| Staples 2018-19 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 280 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Boys Ice Hockey | St. Joseph | Home - Milford Ice Pavilion [Directions] | TBA | ED 1:45 | |
| TBA | JV Girls Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | ||
| TBA | JV Girls Basketball | Norwalk | Home - Staples H.S. Gym [Directions] | TBA | ||
| TBA | FR Girls Basketball | Greenwich | Home - Staples H.S. Gym [Directions] | TBA | ||
| Mon., 11/26 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Tue., 11/27 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Wed., 11/28 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Thu., 11/29 | V Boys Ice Hockey | Immaculate (Scrim.) | Home - Milford Ice Pavilion [Directions] | 8:30 p.m. | ||
| Fri., 11/30 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Sat., 12/1 | V Boys Ice Hockey | North Haven (Scrim.) | Home - Milford Ice Pavilion [Directions] | 3:00 p.m. | ||
| Mon., 12/3 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Tue., 12/4 | V Boys Basketball | Foran (Scrim.) | Away - Edna L. Fraser Gymnasium [Directions] | 6:00 p.m. | ||
| Tue., 12/4 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Wed., 12/5 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Wed., 12/5 | V Girls Basketball | Kolbe Cathedral (Scrim.) | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Thu., 12/6 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Fri., 12/7 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Fri., 12/7 | V Girls Indoor Track | Blue and White Time Trials | Home - Staples Field House [Directions] | TBA | ||
| Sat., 12/8 | V Boys Ice Hockey | Shelton Jamboree | Away | 7:15 p.m. | ||
| Sat., 12/8 | V Girls Indoor Track | Hillhouse Developmental Meet | Away - Floyd Little Athletic Complex | TBA | ||
| Sat., 12/8 | V Girls Indoor Track | Blue and White Time Trials | Home - Staples Field House [Directions] | TBA | ||
| Mon., 12/10 | V Boys Basketball | Jonathan Law (Scrim.) | Away - Jonathan Law HS-Richetelli Gymnasium [Directions] | 7:00 p.m. | ||
| Mon., 12/10 | JV Boys Ice Hockey | Eastern CT Eagles | Home - Milford Ice Pavilion [Directions] | 4:10 p.m. | ED 1:45 | |
| Mon., 12/10 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 3:00pm - 4:00pm | ED 1:45 | |
| Mon., 12/10 | V Girls Basketball | Bethel | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | W 67-61 | |
| Mon., 12/10 | JV Girls Basketball | Bethel | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 12/11 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Wed., 12/12 | V Boys Basketball | Stratford (Scrim.) | Home - Staples H.S. Gym [Directions] | 3:30 p.m. | ||
| Wed., 12/12 | V Boys Ice Hockey | Newtown/New Fairfield | Home - Milford Ice Pavilion [Directions] | 6:00 p.m. | W 4-2 | |
| Wed., 12/12 | V Wrestling | Fairfield Ludlowe | Away - FLHS Aux Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/12 | V Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 7:00 p.m. | W 40-38 | |
| Wed., 12/12 | JV Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 12/12 | FR Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 12/13 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Fri., 12/14 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Fri., 12/14 | V Girls Basketball | St. Joseph | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | W 48-44 | |
| Fri., 12/14 | JV Girls Basketball | St. Joseph | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/14 | FR Girls Basketball | St. Joseph | Home - Staples H.S. Gym [Directions] | 4:15 p.m. | ||
| Sat., 12/15 | V Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | 6:00 p.m. | W 71-49 | |
| Sat., 12/15 | JV Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | 4:15 p.m. | ||
| Sat., 12/15 | FR Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | 2:30 p.m. | ||
| Sat., 12/15 | V Boys Ice Hockey | Enfield/East Granby/Stafford | Away - Enfield Twin Rinks [Directions] | 4:00 p.m. | L 2-3 | |
| Sat., 12/15 | V Boys Indoor Track | St. Joe's, FLHS, Ridgefield, Trumbull, Greenwich, Stamford, Westhill | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 12/15 | V Wrestling | Ludlowe Invitational | Away | 8:30 a.m. | ||
| Sat., 12/15 | V Girls Indoor Track | St. Joe's, FLHS, Ridgefield, Trumbull, Greenwich, Stamford, Westhill | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Mon., 12/17 | V Boys Basketball | Joel Barlow | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | W 52-47 | |
| Mon., 12/17 | JV Boys Basketball | Joel Barlow | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Mon., 12/17 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Tue., 12/18 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Tue., 12/18 | V Wrestling | New Canaan | Away - NCHS Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 12/19 | V Boys Basketball | Fairfield Warde | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | L 47-49 | |
| Wed., 12/19 | JV Boys Basketball | Fairfield Warde | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Wed., 12/19 | FR Boys Basketball | Fairfield Warde | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Wed., 12/19 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 3:00pm-4:00pm | ED 1:45 | |
| Wed., 12/19 | V Boys Swimming and Diving | Trumbull | Away - Hillcrest MS [Directions] | 4:00 p.m. | ||
| Wed., 12/19 | V Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 7:00 p.m. | W 59-43 | |
| Wed., 12/19 | JV Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:15 p.m. | ||
| Wed., 12/19 | FR Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | ||
| Thu., 12/20 | JV Boys Ice Hockey | Notre Dame-West Haven | Home - Milford Ice Pavilion [Directions] | 4:10 p.m. | ED 1:45 | |
| Thu., 12/20 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 3:00-4:00 | ED 1:45 | |
| Fri., 12/21 | V Boys Basketball | Danbury | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | L 48-62 | |
| Fri., 12/21 | JV Boys Basketball | Danbury | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/21 | FR Boys Basketball | Danbury | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Fri., 12/21 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Fri., 12/21 | V Boys Swimming and Diving | Ridgefield | Away - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | ED 1:45 | |
| Fri., 12/21 | V Girls Basketball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 7:00 p.m. | L 37-43 | |
| Fri., 12/21 | JV Girls Basketball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 5:15 p.m. | ||
| Fri., 12/21 | FR Girls Basketball | Danbury | Away - Danbury HS - MAIN gym [Directions] | 4:00 p.m. | ||
| Sat., 12/22 | V Boys Ice Hockey | East Haven Coop | Home - Milford Ice Pavilion [Directions] | 3:00 p.m. | L 0-3 | |
| Sat., 12/22 | V Wrestling | Wilton, Brien McMahon | Away - Nicholas Zeoli Field House [Directions] | 4:00 p.m. | ||
| Wed., 12/26 | JV Boys Ice Hockey | Eastern CT Eagles | Away - Connecticut College [Directions] | 6:00 p.m. | Start and End at MIP | |
| Wed., 12/26 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 9:30-11:00 | ||
| Thu., 12/27 | V Boys Basketball | Westhill | Home - Staples H.S. Gym [Directions] | 5:00 p.m. | W 70-51 | |
| Thu., 12/27 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 2:00-3:45pm | ||
| Thu., 12/27 | V Boys Indoor Track | Jack Long Invitational | Away - Hillhouse | 12:00 p.m. | ||
| Thu., 12/27 | V Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 2:00 p.m. | W 49-42 | |
| Fri., 12/28 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:45pm-6:00pm | ||
| Fri., 12/28 | V Girls Basketball | Fairfield Ludlowe | Away [Directions] | TBA | L 36-48 | |
| Sat., 12/29 | V Boys Basketball | Newtown | Home - Staples H.S. Gym [Directions] | TBA | L 44-54 | |
| Sat., 12/29 | V Boys Ice Hockey | Amity | Away - Bennett Rink - West Haven [Directions] | 1:00 p.m. | L 2-3(OT) | Start and End at MIP |
| Sat., 12/29 | V Boys Indoor Track | Hillhouse Winter Relays | Away - Hillhouse | 10:00 a.m. | ||
| Sat., 12/29 | V Wrestling | Danbury Holiday Tournament | Away | 8:30 a.m. | ||
| Sat., 12/29 | V Girls Indoor Track | Holiday Classic | Away | 8:30 a.m. | ||
| Mon., 12/31 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 3:00/4:45 | ||
| Tue., 1/1 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 3:30-5:00 | ||
| Wed., 1/2 | V Boys Ice Hockey | Lyman Hall | Away - Northford Ice Pavilion [Directions] | 8:30 p.m. | L 1-4 | |
| Wed., 1/2 | V Wrestling | Greenwich | Home - Staples H.S. Gym [Directions] | 6:00 p.m. | ||
| Thu., 1/3 | V Boys Basketball | Trinity Catholic | Away - Walsh Court | 7:00 p.m. | L 56-62 | |
| Thu., 1/3 | JV Boys Basketball | Trinity Catholic | Away - Walsh Court | 5:15 p.m. | ||
| Thu., 1/3 | FR Boys Basketball | Trinity Catholic | Away | 4:00 p.m. | ||
| Thu., 1/3 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Thu., 1/3 | V Girls Basketball | Trinity Catholic | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | L 49-68 | |
| Thu., 1/3 | JV Girls Basketball | Trinity Catholic | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/4 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Fri., 1/4 | V Boys Indoor Track | Hispanic Games | Away - Armory NYC | Cancelled | Cancelled | |
| Fri., 1/4 | V Boys Swimming and Diving | Darien | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/4 | V Girls Indoor Track | Hispanic Games | Away | 4:00 p.m. | ||
| Sat., 1/5 | V Boys Ice Hockey | New Milford | Home - Milford Ice Pavilion [Directions] | 3:00 p.m. | W 4-0 | |
| Sat., 1/5 | V Boys Indoor Track | Greenwich, Danbury, St Joe's, McMahon, Trumbull, Westhill | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/5 | V Boys Indoor Track | Hispanic Games | Away - Armory NYC | 8:30 a.m. | ||
| Sat., 1/5 | V Wrestling | Warde Invitational | Away | 8:30 a.m. | ||
| Sat., 1/5 | V Girls Indoor Track | Greenwich, Danbury, St Joe's, McMahon, Trumbull, Westhill | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/5 | V Girls Indoor Track | Hispanic Games | Away | 8:30 a.m. | ||
| Mon., 1/7 | V Boys Basketball | Wilton | Away - Nicholas Zeoli Field House [Directions] | 7:00 p.m. | W 55-50 | |
| Mon., 1/7 | JV Boys Basketball | Wilton | Away - Nicholas Zeoli Field House [Directions] | 5:15 p.m. | ||
| Mon., 1/7 | FR Boys Basketball | Wilton | Away - Nicholas Zeoli Field House [Directions] | 4:00 p.m. | ||
| Mon., 1/7 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Mon., 1/7 | V Girls Basketball | Wilton | Home - Staples H.S. Gym [Directions] | 6:00 p.m. | W 47-26 | |
| Mon., 1/7 | JV Girls Basketball | Wilton | Home - Staples H.S. Gym [Directions] | 4:30 p.m. | ||
| Tue., 1/8 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Wed., 1/9 | V Boys Ice Hockey | Ridgefield | Away - Winter Garden Ice Arena [Directions] | 8:30 p.m. | L 0-9 | |
| Wed., 1/9 | V Wrestling | Danbury | Home - Staples H.S. Gym [Directions] | 6:00 p.m. | Danbury will wrestle Ridgefield | |
| Thu., 1/10 | V Boys Basketball | Trumbull | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | L 45-63 | |
| Thu., 1/10 | JV Boys Basketball | Trumbull | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/10 | FR Boys Basketball | Trumbull | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Thu., 1/10 | JV Boys Ice Hockey | Notre Dame-West Haven | Away - Bennett Rink [Directions] | 4:00 p.m. | ED 1:45 | |
| Thu., 1/10 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 3:00pm-4:00pm | ||
| Thu., 1/10 | V Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 7:00 p.m. | L 25-36 | |
| Thu., 1/10 | JV Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/10 | FR Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/11 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Fri., 1/11 | V Boys Indoor Track | Yale Invitational | Away | 1:00 p.m. | ||
| Fri., 1/11 | V Girls Indoor Track | Yale Track and Field Classic | Away | 1:00 p.m. | ||
| Sat., 1/12 | V Boys Ice Hockey | Wilton | Away - Winter Garden Rink-Ridgefield [Directions] | 8:50 p.m. | L 4-5(OT) | |
| Sat., 1/12 | V Boys Indoor Track | Ridgefield, Norwalk, Westhill, Trumbull, Warde, New Canaan, Stamford | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/12 | V Boys Indoor Track | Yale Invitational | Away | 9:00 a.m. | ||
| Sat., 1/12 | V Wrestling | John Chacho Duals, Fairfield Prep, Stamford, Mahopac | Home - Staples H.S. Gym [Directions] | 8:45 a.m. | ||
| Sat., 1/12 | V Girls Indoor Track | Ridgefield, Norwalk, Westhill, Trumbull, Warde, New Canaan, Stamford | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/12 | V Girls Indoor Track | Yale Track and Field Classic | Away | 8:00 a.m. | ||
| Mon., 1/14 | V Boys Basketball | Bridgeport Central | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | W 78-60 | |
| Mon., 1/14 | JV Boys Basketball | Bridgeport Central | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/14 | FR Boys Basketball | Bridgeport Central | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Mon., 1/14 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Away - Wonderland Of Ice [Directions] | 8:00 p.m. | L 2-7 | |
| Mon., 1/14 | V Girls Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | W 70-13 | |
| Tue., 1/15 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Wed., 1/16 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Wed., 1/16 | V Wrestling | Westhill | Home - Staples H.S. Gym [Directions] | 6:00 p.m. | ||
| Thu., 1/17 | V Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 5:30 p.m. | L 49-61 | |
| Thu., 1/17 | JV Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 1/17 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm | ed 1:45 | |
| Thu., 1/17 | V Boys Swimming and Diving | New Canaan | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Thu., 1/17 | V Girls Basketball | Greenwich | Home - Staples H.S. Gym [Directions] | 5:00 p.m. | W 48-34 | |
| Thu., 1/17 | JV Girls Basketball | Greenwich | Home - Staples H.S. Gym [Directions] | 3:30 p.m. | ||
| Fri., 1/18 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Fri., 1/18 | V Girls Indoor Track | East Coast Classic | Away | Cancelled | Cancelled | Providence Career & Tech Center |
| Sat., 1/19 | FR Boys Basketball | Greenwich | Away - Central MS [Directions] | 9:00 a.m. | ||
| Sat., 1/19 | V Boys Indoor Track | Stamford, St Joe's, Darien, Greenwich, Danbury, McMahon | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/19 | V Boys Indoor Track | SCC Coaches Invitational | Away - Hillhouse | 9:00 a.m. | ||
| Sat., 1/19 | V Wrestling | New Milford Invitational | Away | 8:00 a.m. | ||
| Sat., 1/19 | JV Wrestling | JV Patton Tournament | Away - Danbury HS | 9:00 a.m. | ||
| Sat., 1/19 | V Girls Indoor Track | Stamford, St Joe's, Darien, Greenwich, Danbury, McMahon | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/19 | V Girls Indoor Track | SCC Invitational | Away | 2:00 p.m. | ||
| Mon., 1/21 | V Boys Ice Hockey | Darien | Home - Milford Ice Pavilion [Directions] | 6:00 p.m. | L 0-8 | |
| Mon., 1/21 | JV Wrestling | 23rd ANNUAL GRISWOLD JV WRESTLING TOURNAMENT | Away - Griswold HS | 8:45 a.m. | ||
| Tue., 1/22 | V Boys Basketball | Norwalk | Away - Scarso Gymnasium [Directions] | 7:00 p.m. | W 68-62(2OT) | |
| Tue., 1/22 | JV Boys Basketball | Norwalk | Away - Scarso Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/22 | FR Boys Basketball | Norwalk | Away - Scarso Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 1/22 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Tue., 1/22 | V Girls Basketball | Norwalk | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | L 53-63 | |
| Wed., 1/23 | V Boys Ice Hockey | Trinity Catholic | Away - Terry Conners Ice Rink | 6:00 p.m. | W 2-1(OT) | |
| Wed., 1/23 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Wed., 1/23 | V Wrestling | Stamford | Away - Stamford High Aux Gym [Directions] | 4:00 p.m. | ||
| Thu., 1/24 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Thu., 1/24 | V Boys Swimming and Diving | Wilton | Away [Directions] | 3:40 p.m. | ED 1:45 | |
| Thu., 1/24 | JV Wrestling | Fairfield Warde | Away [Directions] | 3:30 p.m. | ||
| Fri., 1/25 | V Boys Basketball | Brien McMahon | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | W 55-50 | |
| Fri., 1/25 | JV Boys Basketball | Brien McMahon | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/25 | FR Boys Basketball | Brien McMahon | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/25 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Fri., 1/25 | V Wrestling | Town Crown | Away - Greens Farms Academy | 6:00 p.m. | ||
| Fri., 1/25 | V Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:30 p.m. | W 68-43 | |
| Fri., 1/25 | JV Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | ||
| Sat., 1/26 | V Boys Ice Hockey | St. Joseph | Home - Milford Ice Pavilion [Directions] | 8:00 p.m. | W 2-1 | |
| Sat., 1/26 | V Boys Indoor Track | FCIAC Western Division Championships | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/26 | JV Wrestling | Godleskl Invitational | Away - Norwalk HS | 9:00 a.m. | ||
| Sat., 1/26 | V Girls Indoor Track | FCIAC Western Division Championships | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Mon., 1/28 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Tue., 1/29 | V Boys Basketball | Westhill | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | W 64-44 | |
| Tue., 1/29 | JV Boys Basketball | Westhill | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/29 | FR Boys Basketball | Westhill | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/29 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Tue., 1/29 | V Girls Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 5:30 p.m. | W 44-42 | |
| Tue., 1/29 | JV Girls Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 1/31 | V Boys Basketball | Stamford | Away - Kuzco Gymnasium at Stamford HS [Directions] | 7:00 p.m. | L 47-75 | |
| Thu., 1/31 | JV Boys Basketball | Stamford | Away - Kuzco Gymnasium at Stamford HS [Directions] | 5:15 p.m. | ||
| Thu., 1/31 | FR Boys Basketball | Stamford | Away - Kuzco Gymnasium at Stamford HS [Directions] | 4:00 p.m. | ||
| Thu., 1/31 | V Boys Indoor Track | FCIAC Championship | Away - Floyd Little AC | 4:30 p.m. | ||
| Thu., 1/31 | V Boys Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 4:30 p.m. | ||
| Thu., 1/31 | V Wrestling | Trumbull | Home - Staples Field House [Directions] | 5:00 p.m. | ||
| Thu., 1/31 | V Girls Basketball | Stamford | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | L 50-54 | |
| Thu., 1/31 | JV Girls Basketball | Stamford | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/31 | FR Girls Basketball | Stamford | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Thu., 1/31 | V Girls Indoor Track | FCIAC Championship | Away - Floyd Little AC | 5:30 p.m. | ||
| Sat., 2/2 | V Boys Indoor Track | FCIAC JV Tournament | Home [Directions] | 10:00 a.m. | ||
| Sat., 2/2 | JV Wrestling | Souther CT JV Wrestling Championships | Away | 9:30 a.m. | ||
| Mon., 2/4 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Tue., 2/5 | V Boys Basketball | Ridgefield | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | L 57-60 | |
| Tue., 2/5 | JV Boys Basketball | Ridgefield | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/5 | FR Boys Basketball | Ridgefield | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/5 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Tue., 2/5 | V Wrestling | Ridgefield | Away - RHS Aux Gym [Directions] | 6:30 p.m. | ||
| Tue., 2/5 | V Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 7:00 p.m. | W 59-45 | |
| Tue., 2/5 | JV Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/5 | FR Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/6 | V Boys Ice Hockey | Masuk | Away - The Rinks at Shelton [Directions] | 4:15 p.m. | W 3-1 | ED 1:45 |
| Wed., 2/6 | V Boys Swimming and Diving | Westhill/Stamford | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Thu., 2/7 | V Boys Ice Hockey | Greenwich | Away - Dorothy Hamill Ice Rink [Directions] | 8:00 p.m. | L 0-6 | |
| Fri., 2/8 | V Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 7:00 p.m. | L 51-56 | |
| Fri., 2/8 | JV Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/8 | FR Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/8 | V Wrestling | FCIAC Tournament | Away - New Canaan HS | 4:30 p.m. | ED 1:45 | |
| Fri., 2/8 | V Girls Basketball | Darien | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | W 50-38 | Senior Night |
| Fri., 2/8 | JV Girls Basketball | Darien | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/8 | FR Girls Basketball | Darien | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Sat., 2/9 | V Boys Indoor Track | CIAC Class LL Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:30 p.m. | ||
| Sat., 2/9 | V Wrestling | FCIAC Tournament | Away - New Canaan HS | TBA | ||
| Sat., 2/9 | V Girls Indoor Track | CIAC Class LL Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:30 p.m. | ||
| Sun., 2/10 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 10:00am-11:15am | ||
| Mon., 2/11 | V Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 7:00 p.m. | L 26-57 | |
| Mon., 2/11 | JV Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/11 | FR Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 2/11 | V Boys Ice Hockey | Westhill/Stamford | Home - Milford Ice Pavilion [Directions] | 6:30 p.m. | L 0-5 | |
| Mon., 2/11 | V Boys Swimming and Diving | Danbury | Away - O'Neil Center @ Western Connecticut State University [Directions] | 4:30 p.m. | ||
| Mon., 2/11 | V Girls Basketball | Fairfield Ludlowe | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | W 48-42 | |
| Mon., 2/11 | JV Girls Basketball | Fairfield Ludlowe | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/11 | FR Girls Basketball | Fairfield Ludlowe | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/12 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Wed., 2/13 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Wed., 2/13 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Wed., 2/13 | V Girls Basketball | Bassick | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | L 51-54 | |
| Wed., 2/13 | JV Girls Basketball | Bassick | Home - Staples H.S. Gym [Directions] | Cancelled | Cancelled | |
| Thu., 2/14 | JV Boys Ice Hockey | Cheshire | Home - Milford Ice Pavilion [Directions] | 4:10 p.m. | ||
| Fri., 2/15 | V Wrestling | CIAC Class LL State Championship | Away - Trumbull HS | 5:00 p.m. | ||
| Sat., 2/16 | V Boys Ice Hockey | New Canaan | Home - Milford Ice Pavilion [Directions] | 8:00 p.m. | L 1-3 | |
| Sat., 2/16 | V Boys Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Sat., 2/16 | V Wrestling | CIAC Class LL State Championship | Away - Trumbull HS | TBA | ||
| Sat., 2/16 | V Girls Basketball | Danbury | Away - Fairfield Ludlowe HS [Directions] | 5:00 p.m. | ||
| Sat., 2/16 | V Girls Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Mon., 2/18 | V Boys Basketball | New Canaan | Home - Staples H.S. Gym [Directions] | 5:00 p.m. | L 55-62 | |
| Mon., 2/18 | JV Boys Basketball | New Canaan | Home - Staples H.S. Gym [Directions] | 3:15 p.m. | ||
| Mon., 2/18 | FR Boys Basketball | New Canaan | Home - Staples H.S. Gym [Directions] | 2:00 p.m. | ||
| Mon., 2/18 | V Boys Ice Hockey | North Branford | Home - Milford Ice Pavilion [Directions] | 6:00 p.m. | L 2-5 | |
| Mon., 2/18 | JV Wrestling | JV State's | Away - Simsbury HS | 10:00 a.m. | ||
| Tue., 2/19 | JV Boys Ice Hockey | Cheshire | Away - Wesleyan University Ice Rink [Directions] | 2:30 p.m. | ||
| Tue., 2/19 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Thu., 2/21 | V Boys Basketball | St. Joseph | Away - St. Joseph HS [Directions] | 7:00 p.m. | W 69-66 | |
| Thu., 2/21 | JV Boys Basketball | St. Joseph | Away - St. Joseph HS [Directions] | 5:15 p.m. | ||
| Thu., 2/21 | FR Boys Basketball | St. Joseph | Away - St. Joseph HS [Directions] | 4:00 p.m. | ||
| Thu., 2/21 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Fri., 2/22 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Fri., 2/22 | V Wrestling | CIAC Class Open State Championship | Away - Hillhouse HS | 5:00 p.m. | ||
| Sat., 2/23 | V Boys Ice Hockey | Trumbull | Home - Milford Ice Pavilion [Directions] | 5:30 p.m. | W 2-1 | |
| Sat., 2/23 | V Wrestling | CIAC Class Open State Championship | Away - Hillhouse HS | TBA | ||
| Mon., 2/25 | V Boys Ice Hockey | Brien McMahon/Norwalk | Home - Milford Ice Pavilion [Directions] | 8:10 p.m. | W 4-2 | |
| Tue., 2/26 | V Boys Basketball | Brien McMahon (Scrim.) | Away [Directions] | 3:30 p.m. | ||
| Tue., 2/26 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavilion [Directions] | 6:00 p.m. | L 2-3 | |
| Tue., 2/26 | V Boys Swimming and Diving | FCIAC Boys Swimming Trials | Away - Greenwich HS | 5:30 p.m. | ||
| Tue., 2/26 | V Girls Basketball | Hall | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | ||
| Wed., 2/27 | V Boys Swimming and Diving | FCIAC Boys Diving Trials | Away - Westhill HS | 5:00 p.m. | ||
| Thu., 2/28 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Thu., 2/28 | V Boys Swimming and Diving | FCIAC Boys Swimming Championship | Away - Greenwich HS | 6:30 p.m. | ||
| Fri., 3/1 | ALL Boys Ice Hockey | Practice | Home - Milford Ice Pavilion [Directions] | 4:10pm-5:10pm | ||
| Fri., 3/1 | V Wrestling | New England Championship | Away | TBA | ||
| Fri., 3/1 | V Girls Basketball | Norwalk | Away - Scarso Gymnasium [Directions] | 6:00 p.m. | ||
| Sat., 3/2 | V Boys Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Sat., 3/2 | V Wrestling | New England Championship | Away | TBA | ||
| Sat., 3/2 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Tue., 3/5 | V Boys Basketball | Hall | Away - Hall HS - Gym A [Directions] | 6:45 p.m. | ||
| Tue., 3/5 | V Boys Ice Hockey | Tri-Town | Away - Enfield Twin Rinks [Directions] | 2:40 p.m. | ED 10:45 | |
| Thu., 3/7 | V Boys Swimming and Diving | CIAC Class LL Diving Trials/Finals | Away - Middletown HS [Directions] | 5:30 p.m. | ||
| Fri., 3/8 | V Boys Indoor Track | New Balance Indoor Nationals | Away - Armory NYC | TBA | ||
| Sat., 3/9 | V Boys Indoor Track | New Balance Indoor Nationals | Away - Armory NYC | TBA | ||
| Sat., 3/9 | V Boys Swimming and Diving | CIAC Class LL Qualifying | Away - East Hartford HS [Directions] | 6:00 p.m. | ||
| Sun., 3/10 | V Boys Indoor Track | New Balance Indoor Nationals | Away - Armory NYC | TBA | ||
| Mon., 3/11 | V Boys Swimming and Diving | CIAC Class LL Finals | Away - SCSU [Directions] | 1:30 p.m. | ||
| Tue., 3/12 | V Boys Swimming and Diving | CIAC Open Diving | Away - Bulkeley [Directions] | 5:30 p.m. | ||
| Thu., 3/14 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 7:00 p.m. | ||
| Fri., 3/29 | V Wrestling | Nationals | Away - Virginia Beach, VA | TBA | ||
| Sat., 3/30 | V Wrestling | Nationals | Away | TBA | ||
| Sun., 3/31 | V Wrestling | Nationals | Away | TBA | ||