., 10/15 | FR Field Hockey | Daniel Hand | Home - Haddam Killingworth HS [Directions] | 4:30 p.m. | ||
| Fri., 10/16 | V Football | Stafford/East Windsor/Somers | Home - Haddam Killingworth HS [Directions] | W 42-7 | ||
| Fri., 10/16 | V Girls Soccer | Old Lyme | Home - Haddam Killingworth HS [Directions] | L 1-5 | ||
| Fri., 10/16 | V Girls Swimming and Diving | St. Joseph | Home - Haddam Killingworth HS [Directions] | HK 78.5 - St. Joseph's 70.5 | ||
| Fri., 10/16 | V Girls Volleyball | Hale Ray | Away - Nathan Hale Ray HS [Directions] | L 1-3 | ||
| Fri., 10/16 | JV Girls Volleyball | Hale Ray | Away - Nathan Hale Ray HS [Directions] | 4:00 p.m. | ||
| Sat., 10/17 | JV Football | Stafford/East Windsor/Somers | Away - Stafford High, Lighted field behind school [Directions] | 10:30 a.m. | 8:15am | |
| Sat., 10/17 | V Field Hockey | Canton | Away - Canton H.S. Turf [Directions] | W 2-0 | 9:00am | |
| Sat., 10/17 | JV Field Hockey | Canton | Away - Canton H.S. Turf [Directions] | 12:15 p.m. | 9:00am | |
| Sat., 10/17 | JV Girls Soccer | Old Lyme | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Sat., 10/17 | V Girls Volleyball | Lyman Memorial | Home - Haddam Killingworth HS [Directions] | L 0-3 | ||
| Sat., 10/17 | JV Girls Volleyball | Lyman Memorial | Home - Haddam Killingworth HS [Directions] | 10:30 a.m. | ||
| Mon., 10/19 | V Boys Soccer | North Branford | Home - Haddam Killingworth HS [Directions] | W 4-2 | ||
| Mon., 10/19 | FR Field Hockey | Stonington | Home - Haddam Killingworth HS [Directions] | 4:30 p.m. | ||
| Tue., 10/20 | V Field Hockey | Old Saybrook | Away - Old Saybrook HS [Directions] | W 1-0 | 2:30pm | |
| Tue., 10/20 | JV Field Hockey | Old Saybrook | Away - Old Saybrook HS [Directions] | 5:15 p.m. | 2:30pm | |
| Tue., 10/20 | V Girls Soccer | North Branford/Hale Ray | Home - Haddam Killingworth HS [Directions] | W 2-1 | ||
| Tue., 10/20 | V Girls Swimming and Diving | Oxford | Away - OHS Pool [Directions] | HK 102 - Oxford 83 | 2:30pm | |
| Tue., 10/20 | V Girls Volleyball | Bacon Academy | Home - Haddam Killingworth HS [Directions] | W 3-0 | ||
| Tue., 10/20 | JV Girls Volleyball | Bacon Academy | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Wed., 10/21 | V Boys Soccer | Morgan | Away - Indian River Complex [Directions] | L 0-2 | 2:30pm | Non-seeding |
| Wed., 10/21 | JV Girls Soccer | North Branford/Hale Ray | Away - North Branford HS [Directions] | 3:45 p.m. | 2:30PM | |
| Wed., 10/21 | V Girls Volleyball | North Branford | Home - Haddam Killingworth HS [Directions] | W 3-1 | ||
| Wed., 10/21 | JV Girls Volleyball | North Branford | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Thu., 10/22 | V Boys Cross Country | SLC Championship | Away - Indian River- Clinton | 2:30 p.m. | 12:10pm | |
| Thu., 10/22 | JV Boys Soccer | Morgan | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Thu., 10/22 | V Girls Cross Country | SLC Championship | Away - Indian River- Clinton | 2:30 p.m. | 12:10pm | |
| Thu., 10/22 | V Field Hockey | Westbrook/Old Lyme Coop | Home - Haddam Killingworth HS [Directions] | W 2-0 | ||
| Thu., 10/22 | JV Field Hockey | Westbrook/Old Lyme Coop | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Fri., 10/23 | FR Field Hockey | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | 4:00 p.m. | 2:30pm | |
| Fri., 10/23 | V Girls Swimming and Diving | Seymour | Home - Haddam Killingworth HS [Directions] | HK 80 - Seymour 90 | ||
| Fri., 10/23 | V Girls Volleyball | East Hampton | Away - East Hampton HS [Directions] | L 0-3 | 4:00pm | |
| Sat., 10/24 | JV Boys Soccer | Valley Regional | Away - Valley Regional HS [Directions] | 3:00 p.m. | 1:45pm | |
| Sat., 10/24 | V Girls Soccer | Morgan | Away - Indian River Complex [Directions] | L 0-2 | 4:00pm | Non-seeding |
| Mon., 10/26 | V Field Hockey | Stafford | Home - Haddam Killingworth HS [Directions] | W 8-4 | ||
| Mon., 10/26 | JV Field Hockey | Stafford | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Mon., 10/26 | V Girls Soccer | Valley Regional | Home - Haddam Killingworth HS [Directions] | W 1-0 | Non-seeding | |
| Mon., 10/26 | V Girls Volleyball | Morgan | Home - Haddam Killingworth HS [Directions] | W 3-2 | ||
| Mon., 10/26 | JV Girls Volleyball | Morgan | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Tue., 10/27 | V Boys Cross Country | JV Invitational (FR/SOPH) | Away - Old Saybrook HS | 3:30 p.m. | 2:30pm | |
| Tue., 10/27 | V Boys Soccer | Valley Regional | Home - Haddam Killingworth HS [Directions] | L 0-2 | Non-seeding | |
| Tue., 10/27 | V Girls Cross Country | JV Invitational (FR/SOPH) | Away - Old Saybrook HS | 3:30 p.m. | 2:30pm | |
| Tue., 10/27 | JV Girls Soccer | Valley Regional | Away - Valley Regional HS [Directions] | 3:45 p.m. | 2:30PM | |
| Tue., 10/27 | V Girls Swimming and Diving | Norwich Free Academy | Home - Haddam Killingworth HS [Directions] | HK 84 - NFA 78 | ||
| Wed., 10/28 | V Girls Volleyball | Old Lyme | Home - Haddam Killingworth HS [Directions] | W 3-0 | ||
| Wed., 10/28 | JV Girls Volleyball | Old Lyme | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Thu., 10/29 | JV Girls Soccer | Westbrook | Away - Westbrook HS [Directions] | 3:30 p.m. | 2:20pm | |
| Fri., 10/30 | V Football | Coventry/Windham Tech/Bolton/Lyman | Away - Larry A. Pietrantonio Athletic Field Complex [Directions] | W 35-0 | 4:30pm | |
| Fri., 10/30 | V Field Hockey | Canton | Home - Haddam Killingworth HS [Directions] | W 4-0 | ||
| Fri., 10/30 | JV Field Hockey | Canton | Home - Haddam Killingworth HS [Directions] | 5:00 p.m. | ||
| Fri., 10/30 | V Girls Swimming and Diving | Old Lyme/Valley Reg/Old Saybrook | Home - Haddam Killingworth HS [Directions] | HK 56 - Old Lyme 48 | ||
| Sat., 10/31 | V Boys Cross Country | Class SS State Championship | Away - Wickham | 3:10 p.m. | 12:10pm | |
| Sat., 10/31 | JV Football | Coventry/Windham Tech/Bolton/Lyman | Home - Haddam Killingworth HS [Directions] | 11:00 a.m. | ||
| Sat., 10/31 | V Girls Cross Country | CIAC Class SS Championship | Away - Wickham Park - East Hartford [Directions] | 1:00 p.m. | ||
| Mon., 11/2 | V Boys Cross Country | Freshman Championship | Away - Valley Regional | 3:30 p.m. | 2:30pm | |
| Mon., 11/2 | V Girls Cross Country | Freshman Championship | Away - Valley Regional | 3:30 p.m. | 2:30pm | |
| Mon., 11/2 | V Girls Volleyball | Morgan | Away - Morgan HS [Directions] | 5:00 p.m. | 3:45pm | |
| Tue., 11/3 | V Field Hockey | Westbrook/Old Lyme Coop | Home - Haddam Killingworth HS [Directions] | 2:30 p.m. | ||
| Wed., 11/4 | V Girls Swimming and Diving | Windsor Locks/Ellington/E.Granby/E.Windsor | Home - Haddam Killingworth HS [Directions] | HK 92 - Windsor Locks 78 | ||
| Thu., 11/5 | V Field Hockey | North Branford | Away - Indian River- Clinton [Directions] | 6:00 p.m. | 4:30pm | $5 for adults $3 for youth/seniors |
| Fri., 11/6 | V Boys Cross Country | CT State Open Championship | Away - Wickham | 2:00 p.m. | 11:30am | |
| Fri., 11/6 | V Football | MSW | Home - Haddam Killingworth HS [Directions] | L 6-20 | ||
| Fri., 11/6 | V Girls Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:00 p.m. | ||
| Fri., 11/6 | V Girls Swimming and Diving | HK Invitational | Home - Haddam Killingworth HS [Directions] | No score | ||
| Sat., 11/7 | JV Football | MSW | Away - Peters Complex [Directions] | 10:30 a.m. | 9:00am | |
| Tue., 11/10 | V Field Hockey | Old Saybrook | Home - Haddam Killingworth HS [Directions] | 2:00 p.m. | ||
| Sat., 11/14 | V Football | Nonnewaug | Away - Nonnewaug HS Football Field [Directions] | W 14-7 | 9:15am | |
| Sat., 11/14 | V Girls Cross Country | New England Championship | Away - Thetford Academy (VT) [Directions] | TBA | ||
| Mon., 11/16 | JV Football | Nonnewaug | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Sat., 11/21 | JV Football | Valley Regional/Old Lyme | Away - Valley Regional HS [Directions] | 10:30 a.m. | 9:15am | |
| Tue., 11/24 | V Football | Valley Regional/Old Lyme | Home - Haddam Killingworth HS [Directions] | L 13-27 | ||
| Fri., 12/4 | V Girls Ice Hockey | Simsbury (Scrim.) | Away - International Skating Center [Directions] | 7:20 p.m. | 5pm | |
| Sat., 12/5 | V Wrestling | Daniel Hand (Scrim.) | Away - Daniels Hand [Directions] | 9:00 a.m. | TBA | |
| Wed., 12/9 | V Girls Ice Hockey | Guilford Coop (Scrim.) | Home - Northford Ice Pavilion [Directions] | 4:15 p.m. | 2:45 p.m. | |
| Fri., 12/11 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Rinks [Directions] | W 1-0 | 3:30pm | |
| Sat., 12/12 | V Boys Basketball | Rocky Hill (Scrim.) | Home - Haddam Killingworth HS [Directions] | 10:00 a.m. | ||
| Sat., 12/12 | V Wrestling | Bacon Academy, Portland, St. Bernard (Scrim.) | Away - Bacon Academy [Directions] | 9:00 a.m. | 7:30am | |
| Sat., 12/12 | V Girls Basketball | West Haven (Scrim.) | Home - West Haven HS [Directions] | 12:00 p.m. | ||
| Sat., 12/12 | V Girls Ice Hockey | Lauralton Hall | Home - Northford Ice Pavilion [Directions] | W 9-1 | 2:30 p.m. | |
| Tue., 12/15 | V Boys Basketball | Bristol Eastern (Scrim.) | Home - Haddam Killingworth HS [Directions] | 3:30 p.m. | ||
| Tue., 12/15 | V Girls Basketball | Valley Regional | Away - Valley Regional HS [Directions] | W 45-39 | yes | |
| Tue., 12/15 | JV Girls Basketball | Valley Regional | Away - Valley Regional HS [Directions] | 5:30 p.m. | ||
| Wed., 12/16 | V Boys Indoor Track | SLC Developmental Meet | Away - Little Athletic Center @ Hillhouse HS | 4:00 p.m. | 2:30pm | |
| Wed., 12/16 | V Wrestling | Morgan | Away - Morgan HS [Directions] | 5:00 p.m. | TBA | |
| Wed., 12/16 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Northford Ice Pavilion [Directions] | L 0-2 | 3:30 p.m. | |
| Wed., 12/16 | V Girls Indoor Track | SLC Developmental Meet | Away - Little Athletic Center @ Hillhouse HS | 4:00 p.m. | ||
| Thu., 12/17 | V Girls Basketball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | L 29-74 | yes | |
| Thu., 12/17 | JV Girls Basketball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Fri., 12/18 | JV Girls Ice Hockey | Shelton | Away - Shelton [Directions] | 4:15 p.m. | 2:20 p.m. | |
| Sat., 12/19 | V Boys Indoor Track | New Haven Invite | Away - Little Athletic Center @ Hillhouse HS | 9:00 a.m. | 7:15am | |
| Sat., 12/19 | V Wrestling | Indian Classic | Away - Farmington HS | 9:00 a.m. | 7:00am | |
| Sat., 12/19 | V Girls Ice Hockey | Branford | Away - East Haven Ice Rink [Directions] | L 1-3 | 2:45 p.m. | |
| Sat., 12/19 | V Girls Indoor Track | New Haven Invite | Away - Little Athletic Center @ Hillhouse HS | 9:00 a.m. | 7:15am | |
| Mon., 12/21 | V Boys Basketball | Morgan | Away - Morgan HS [Directions] | W 74-71 | yes | |
| Mon., 12/21 | JV Boys Basketball | Morgan | Away - Morgan HS [Directions] | 5:30 p.m. | ||
| Mon., 12/21 | V Boys Swimming and Diving | Amity | Away - Orange Community Center Pool [Directions] | HK 56 - Amity 82 | 5:30PM | |
| Mon., 12/21 | V Girls Basketball | Morgan | Home - Haddam Killingworth HS [Directions] | L 47-66 | ||
| Mon., 12/21 | JV Girls Basketball | Morgan | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Tue., 12/22 | FR Boys Basketball | Westbrook | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Wed., 12/23 | V Boys Basketball | Old Saybrook | Home - Haddam Killingworth HS [Directions] | L 50-65 | ||
| Wed., 12/23 | JV Boys Basketball | Old Saybrook | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Wed., 12/23 | V Girls Basketball | Old Saybrook | Away - Old Saybrook HS [Directions] | W 55-31 | yes | |
| Wed., 12/23 | JV Girls Basketball | Old Saybrook | Away - Old Saybrook HS [Directions] | 5:30 p.m. | ||
| Mon., 12/28 | V Boys Basketball | Wilcox Tech | Away - Plainville [Directions] | W 75-58 | 3:00PM | HK is the home team |
| Mon., 12/28 | V Wrestling | Simsbury Invitational | Away - Simsbury HS | TBA | TBA | |
| Mon., 12/28 | V Girls Basketball | Lewis Mills | Away - @ Sheehan - Holiday Tournament [Directions] | W 40-37 | 3:30pm | |
| Mon., 12/28 | V Girls Gymnastics | Valley Regional, Mercy | Away - Flip-Flop Gymnastics, Deep River [Directions] | 132.70 | ||
| Tue., 12/29 | V Boys Basketball | Plainville | Away - Wood Gymnasium [Directions] | L 53-56 | TBA | |
| Tue., 12/29 | FR Boys Basketball | Coginchaug | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Wed., 12/30 | V Girls Basketball | Sheehan | Away - Sheehan HS Gymnasium [Directions] | L 35-53 | TBA | |
| Wed., 12/30 | V Girls Gymnastics | Valley Regional, Mercy, Stonington | Away - Flip-Flop Gymnastics, Deep River [Directions] | 135.40 | ||
| Wed., 12/30 | V Girls Ice Hockey | West Haven/SHA | Home - Northford Ice Pavilion [Directions] | L 1-3 | 1pm | |
| Sat., 1/2 | FR Boys Basketball | North Branford | Away - North Branford HS [Directions] | 9:00 a.m. | 7:30am | |
| Sat., 1/2 | V Boys Indoor Track | SLC Coaches Invitational | Away - Little Athletic Center @ Hillhouse HS | 10:00 a.m. | 8:30am | |
| Sat., 1/2 | V Wrestling | Chad Antoch | Away - Westerly HS, RI | TBA | TBA | |
| Sat., 1/2 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Northford Ice Pavilion [Directions] | L 0-7 | 2:30 p.m. | |
| Sat., 1/2 | V Girls Indoor Track | SLC Coaches Invitational | Away - Little Athletic Center @ Hillhouse HS | 10:00 a.m. | ||
| Mon., 1/4 | V Boys Indoor Track | Old Saybrook Invitational | Away - Little Athletic Center @ Hillhouse HS | 4:00 p.m. | 2:30pm | |
| Mon., 1/4 | V Boys Swimming and Diving | Jonathan Law | Home - Haddam Killingworth HS [Directions] | HK 77 - Jonathan Law 80 | ||
| Mon., 1/4 | V Girls Indoor Track | Old Saybrook Invitational | Away - Little Athletic Center @ Hillhouse HS | 4:00 p.m. | 2:30pm | |
| Tue., 1/5 | V Boys Basketball | Portland | Home - Haddam Killingworth HS [Directions] | W 72-70 | ||
| Tue., 1/5 | JV Boys Basketball | Portland | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Tue., 1/5 | V Girls Basketball | Portland | Away - Portland HS [Directions] | L 39-40 | 4:15pm | |
| Tue., 1/5 | JV Girls Basketball | Portland | Away - Portland HS [Directions] | 5:30 p.m. | ||
| Wed., 1/6 | FR Boys Basketball | Portland | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Wed., 1/6 | V Wrestling | Ellis Tech | Away [Directions] | 6:00 p.m. | 4:15pm | |
| Wed., 1/6 | V Girls Ice Hockey | Guilford Coop | Away - East Haven Ice Rink [Directions] | L 2-5 | 5:30 p.m. | |
| Thu., 1/7 | V Girls Gymnastics | Valley Regional, Stonington | Away - Flip Flop [Directions] | 134.15 | ||
| Fri., 1/8 | V Boys Basketball | Creed | Home - Haddam Killingworth HS [Directions] | W 69-63 | ||
| Fri., 1/8 | JV Boys Basketball | Creed | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Fri., 1/8 | V Boys Swimming and Diving | West Haven | Away - WHHS Pool [Directions] | HK 84 - West Haven 83 | TBA | |
| Fri., 1/8 | V Girls Basketball | Creed | Away - Truman School | W 43-25 | 3:30pm | |
| Fri., 1/8 | JV Girls Basketball | Creed | Away - Truman School | 5:00 p.m. | ||
| Sat., 1/9 | FR Boys Basketball | Valley Regional | Away - Valley Regional HS [Directions] | 10:30 a.m. | ||
| Sat., 1/9 | V Wrestling | Lawless Tournament | Away - Nonnewaug HS | 9:00 a.m. | 6:00am | |
| Sat., 1/9 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Northford Ice Pavilion [Directions] | L 1-3 | 1:15 p.m. | |
| Mon., 1/11 | V Boys Basketball | St. Bernard | Away - St. Bernard Gymnasium [Directions] | L 43-53 | tba | |
| Mon., 1/11 | JV Boys Basketball | St. Bernard | Away - St. Bernard Gymnasium [Directions] | 5:30 p.m. | tba | |
| Mon., 1/11 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - The Rinks at Shelton [Directions] | L 0-6 | 6pm | |
| Tue., 1/12 | V Boys Indoor Track | SLC League Meet #1 | Away - Little Athletic Center @ Hillhouse HS | 4:00 p.m. | 2:30pm | |
| Tue., 1/12 | V Boys Swimming and Diving | Shelton | Home - Haddam Killingworth HS [Directions] | HK 60 - Shelton 97 | ||
| Tue., 1/12 | V Girls Indoor Track | SLC League Meet #1 | Away - Little Athletic Center @ Hillhouse HS | 4:00 p.m. | ||
| Wed., 1/13 | V Boys Basketball | Old Lyme | Away - Old Lyme HS [Directions] | L 41-65 | yes | |
| Wed., 1/13 | JV Boys Basketball | Old Lyme | Away - Old Lyme HS [Directions] | 5:30 p.m. | ||
| Thu., 1/14 | FR Boys Basketball | East Hampton | Away - East Hampton HS [Directions] | 3:30 p.m. | ||
| Thu., 1/14 | V Girls Gymnastics | Valley Regional, Mercy, Foran | Away - Flip-Flop Gymnsatics, Deep River [Directions] | 132.05 | ||
| Thu., 1/14 | JV Girls Ice Hockey | Hamden Coop | Away - Lou Astorino Ice Rink [Directions] | 3:45 p.m. | 2:30 pm | |
| Fri., 1/15 | V Boys Basketball | Valley Regional | Away - Valley Regional HS [Directions] | L 58-64 | yes | |
| Fri., 1/15 | JV Boys Basketball | Valley Regional | Away - Valley Regional HS [Directions] | 5:30 p.m. | ||
| Fri., 1/15 | V Boys Swimming and Diving | N.Haven/E.Haven/N.Bran/Guil | Away - Gawrych Town Pool [Directions] | HK 79 - North Haven 95 | TBA | |
| Fri., 1/15 | V Girls Basketball | Valley Regional | Home - Haddam Killingworth HS [Directions] | W 53-41 | ||
| Fri., 1/15 | JV Girls Basketball | Valley Regional | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Sat., 1/16 | FR Boys Basketball | Creed | Home - Haddam Killingworth HS [Directions] | Cancelled | 9:00am | |
| Sat., 1/16 | V Boys Indoor Track | HK Invite | Away - Little Athletic Center @ Hillhouse HS | 10:00 a.m. | 8:30am | |
| Sat., 1/16 | V Wrestling | Griswold Tournament | Away - Griswold HS | 10:00 a.m. | 8:00am | |
| Sat., 1/16 | V Girls Ice Hockey | Lauralton Hall | Away [Directions] | W 7-0 | 2:30 pm | |
| Sat., 1/16 | V Girls Indoor Track | HK Invite | Away - Little Athletic Center @ Hillhouse HS | 10:00 a.m. | ||
| Mon., 1/18 | FR Boys Basketball | Old Saybrook | Home - Haddam Killingworth HS [Directions] | 10:00 a.m. | ||
| Mon., 1/18 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Northford Ice Pavilion [Directions] | L 0-4 | 10:45 am | |
| Wed., 1/20 | V Girls Ice Hockey | Hall/Conard | Home [Directions] | L 0-5 | 4pm | |
| Fri., 1/22 | V Boys Basketball | East Hampton | Away - East Hampton HS [Directions] | L 52-63 | yes | |
| Fri., 1/22 | JV Boys Basketball | East Hampton | Away - East Hampton HS [Directions] | 5:30 p.m. | ||
| Fri., 1/22 | FR Boys Basketball | Morgan | Home - Haddam Killingworth HS [Directions] | 3:30 p.m. | ||
| Fri., 1/22 | V Boys Indoor Track | SLC League Meet #2 | Away - Little Athletic Center @ Hillhouse HS | 4:30 p.m. | 2:30pm | |
| Fri., 1/22 | V Girls Basketball | East Hampton | Home - Haddam Killingworth HS [Directions] | L 26-47 | ||
| Fri., 1/22 | JV Girls Basketball | East Hampton | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Fri., 1/22 | V Girls Indoor Track | SLC League Meet #2 | Away - Little Athletic Center @ Hillhouse HS | 4:00 p.m. | ||
| Sat., 1/23 | V Boys Indoor Track | SCC Invitational | Away - Little Athletic Center @ Hillhouse HS | Cancelled | 1:00pm | |
| Sat., 1/23 | V Wrestling | Cougar Invitational | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Sat., 1/23 | V Girls Indoor Track | SCC Invitational | Away - Little Athletic Center @ Hillhouse HS | Cancelled | 7:00am | |
| Tue., 1/26 | V Boys Basketball | North Branford | Home - Haddam Killingworth HS [Directions] | W 70-63 | ||
| Tue., 1/26 | JV Boys Basketball | North Branford | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Tue., 1/26 | V Boys Swimming and Diving | Sheehan | Away - Sheehan HS Pool [Directions] | 5:00 p.m. | 3:30pm | |
| Tue., 1/26 | V Girls Basketball | North Branford | Away - North Branford HS [Directions] | L 44-63 | 4:00pm | |
| Tue., 1/26 | JV Girls Basketball | North Branford | Away - North Branford HS [Directions] | 5:30 p.m. | ||
| Wed., 1/27 | FR Boys Basketball | Old Saybrook | Away - Old Saybrook HS [Directions] | 7:00 p.m. | 5:30pm | |
| Wed., 1/27 | V Girls Ice Hockey | Simsbury | Home [Directions] | L 0-9 | 4pm | |
| Thu., 1/28 | V Girls Gymnastics | Valley Regional, Mercy, Daniel Hand | Away - Polson Gymnastics Gym/DHHS Campus [Directions] | 137.35 | ||
| Fri., 1/29 | V Boys Basketball | Hale Ray | Away - Hale-Ray HS [Directions] | W 54-47 | yes | |
| Fri., 1/29 | JV Boys Basketball | Hale Ray | Away - Hale-Ray HS [Directions] | 5:30 p.m. | ||
| Fri., 1/29 | V Boys Swimming and Diving | Fairfield Prep | Home - Haddam Killingworth HS [Directions] | HK 70 - 87 Fairfield Prep | ||
| Fri., 1/29 | V Girls Basketball | Hale Ray | Home - Haddam Killingworth HS [Directions] | W 47-21 | ||
| Fri., 1/29 | JV Girls Basketball | Hale Ray | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Fri., 1/29 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Ice Rink [Directions] | L 0-5 | 6pm | |
| Sat., 1/30 | FR Boys Basketball | Morgan | Away - Morgan HS [Directions] | 9:00 a.m. | 8:00AM | |
| Sat., 1/30 | V Boys Indoor Track | Bacon Invitational | Away - Little Athletic Center @ Hillhouse HS | 4:30 p.m. | 2:30pm | |
| Sat., 1/30 | V Wrestling | Branford Invitational | Away - Branford HS | 9:00 a.m. | 7:00AM | |
| Sat., 1/30 | V Girls Indoor Track | Bacon Invitational | Away - Little Athletic Center @ Hillhouse HS | 4:30 p.m. | 2:30pm | |
| Tue., 2/2 | V Boys Basketball | Westbrook | Home - Haddam Killingworth HS [Directions] | W 78-47 | ||
| Tue., 2/2 | JV Boys Basketball | Westbrook | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Tue., 2/2 | V Boys Swimming and Diving | Foran/Law | Home - Haddam Killingworth HS [Directions] | HK 74 - Foran 84 | ||
| Tue., 2/2 | V Girls Basketball | Westbrook | Away - Westbrook HS [Directions] | L 56-65(OT) | 4:00pm | |
| Tue., 2/2 | JV Girls Basketball | Westbrook | Away - Westbrook HS [Directions] | Cancelled | ||
| Wed., 2/3 | FR Boys Basketball | Creed | Away - Fair Haven School | 5:15 p.m. | 3:30pm | |
| Wed., 2/3 | V Wrestling | Fairfield Ludlowe | Away - FLHS Aux Gym [Directions] | 6:00 p.m. | 3:30pm | |
| Wed., 2/3 | V Girls Basketball | Old Lyme | Home - Haddam Killingworth HS [Directions] | L 43-50 | ||
| Wed., 2/3 | JV Girls Basketball | Old Lyme | Home - Haddam Killingworth HS [Directions] | 5:45 p.m. | ||
| Wed., 2/3 | V Girls Ice Hockey | Branford | Home - Northford Ice Pavilion [Directions] | T 2-2 | 3:45pm | |
| Thu., 2/4 | V Boys Swimming and Diving | Cheshire | Home - Haddam Killingworth HS [Directions] | HK 66 - Cheshire 90 | ||
| Thu., 2/4 | V Girls Basketball | Coginchaug | Home - Haddam Killingworth HS [Directions] | L 33-43 | ||
| Thu., 2/4 | JV Girls Basketball | Coginchaug | Home - Haddam Killingworth HS [Directions] | 5:45 p.m. | ||
| Sat., 2/6 | FR Boys Basketball | Valley Regional | Home - Haddam Killingworth HS [Directions] | 10:30 a.m. | ||
| Sat., 2/6 | V Boys Indoor Track | SLC Conference Championship | Away - Little Athletic Center @ Hillhouse HS | 10:00 a.m. | ||
| Sat., 2/6 | V Wrestling | Woodstock Tournament | Away - Woodstock Academy | 10:00 a.m. | TBA | |
| Sat., 2/6 | V Girls Ice Hockey | Northwest Catholic | Away - Champions Skating Center, Cromwell [Directions] | W 4-3(OT) | 12:30pm | |
| Sat., 2/6 | V Girls Indoor Track | SLC Conference Championship | Away - Little Athletic Center @ Hillhouse HS | 10:00 a.m. | ||
| Tue., 2/9 | V Boys Basketball | Morgan | Home - Haddam Killingworth HS [Directions] | W 62-57 | ||
| Tue., 2/9 | JV Boys Basketball | Morgan | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Tue., 2/9 | V Boys Swimming and Diving | Lyman Hall/Coginchaug | Away - Sheehan Pool [Directions] | HK 83 - Lyman Hall 93 | 2:30PM | |
| Tue., 2/9 | V Girls Basketball | Morgan | Away - Morgan HS [Directions] | L 30-55 | 4:30pm | |
| Tue., 2/9 | JV Girls Basketball | Morgan | Away - Morgan HS [Directions] | 5:30 p.m. | ||
| Wed., 2/10 | V Boys Basketball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | L 56-58 | yes | |
| Wed., 2/10 | JV Boys Basketball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 5:30 p.m. | ||
| Wed., 2/10 | FR Boys Basketball | East Hampton | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Wed., 2/10 | V Wrestling | Portland | Home - Haddam Killingworth MS in Killingworth [Directions] | 6:00 p.m. | ||
| Wed., 2/10 | V Girls Ice Hockey | West Haven/SHA | Away - Bennett Rink [Directions] | W 2-1 | 2:15pm | |
| Thu., 2/11 | V Girls Basketball | Middletown | Away - Middletown HS [Directions] | L 46-61 | 2:30pm | |
| Thu., 2/11 | JV Girls Basketball | Middletown | Away - Middletown HS [Directions] | 3:45 p.m. | 2:30pm | |
| Fri., 2/12 | V Boys Basketball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | L 46-66 | yes | |
| Fri., 2/12 | JV Boys Basketball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Fri., 2/12 | V Boys Indoor Track | Class S State Meet | Away - Little Athletic Center @ Hillhouse HS | 4:30 p.m. | 1:45pm | |
| Fri., 2/12 | V Boys Swimming and Diving | East Lyme | Away - East Lyme HS Pool [Directions] | HK 71.5 - 95.5 East Lyme | 2:15pm | |
| Fri., 2/12 | V Girls Basketball | Cromwell | Home - Haddam Killingworth HS [Directions] | L 39-65 | ||
| Fri., 2/12 | JV Girls Basketball | Cromwell | Home - Haddam Killingworth HS [Directions] | 5:45 p.m. | ||
| Fri., 2/12 | V Girls Indoor Track | Class S State Meet | Away - Little Athletic Center @ Hillhouse HS | 4:00 p.m. | ||
| Sat., 2/13 | FR Boys Basketball | Westbrook | Away - Westbrook HS [Directions] | 9:00 a.m. | ||
| Sat., 2/13 | V Wrestling | Connecticut Invitational | Away - Berlin HS | TBA | TBA | |
| Sat., 2/13 | V Girls Ice Hockey | Guilford Coop | Home - Northford Ice Pavilion [Directions] | W 2-1 | 2:40pm | |
| Tue., 2/16 | V Boys Basketball | North Branford | Away - North Branford HS [Directions] | L 67-75 | yes | |
| Tue., 2/16 | JV Boys Basketball | North Branford | Away - North Branford HS [Directions] | 5:30 p.m. | ||
| Tue., 2/16 | V Boys Swimming and Diving | Daniel Hand | Home - Haddam Killingworth HS [Directions] | HK 75 - 83 Daniel Hand | ||
| Tue., 2/16 | V Girls Basketball | North Branford | Home - Haddam Killingworth HS [Directions] | L 36-61 | ||
| Tue., 2/16 | JV Girls Basketball | North Branford | Home - Haddam Killingworth HS [Directions] | 5:45 p.m. | ||
| Tue., 2/16 | V Girls Gymnastics | Valley Regional, Mercy | Away - Flip-Flop Gymnastics, Deep River [Directions] | 136.3 | ||
| Tue., 2/16 | V Girls Ice Hockey | Hamden Coop | Away - Lou Astorino Ice Rink [Directions] | L 0-9 | 10:30am | |
| Wed., 2/17 | V Boys Basketball | Coginchaug | Home - Haddam Killingworth HS [Directions] | W 77-64 | ||
| Wed., 2/17 | JV Boys Basketball | Coginchaug | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Wed., 2/17 | FR Boys Basketball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 3:45 p.m. | 5:30pm | |
| Wed., 2/17 | V Girls Basketball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | L 31-40 | 4:15pm | |
| Wed., 2/17 | JV Girls Basketball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 5:30 p.m. | ||
| Wed., 2/17 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavilion [Directions] | W 5-4(OT) | 2:15pm | |
| Thu., 2/18 | V Girls Gymnastics | Valley Regional | Away - Flip Flop Gym [Directions] | 136.35 | ||
| Fri., 2/19 | V Boys Basketball | Cromwell | Home - Haddam Killingworth HS [Directions] | L 42-63 | ||
| Fri., 2/19 | JV Boys Basketball | Cromwell | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Fri., 2/19 | V Boys Swimming and Diving | Granby Memorial | Home - Haddam Killingworth HS [Directions] | HK 58 - 84 Granby Memorial | ||
| Sat., 2/20 | FR Boys Basketball | North Branford | Home - Haddam Killingworth HS [Directions] | 10:30 a.m. | ||
| Sat., 2/20 | V Boys Indoor Track | CT State Open | Away - Little Athletic Center @ Hillhouse HS | 12:00 p.m. | 10:30am | |
| Sat., 2/20 | V Girls Indoor Track | CT State Open | Away - Little Athletic Center @ Hillhouse HS | 12:00 p.m. | ||
| Mon., 2/22 | V Boys Basketball | Valley Regional | Home - Haddam Killingworth HS [Directions] | L 81-88 | ||
| Mon., 2/22 | JV Boys Basketball | Valley Regional | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Mon., 2/22 | V Girls Ice Hockey | SCC Semi-Final | Away - West Haven | 5:00 p.m. | 3:30 p.m. | |
| Wed., 2/24 | V Boys Swimming and Diving | Hamden | Home - Haddam Killingworth HS [Directions] | HK 71 - 87 Hamden | ||
| Thu., 2/25 | JV Girls Ice Hockey | East Haven | Away - East Haven [Directions] | 7:30 p.m. | 6:15 p.m. | |
| Fri., 2/26 | V Boys Indoor Track | New England Meet | Away - Boston, MA | 1:00 p.m. | TBA | |
| Fri., 2/26 | V Girls Ice Hockey | SCC Finals | Away - West Haven | Cancelled | 4:45 p.m. | |
| Fri., 2/26 | V Girls Indoor Track | New England Meet | Away - Boston, MA | 1:00 p.m. | ||
| Mon., 2/29 | V Boys Swimming and Diving | SCC Trials | Away - Hamden | 5:00 p.m. | TBA | |
| Wed., 3/2 | V Boys Swimming and Diving | SCC Championship Meet | Away - Southern CT State University | 6:00 p.m. | 4:00pm | |
| Tue., 3/8 | V Boys Basketball | Granby Memorial | Away - Granby Memorial HS [Directions] | 7:00 p.m. | 4:30PM | 1st Round Class M State Tournament |
| Thu., 3/24 | V Baseball | Bolton (Scrim.) | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Thu., 3/24 | V Girls Lacrosse | Somers (Scrim.) | Away - Somers HS [Directions] | 4:00 p.m. | 2:30pm | |
| Fri., 3/25 | V Baseball | Bullard Havens Tech (Scrim.) | Home - Haddam Killingworth HS [Directions] | 11:00 a.m. | ||
| Sat., 3/26 | V Baseball | Shepaug Valley (Scrim.) | Home - Haddam Killingworth HS [Directions] | 10:30 a.m. | ||
| Tue., 3/29 | V Baseball | Portland (Scrim.) | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Tue., 3/29 | V Girls Lacrosse | Fitch (Scrim.) | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Wed., 3/30 | V Baseball | Lyman Memorial (Scrim.) | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Wed., 3/30 | V Boys Lacrosse | Sheehan (Scrim.) | Away - Sheehan HS Riccitelli Field [Directions] | 4:00 p.m. | 2:30pm | |
| Wed., 3/30 | V Softball | RHAM (Scrim.) | Away - RHAM HS Athletic Complex [Directions] | 3:45 p.m. | 2:30pm | |
| Thu., 3/31 | V Baseball | Middletown (Scrim.) | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Thu., 3/31 | V Boys Lacrosse | Fitch (Scrim.) | Away - Poquonnock Plains Park [Directions] | 4:00 p.m. | 2:30pm | |
| Mon., 4/4 | V Softball | Old Saybrook (Scrim.) | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Tue., 4/5 | V Boys Outdoor Track | Portland, Morgan | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Tue., 4/5 | V Girls Outdoor Track | Portland, Morgan | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Wed., 4/6 | V Baseball | Old Saybrook | Home - Haddam Killingworth HS [Directions] | W 5-1 | ||
| Wed., 4/6 | V Boys Outdoor Track | Portland, Morgan | Home - Haddam Killingworth HS [Directions] | 3:30 p.m. | ||
| Wed., 4/6 | V Boys Tennis | Cromwell | Home - Haddam Killingworth HS [Directions] | L 0-7 | ||
| Wed., 4/6 | V Girls Lacrosse | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | L 10-12 | ||
| Wed., 4/6 | JV Girls Lacrosse | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | 5:30 p.m. | ||
| Wed., 4/6 | V Girls Outdoor Track | Portland, Morgan | Home - Haddam Killingworth HS [Directions] | 3:30 p.m. | ||
| Wed., 4/6 | V Girls Tennis | Cromwell | Away - Cromwell HS [Directions] | W 4-3 | 2:30pm | |
| Fri., 4/8 | V Baseball | Cromwell | Home - Haddam Killingworth HS [Directions] | W 3-0 | ||
| Fri., 4/8 | JV Baseball | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | 2:30pm | |
| Fri., 4/8 | V Boys Lacrosse | Stonington | Away - Palmer Field (Turf) [Directions] | L 5-11 | yes | |
| Fri., 4/8 | JV Boys Lacrosse | Stonington | Away - Palmer Field (Turf) [Directions] | 5:00 p.m. | 3:30pm | |
| Fri., 4/8 | V Girls Lacrosse | Branford | Away - Branford HS-Turf Field [Directions] | L 17-7 | 3:30pm | |
| Fri., 4/8 | JV Girls Lacrosse | Branford | Away - Branford HS-Turf Field [Directions] | 5:30 p.m. | ||
| Fri., 4/8 | V Softball | North Branford | Home - Haddam Killingworth HS [Directions] | L 7-4 | 2:30pm | |
| Sat., 4/9 | V Baseball | Whitney Tech | Home - Haddam Killingworth HS [Directions] | W 16-0 | ||
| Sat., 4/9 | JV Baseball | Cromwell | Home - Haddam Killingworth HS [Directions] | 1:00 p.m. | ||
| Sat., 4/9 | V Boys Outdoor Track | Hand Freshman Invitational | Away | 9:00 a.m. | 7:30am | |
| Sat., 4/9 | V Girls Outdoor Track | Freshman Invitational | Away - Hand HS | 9:00 a.m. | 7:30am | |
| Sat., 4/9 | JV Softball | North Branford | Away - Totoket Park [Directions] | 10:30 a.m. | 9:00am | |
| Sat., 4/9 | V Girls Tennis | Old Saybrook | Away - Old Saybrook HS [Directions] | L 1-6 | 11:45am | |
| Mon., 4/11 | V Baseball | Prince Tech | Home - Haddam Killingworth HS [Directions] | W 15-2 | ||
| Mon., 4/11 | V Boys Tennis | North Branford | Home - Haddam Killingworth HS [Directions] | W 7-0 | ||
| Mon., 4/11 | V Softball | Morgan | Away - Peters Complex [Directions] | L 7-6 | 2:30pm | |
| Mon., 4/11 | V Girls Tennis | North Branford | Home - Haddam Killingworth HS [Directions] | W 4-3 | ||
| Tue., 4/12 | V Boys Lacrosse | North Branford | Away - Colafati Field - NBHS [Directions] | L 10-14 | 3:30pm | |
| Tue., 4/12 | JV Boys Lacrosse | North Branford | Away - North Branford HS [Directions] | 4:30 p.m. | ||
| Wed., 4/13 | V Baseball | Portland | Home - Haddam Killingworth HS [Directions] | W 10-0 | ||
| Wed., 4/13 | V Boys Tennis | Portland | Home - Haddam Killingworth HS [Directions] | L 0-5 | ||
| Wed., 4/13 | V Softball | Valley Regional | Home - Haddam Killingworth HS [Directions] | W 11-2 | ||
| Wed., 4/13 | V Girls Tennis | Portland | Away - Portland HS [Directions] | W 4-3 | 2:30pm | |
| Thu., 4/14 | JV Baseball | Portland | Away - Portland HS [Directions] | 3:45 p.m. | 2:30pm | |
| Thu., 4/14 | V Boys Lacrosse | Morgan | Home - Haddam Killingworth HS [Directions] | W 11-9 | ||
| Thu., 4/14 | JV Boys Lacrosse | Morgan | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Thu., 4/14 | V Girls Lacrosse | Morgan | Away - Indian River Complex [Directions] | L 18-16 | 2:30pm | |
| Thu., 4/14 | JV Girls Lacrosse | Morgan | Away - Indian River Complex [Directions] | 5:30 p.m. | ||
| Thu., 4/14 | JV Softball | Valley Regional | Away - Valley Regional HS [Directions] | 4:00 p.m. | 2:30pm | |
| Fri., 4/15 | V Baseball | Creed | Away - East Shore Athletic Complex | W 16-3 | 2:30pm | |
| Fri., 4/15 | V Boys Lacrosse | Holy Cross | Home - Haddam Killingworth HS [Directions] | W 18-4 | ||
| Fri., 4/15 | JV Boys Lacrosse | Holy Cross | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Fri., 4/15 | V Boys Tennis | Valley Regional | Home - Haddam Killingworth HS [Directions] | L 0-7 | ||
| Fri., 4/15 | V Softball | Coginchaug | Home - Haddam Killingworth HS [Directions] | W 4-3 | ||
| Fri., 4/15 | V Girls Tennis | Valley Regional | Away - Valley Regional HS [Directions] | L 6-1 | 2:30pm | |
| Sat., 4/16 | JV Baseball | Creed | Home - Haddam Killingworth HS [Directions] | 10:30 a.m. | ||
| Sat., 4/16 | JV Softball | Coginchaug | Away - Ed Parmelee Memorial Varsity Softball Field @ CRHS [Directions] | Cancelled | 9:15am | |
| Mon., 4/18 | V Baseball | Old Lyme | Away - Old Lyme HS [Directions] | W 8-1 | 2:30pm | |
| Mon., 4/18 | V Boys Lacrosse | Valley Regional | Home - Haddam Killingworth HS [Directions] | L 6-7 | ||
| Mon., 4/18 | JV Boys Lacrosse | Valley Regional | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Mon., 4/18 | V Boys Tennis | Coginchaug | Away - Tennis Courts @ CRHS [Directions] | L 1-6 | 2:30pm | |
| Mon., 4/18 | V Girls Lacrosse | Valley Regional | Away - Valley Regional Hockey Field [Directions] | W 22-6 | ||
| Mon., 4/18 | V Softball | East Hampton | Home - Haddam Killingworth HS [Directions] | W 14-2 | ||
| Mon., 4/18 | V Girls Tennis | Coginchaug | Home - Haddam Killingworth HS [Directions] | L 3-4 | ||
| Tue., 4/19 | JV Baseball | Old Lyme | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Tue., 4/19 | V Boys Lacrosse | Cromwell | Away - Cromwell HS [Directions] | W 16-6 | ||
| Tue., 4/19 | JV Boys Lacrosse | Cromwell | Away - Cromwell HS [Directions] | 5:30 p.m. | ||
| Tue., 4/19 | V Boys Outdoor Track | Creed, Cromwell | Home - Haddam Killingworth HS [Directions] | 3:30 p.m. | ||
| Tue., 4/19 | V Boys Tennis | Westbrook | Away - Westbrook HS [Directions] | L 0-7 | 2:30pm | |
| Tue., 4/19 | V Girls Outdoor Track | Creed, Cromwell | Home - Haddam Killingworth HS [Directions] | 3:30 p.m. | ||
| Tue., 4/19 | V Girls Tennis | Westbrook | Home - Haddam Killingworth HS [Directions] | L 2-5 | ||
| Wed., 4/20 | V Baseball | Valley Regional | Home - Haddam Killingworth HS [Directions] | W 4-2 | ||
| Wed., 4/20 | V Boys Tennis | East Hampton | Home - Haddam Killingworth HS [Directions] | L 1-6 | ||
| Wed., 4/20 | V Softball | Hale Ray | Away - Hale-Ray HS, Lou Milardo Field [Directions] | W 13-9 | 2:30pm | |
| Wed., 4/20 | V Girls Tennis | East Hampton | Away - East Hampton HS [Directions] | W 6-1 | 2:30pm | |
| Thu., 4/21 | JV Baseball | Valley Regional | Away - Valley Regional HS [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 4/21 | V Boys Lacrosse | Old Lyme | Away - Old Lyme HS [Directions] | L 5-11 | 2:30pm | |
| Thu., 4/21 | JV Boys Lacrosse | Old Lyme | Away - Old Lyme HS [Directions] | Cancelled | ||
| Thu., 4/21 | V Girls Lacrosse | Old Lyme | Home - Haddam Killingworth HS [Directions] | L 19-9 | ||
| Thu., 4/21 | JV Girls Lacrosse | Old Lyme | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Thu., 4/21 | JV Softball | Hale Ray | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Fri., 4/22 | V Baseball | Coginchaug | Away - Helmuth H. Brown Varsity Baseball Field @ CRHS [Directions] | L 6-5 | 2:30pm | |
| Fri., 4/22 | JV Baseball | Coginchaug | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Fri., 4/22 | V Boys Golf | Portland, Cromwell | Away - PGC [Directions] | HK: 179, Portland: 161, Cromwell: 177 (Non-League) | 2:00pm | |
| Fri., 4/22 | V Boys Tennis | Old Lyme | Away - Old Lyme HS [Directions] | L Forfeit | 2:30pm | |
| Fri., 4/22 | V Softball | Westbrook/Old Saybrook | Home - Haddam Killingworth HS [Directions] | W 10-0 | ||
| Fri., 4/22 | V Girls Tennis | Old Lyme | Home - Haddam Killingworth HS [Directions] | W 5-2 | ||
| Mon., 4/25 | V Baseball | East Hampton | Away - East Hampton HS [Directions] | W 8-5 | 2:30pm | |
| Mon., 4/25 | V Boys Golf | Parish Hill | Away - Windham Club [Directions] | HK: 186, Parish Hill: 215 (Non-League) | 1:30pm | |
| Mon., 4/25 | V Boys Lacrosse | Old Saybrook | Away - Old Saybrook HS Turf Field [Directions] | W 19-6 | 3:00pm | |
| Mon., 4/25 | V Boys Tennis | Morgan | Away - Morgan HS [Directions] | L 1-6 | 3:30pm | |
| Mon., 4/25 | V Softball | Portland | Away - Nolan Field Maple Ave. off Airline Ave [Directions] | W 12-1 | 2:30pm | |
| Mon., 4/25 | V Girls Tennis | Morgan | Home - Haddam Killingworth HS [Directions] | L 4-3 | ||
| Wed., 4/27 | V Baseball | North Branford | Home - Haddam Killingworth HS [Directions] | L 2-1 | ||
| Wed., 4/27 | V Boys Golf | Portland | Home - Black Birch [Directions] | HK: 189, Portland: 160 (League) | 2:15pm | |
| Wed., 4/27 | V Boys Outdoor Track | Cromwell, Hale Ray, East Hampton | Away - East Hampton HS [Directions] | 3:45 p.m. | 2:30pm | |
| Wed., 4/27 | V Boys Tennis | Old Saybrook | Away - Old Saybrook HS [Directions] | L 0-7 | 2:30pm | |
| Wed., 4/27 | V Girls Outdoor Track | Cromwell, Hale Ray, East Hampton | Away - East Hampton HS [Directions] | 3:45 p.m. | 2:30pm | |
| Wed., 4/27 | V Softball | Old Saybrook | Home - Haddam Killingworth HS [Directions] | W 24-1 | ||
| Wed., 4/27 | V Girls Tennis | Old Saybrook | Home - Haddam Killingworth HS [Directions] | L 2-5 | ||
| Thu., 4/28 | V Baseball | Hale Ray | Away - Hale-Ray HS [Directions] | W 17-3 | 2:30 | |
| Thu., 4/28 | JV Baseball | North Branford | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | 2:30pm | |
| Thu., 4/28 | V Boys Golf | Cromwell | Home - Black Birch [Directions] | HK: 176, Cromwell: 167 (League) | 2:15pm | |
| Thu., 4/28 | V Boys Lacrosse | Valley Regional | Away - Valley Regional Hockey Field [Directions] | W 14-9 | 2:30pm | |
| Thu., 4/28 | JV Boys Lacrosse | Valley Regional | Away - Valley Regional Hockey Field [Directions] | 5:30 p.m. | ||
| Thu., 4/28 | V Girls Lacrosse | Valley Regional | Home - Haddam Killingworth HS [Directions] | W 21-8 | ||
| Thu., 4/28 | JV Softball | Old Saybrook | Away - Old Saybrook HS [Directions] | Cancelled | 2:30pm | |
| Fri., 4/29 | JV Baseball | East Hampton | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Fri., 4/29 | V Boys Outdoor Track | O'Grady Relay | Away - Danbury | 5:30 p.m. | 3:00pm | |
| Fri., 4/29 | V Boys Tennis | Westbrook | Home - Haddam Killingworth HS [Directions] | L 0-7 | ||
| Fri., 4/29 | V Girls Lacrosse | Lyman Hall | Home - Haddam Killingworth HS [Directions] | W 21-7 | ||
| Fri., 4/29 | JV Girls Lacrosse | Lyman Hall | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Fri., 4/29 | V Girls Outdoor Track | O'Grady Relay | Away - Danbury | 3:00 p.m. | 5:30pm | |
| Fri., 4/29 | V Softball | Old Lyme | Away - Old Lyme HS [Directions] | W 22-8 | 2:30pm | |
| Fri., 4/29 | V Girls Tennis | Westbrook | Away - Westbrook HS [Directions] | L 5-2 | 2:30pm | |
| Sat., 4/30 | V Baseball | Morgan | Away - Indian River Complex [Directions] | W 3-2 | 9:15am | |
| Sat., 4/30 | JV Baseball | Hale Ray | Home - Haddam Killingworth HS [Directions] | 11:00 a.m. | ||
| Sat., 4/30 | V Boys Outdoor Track | O'Grady Relay | Away - Danbury | 9:00 a.m. | 7:00am | |
| Sat., 4/30 | V Girls Outdoor Track | O'Grady Relay | Away - Danbury | 9:00 a.m. | 7:00am | |
| Mon., 5/2 | V Boys Golf | Norwich Tech | Away - Norwich Golf Course [Directions] | HK: 185, Norwich Tech: 226 (Non-League) | 12:45pm | |
| Mon., 5/2 | V Girls Lacrosse | Shelton | Home - Haddam Killingworth HS [Directions] | W 11-10 | ||
| Mon., 5/2 | JV Girls Lacrosse | Shelton | Home - Haddam Killingworth HS [Directions] | 6:00 p.m. | ||
| Mon., 5/2 | V Softball | Valley Regional | Away - Valley Regional HS [Directions] | W 5-0 | 2:30pm | |
| Tue., 5/3 | V Boys Golf | North Branford | Away - Indian Springs [Directions] | HK: 175, North Branford: 184 (League) | 2:15pm | |
| Tue., 5/3 | V Boys Lacrosse | Lyman Hall | Home - Lyman Hall HS [Directions] | L 8-9 | ||
| Tue., 5/3 | JV Boys Lacrosse | Lyman Hall | Home - Lyman Hall HS [Directions] | 5:30 p.m. | ||
| Tue., 5/3 | V Boys Outdoor Track | Valley Regional, Coginchaug | Home - Haddam Killingworth HS [Directions] | 3:30 p.m. | ||
| Tue., 5/3 | V Girls Outdoor Track | Valley Regional, Coginchaug | Home - Haddam Killingworth HS [Directions] | 3:30 p.m. | ||
| Tue., 5/3 | JV Softball | Valley Regional | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Wed., 5/4 | V Baseball | Ellington | Away - Ellington HS [Directions] | W 7-0 | 2:00PM | |
| Wed., 5/4 | JV Baseball | Ellington | Away - Brookside Park, Route 140 [Directions] | 4:00 p.m. | 2:00PM | |
| Wed., 5/4 | V Girls Lacrosse | Old Saybrook | Home - Haddam Killingworth HS [Directions] | W 16-11 | ||
| Wed., 5/4 | JV Girls Lacrosse | Old Saybrook | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Thu., 5/5 | V Baseball | Westbrook | Home - Haddam Killingworth HS [Directions] | W 15-5 | ||
| Thu., 5/5 | V Boys Golf | Valley Regional | Home - Black Birch [Directions] | HK: 182, Valley: 224 (League) | 2:15pm | |
| Thu., 5/5 | V Boys Lacrosse | North Branford | Home - Haddam Killingworth HS [Directions] | L 7-15 | ||
| Thu., 5/5 | JV Boys Lacrosse | North Branford | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Thu., 5/5 | V Girls Lacrosse | North Branford | Away - Colafati Field - NBHS [Directions] | W 18-14 | 2:30pm | |
| Thu., 5/5 | JV Girls Lacrosse | North Branford | Away - North Branford HS [Directions] | 5:00 p.m. | ||
| Fri., 5/6 | V Boys Outdoor Track | Irv Black | Away - New Britian | 3:00 p.m. | TBA | |
| Fri., 5/6 | V Girls Outdoor Track | Irv Black | Away - New Britain | 3:00 p.m. | TBA | |
| Sat., 5/7 | V Baseball | Valley Regional | Away - Valley Regional HS [Directions] | W 9-4 | 2:00pm | |
| Sat., 5/7 | V Boys Outdoor Track | Irv Black | Away - New Britain | 10:00 a.m. | 8:30am | |
| Sat., 5/7 | V Girls Outdoor Track | Irv Black | Away - New Britain | 10:00 a.m. | 8:30am | |
| Mon., 5/9 | V Baseball | Coginchaug | Home - Haddam Killingworth HS [Directions] | W 10-0 | ||
| Mon., 5/9 | V Boys Golf | Morgan, Daniel Hand, Fitch | Away - CCC [Directions] | HK: 191, Morgan: 171, Madison: 166, Fitch: 225 (Non-League) | 2:15pm | |
| Mon., 5/9 | V Boys Tennis | Portland | Away - Portland HS [Directions] | L 1-3 | 2:30pm | |
| Mon., 5/9 | V Softball | North Branford | Away - Totoket Park [Directions] | L 9-1 | 2:30pm | |
| Mon., 5/9 | V Girls Tennis | Portland | Home - Haddam Killingworth HS [Directions] | W 4-3 | ||
| Tue., 5/10 | JV Baseball | Coginchaug | Away - Helmuth H. Brown Varsity Baseball Field @ CRHS [Directions] | 3:45 p.m. | 2:30pm | |
| Tue., 5/10 | V Boys Golf | Coginchaug | Away - Lyman Orchards [Directions] | HK: 185, Coginchaug: 186 (League) | 2:15pm | |
| Tue., 5/10 | V Boys Lacrosse | Morgan | Away - Indian River Complex [Directions] | L 7-9 | 2:30pm | |
| Tue., 5/10 | JV Boys Lacrosse | Morgan | Away - Indian River Complex [Directions] | 5:30 p.m. | ||
| Tue., 5/10 | V Boys Outdoor Track | Old Lyme, Westbrook | Away - Lyme-Old Lyme HS [Directions] | 3:30 p.m. | 2:30pm | |
| Tue., 5/10 | V Boys Tennis | Old Saybrook | Home - Haddam Killingworth HS [Directions] | L 3-4 | ||
| Tue., 5/10 | V Girls Lacrosse | Morgan | Home - Haddam Killingworth HS [Directions] | W 23-12 | ||
| Tue., 5/10 | JV Girls Lacrosse | Morgan | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Tue., 5/10 | V Girls Outdoor Track | Old Lyme, Westbrook | Away - Lyme-Old Lyme HS [Directions] | 3:30 p.m. | 2:30pm | |
| Tue., 5/10 | JV Softball | North Branford | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Wed., 5/11 | V Baseball | Morgan | Home - Haddam Killingworth HS [Directions] | L 6-3 | ||
| Wed., 5/11 | V Boys Tennis | Valley Regional | Away - Valley Regional HS [Directions] | L 0-7 | 2:30pm | |
| Wed., 5/11 | V Girls Lacrosse | North Branford | Home - Haddam Killingworth HS [Directions] | L 14-11 | ||
| Wed., 5/11 | JV Girls Lacrosse | North Branford | Home - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Wed., 5/11 | V Softball | Cromwell | Home - Haddam Killingworth HS [Directions] | W 6-1 | ||
| Wed., 5/11 | V Girls Tennis | Valley Regional | Home - Haddam Killingworth HS [Directions] | L 6-1 | ||
| Thu., 5/12 | V Boys Golf | East Hampton, Coginchaug | Home - Black Birch [Directions] | HK: 185, East Hampton: 203 (League), Coginchaug: 174 (Non-League) | 2:15pm | |
| Thu., 5/12 | V Boys Lacrosse | Cromwell | Home - Haddam-Killingworth HS [Directions] | W 18-2 | 2:30pm | |
| Thu., 5/12 | JV Boys Lacrosse | Cromwell | Home - Haddam-Killingworth HS [Directions] | Cancelled | ||
| Thu., 5/12 | V Boys Outdoor Track | Loucks Games | Away - White Plains, NY | 5:00 p.m. | TBA | |
| Thu., 5/12 | V Girls Outdoor Track | Loucks Games | Away - White Plains, NY | 5:00 p.m. | TBA | |
| Thu., 5/12 | V Softball | Coginchaug | Away - Ed Parmelee Memorial Varsity Softball Field @ CRHS [Directions] | L 4-5 | 2:30pm | |
| Sat., 5/14 | JV Baseball | Cromwell | Home - Haddam Killingworth HS [Directions] | 10:00 a.m. | ||
| Sat., 5/14 | V Boys Lacrosse | St. Bernard-Wheeler | Away - Delaporta Field [Directions] | W 13-7 | 9:30am | |
| Sat., 5/14 | JV Boys Lacrosse | St. Bernard-Wheeler | Away - Delaporta Field [Directions] | 12:30 p.m. | 9:30am | |
| Sat., 5/14 | V Boys Outdoor Track | Loucks Games | Away - White Plains, NY | 10:00 a.m. | TBA | |
| Sat., 5/14 | V Boys Outdoor Track | Old Saybrook Invitational | Away - Old Saybrook HS | 8:30 a.m. | 7:00am | |
| Sat., 5/14 | V Girls Outdoor Track | Loucks Games | Away - White Plains, NY | 10:00 a.m. | 7:00am | |
| Sat., 5/14 | V Girls Outdoor Track | Old Saybrook Invitational | Away - Old Saybrook HS | 8:30 a.m. | 7:00am | |
| Mon., 5/16 | V Baseball | North Branford | Away - North Branford HS [Directions] | L 6-1 | 2:30pm | |
| Mon., 5/16 | V Boys Tennis | East Hampton | Away - East Hampton HS [Directions] | L 1-6 | 2:30pm | |
| Mon., 5/16 | V Softball | East Granby | Home - Haddam Killingworth HS [Directions] | L 17-4 | ||
| Mon., 5/16 | V Girls Tennis | East Hampton | Home - Haddam Killingworth HS [Directions] | L 4-3 | ||
| Tue., 5/17 | JV Baseball | North Branford | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Tue., 5/17 | V Boys Golf | Old Lyme, East Hampton | Away - Black Hall Club Old Lyme [Directions] | HK: 177, Old Lyme: 165 (League), East Hampton: 209 (Non-League) | 2:15pm | |
| Tue., 5/17 | V Boys Lacrosse | Old Lyme | Home - Haddam Killingworth HS [Directions] | W 10-9 | ||
| Tue., 5/17 | JV Boys Lacrosse | Old Lyme | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Tue., 5/17 | V Boys Outdoor Track | North Branford, Old Saybrook | Home - Haddam-Killingworth HS [Directions] | 3:45 p.m. | ||
| Tue., 5/17 | V Boys Tennis | Cromwell | Away - Cromwell HS [Directions] | L 0-7 | 2:30pm | |
| Tue., 5/17 | V Girls Lacrosse | Old Lyme | Away - Old Lyme HS [Directions] | L 23-17 | 2:30pm | |
| Tue., 5/17 | JV Girls Lacrosse | Old Lyme | Away - Old Lyme HS [Directions] | 5:30 p.m. | ||
| Tue., 5/17 | V Girls Outdoor Track | North Branford, Old Saybrook | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Tue., 5/17 | V Softball | Guilford | Home - Haddam Killingworth HS [Directions] | W 12-3 | ||
| Tue., 5/17 | V Girls Tennis | Cromwell | Home - Haddam Killingworth HS [Directions] | L 5-2 | ||
| Wed., 5/18 | V Baseball | Cromwell | Away - Fran Monnes Baseball Field @ Cromwell HS [Directions] | W 7-2 | 2:30pm | |
| Wed., 5/18 | V Boys Golf | Windham Tech | Away - Skungamug River Golf CLub [Directions] | HK: 186, Windham Tech: 222 (Non-League) | 12:45pm | |
| Wed., 5/18 | V Boys Tennis | Old Lyme | Home - Haddam Killingworth HS [Directions] | L 0-7 | ||
| Wed., 5/18 | V Softball | Morgan | Home - Haddam Killingworth HS [Directions] | L 6-2 | ||
| Wed., 5/18 | V Girls Tennis | Old Lyme | Away - Old Lyme HS [Directions] | L 4-3 | 2:30pm | |
| Thu., 5/19 | V Boys Golf | Hale Ray, Norwich Tech | Home - Banner [Directions] | HK: 170, Hale-Ray: 211 (League), Norwich Tech: 219 (Non-League) | 2:15pm | |
| Thu., 5/19 | V Boys Lacrosse | Old Saybrook | Home - Haddam Killingworth HS [Directions] | W 17-2 | ||
| Thu., 5/19 | V Boys Outdoor Track | Warrior Freshman Invite | Away - Valley Regional | 3:30 p.m. | 2:30pm | |
| Thu., 5/19 | V Boys Tennis | North Branford | Home - Haddam Killingworth HS [Directions] | W 6-1 | ||
| Thu., 5/19 | V Girls Lacrosse | Old Saybrook | Away - Old Saybrook HS Turf Field [Directions] | L 17-15 | 2:30pm | |
| Thu., 5/19 | JV Girls Lacrosse | Old Saybrook | Away - Old Saybrook HS Turf Field [Directions] | 5:30 p.m. | ||
| Thu., 5/19 | V Girls Outdoor Track | Warrior Freshman Invite | Away - Valley Regional | 3:30 p.m. | 2:30pm | |
| Thu., 5/19 | V Softball | Cromwell | Away - Cromwell HS [Directions] | L 8-7 | 2:30pm | |
| Thu., 5/19 | V Girls Tennis | North Branford | Home - Haddam Killingworth HS [Directions] | L 4-3 | 2:30pm | |
| Fri., 5/20 | V Boys Golf | Old Saybrook | Away - Fenwick [Directions] | HK: 183, Old Saybrook: 175 (League) | 2:15pm | |
| Fri., 5/20 | JV Boys Lacrosse | Vinal-Goodwin | Away - Vinal Tech Field [Directions] | 3:15 p.m. | 2:30pm | |
| Fri., 5/20 | V Boys Tennis | Morgan | Home - Haddam Killingworth HS [Directions] | L 0-7 | ||
| Sat., 5/21 | JV Baseball | Westbrook | Away - Westbrook HS [Directions] | 10:00 a.m. | 8:30am | |
| Sat., 5/21 | V Boys Tennis | Coginchaug | Home - Haddam Killingworth HS [Directions] | L 2-5 | ||
| Sat., 5/21 | V Girls Lacrosse | Branford | Home - Haddam Killingworth HS [Directions] | L 8-18 | ||
| Sat., 5/21 | JV Girls Lacrosse | Branford | Home - Haddam Killingworth HS [Directions] | 12:30 p.m. | ||
| Sat., 5/21 | V Girls Tennis | Coginchaug | Away - Tennis Courts @ CRHS [Directions] | L 2-5 | 7:00am | |
| Mon., 5/23 | V Baseball | Cromwell | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Mon., 5/23 | V Boys Golf | Morgan | Home - Black Birch [Directions] | HK: 185, Morgan: 170 (League) | 2:15pm | |
| Mon., 5/23 | V Softball | Northwestern | Home - Haddam Killingworth HS [Directions] | W 7-6(11) | ||
| Mon., 5/23 | JV Softball | Northwestern | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Mon., 5/23 | V Girls Tennis | Morgan | Away - Morgan HS [Directions] | L 4-3 | 2:30pm | |
| Tue., 5/24 | V Boys Lacrosse | Old Lyme | Away - Old Lyme HS [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 5/24 | V Girls Lacrosse | Old Saybrook | Away - Old Saybrook HS Turf Field [Directions] | L 10-9 | 2:30pm | |
| Wed., 5/25 | JV Baseball | Valley Regional | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Wed., 5/25 | JV Boys Lacrosse | Hartford Public | Home - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Wed., 5/25 | V Boys Outdoor Track | Shoreline Championship | Away - New Haven | 2:00 p.m. | 12:00pm | |
| Wed., 5/25 | V Girls Outdoor Track | Shoreline Championship | Away - New Haven | 2:00 p.m. | 12:00pm | |
| Thu., 5/26 | JV Baseball | Hale Ray | Away [Directions] | 3:45 p.m. | 2:30pm | |
| Thu., 5/26 | V Boys Golf | Tournament Game - Opponent Not Known | Away - Stanley Golf Course | 9:00 a.m. | 7:45am | |
| Thu., 5/26 | V Softball | Hale Ray | Away - Hale Ray [Directions] | 4:00 p.m. | 2:30pm | |
| Fri., 5/27 | V Softball | North Branford | Away - Totoket Park - North Branford [Directions] | 4:00 p.m. | 2:30pm | |
| Sat., 5/28 | V Boys Lacrosse | Valley Regional | Home - Haddam Killingworth HS [Directions] | 11:00 a.m. | ||
| Sat., 5/28 | V Girls Lacrosse | St. Joseph | Away - St. Joseph HS [Directions] | L 15-10 | 10:00am | |
| Mon., 5/30 | V Baseball | Alumni Game | Home - Haddam Killingworth HS [Directions] | Cancelled | ||
| Tue., 5/31 | V Baseball | Norwich Tech | Home - Haddam Killingworth HS [Directions] | 3:30 p.m. | ||
| Tue., 5/31 | V Boys Outdoor Track | Class M State Championship | Away - New Britain | 2:30 p.m. | 1:15pm | |
| Tue., 5/31 | V Girls Outdoor Track | Class M State Championship | Away - New Britiain | 2:30 p.m. | 1:15pm | |
| Tue., 5/31 | V Softball | Coginchaug | Away - Ed Parmelee Memorial Varsity Softball Field @ CRHS [Directions] | 4:00 p.m. | 2:30pm | |
| Wed., 6/1 | V Baseball | St. Joseph | Home - Haddam Killingworth HS [Directions] | 3:30 p.m. | ||
| Wed., 6/1 | V Boys Lacrosse | Granby Memorial | Away [Directions] | 4:30 p.m. | 2:30pm | |
| Sat., 6/4 | V Baseball | Plainfield | Home - Haddam Killingworth HS [Directions] | 11:00 a.m. | ||
| Mon., 6/6 | V Boys Golf | Division III State Open | Away - Crestbrook Park | 7:00 a.m. | 5:30am | |
| Mon., 6/6 | V Boys Outdoor Track | State Open Championship | Away - New Britain | 1:30 p.m. | 11:30am | |
| Mon., 6/6 | V Girls Outdoor Track | State Open Championship | Away - New Britain | 1:30 p.m. | 11:30am | |
| Tue., 6/7 | V Baseball | Wolcott | Away - Sage Park - Berlin [Directions] | 7:00 p.m. | 5:15pm | |