| Derby 2021-22 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 308 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Thu., 9/2 | V Girls Soccer | Wilcox Tech (Scrim.) | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 4:00 p.m. | ||
| Fri., 9/3 | V Football | Branford, Hartford Public (Scrim.) | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:30 p.m. | ||
| Tue., 9/7 | V Boys Soccer | Wolcott Tech (Scrim.) | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:30 p.m. | ||
| Tue., 9/7 | V Girls Soccer | Ansonia (Scrim.) | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 5:00 p.m. | ||
| Sat., 9/11 | V Boys Cross Country | Stratton Brook Invitational | Away - Not Listed-Stratton Brook Park-Simsbury | 10:00 a.m. | share bus with girls | |
| Sat., 9/11 | V Boys Soccer | Wilby | Away - Municipal Stadium Complex-Ray Snyder, Sr. Turf Field [Directions] | 11:00 a.m. | L 5-3 | |
| Sat., 9/11 | V Girls Cross Country | Stratton Brook Invitational | Away - Not Listed-Stratton Brook Park-Simsbury | 10:00 a.m. | share bus with boys | |
| Tue., 9/14 | V Boys Cross Country | Holy Cross, Crosby, Kennedy | Away - Holy Cross [Directions] | 3:45 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:00 p.m. | ||||||
| Tue., 9/14 | V Boys Soccer | Kennedy | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | L 7-4 | |
| Tue., 9/14 | V Girls Cross Country | Holy Cross, Crosby, Kennedy | Away - Holy Cross [Directions] | 3:45 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:00 p.m. | ||||||
| Tue., 9/14 | V Girls Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 6:00 p.m. | L 7-0 | |
| Thu., 9/16 | V Boys Soccer | Oxford | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | L 9-0 | |
| Fri., 9/17 | V Football | Woodland | Away - Woodland HS-Woodland Football Field [Directions] | 6:00 p.m. | L 0-40 | |
| Fri., 9/17 | V Girls Soccer | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 6:00 p.m. | L 8-0 | |
| Sat., 9/18 | V Boys Cross Country | Bethel Invitational | Away - Bethel HS | 9:30 a.m. | ||
| Sat., 9/18 | V Girls Cross Country | Bethel Invitational | Away - Bethel HS | 9:30 a.m. | ||
| Tue., 9/21 | V Boys Cross Country | Naugatuck, Watertown | Away - Hop Brook Park [Directions] | 3:45 p.m. | share bus with girls | |
| Tue., 9/21 | V Boys Soccer | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 4:00 p.m. | L 5-0 | |
| Tue., 9/21 | V Girls Cross Country | Naugatuck, Watertown | Away - Hop Brook Park [Directions] | 3:30 p.m. | share bus with boys | |
| Tue., 9/21 | V Girls Soccer | St. Paul Catholic | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | L 8-1 | |
| Fri., 9/24 | V Boys Soccer | Seymour | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:30 p.m. | L 5-1 | |
| Fri., 9/24 | V Girls Soccer | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 6:00 p.m. | L 6-0 | |
| Sat., 9/25 | V Football | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 6:00 p.m. | L 14-30 | 2 busses for football depart at 4:30pm; 1 bus cheer - depart at 5;30 pm - 3 busses return |
| Mon., 9/27 | V Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 6:00 p.m. | L 8-1 | |
| Tue., 9/28 | V Boys Soccer | WCA | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | L 6-0 | |
| Wed., 9/29 | V Boys Cross Country | Seymour, Torrington | Home - Witek Park [Directions] | 4:00 p.m. | ||
| Wed., 9/29 | V Girls Cross Country | Seymour, Torrington | Home - Witek Park [Directions] | 4:00 p.m. | ||
| Thu., 9/30 | V Girls Soccer | Woodland | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | L 9-0 | |
| Fri., 10/1 | V Boys Soccer | Woodland | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:00 p.m. | L 8-0 | |
| Mon., 10/4 | V Boys Soccer | Crosby | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | W 4-3 | |
| Mon., 10/4 | V Girls Soccer | Harding | Away - Warren Harding HS-Lewis Field [Directions] | 6:00 p.m. | W 4-0 | |
| Tue., 10/5 | V Boys Cross Country | St. Paul Catholic, Wilby, Wolcott | Home - Witek Park [Directions] | 5:15 p.m. | ||
| Tue., 10/5 | V Girls Cross Country | St. Paul Catholic, Wilby, Wolcott | Home - Witek Park [Directions] | 5:15 p.m. | ||
| Wed., 10/6 | V Boys Soccer | Naugatuck | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | L 7-1 | |
| Wed., 10/6 | V Girls Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | L 6-0 | |
| Fri., 10/8 | V Football | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 7:00 p.m. | L 0-33 | 2 busses.... 4:30... 1 bus cheer 5:30. 3 return... |
| Fri., 10/8 | V Boys Soccer | Harding | Away - Warren Harding HS-Lewis Field [Directions] | 4:30 p.m. | W 3-0 | |
| Fri., 10/8 | V Girls Soccer | Ansonia | Away - Chargers Field on Prindle Ave [Directions] | 3:30 p.m. | L 6-0 | |
| Sat., 10/9 | V Boys Cross Country | Wickham Invitational | Away - Not Listed-Wickham Park | 10:15 a.m. | Share bus with girls... Boys Fresh- 9:00am Girls Fresh- 9:30am JV Races- 10:00-12:20pm Boys V- 1:30pm Girls V- 2:00pm | |
| Sat., 10/9 | V Girls Cross Country | Wickham Invitational | Away - Not Listed-Wickham Park | 9:00 a.m. | Share bus with boys team.... Boys Fresh- 9:00am Girls Fresh- 9:30am JV Races- 10:00-12:20pm Boys V- 1:30pm Girls V- 2:00pm | |
| Tue., 10/12 | V Boys Cross Country | Woodland, Oxford | Away - Woodland HS-Track [Directions] | 3:15 p.m. | ||
| Tue., 10/12 | V Boys Soccer | Harding | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 5:00 p.m. | W 3-1 | |
| Tue., 10/12 | V Girls Cross Country | Woodland, Oxford | Away - Woodland HS-Track [Directions] | 3:15 p.m. | ||
| Tue., 10/12 | V Girls Soccer | Seymour | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 7:00 p.m. | L 6-0 | |
| Thu., 10/14 | V Girls Soccer | Holy Cross | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | L 7-0 | |
| Fri., 10/15 | V Football | Wolcott | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 7:00 p.m. | L 6-38 | |
| Fri., 10/15 | V Boys Soccer | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | L 6-1 | |
| Mon., 10/18 | V Boys Soccer | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | L 5-0 | |
| Mon., 10/18 | V Girls Soccer | Wolcott | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | L 8-0 | |
| Wed., 10/20 | V Boys Cross Country | NVL Cross Country Championship | Away - Veterans Memorial Park | 2:00 p.m. | Share bus with girls XC | |
| Wed., 10/20 | V Girls Cross Country | NVL Cross Country Championship | Away - Veterans Memorial Park | 2:00 p.m. | Share bus with boys XC | |
| Wed., 10/20 | V Girls Soccer | Torrington | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:30 p.m. | L 6-1 | |
| Thu., 10/21 | V Boys Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 6:30 p.m. | L 8-1 | |
| Fri., 10/22 | V Football | Crosby | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 7:00 p.m. | L 0-55 | |
| Fri., 10/22 | V Girls Soccer | Platt Tech | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:00 p.m. | L 0-1 | |
| Mon., 10/25 | V Boys Soccer | Watertown | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | L 9-2 | |
| Mon., 10/25 | V Girls Soccer | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 3:00 p.m. | L 0-8 | |
| Wed., 10/27 | V Boys Soccer | Ansonia | Away - Chargers Field on Prindle Ave [Directions] | 3:30 p.m. | W 3-2 | |
| Thu., 10/28 | V Girls Soccer | Ansonia | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | L 1-6 | |
| Mon., 11/1 | V Boys Cross Country | CIAC Boys Cross Country Class S Championship | Away - Wickham Park | 2:05 p.m. | ||
| Mon., 11/1 | V Football | Oxford | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | Postponed | L Forfeit | |
| Mon., 11/1 | V Girls Cross Country | CIAC Girls Cross Country Class S Championship | Away - Wickham Park | 2:35 p.m. | ||
| Mon., 11/1 | Miscellaneous Events | NVL Girls Soccer; Woodland (host) v Ansonia | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 2:00 p.m. | ||
| Fri., 11/5 | V Boys Cross Country | CIAC Boys Cross Country Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/5 | V Football | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 7:00 p.m. | L Forfeit | |
| Fri., 11/5 | V Girls Cross Country | CIAC Girls Cross Country Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Thu., 11/11 | V Football | Ansonia (Scrim.) | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | ||
| Fri., 11/12 | V Football | Ansonia | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 7:00 p.m. | L Forfeit | |
| Thu., 11/18 | V Football | Gilbert/Northwestern/Housy | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 7:00 p.m. | L Forfeit | |
| Tue., 11/23 | Miscellaneous Events | Powder Puff @ Shelton HS | Home - Shelton HS-High School - Finn Stadium [Directions] | 6:00 p.m. | ||
| Thu., 11/25 | V Football | Shelton | Away - Shelton HS-Finn Stadium [Directions] | 10:30 a.m. | L Forfeit | |
| Sat., 12/4 | V Girls Basketball | Foran, Shelton (Scrim.) | Home - Derby MS-gym [Directions] | 10:00 a.m. | ||
| Tue., 12/7 | V Girls Basketball | Joel Barlow, Bassick (Scrim.) | Away - Joel Barlow HS-Lower Gym [Directions] | 6:00 p.m. | ||
| Thu., 12/9 | V Boys Basketball | Lyman Memorial (Scrim.) | Away - Lyman Memorial HS-Gym [Directions] | 6:00 p.m. | ||
| Thu., 12/9 | V Girls Basketball | Bunnell (Scrim.) | Home - Derby HS-DHS Vitello Gym [Directions] | 4:30 p.m. | ||
| Sat., 12/11 | V Boys Basketball | East Haven (Scrim.) | Home - Derby HS-DHS Vitello Gym [Directions] | 1:00 p.m. | ||
| Sat., 12/11 | V Girls Basketball | Bullard Havens Tech (Scrim.) | Home - Derby HS-DHS Vitello Gym [Directions] | 10:00 a.m. | ||
| Mon., 12/13 | V Boys Basketball | Wilton, New Milford (Scrim.) | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 6:00 p.m. | ||
| Tue., 12/14 | V Girls Basketball | Holy Cross | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | L 6-60 | |
| Tue., 12/14 | JV Girls Basketball | Holy Cross | Home - Derby HS-DHS Vitello Gym [Directions] | Canceled | Cancelled | |
| Thu., 12/16 | V Boys Basketball | Oxford | Home - Derby HS-DHS Vitello Gym [Directions] | 7:00 p.m. | L 46-52 | |
| Thu., 12/16 | JV Boys Basketball | Oxford | Home - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | ||
| Thu., 12/16 | V Girls Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 5:00 p.m. | L 11-44 | |
| Thu., 12/16 | JV Girls Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | Canceled | Cancelled | |
| Fri., 12/17 | V Boys Indoor Track | James Hillhouse Invitational | Away - Floyd Little Athletic Center | 4:30 p.m. | share bus with girls | |
| Fri., 12/17 | V Girls Indoor Track | James Hillhouse Invitational | Away - Floyd Little Athletic Center | 4:30 p.m. | share bus with boys | |
| Sat., 12/18 | V Boys Outdoor Track | James Hillhouse Invitational | Away - Floyd Little Athletic Center | 10:00 a.m. | share bus with girls | |
| Sat., 12/18 | V Wrestling | Darien Invitational | Away - Darien HS-DHS Main Gym | Canceled | Cancelled | |
| Sat., 12/18 | V Girls Indoor Track | James Hillhouse Invitational | Away - Floyd Little Athletic Center-Field House | 10:00 a.m. | share bus with boys | |
| Tue., 12/21 | V Boys Basketball | Naugatuck | Home - Derby HS-DHS Vitello Gym [Directions] | 7:00 p.m. | L 28-119 | |
| Tue., 12/21 | JV Boys Basketball | Naugatuck | Home - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | ||
| Wed., 12/22 | JV Girls Basketball | Kennedy | Home - Derby HS-DHS Vitello Gym [Directions] | Postponed | ||
| Thu., 12/23 | V Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 7:00 p.m. | L 39-107 | |
| Thu., 12/23 | JV Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 12/23 | V Boys Indoor Track | Hillhouse Holiday Invitational | Away - Floyd Little Athletic Center | 3:00 p.m. | All star cancellled both buses. Team shared bus with Girls via WE Transport | |
| Thu., 12/23 | V Girls Indoor Track | Hillhouse Holiday Invitational | Away - Floyd Little Athletic Center | 3:00 p.m. | Share bus with boys | |
| Tue., 12/28 | JV Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:00 p.m. | ||||||
| Wed., 12/29 | V Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 6:00 p.m. | L 56-81 | |
| Wed., 12/29 | V Boys Indoor Track | Coach Bob H. Saulsbury Invite | Away - Floyd Little Athletic Center | 12:00 p.m. | share bus with girls | |
| Wed., 12/29 | V Girls Indoor Track | Coach Bob H.Saulsbury Invite | Away - Floyd Little Athletic Center | 12:00 p.m. | share with boys | |
| Thu., 12/30 | V Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | L 65-85 | |
| Thu., 12/30 | JV Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 1/5 | V Boys Indoor Track | Wintergreen Invitational (SCSU) | Away - Southern CT State University - Moore Field House | 7:00 p.m. | ||
| Wed., 1/5 | V Wrestling | Gilbert/Torrington | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | DOHC 30 Gilbert 12 | |
| Wed., 1/5 | V Girls Indoor Track | Wintergreen Invitational (SCSU) | Away - Southern CT State University - Moore Field House | 7:00 p.m. | share bus with boys | |
| Thu., 1/6 | V Boys Basketball | Watertown | Home - Derby HS-DHS Vitello Gym [Directions] | 7:00 p.m. | W 50-47 | |
| Thu., 1/6 | JV Boys Basketball | Watertown | Home - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | ||
| Thu., 1/6 | V Girls Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:00 p.m. | L 14-55 | |
| Thu., 1/6 | JV Girls Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | Postponed | ||
| Sat., 1/8 | V Wrestling | TBA, Canton, East Lyme/Norwich Tech, TBA, Shelton, St. Joseph | Away - TBA | Postponed | ||
| Mon., 1/10 | V Boys Indoor Track | James Barber Invitational (SCSU) | Away - Southern CT State University - Moore Field House | 3:30 p.m. | Share bus with girls | |
| Mon., 1/10 | V Girls Basketball | O'Brien Tech | Home - Derby HS-DHS Vitello Gym [Directions] | 7:00 p.m. | L 12-47 | |
| Mon., 1/10 | JV Girls Basketball | O'Brien Tech | Home - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | ||
| Mon., 1/10 | V Girls Indoor Track | James Barber Invitational (SCSU) | Away - Southern CT State University - Moore Field House | 3:30 p.m. | Share bus with boys | |
| Tue., 1/11 | V Boys Basketball | Crosby | Home - Derby HS-DHS Vitello Gym [Directions] | 7:00 p.m. | L 43-85 | |
| Tue., 1/11 | JV Boys Basketball | Crosby | Home - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/11 | V Girls Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | L 11-42 | |
| Tue., 1/11 | JV Girls Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | Canceled | Cancelled | |
| Wed., 1/12 | V Wrestling | Terryville-Thomaston | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | DOHC 39 Terryville/Thomaston 18 | |
| Fri., 1/14 | V Boys Indoor Track | Hillhouse Varsity Night | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Fri., 1/14 | V Girls Basketball | Oxford | Home - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | L 14-48 | |
| Fri., 1/14 | JV Girls Basketball | Oxford | Home - Derby HS-DHS Vitello Gym [Directions] | Canceled | Cancelled | |
| Fri., 1/14 | V Girls Indoor Track | Hillhouse Varsity Night | Away - Floyd Little Athletic Center | 4:00 p.m. | share bus with boys | |
| Sat., 1/15 | V Boys Indoor Track | NVL Developmental | Away - Bethel HS | 3:00 p.m. | share bus with girls 2pm entries | |
| Sat., 1/15 | V Wrestling | Darien, Bunnell, Weston | Away - Darien HS-DHS Main Gym [Directions] | 9:00 a.m. | DOHC 24 Darien 48 DOHC 18 Weston 60 DOHC 6 Bunnell 66 | |
| Sat., 1/15 | V Girls Indoor Track | NVL Developmental | Away - Bethel HS | 3:00 p.m. | share bus with boys | |
| Tue., 1/18 | V Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | L 56-72 | |
| Tue., 1/18 | JV Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/18 | V Girls Basketball | WCA | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | L 15-52 | |
| Tue., 1/18 | JV Girls Basketball | WCA | Home - Derby HS-DHS Vitello Gym [Directions] | Canceled | Cancelled | |
| Wed., 1/19 | V Wrestling | Northwestern, St. Paul Catholic | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | DOHC 36 Northwestern 12 DOHC 36 St.Paul 30 | |
| Thu., 1/20 | JV Girls Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | Canceled | Cancelled | |
| Fri., 1/21 | V Boys Basketball | Torrington | Home - Derby HS-DHS Vitello Gym [Directions] | 7:00 p.m. | L 52-59 | |
| Fri., 1/21 | JV Boys Basketball | Torrington | Home - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/21 | V Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 6:00 p.m. | L 18-52 | |
| Fri., 1/21 | JV Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 1/22 | V Boys Indoor Track | SCC Coaches Invite | Away - Floyd Little Athletic Center | 9:00 a.m. | share bus with girls | |
| Sat., 1/22 | V Wrestling | Morgan, Shelton | Home - Derby HS-DHS Vitello Gym [Directions] | 9:00 a.m. | DOHC 24 Shelton 48 DOHC 30 Morgan 42 | weigh in @ 8am |
| Sat., 1/22 | V Girls Indoor Track | SCC Coaches Invite | Away - Floyd Little Athletic Center | 2:30 p.m. | ||
| Mon., 1/24 | V Boys Basketball | Woodland | Home - Derby HS-DHS Vitello Gym [Directions] | 7:00 p.m. | L 49-52 | |
| Mon., 1/24 | JV Boys Basketball | Woodland | Home - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | ||
| Mon., 1/24 | V Girls Basketball | Platt Tech | Away - Platt Tech.-Gym [Directions] | 4:45 p.m. | L 10-54 | |
| Mon., 1/24 | JV Girls Basketball | Platt Tech | Away - Platt Tech.-Gym [Directions] | Canceled | Cancelled | |
| Tue., 1/25 | V Boys Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 6:00 p.m. | L 48-79 | |
| Tue., 1/25 | JV Boys Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 1/25 | V Girls Basketball | Ansonia | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | L 22-50 | |
| Tue., 1/25 | JV Girls Basketball | Ansonia | Home - Derby HS-DHS Vitello Gym [Directions] | Canceled | Cancelled | |
| Fri., 1/28 | V Boys Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 7:00 p.m. | L 72-46 | |
| Fri., 1/28 | JV Boys Basketball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/28 | V Girls Basketball | Wolcott | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | L 8-44 | |
| Fri., 1/28 | JV Girls Basketball | Wolcott | Home - Derby HS-DHS Vitello Gym [Directions] | Canceled | Cancelled | |
| Sat., 1/29 | V Boys Indoor Track | NVL Championships | Away - Bethel HS | Postponed | 2 pm warm up | |
| Sat., 1/29 | V Wrestling | Individuals Tourney | Away - Suffield HS | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 7:00 a.m. | ||||||
| Sat., 1/29 | V Girls Indoor Track | NVL Championships | Away - Bethel HS | Postponed | 2pm warm up | |
| Mon., 1/31 | V Girls Basketball | Wilby | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | L 27-33(OT) | |
| Mon., 1/31 | JV Girls Basketball | Wilby | Home - Derby HS-DHS Vitello Gym [Directions] | Canceled | Cancelled | |
| Tue., 2/1 | V Boys Indoor Track | NVL Championships | Away - Floyd Little Athletic Center | 5:15 p.m. | 4:45 pm entry | |
| Tue., 2/1 | V Girls Indoor Track | NVL Championships | Away - Floyd Little Athletic Center | 5:15 p.m. | 4:45 pm entry | |
| Wed., 2/2 | V Wrestling | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | ||
| Thu., 2/3 | V Boys Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 6:00 p.m. | L 61-43 | |
| Thu., 2/3 | JV Boys Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 4:30 p.m. | ||
| Thu., 2/3 | V Girls Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 6:00 p.m. | L 22-46 | |
| Thu., 2/3 | JV Girls Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | Postponed | ||
| Sat., 2/5 | V Boys Basketball | Ansonia | Home - Derby HS-DHS Vitello Gym [Directions] | 1:00 p.m. | L 55-90 | |
| Sat., 2/5 | JV Boys Basketball | Ansonia | Home - Derby HS-DHS Vitello Gym [Directions] | 11:30 a.m. | ||
| Sat., 2/5 | V Wrestling | Stafford Wrestling Invitational | Away - Stafford HS-Gym | 9:15 a.m. | ||
| Sat., 2/5 | V Girls Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 11:30 a.m. | L 20-52 | |
| Mon., 2/7 | V Boys Indoor Track | Last Chance State Qualifier | Away - Floyd Little Athletic Center | 4:30 p.m. | share bus with girls | |
| Mon., 2/7 | V Girls Basketball | Kennedy | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | L 20-54 | |
| Mon., 2/7 | V Girls Indoor Track | Last Chance State Qualifier | Away - Floyd Little Athletic Center | 4:30 p.m. | share bus with boys | |
| Tue., 2/8 | V Boys Basketball | Seymour | Home - Derby HS-DHS Vitello Gym [Directions] | 7:00 p.m. | L 36-78 | |
| Tue., 2/8 | JV Boys Basketball | Seymour | Home - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/8 | V Girls Basketball | Seymour | Away - Seymour HS-Gym [Directions] | 6:00 p.m. | L 14-56 | |
| Tue., 2/8 | JV Girls Basketball | Seymour | Away - Seymour HS-Gym [Directions] | Canceled | Cancelled | |
| Thu., 2/10 | V Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 6:30 p.m. | L 27-60 | |
| Fri., 2/11 | JV Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 2/12 | V Boys Indoor Track | Class S Championship | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Sat., 2/12 | V Wrestling | Gilbert, Holy Cross, Berkshire League Tournament, Nonnewaug, Northwestern, Seymour, St. Paul Catholic, Terryville/Thomaston, Thomaston | Away - Gilbert School-Gym | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 10:00 a.m. | ||||||
| Sat., 2/12 | V Competitive Cheerleading | Watertown HS 2022 Cheer Fest | Away - Watertown HS | 9:00 a.m. | ||
| Sat., 2/12 | V Girls Indoor Track | Class S Championship | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Mon., 2/14 | V Boys Basketball | O'Brien Tech | Home - Derby HS-DHS Vitello Gym [Directions] | 7:00 p.m. | L 33-56 | |
| Mon., 2/14 | JV Boys Basketball | O'Brien Tech | Home - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | ||
| Mon., 2/14 | V Girls Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | L 8-48 | |
| Tue., 2/15 | V Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 6:45 p.m. | L 27-78 | |
| Tue., 2/15 | JV Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 2/15 | V Girls Basketball | Woodland | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | L 15-58 | |
| Tue., 2/15 | JV Girls Basketball | Woodland | Home - Derby HS-DHS Vitello Gym [Directions] | Canceled | Cancelled | |
| Thu., 2/17 | V Girls Basketball | Seymour | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | L 17-65 | |
| Thu., 2/17 | JV Girls Basketball | Seymour | Home - Derby HS-DHS Vitello Gym [Directions] | Canceled | Cancelled | |
| Fri., 2/18 | V Boys Basketball | Seymour | Away - Seymour HS-Gym [Directions] | 6:00 p.m. | L 32-81 | |
| Fri., 2/18 | JV Boys Basketball | Seymour | Away - Seymour HS-Gym [Directions] | Canceled | Cancelled | |
| Fri., 2/18 | V Wrestling | Class S Championship - Day 1 | Away - Killingly | 3:00 p.m. | ||
| Sat., 2/19 | V Boys Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/19 | V Wrestling | Class S Championship - Day 2 | Away - Killingly | 9:00 a.m. | ||
| Sat., 2/19 | V Competitive Cheerleading | NVL Cheerleading Championships | Away - Crosby HS-Gym | 11:00 a.m. | 9am check in, 10:05 am warm-ups | |
| Sat., 2/19 | V Girls Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Tue., 2/22 | V Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | L 39-96 | |
| Tue., 2/22 | JV Boys Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | Canceled | Cancelled | |
| Wed., 2/23 | V Boys Basketball | Whitney Tech | Away - Eli Whitney RVTS-Gym [Directions] | 5:00 p.m. | L 28-71 | |
| Wed., 2/23 | JV Boys Basketball | Whitney Tech | Away - Eli Whitney RVTS-Gym [Directions] | Canceled | Cancelled | |
| Sat., 2/26 | V Wrestling | State Open - Day 1 | Away - Floyd Little Athletic Center | 12:45 p.m. | ||
| Sat., 2/26 | V Wrestling | CIAC Girls Wrestling State Championship | Away - Floyd Little Athletic Center-Field House | TBA | ||
| Sat., 2/26 | V Competitive Cheerleading | Oxford HS Spirit Spectacular | Away - Oxford HS-Gym 1 | 4:30 p.m. | ||
| Sun., 2/27 | V Wrestling | State Open - Day 2 | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sun., 2/27 | V Wrestling | CIAC Girls Wrestling State Championship | Away - Floyd Little Athletic Center-Field House | 9:00 a.m. | ||
| Sat., 3/5 | V Competitive Cheerleading | CIAC State Championships - Class S Cheerleading | Away - Floyd Little Athletic Center | 3:30 p.m. | ||
| Sat., 3/12 | V Competitive Cheerleading | CHSCA 5th Annual Team of the Year Competition (TOY) | Away - North Haven HS-Fred Kelly Gymnasium | 2:30 p.m. | Performance scheduled for 4:42pm. | |
| Sat., 3/19 | V Competitive Cheerleading | New England Cheerleading Championship | Away - Worcester State University | TBA | ||
| Sat., 3/19 | Unified Sports Basketball | CIAC Boys D3 Championship Halftime Game vs Maloney | Away - [CIAC] Mohegan Sun Arena | 3:00 p.m. | ||
| Wed., 3/23 | V Softball | Plainville (Scrim.) | Home - Payden Park-Payden Field [Directions] | 4:15 p.m. | ||
| Fri., 3/25 | V Baseball | Hillhouse/Career (Scrim.) | Home - Payden Park [Directions] | 4:00 p.m. | L 12-3 | |
| Sat., 3/26 | V Boys Outdoor Track | Danbury (Scrim.) | Away - Danbury HS-Stadium Track [Directions] | 12:00 p.m. | share bus with girls | |
| Sat., 3/26 | V Girls Outdoor Track | Danbury (Scrim.) | Away - Danbury HS-Stadium Track [Directions] | 12:00 p.m. | share bus with boys | |
| Sat., 3/26 | V Softball | Stratford (Scrim.) | Away - Birdseye Rec Complex-Birdseye 2 [Directions] | 12:00 p.m. | Cancelled | |
| Mon., 3/28 | V Softball | Sheehan (Scrim.) | Home - Payden Park-Payden Field [Directions] | 4:00 p.m. | Cancelled | |
| Tue., 3/29 | V Baseball | Litchfield (Scrim.) | Home - Payden Park [Directions] | 4:00 p.m. | W 12-11 | |
| Wed., 3/30 | Miscellaneous Events | Lip Synch Challenge | Home - Derby HS-DHS Auditorium [Directions] | 6:00 p.m. | ||
| Thu., 3/31 | V Softball | Platt Tech (Scrim.) | Home - Payden Park-Payden Field [Directions] | 3:45 p.m. | ||
| Sat., 4/2 | V Baseball | O'Brien Tech | Home - Payden Park-Payden Field [Directions] | 1:30 p.m. | W 16-15 | |
| Sat., 4/2 | V Softball | Seymour | Home - Payden Park-Payden Field [Directions] | 11:00 a.m. | L 0-16 (5) | |
| Mon., 4/4 | V Baseball | Crosby | Home - Payden Park [Directions] | 5:30 p.m. | W 11-4 | |
| Mon., 4/4 | V Softball | Crosby | Away - Municipal Stadium (Waterbury, CT)-Joan Joyce Softball Diamond [Directions] | 5:30 p.m. | W 23-8 (5) | |
| Tue., 4/5 | V Boys Outdoor Track | Naugatuck, Woodland | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Tue., 4/5 | V Girls Outdoor Track | Naugatuck, Woodland | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Tue., 4/5 | V Softball | Naugatuck | Home - Payden Park-Payden Field [Directions] | 5:00 p.m. | L 0-20 | |
| Thu., 4/7 | JV Softball | Naugatuck | Home - Derby HS-Payden Park [Directions] | 3:45 p.m. | Cancelled | |
| Fri., 4/8 | V Baseball | Holy Cross | Home - Payden Park [Directions] | 5:30 p.m. | L 4-17 | |
| Mon., 4/11 | V Baseball | Oxford | Home - Payden Park [Directions] | 11:00 a.m. | L 2-12 | |
| Mon., 4/11 | V Softball | Oxford | Away - Oxford HS-Softball Field [Directions] | 11:00 a.m. | L 0-19 | |
| Tue., 4/12 | V Boys Outdoor Track | Oxford, Kennedy | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 5:00 p.m. | ||
| Tue., 4/12 | V Girls Outdoor Track | Oxford, Kennedy | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 5:00 p.m. | Share bus with boys | |
| Tue., 4/12 | JV Softball | Oxford | Away - Oxford HS-Softball Field [Directions] | 11:00 a.m. | ||
| Wed., 4/13 | V Baseball | Torrington | Away - Fuessenich Park-Baseball Diamond [Directions] | 3:45 p.m. | L 6-5 | |
| Wed., 4/13 | V Softball | Torrington | Home - Payden Park-Payden Field [Directions] | 4:00 p.m. | L 3-20 | |
| Thu., 4/14 | V Softball | Holy Cross | Away - Municipal Stadium Complex-Joan Joyce Diamond [Directions] | 10:00 a.m. | L 4-18 (5) | |
| Thu., 4/14 | JV Softball | Torrington | Home - Derby HS-Payden Park [Directions] | 4:00 p.m. | Cancelled | |
| Sat., 4/16 | V Baseball | Kennedy | Home - Payden Park [Directions] | 11:00 a.m. | W 7-8 | |
| Sat., 4/16 | V Softball | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | 11:00 a.m. | L 6-8 | |
| Mon., 4/18 | V Baseball | Woodland | Home - Payden Park [Directions] | 4:45 p.m. | L 13-0 | |
| Mon., 4/18 | V Softball | Woodland | Away - Woodland HS-Softball Diamond [Directions] | 3:45 p.m. | L 0-24 | |
| Tue., 4/19 | JV Softball | Woodland | Home - Derby HS-Payden Park [Directions] | 3:45 p.m. | Cancelled | |
| Wed., 4/20 | V Boys Outdoor Track | WCA, Wilby | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Wed., 4/20 | V Girls Outdoor Track | WCA, Wilby | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Thu., 4/21 | V Softball | Watertown | Home - Payden Park-Payden Field [Directions] | 5:30 p.m. | L 5-19 (5) | |
| Fri., 4/22 | V Baseball | Watertown | Away - Deland Field-Deland field [Directions] | 3:45 p.m. | L 1-7 | |
| Sat., 4/23 | V Baseball | Ansonia | Home - Payden Park [Directions] | 12:00 p.m. | L 10-0 | |
| Sat., 4/23 | V Softball | Ansonia | Home - Payden Park-Payden Field [Directions] | 4:00 p.m. | L 0-10 | |
| Mon., 4/25 | V Baseball | St. Paul Catholic | Home - Payden Park [Directions] | 5:30 p.m. | L 14-0 | |
| Mon., 4/25 | V Softball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Softball Field [Directions] | 4:00 p.m. | L 1-13 (6) | |
| Wed., 4/27 | V Baseball | Woodland | Away - Woodland HS-Baseball Diamond [Directions] | 4:15 p.m. | L 2-12 | |
| Wed., 4/27 | V Boys Outdoor Track | Crosby, Watertown | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 5:00 p.m. | share bus with girls | |
| Wed., 4/27 | V Girls Outdoor Track | Crosby, Watertown | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 5:00 p.m. | share bus with boys | |
| Wed., 4/27 | V Softball | Woodland | Home - Payden Park-Payden Field [Directions] | 5:30 p.m. | L 0-14 (5) | |
| Thu., 4/28 | Miscellaneous Events | Tri-M Recital (no athletic contests that day) | Home - Derby HS-DHS Auditorium [Directions] | 6:00 p.m. | ||
| Fri., 4/29 | V Baseball | Wilby | Home - Payden Park [Directions] | 5:30 p.m. | W 6-3 | |
| Fri., 4/29 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS-Stadium Track | 5:00 p.m. | ||
| Fri., 4/29 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury HS-Stadium Track | 5:00 p.m. | ||
| Fri., 4/29 | V Softball | Wilby | Away - Bucks Hill Park #1-Bucks Hill Park [Directions] | 3:45 p.m. | W 21-9 (5) | |
| Sat., 4/30 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS-Stadium Track | 9:00 a.m. | ||
| Sat., 4/30 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury HS-Stadium Track | 9:00 a.m. | ||
| Mon., 5/2 | V Baseball | Gilbert | Home - Derby HS-Payden Park [Directions] | 5:30 p.m. | W 6-0 | |
| Tue., 5/3 | V Boys Outdoor Track | St. Paul Catholic | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 5:00 p.m. | ||
| Tue., 5/3 | V Girls Outdoor Track | St. Paul Catholic | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 5:00 p.m. | ||
| Tue., 5/3 | Miscellaneous Events | NVL Leadership Conference | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 9:45 a.m. | Share bus with Ansonia & Seymour | |
| Thu., 5/5 | V Softball | Bassick | Away - Bassick HS-Went Field [Directions] | 4:30 p.m. | W 21-1 (5) | |
| Fri., 5/6 | V Baseball | Seymour | Home - Payden Park [Directions] | 2:30 p.m. | L 1-8 | |
| Sat., 5/7 | V Baseball | Team Trip to UConn v Creighton @ Elliot Ball Park - UConn - Calhoun Way | Away - UCONN | 1:00 p.m. | ||
| Sat., 5/7 | V Boys Outdoor Track | Orgo Jake Invitational | Away - Amity Regional HS-Amity HS Track | Canceled | Cancelled | share bus with girls |
| Sat., 5/7 | V Girls Outdoor Track | Orgo Jake Invitational | Away - Amity Regional HS-Amity HS Track | Canceled | Cancelled | share bus with boys |
| Mon., 5/9 | V Baseball | Wolcott | Away - Wolcott HS Baseball Field [Directions] | 4:00 p.m. | L 5-6 | |
| Mon., 5/9 | V Softball | Wolcott | Home - Payden Park-Payden Field [Directions] | 5:30 p.m. | L 0-16 | |
| Tue., 5/10 | V Boys Outdoor Track | Wolcott, Holy Cross | Away - Wolcott HS-Monroe Field and Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 5/10 | V Girls Outdoor Track | Wolcott, Holy Cross | Away - Wolcott HS-Monroe Field and Lower Field [Directions] | 3:30 p.m. | ||
| Tue., 5/10 | V Softball | Seymour | Away - Seymour HS-Softball Diamond [Directions] | 3:15 p.m. | L 5-23 | |
| Tue., 5/10 | JV Softball | Wolcott | Home - Derby HS-Payden Park [Directions] | 3:45 p.m. | Cancelled | |
| Wed., 5/11 | V Baseball | Ansonia | Away - Nolan Field-Ansonia-Baseball Field [Directions] | 3:00 p.m. | W 14-13 | |
| Wed., 5/11 | V Softball | Ansonia | Away - Ansonia HS-Charger Field [Directions] | 4:45 p.m. | L 1-19 (5) | |
| Thu., 5/12 | V Baseball | Oxford | Away - Oxford HS-Baseball Field [Directions] | 4:00 p.m. | L 2-12 | |
| Thu., 5/12 | V Softball | Oxford | Home - Payden Park-Payden Field [Directions] | 3:00 p.m. | L 0-18 | |
| Sat., 5/14 | V Baseball | Naugatuck | Away - Naugatuck HS-Raymond Legenza Field [Directions] | 1:00 p.m. | L 5-15 (6) | |
| Tue., 5/17 | V Boys Outdoor Track | Seymour, Torrington | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Tue., 5/17 | V Girls Outdoor Track | Seymour, Torrington | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Tue., 5/17 | JV Softball | WCA | Home - Derby HS-Payden Park [Directions] | 5:15 p.m. | ||
| Wed., 5/18 | V Baseball | Seymour | Away - French Park-Baseball Field [Directions] | 3:45 p.m. | L 7-6 | |
| Wed., 5/18 | V Softball | Bassick | Home - Payden Park-Payden Field [Directions] | 7:00 p.m. | W 16-1 (5) | |
| Wed., 5/18 | JV Softball | Wolcott | Home - Derby HS-Payden Park [Directions] | 3:45 p.m. | ||
| Wed., 5/18 | V | CIAC Unified Track & Field | Away - Shelton HS-High School - Finn Stadium | 3:15 p.m. | ||
| Thu., 5/19 | V Softball | WCA | Home - Payden Park-Payden Field [Directions] | 3:00 p.m. | L 7-24 | |
| Fri., 5/20 | V Baseball | WCA | Away - Bucks Hill (MONTOE) Park-Baseball Field [Directions] | 5:30 p.m. | W 8-2 | |
| Sat., 5/21 | V Boys Outdoor Track | NVL Championships | Away - Torrington HS-Robert Frost Sports Complex | 11:00 a.m. | ||
| Sat., 5/21 | V Girls Outdoor Track | NVL Championships | Away - Torrington HS-Robert Frost Sports Complex | 11:00 a.m. | ||
| Tue., 5/24 | JV Softball | Stratford | Home - Derby HS-Payden Park [Directions] | 4:30 p.m. | ||
| Wed., 5/25 | V Baseball | Seymour (Scrim.) | Home - Payden Park [Directions] | 5:45 p.m. | ||
| Wed., 5/25 | V Boys Outdoor Track | Last Chance Invite | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Wed., 5/25 | V Girls Outdoor Track | Last Chance Invite | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:45 p.m. | ||
| Thu., 5/26 | Miscellaneous Events | DHS Talent Show | Home - Derby HS-DHS Auditorium [Directions] | 6:00 p.m. | ||
| Fri., 5/27 | V Boys Outdoor Track | Naugatuck, Seymour, Torrington, WCA | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 2:30 p.m. | ||
| Fri., 5/27 | V Girls Outdoor Track | Naugatuck, Seymour, Torrington, WCA | Home - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 2:30 p.m. | ||
| Tue., 5/31 | V Boys Outdoor Track | CIAC Class S Championship | Away - Willow Brook Park | 10:00 a.m. | ||
| Tue., 5/31 | V Girls Outdoor Track | CIAC Class S Championship | Away - Willow Brook Park | 10:00 a.m. | ||
| Wed., 6/1 | Miscellaneous Events | DHS Spring Team Photos | Home - Derby HS-JR Payden Field House [Directions] | 2:20 p.m. | Track & Field - Track Baseball - Payden Park Softball - Payden Park | |
| Thu., 6/2 | V | Bunnell | Away - Bunnell HS-Bunnell Track [Directions] | 2:30 p.m. | ||
| Fri., 6/3 | Miscellaneous Events | Senior Outing: Lake Compounce Trip | Home - Derby HS-DHS Auditorium [Directions] | 7:30 a.m. | ||
| Mon., 6/6 | V Boys Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/6 | V Girls Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Sat., 6/11 | V Boys Outdoor Track | New England Track & Field Championships | Away - Veteran's Stadium-Willow Brook Park | 10:00 a.m. | share bus with girls | |
| Sat., 6/11 | V Girls Outdoor Track | New England Track & Field Championships | Away - Veteran's Stadium-Willow Brook Park | 10:00 a.m. | share bus with boys | |
| Tue., 6/14 | Miscellaneous Events | Derby High School Graduation | Home - Derby HS-Ryan Complex - Amendola Field [Directions] | 6:00 p.m. | ||