| Derby 2023-24 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 340 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Sat., 8/26 | V Football | Holy Cross, MSW (Scrim.) | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 1:00 p.m. | ||
| Mon., 8/28 | V Boys Soccer | Wolcott Tech (Scrim.) | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | T 4-4 | ||
| Mon., 8/28 | V Girls Soccer | Wamogo (Scrim.) | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | ||
| Wed., 8/30 | V Girls Volleyball | Platt Tech (Scrim.) | Home - Derby MS-DMS Gym [Directions] | 4:00 p.m. | ||
| Thu., 8/31 | V Boys Soccer | Wamogo (Scrim.) | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | ||
| Thu., 8/31 | V Girls Soccer | Litchfield (Scrim.) | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 4:00 p.m. | ||
| Fri., 9/1 | V Football | Hopkins School (Scrim.) | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | ||
| Tue., 9/5 | V Girls Soccer | Wilbur Cross (Scrim.) | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | ||
| Tue., 9/5 | V Girls Volleyball | Wamogo (Scrim.) | Home - Derby MS-DMS Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/6 | V Boys Soccer | Wright Tech (Scrim.) | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | Cancelled | ||
| Wed., 9/6 | V Girls Volleyball | Wilcox Tech (Scrim.) | Home - Derby MS-DMS Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/7 | V Girls Volleyball | Kennedy | Home - Derby MS-DMS Gym [Directions] | L 3-0 | ||
| Thu., 9/7 | JV Girls Volleyball | Kennedy | Home - Derby MS-DMS Gym [Directions] | Cancelled | ||
| Fri., 9/8 | JV Football | Gilbert/Northwestern/Housy | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | W 14-8 | ||
| Fri., 9/8 | V Boys Soccer | Whitney Tech | Away - Eli Whitney RVTS-Soccer Field [Directions] | W 1-0 | 2:15 PM; 1 Bus | |
| Fri., 9/8 | V Girls Volleyball | WCA | Home - Derby MS-DMS Gym [Directions] | L 3-0 | ||
| Fri., 9/8 | JV Girls Volleyball | WCA | Home - Derby MS-DMS Gym [Directions] | Cancelled | ||
| Sat., 9/9 | V Boys Cross Country | Stratton Brook Invitational at Stratton Brook State Park (Simsbury) | Away - Not Listed-Stratton Brook Park-Simsbury | 11:00 a.m. | 8:30 AM; 1 Bus | |
| Sat., 9/9 | V Girls Cross Country | Stratton Brook Invitational at Stratton Brook State Park (Simsbury) | Away - Not Listed-Stratton Brook Park-Simsbury | 11:00 a.m. | 8:30 AM; 1 Bus | |
| Tue., 9/12 | V Boys Cross Country | Oxford, WCA, Wolcott | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 3:00 p.m. | 1:30 PM, Dismiss 1:10 PM; 1 Bus | |
| Tue., 9/12 | V Boys Soccer | Oxford | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 7-0 | ||
| Tue., 9/12 | V Girls Cross Country | Oxford, WCA, Wolcott | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 3:00 p.m. | 1:30 PM, Dismiss 1:10 PM; 1 Bus | |
| Tue., 9/12 | V Girls Soccer | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | L 7-0 | 4:30 PM; 1 Bus | |
| Thu., 9/14 | V Girls Soccer | St. Paul Catholic | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 7-0 | ||
| Thu., 9/14 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | L 3-0 | 3:15 PM; 1 Bus | |
| Thu., 9/14 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | L 0-2 | 3:15 PM; 1 Bus | |
| Fri., 9/15 | V Football | Crosby | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 12-37 | ||
| Fri., 9/15 | V Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | L 3-0 | 3:15 PM; 1 Bus | |
| Fri., 9/15 | JV Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | L 1-2 | 3:15 PM; 1 Bus | |
| Sat., 9/16 | JV Football | Crosby | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | L 0-14 | 9:30 AM; 1 Bus | |
| Sat., 9/16 | V Boys Soccer | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | L 8-0 | 4:30 PM; 1 Bus | |
| Tue., 9/19 | V Boys Cross Country | Watertown, Naugatuck | Away - Veterans Memorial Park-Veterans Park XC Course [Directions] | 3:45 p.m. | 2:15 PM; 1 Bus | |
| Tue., 9/19 | V Girls Cross Country | Watertown, Naugatuck | Away - Veterans Memorial Park-Veterans Park XC Course [Directions] | 3:45 p.m. | 2:15 PM; 1 Bus | |
| Tue., 9/19 | V Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | L 3-0 | 3:45 PM; 1 Bus | |
| Tue., 9/19 | JV Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | L 0-2 | 3:45 PM; 1 Bus | |
| Wed., 9/20 | V Boys Soccer | WCA | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 5-0 | ||
| Wed., 9/20 | V Girls Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Press Box Field [Directions] | L 6-0 | 3:45 PM; 1 Bus | |
| Thu., 9/21 | V Girls Volleyball | Ansonia | Home - Derby MS-DMS Gym [Directions] | L 1-3 | ||
| Thu., 9/21 | JV Girls Volleyball | Ansonia | Home - Derby MS-DMS Gym [Directions] | L 0-2 | ||
| Fri., 9/22 | V Football | Wilby | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | W 45-2 | ||
| Fri., 9/22 | V Boys Soccer | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | L 7-2 | 2:15 PM; 1 Bus | |
| Fri., 9/22 | V Girls Soccer | Ansonia | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 6-1 | ||
| Fri., 9/22 | V Girls Volleyball | Crosby | Home - Derby MS-DMS Gym [Directions] | L 2-3 | ||
| Fri., 9/22 | JV Girls Volleyball | Crosby | Home - Derby MS-DMS Gym [Directions] | L 1-2 | ||
| Sat., 9/23 | V Boys Cross Country | Winding Trails Invitational at Winding Trails Park (Farmington) | Away - Winding Trails Center | 9:00 a.m. | 7:00 AM; 1 Bus | |
| Sat., 9/23 | JV Football | Wilby | Away - Wilby HS [Directions] | W 21-0 | 9:00 AM; 1 Bus | |
| Sat., 9/23 | V Girls Cross Country | Winding Trails Invitational at Winding Trails Park (Farmington) | Away - Winding Trails Center | 9:00 a.m. | 7:00 AM; 1 Bus | |
| Tue., 9/26 | V Boys Cross Country | Woodland, Seymour, Torrington | Away - Woodland HS-Track [Directions] | 3:45 p.m. | ||
| Tue., 9/26 | V Boys Soccer | Crosby | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | L 4-0 | 12:00 PM | |
| Tue., 9/26 | V Girls Cross Country | Woodland, Seymour, Torrington | Away - Woodland HS-Track [Directions] | 3:45 p.m. | ||
| Tue., 9/26 | V Girls Volleyball | Holy Cross | Home - Derby MS-DMS Gym [Directions] | L 0-3 | ||
| Tue., 9/26 | JV Girls Volleyball | Holy Cross | Home - Derby MS-DMS Gym [Directions] | L 0-2 | ||
| Thu., 9/28 | V Boys Soccer | Naugatuck | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 7-0 | ||
| Thu., 9/28 | V Girls Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | L 6-0 | 12:00 PM | |
| Thu., 9/28 | V Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | L 0-3 | ||
| Thu., 9/28 | JV Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | W 2-1 | ||
| Fri., 9/29 | V Football | Torrington | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 0-28 | ||
| Fri., 9/29 | V Girls Volleyball | Watertown | Home - Derby MS-DMS Gym [Directions] | L 1-3 | ||
| Fri., 9/29 | JV Girls Volleyball | Watertown | Home - Derby MS-DMS Gym [Directions] | L 0-2 | ||
| Sat., 9/30 | JV Football | Torrington | Away - Torrington HS [Directions] | L 0-6 | ||
| Sat., 9/30 | JV Girls Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | Cancelled | ||
| Mon., 10/2 | V Boys Soccer | Immaculate | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 7-0 | ||
| Mon., 10/2 | V Girls Soccer | Comp Sci | Away - Abbe Road Soccer Complex-Soccer Field [Directions] | W 7-0 | ||
| Tue., 10/3 | V Boys Cross Country | St. Paul Catholic, Wilby | Home - Witek Park [Directions] | 3:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Leo F. Ryan Athletic Complex-DeFilippo Field | ||||||
| Tue., 10/3 | V Girls Cross Country | St. Paul Catholic, Wilby | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:30 p.m. | ||
| Tue., 10/3 | V Girls Volleyball | Wilby | Home - Derby MS-DMS Gym [Directions] | W 3-0 | ||
| Tue., 10/3 | JV Girls Volleyball | Wilby | Home - Derby MS-DMS Gym [Directions] | L 1-2 | ||
| Wed., 10/4 | V Boys Soccer | Holy Cross | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 7-2 | ||
| Wed., 10/4 | V Girls Soccer | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | L 6-2 | ||
| Thu., 10/5 | V Boys Soccer | Wolcott | Away - Wolcott HS-Turf Field [Directions] | L 6-0 | 2:15 PM | |
| Thu., 10/5 | V Girls Volleyball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | L 0-3 | ||
| Thu., 10/5 | JV Girls Volleyball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | L 0-2 | ||
| Fri., 10/6 | V Football | Seymour | Away - Seymour HS-turf field [Directions] | L 24-34 | ||
| Fri., 10/6 | V Girls Soccer | Wolcott | Away - Wolcott HS-Turf Field [Directions] | L 8-0 | ||
| Sat., 10/7 | V Boys Cross Country | Wickham Park Invitational at Wickham Park (Manchester) | Away - Wickham Park | Cancelled | 7:30 AM; 1 Bus | |
| Sat., 10/7 | JV Football | Seymour | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 6-22 | ||
| Sat., 10/7 | V Girls Cross Country | Wickham Park Invitational at Wickham Park (Manchester) | Away - Wickham Park | Cancelled | 7:30 AM; 1 Bus | |
| Tue., 10/10 | V Boys Cross Country | Holy Cross, Crosby, Kennedy | Away - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Boys Soccer | Torrington | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 7-0 | ||
| Tue., 10/10 | V Girls Cross Country | Holy Cross, Crosby, Kennedy | Away - Holy Cross-Alumni Field [Directions] | 4:15 p.m. | ||
| Tue., 10/10 | V Girls Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | L 3-2 | ||
| Tue., 10/10 | V Girls Volleyball | Oxford | Away - Oxford HS-Main Gym [Directions] | L 1-3 | ||
| Tue., 10/10 | JV Girls Volleyball | Oxford | Away - Oxford HS-Main Gym [Directions] | L 0-2 | ||
| Wed., 10/11 | V Girls Soccer | Wolcott | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 6-2 | ||
| Thu., 10/12 | V Boys Soccer | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | L 5-1 | ||
| Thu., 10/12 | V Girls Soccer | Watertown | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 7-1 | ||
| Thu., 10/12 | V Girls Volleyball | Seymour | Home - Derby MS-DMS Gym [Directions] | L 0-3 | ||
| Thu., 10/12 | JV Girls Volleyball | Seymour | Home - Derby MS-DMS Gym [Directions] | L 0-2 | ||
| Fri., 10/13 | V Football | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | W 56-22 | ||
| Fri., 10/13 | V Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | L 0-3 | ||
| Fri., 10/13 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | L 1-2 | ||
| Sat., 10/14 | JV Football | Bullard/Kolbe | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | W 28-7 | ||
| Mon., 10/16 | V Boys Soccer | Seymour | Away - Seymour HS-turf field [Directions] | L 5-0 | ||
| Mon., 10/16 | V Girls Soccer | Seymour | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 3-0 | ||
| Tue., 10/17 | V Girls Soccer | Woodland | Away - Woodland HS-Woodland Soccer Field [Directions] | L 9-0 | ||
| Tue., 10/17 | V Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | L 0-3 | ||
| Tue., 10/17 | JV Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | L 1-2 | ||
| Wed., 10/18 | V Boys Cross Country | NVL Championship Meet | Away - Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. | 11:45 AM, Dismiss 11:40 AM; 1 Bus | |
| Wed., 10/18 | V Boys Soccer | Woodland | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 9-1 | ||
| Wed., 10/18 | V Girls Cross Country | NVL Championship Meet | Away - Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. | 11:45 AM, Dismiss 11:40 AM; 1 Bus | |
| Thu., 10/19 | V Girls Volleyball | Woodland | Home - Derby MS-DMS Gym [Directions] | L 0-3 | ||
| Thu., 10/19 | JV Girls Volleyball | Woodland | Home - Derby MS-DMS Gym [Directions] | L 0-2 | ||
| Fri., 10/20 | V Football | Kennedy | Away - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | L 22-44 | ||
| Fri., 10/20 | V Girls Soccer | Oxford | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 5-0 | ||
| Fri., 10/20 | V Girls Volleyball | Seymour | Away - Seymour HS-Gym [Directions] | L 0-3 | ||
| Fri., 10/20 | JV Girls Volleyball | Seymour | Away - Seymour HS-Gym [Directions] | L 0-2 | ||
| Sat., 10/21 | JV Football | Kennedy | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 10:00 a.m. | ||
| Sat., 10/21 | JV Girls Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | Cancelled | ||
| Mon., 10/23 | V Boys Soccer | Ansonia | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 5-2 | ||
| Mon., 10/23 | V Girls Soccer | Ansonia | Away - Chargers Field on Prindle Ave-Chargers Field [Directions] | L 5-0 | ||
| Tue., 10/24 | V Girls Volleyball | Naugatuck | Home - Derby MS-DMS Gym [Directions] | L 0-3 | ||
| Tue., 10/24 | JV Girls Volleyball | Naugatuck | Home - Derby MS-DMS Gym [Directions] | L 0-2 | ||
| Wed., 10/25 | V Boys Soccer | Wilby | Away - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | L 2-0 | ||
| Wed., 10/25 | V Girls Soccer | Torrington | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 4-0 | ||
| Wed., 10/25 | V Girls Volleyball | Oxford | Home - Derby MS-DMS Gym [Directions] | L 1-3 | ||
| Wed., 10/25 | JV Girls Volleyball | Oxford | Home - Derby MS-DMS Gym [Directions] | L 1-2 | ||
| Thu., 10/26 | JV Football | Ansonia | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 0-21 | ||
| Fri., 10/27 | V Football | Ansonia | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 7-58 | ||
| Sat., 10/28 | V Boys Cross Country | CIAC Class S Championship | Away - Wickham Park | 9:35 a.m. | ||
| Sat., 10/28 | V Girls Cross Country | Thomaston | Away - Wickham Park [Directions] | 9:00 a.m. | ||
| Thu., 11/2 | Miscellaneous Events | Lip Sync Battle | Home - Derby HS-DHS Auditorium [Directions] | 5:00 p.m. | ||
| Fri., 11/3 | V Football | WCA | Away - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | L 13-20 | ||
| Sat., 11/4 | JV Football | WCA | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 10:00 a.m. | ||
| Mon., 11/6 | V Boys Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Mon., 11/6 | V Girls Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/10 | V Football | Woodland | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | L 20-48 | ||
| Sat., 11/11 | JV Football | Woodland | Away - Woodland HS-Woodland Football Field [Directions] | L 6-36 | ||
| Fri., 11/17 | JV Football | Oxford | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | ||
| Tue., 11/21 | V | Shelton | Away - Shelton HS-Finn Stadium [Directions] | 5:15 p.m. | ||
| Thu., 11/23 | V Football | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | L 24-33 | ||
| Tue., 11/28 | V Football | CIAC Quarterfinals | Away - Higher Seed | 6:30 p.m. | ||
| Sat., 12/2 | V Girls Basketball | Greenwich (Scrim.) | Home - Derby HS-DHS Vitello Gym [Directions] | 11:00 a.m. | ||
| Sun., 12/3 | V Football | CIAC Semifinals | Away - Higher Seed | 12:30 p.m. | ||
| Mon., 12/4 | V Boys Basketball | Housatonic Regional (Scrim.) | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 5:00 p.m. | 12:00 PM | |
| Mon., 12/4 | V Girls Basketball | Bullard Havens Tech (Scrim.) | Home - Derby HS-DHS Vitello Gym [Directions] | 4:30 p.m. | ||
| Wed., 12/6 | V Boys Basketball | O'Brien Tech (Scrim.) | Home - Derby HS-DHS Vitello Gym [Directions] | 5:00 p.m. | ||
| Wed., 12/6 | V Girls Basketball | Shelton (Scrim.) | Away - Shelton HS-Murray Gymnasium [Directions] | 3:15 p.m. | 2:30 PM; 1 Bus | |
| Sat., 12/9 | V Football | CIAC Championship Games | Away - Site TBA | TBA | ||
| Sat., 12/9 | V Boys Indoor Track | Hillhouse Developmental Meet | Away - Floyd Little Athletic Center-Field House | 10:00 a.m. | 7:30 AM; 1 Bus | |
| Sat., 12/9 | V Girls Indoor Track | Hillhouse Developmental Meet | Away - Floyd Little Athletic Center-Field House | 10:00 a.m. | 7:30 AM; 1 Bus | |
| Mon., 12/11 | V Boys Basketball | Wilcox Tech (Scrim.) | Away - Wilcox Tech-Gym [Directions] | 5:00 p.m. | 3:30 PM; 1 Bus | |
| Tue., 12/12 | V Girls Basketball | Crosby | Home - Derby HS-DHS Vitello Gym [Directions] | L 61-42 | ||
| Wed., 12/13 | V Girls Basketball | Seymour | Home - Derby HS-DHS Vitello Gym [Directions] | L 63-34 | ||
| Thu., 12/14 | V Wrestling | Gilbert/Torrington | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | ||
| Fri., 12/15 | V Boys Basketball | Torrington | Home - Derby HS-DHS Vitello Gym [Directions] | L 85-58 | ||
| Fri., 12/15 | JV Boys Basketball | Torrington | Home - Derby HS-DHS Vitello Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/15 | V Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | L 60-16 | 4:00 PM; 1 Bus | |
| Sat., 12/16 | V Wrestling | Darien Invitational | Away - Darien HS-DHS Main Gym | 9:00 a.m. | 7:00 AM; 1 Bus | |
| Tue., 12/19 | V Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | L 51-47 | ||
| Tue., 12/19 | JV Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 12/19 | V Girls Basketball | Kennedy | Home - Derby HS-DHS Vitello Gym [Directions] | L 56-36 | ||
| Wed., 12/20 | V Boys Basketball | East Haven | Home - Derby HS-DHS Vitello Gym [Directions] | L 46-57 | ||
| Wed., 12/20 | JV Boys Basketball | East Haven | Home - Derby HS-DHS Vitello Gym [Directions] | 4:15 p.m. | ||
| Fri., 12/22 | V Boys Basketball | Crosby | Home - Derby HS-DHS Vitello Gym [Directions] | L 94-22 | ||
| Fri., 12/22 | JV Boys Basketball | Crosby | Home - Derby HS-DHS Vitello Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/22 | V Wrestling | Manchester | Home - Derby HS-DHS Vitello Gym [Directions] | 2:15 p.m. | ||
| Fri., 12/22 | V Girls Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | L 42-30 | ||
| Wed., 12/27 | V Boys Basketball | Wilby | Home - Derby HS-DHS Vitello Gym [Directions] | L 85-51 | ||
| Wed., 12/27 | JV Boys Basketball | Wilby | Home - Derby HS-DHS Vitello Gym [Directions] | 11:30 a.m. | ||
| Wed., 12/27 | V Girls Basketball | Shepaug Valley | Home - Derby HS-DHS Vitello Gym [Directions] | W 46-33 | ||
| Fri., 12/29 | V Boys Basketball | Seymour | Away - Seymour MS-Gymnasium [Directions] | L 67-45 | 4:15 PM; 1 Bus | |
| Fri., 12/29 | JV Boys Basketball | Seymour | Away - Seymour MS-Gymnasium [Directions] | 5:15 p.m. | 4:15 PM; 1 Bus | |
| Fri., 12/29 | V Wrestling | Joe Beler Sr. Duals | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium | 9:00 a.m. | 7:00 AM; 1 Bus | |
| Fri., 12/29 | V Girls Basketball | Hale Ray | Away - Derby HS-DHS Vitello Gym [Directions] | L 53-47 | ||
| Sat., 12/30 | V Boys Indoor Track | Hillhouse Holiday Invitational | Away - Floyd Little Athletic Center-Field House | 10:00 a.m. | 7:45 AM; 1 Bus | |
| Sat., 12/30 | V Girls Indoor Track | Hillhouse Holiday Invitational | Away - Floyd Little Athletic Center-Field House | 10:00 a.m. | 7:45 AM; 1 Bus | |
| Wed., 1/3 | V Boys Basketball | Woodland | Home - Derby HS-DHS Vitello Gym [Directions] | W 59-55 OT | ||
| Wed., 1/3 | JV Boys Basketball | Woodland | Home - Derby HS-DHS Vitello Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/3 | V Girls Basketball | Woodland | Away - Woodland HS-Gym [Directions] | L 68-39 | ||
| Thu., 1/4 | V Wrestling | Terryville-Thomaston | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | ||
| Fri., 1/5 | V Boys Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | W 71-58 | ||
| Fri., 1/5 | JV Boys Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 4:15 p.m. | ||
| Fri., 1/5 | V Boys Indoor Track | Elm City Coaches Invitational | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | 1:00 PM, Dismiss 12:45 PM; 1 Bus | |
| Fri., 1/5 | V Girls Basketball | Oxford | Home - Derby HS-DHS Vitello Gym [Directions] | L 57-34 | ||
| Fri., 1/5 | V Girls Indoor Track | Elm City Coaches Invitational | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | 1:00 PM, Dismiss 12:45 PM; 1 Bus | |
| Fri., 1/5 | Unified Sports Basketball | Wolcott | Home - Derby HS-DHS Vitello Gym [Directions] | 2:00 p.m. | ||
| Sat., 1/6 | V Wrestling | Warrior Invitational | Away - Canton HS-Gym | 9:00 a.m. | 6:45 AM; 1 Bus | |
| Pending change awaiting acceptance by one or more parties involved: Time to 9:30 a.m. | ||||||
| Wed., 1/10 | V Boys Indoor Track | James Barber Invitational | Away - Southern CT State University - Moore Field House-Moore Field House | 4:00 p.m. | 1:00 PM, Dismiss 12:45 PM; 1 Bus | |
| Wed., 1/10 | V Wrestling | Northwestern | Away - Northwestern Regional H.S.-Small Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/10 | V Girls Indoor Track | James Barber Invitational | Away - Southern CT State University - Moore Field House-Moore Field House | 4:00 p.m. | 1:00 PM, Dismiss 12:45 PM; 1 Bus | |
| Thu., 1/11 | V Girls Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | L 54-29 | ||
| Fri., 1/12 | V Boys Basketball | Ansonia | Home - Derby HS-DHS Vitello Gym [Directions] | L 48-44 | ||
| Fri., 1/12 | JV Boys Basketball | Ansonia | Home - Derby HS-DHS Vitello Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/12 | V Wrestling | Shelton, Masuk | Away - Shelton HS-Auxillary Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/17 | V Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | L 87-45 | ||
| Wed., 1/17 | JV Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/17 | V Girls Basketball | St. Paul Catholic | Home - Derby HS-DHS Vitello Gym [Directions] | L 55-20 | ||
| Thu., 1/18 | V Wrestling | St. Paul Catholic | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | ||
| Fri., 1/19 | V Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | W 46-41 | ||
| Fri., 1/19 | JV Boys Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/19 | V Girls Basketball | Watertown | Home - Derby HS-DHS Vitello Gym [Directions] | L 62-41 | ||
| Mon., 1/22 | V Girls Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | L 45-35 | ||
| Tue., 1/23 | V Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | L 103-33 | ||
| Tue., 1/23 | JV Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/23 | V Girls Basketball | Holy Cross | Home - Derby HS-DHS Vitello Gym [Directions] | L 72-19 | ||
| Wed., 1/24 | V Wrestling | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 7:00 p.m. | ||
| Fri., 1/26 | V Boys Basketball | WCA | Home - Derby HS-DHS Vitello Gym [Directions] | L 63-80 | ||
| Fri., 1/26 | JV Boys Basketball | WCA | Home - Derby HS-DHS Vitello Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/26 | V Boys Indoor Track | NVL INDOOR TRACK AND FIELD CHAMPIONSHIP | Away - New Haven Athletic Center/Hillhouse HS | 5:00 p.m. | ||
| Fri., 1/26 | V Girls Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | L 76-28 | ||
| Fri., 1/26 | V Girls Indoor Track | NVL INDOOR TRACK AND FIELD CHAMPIONSHIP | Away - New Haven Athletic Center/Hillhouse HS | 5:00 p.m. | ||
| Sat., 1/27 | V Wrestling | Brookfield Invitational | Away - Brookfield HS-BHS Small & Big Gym | 9:30 a.m. | ||
| Sun., 1/28 | V | Queen of the Mat Girls Tournament | Away - Foran HS -Edna L. Fraser Gymnasium | 9:00 a.m. | 7:00 AM; 1 Bus | |
| Tue., 1/30 | V Boys Basketball | Wolcott | Home - Derby HS-DHS Vitello Gym [Directions] | L 49-46 | ||
| Tue., 1/30 | JV Boys Basketball | Wolcott | Home - Derby HS-DHS Vitello Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/30 | V Girls Basketball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | L 84-34 | 12:00 PM | |
| Wed., 1/31 | V Boys Basketball | O'Brien Tech | Away - Emmett O' Brien Reg Voc Tech School-Gym [Directions] | W 71-40 | 2:45 PM; 1 Bus | |
| Wed., 1/31 | JV Boys Basketball | O'Brien Tech | Away - Emmett O' Brien Reg Voc Tech School-Gym [Directions] | Cancelled | 2:45 PM | |
| Fri., 2/2 | V Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | L 62-46 | ||
| Fri., 2/2 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 2/2 | V Boys Indoor Track | Throwhawks Field Series #5 at Bloomfield HS | Away - Bloomfield HS-Main Gym Court 2 | 4:45 p.m. | 2:45 PM; 1 Bus | |
| Fri., 2/2 | V Girls Basketball | Naugatuck | Home - Derby HS-DHS Vitello Gym [Directions] | L 39-29 | ||
| Fri., 2/2 | V Girls Indoor Track | Throwhawks Field Series #5 at Bloomfield HS | Away - Bloomfield HS-Main Gym Court 2 | 4:45 p.m. | 2:45 PM; 1 Bus | |
| Sat., 2/3 | V Wrestling | Stafford Wrestling Invitational | Away - Stafford HS-Gym | 9:15 a.m. | ||
| Mon., 2/5 | V Boys Indoor Track | Last Chance Meet | Away - Floyd Little Athletic Center-Field House | 4:30 p.m. | 2:45 PM; 1 Bus | |
| Mon., 2/5 | V Girls Indoor Track | Last Chance Meet | Away - Floyd Little Athletic Center-Field House | 4:30 p.m. | 2:45 PM; 1 Bus | |
| Tue., 2/6 | V Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | L 46-65 | ||
| Tue., 2/6 | JV Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 4:45 p.m. | ||
| Tue., 2/6 | V Girls Basketball | WCA | Home - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | ||
| Wed., 2/7 | V Wrestling | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | ||
| Fri., 2/9 | V Boys Basketball | Oxford | Home - Derby HS-DHS Vitello Gym [Directions] | L 51-49 | ||
| Fri., 2/9 | JV Boys Basketball | Oxford | Home - Derby HS-DHS Vitello Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/9 | V Boys Indoor Track | CIAC S Divisional Championship | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Fri., 2/9 | V Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 7:00 p.m. | ||
| Fri., 2/9 | V Girls Indoor Track | CIAC S Divisional Championship | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Mon., 2/12 | V Girls Basketball | Wilby | Home - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | ||
| Fri., 2/16 | V Boys Basketball | Watertown | Home - Derby HS-DHS Vitello Gym [Directions] | L 66-38 | ||
| Fri., 2/16 | JV Boys Basketball | Watertown | Home - Derby HS-DHS Vitello Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/16 | V Wrestling | CIAC M Divisional Championship | Away - Guilford | TBA | ||
| Sat., 2/17 | V Boys Indoor Track | CIAC State Open Divisional Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/17 | V Girls Indoor Track | CIAC State Open Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Mon., 2/19 | V Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | L 113-29 | ||
| Mon., 2/19 | JV Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 2/20 | V Boys Indoor Track | Eastern States Championships | Away - The Armory Track & Field Center | 4:00 p.m. | TBA | |
| Tue., 2/20 | V Girls Indoor Track | Eastern States Championships | Away - The Armory Track & Field Center | 4:00 p.m. | TBA | |
| Fri., 2/23 | V Wrestling | CIAC State Open & Girls Championship | Away - Floyd Little Athletic Center | TBA | ||
| Tue., 2/27 | Miscellaneous Events | Talent Show | Home - Derby HS-DHS Auditorium [Directions] | 5:00 p.m. | ||
| Sat., 3/2 | V Boys Indoor Track | Indoor Track & Field New England Championships – Reggie Lewis Center, Boston, MA | Away - . | 3:30 p.m. | TBA | |
| Thu., 3/7 | V | CIAC Unified Sports Basketball NVL Tournament | Away - Torrington HS | 3:15 p.m. | 2:00 PM, Dismiss 1:45 PM; 1 Bus | |
| Sat., 3/9 | V Boys Indoor Track | Nike Indoor Track & Field National Championships - The Armory, NYC | Away - The Armory Track & Field Center | 9:30 a.m. | TBA | |
| Sun., 3/10 | V Boys Indoor Track | Nike Indoor Track & Field National Championships - The Armory, NYC | Away - The Armory Track & Field Center | 10:00 a.m. | TBA | |
| Sun., 3/17 | V | Unified Basketball at Mohegan Sun Arena vs Maloney | Away - Not Listed | 10:00 a.m. | 7:45 AM; 1 Bus | |
| Wed., 3/20 | V Softball | Platt Tech (Scrim.) | Home - Payden Park-Payden Field [Directions] | Cancelled | ||
| Thu., 3/21 | V Baseball | Bassick (Scrim.) | Home - Payden Park [Directions] | 4:30 p.m. | ||
| Fri., 3/22 | V Softball | Hillhouse (Scrim.) | Home - Payden Park-Payden Field [Directions] | 4:30 p.m. | ||
| Sat., 3/23 | V Baseball | Litchfield (Scrim.) | Home - Payden Park [Directions] | 11:00 a.m. | ||
| Sat., 3/23 | V Co-ed Weightlifting | NVL Weight Lifting Competition 2024 | Away - Oxford HS-Gym 1 | 9:30 a.m. | 8:00 AM, Dismiss TBA; 1 Bus | |
| Mon., 3/25 | V Softball | Stratford (Scrim.) | Home - Payden Park-Payden Field [Directions] | 4:30 p.m. | ||
| Tue., 3/26 | V Baseball | O'Brien Tech (Scrim.) | Home - Payden Park [Directions] | 3:45 p.m. | ||
| Wed., 3/27 | V Softball | Career Magnet (Scrim.) | Home - Payden Park-Payden Field [Directions] | 4:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:00 p.m. | ||||||
| Thu., 3/28 | V Baseball | Hillhouse/Career (Scrim.) | Home - Payden Park [Directions] | 4:30 p.m. | ||
| Sat., 3/30 | V Baseball | Torrington | Away - Fuessenich Park-Baseball Diamond [Directions] | L 28-3 | ||
| Sat., 3/30 | V Softball | Torrington | Home - Payden Park-Payden Field [Directions] | W 2-1 | ||
| Mon., 4/1 | V Baseball | Crosby | Home - Payden Park [Directions] | W 10-0 | ||
| Mon., 4/1 | V Softball | Crosby | Away - Crosby HS-CHS Softball Field #1 [Directions] | W 15-13 | ||
| Thu., 4/4 | V Softball | Wilby | Home - Payden Park-Payden Field [Directions] | W 19-3 | ||
| Sat., 4/6 | V Baseball | Gilbert | Home - Payden Park [Directions] | W 5-0 | ||
| Sat., 4/6 | JV Baseball | Housatonic Regional | Home - Payden Park [Directions] | 10:00 a.m. | ||
| Mon., 4/8 | V Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | L 0-10 | ||
| Mon., 4/8 | JV Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | 5:00 p.m. | ||
| Tue., 4/9 | V Boys Outdoor Track | O'Brien Tech, Naugatuck | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Tue., 4/9 | V Girls Outdoor Track | O'Brien Tech, Naugatuck | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Baseball | Wolcott | Home - Payden Park [Directions] | L 8-0 | ||
| Wed., 4/10 | JV Baseball | Wolcott | Home - Payden Park [Directions] | Postponed | 12:00 PM | |
| Wed., 4/10 | V Softball | Wolcott | Away - Wolcott HS-Softball Field [Directions] | 5:00 p.m. | ||
| Wed., 4/10 | JV Softball | Wolcott | Away - Wolcott HS-JV Softball Field [Directions] | Postponed | ||
| Thu., 4/11 | V Softball | Watertown | Home - Payden Park-Payden Field [Directions] | 3:45 p.m. | ||
| Fri., 4/12 | V Baseball | Watertown | Home - Payden Park [Directions] | L 9-1 | 12:00 PM | |
| Sat., 4/13 | V Baseball | Holy Cross | Home - Payden Park [Directions] | L 10-0 | ||
| Mon., 4/15 | V Baseball | WCA | Away - Municipal Stadium-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | W 21-0 | ||
| Mon., 4/15 | V Softball | WCA | Home - Payden Park-Payden Field [Directions] | 11:00 a.m. | ||
| Tue., 4/16 | JV Baseball | Notre Dame-West Haven | Home - Payden Park [Directions] | 3:45 p.m. | ||
| Wed., 4/17 | V Softball | Harding | Away - Warren Harding HS-Baseball Field [Directions] | 11:00 a.m. | 9:30 AM; 1 Bus | |
| Fri., 4/19 | V Baseball | Oxford | Away - Oxford HS-Baseball Field [Directions] | L 3-0 | ||
| Fri., 4/19 | V Boys Outdoor Track | CT Distance Festival | Away - William H Hall HS | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Fri., 4/19 | V Girls Outdoor Track | CT Distance Festival | Away - William H Hall HS | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Fri., 4/19 | V Softball | Woodland | Away - Woodland HS-Softball Diamond [Directions] | 11:00 a.m. | ||
| Sat., 4/20 | V Softball | Seymour | Home - Payden Park-Payden Field [Directions] | 12:00 p.m. | 12:00 PM | |
| Mon., 4/22 | V Baseball | Kennedy | Home - Payden Park [Directions] | 5:30 p.m. | ||
| Mon., 4/22 | V Softball | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | JV Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Baseball Field [Directions] | Cancelled | ||
| Tue., 4/23 | V Boys Outdoor Track | Kennedy, Woodland | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | V Girls Outdoor Track | Kennedy, Woodland | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Wed., 4/24 | V Baseball | Crosby | Away - Crosby HS-CHS Baseball Field [Directions] | 3:30 p.m. | ||
| Fri., 4/26 | V Baseball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Baseball Field [Directions] | 4:30 p.m. | ||
| Fri., 4/26 | V Boys Outdoor Track | O'Grady Relays Day 1 | Away - Danbury HS | 5:00 p.m. | 2:15 PM; 1 Bus | |
| Fri., 4/26 | V Girls Outdoor Track | O'Grady Relays Day 1 | Away - Danbury HS | 5:00 p.m. | 2:15 PM; 1 Bus | |
| Fri., 4/26 | V Softball | St. Paul Catholic | Home - Payden Park-Payden Field [Directions] | 6:30 p.m. | ||
| Fri., 4/26 | JV Softball | St. Paul Catholic | Home - Derby HS-Payden Park [Directions] | 4:30 p.m. | ||
| Sat., 4/27 | JV Baseball | Kaynor Tech | Away - Kaynor Technical School- Kaynor Baseball Diamond [Directions] | 10:00 a.m. | ||
| Sat., 4/27 | V Boys Outdoor Track | O'Grady Relays Day 2 | Away - Danbury HS | 9:00 a.m. | 6:45 AM; 1 Bus | |
| Sat., 4/27 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS-Danbury HS Stadium | 9:00 a.m. | ||
| Sat., 4/27 | V Girls Outdoor Track | O'Grady Relays Day 2 | Away - Danbury HS | 9:00 a.m. | 6:45 AM; 1 Bus | |
| Mon., 4/29 | V Baseball | Wilby | Home - Payden Park [Directions] | 5:30 p.m. | ||
| Tue., 4/30 | JV Baseball | Wolcott | Home - Payden Park [Directions] | 5:00 p.m. | ||
| Tue., 4/30 | V Boys Outdoor Track | Oxford | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | V Girls Outdoor Track | Oxford | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Wed., 5/1 | V Softball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | ||
| Wed., 5/1 | Miscellaneous Events | Honors Induction Ceremony | Home - Derby HS-DHS Auditorium [Directions] | 6:30 p.m. | ||
| Wed., 5/1 | V | CIAC Unified Flag Football Tournament | Home - Derby HS-DHS Vitello Gym [Directions] | 9:00 a.m. | ||
| Thu., 5/2 | V Baseball | Naugatuck | Home - Dunkin Donuts Park [Directions] | 6:30 p.m. | ||
| Fri., 5/3 | V Softball | Kennedy | Home - Payden Park-Payden Field [Directions] | 4:00 p.m. | ||
| Sat., 5/4 | V Baseball | Kennedy | Away - Waterville Park-Baseball Field [Directions] | 2:30 p.m. | ||
| Sat., 5/4 | V Boys Outdoor Track | Org-Jake Spartan Invitational | Away - Amity Regional HS | 9:00 a.m. | 7:00 AM; 1 Bus | |
| Sat., 5/4 | V Girls Outdoor Track | Org-Jake Spartan Invitational | Away - Amity Regional HS | 9:00 a.m. | 7:00 AM; 1 Bus | |
| Sat., 5/4 | V Softball | Ansonia | Home - Payden Park-Payden Field [Directions] | 7:00 p.m. | ||
| Sat., 5/4 | JV Softball | Stratford | Home - Derby HS-Payden Park [Directions] | 10:00 a.m. | ||
| Mon., 5/6 | V Softball | Oxford | Home - Payden Park-Payden Field [Directions] | 5:30 p.m. | ||
| Tue., 5/7 | V Baseball | Woodland | Home - Payden Park [Directions] | 6:00 p.m. | ||
| Tue., 5/7 | JV Baseball | Woodland | Home - Payden Park [Directions] | 3:00 p.m. | ||
| Tue., 5/7 | V Boys Outdoor Track | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 3:30 p.m. | ||
| Tue., 5/7 | V Girls Outdoor Track | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 3:30 p.m. | ||
| Wed., 5/8 | V Softball | Crosby | Home - Payden Park-Payden Field [Directions] | 5:30 p.m. | ||
| Thu., 5/9 | V Baseball | Ansonia | Away - Nolan Field-Ansonia-Baseball Field [Directions] | 3:30 p.m. | 12:00 PM | |
| Thu., 5/9 | V Softball | Ansonia | Away - Ansonia HS-Softball Diamond [Directions] | 3:30 p.m. | ||
| Sat., 5/11 | V Baseball | Seymour | Home - Payden Park [Directions] | 6:00 p.m. | ||
| Sat., 5/11 | V Boys Outdoor Track | 8th Annual Froshmore Invitational | Away - Veteran's Stadium-Willow Brook Park | 10:00 a.m. | 8:00 AM; 1 Bus | |
| Sat., 5/11 | V Girls Outdoor Track | 8th Annual Froshmore Invitational | Away - Veteran's Stadium-Willow Brook Park | 10:00 a.m. | 8:00 AM; 1 Bus | |
| Mon., 5/13 | V Baseball | WCA | Home - Payden Park [Directions] | 6:30 p.m. | ||
| Mon., 5/13 | JV Baseball | Kaynor Tech | Home - Payden Park [Directions] | 3:45 p.m. | ||
| Mon., 5/13 | V Boys Outdoor Track | Holy Cross | Away - Holy Cross-Holy Cross Track [Directions] | 3:30 p.m. | ||
| Mon., 5/13 | V Girls Outdoor Track | Holy Cross | Away - Holy Cross-Holy Cross Track [Directions] | 3:30 p.m. | ||
| Mon., 5/13 | V Softball | Wilby | Away - Bucks Hill Park #1-Bucks Hill Park [Directions] | 3:45 p.m. | ||
| Tue., 5/14 | JV Baseball | Platt Tech | Away - Milford Academy Field/McCann Natatorium-Milford Academy Field [Directions] | 3:45 p.m. | ||
| Tue., 5/14 | V Softball | Harding | Home - Payden Park-Payden Field [Directions] | 5:30 p.m. | ||
| Wed., 5/15 | V Baseball | Platt Tech | Home - Payden Park [Directions] | 5:30 p.m. | ||
| Fri., 5/17 | JV Baseball | Kolbe Cathedral | Away - Seaside Park #10 [Directions] | 4:15 p.m. | 12:00 PM | |
| Sat., 5/18 | V Boys Outdoor Track | NVL Championships | Away - Torrington HS | 9:00 a.m. | 7:00 AM | |
| Sat., 5/18 | V Girls Outdoor Track | NVL Championships | Away - Torrington HS | 9:00 a.m. | 7:00 AM | |
| Mon., 5/20 | V Baseball | Wilby | Away - Wilby HS-Wilby H.S. [Directions] | 3:30 p.m. | ||
| Tue., 5/21 | V Boys Outdoor Track | NVL Last Chance Meet | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:30 p.m. | ||
| Tue., 5/21 | V Girls Outdoor Track | NVL Last Chance Meet | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:30 p.m. | ||
| Thu., 5/23 | Miscellaneous Events | Academic Awards Night | Home - Derby HS-DHS Auditorium [Directions] | 6:30 p.m. | ||
| Wed., 5/29 | V Boys Outdoor Track | Class S Outdoor State Championships | Away - Veteran's Stadium-Willow Brook Park | 10:30 a.m. | 8:00 AM; 1 Bus | |
| Wed., 5/29 | V Girls Outdoor Track | Class S Outdoor State Championships | Away - Veteran's Stadium-Willow Brook Park | 10:30 a.m. | 8:00 AM; 1 Bus | |
| Thu., 5/30 | Miscellaneous Events | DHS Athletic Awards Bar-B-Q | Home - TBA [Directions] | 6:00 p.m. | ||
| Mon., 6/3 | V Boys Outdoor Track | CT State Open Outdoor Championships | Away - Veteran's Stadium-Willow Brook Park | 1:30 p.m. | 11:00 AM; 1 Bus | |
| Mon., 6/3 | V Girls Outdoor Track | CT State Open Outdoor Championships | Away - Veteran's Stadium-Willow Brook Park | 1:30 p.m. | 11:00 AM; 1 Bus | |
| Sat., 6/8 | V Boys Outdoor Track | New England Outdoor Championships @ The University of New Hampshire | Away - . | 10:00 a.m. | 6:00 AM; 1 Car | |
| Sat., 6/8 | V Girls Outdoor Track | New England Outdoor Championships @ The University of New Hampshire | Away - . | 10:00 a.m. | 6:00 AM; 1 Car | |