Jonathan Law at Harding, at Kennedy Stadium 6 p.m.
The first game for Jack Cochran is also the first game of the challenge. Can the coach bring honor to his new league?
Daniel Hand at New Canaan, 6:30 p.m.
Six of the last 7 Class L titles belong to these two teams and Dunning Field should be packed for this showdown between two top 10 teams in the No. 3 Rams and No. 10 Tigers.
Staples at Xavier, 6:30 p.m.
The Class LL final everyone wanted to see comes a few months too late. Can Staples, which lost a lot in graduation, hang with the state’s No. 1 ranked team?
Fairfield Warde at Foran , 7 p.m.
This game could serve as major confidence boost to two programs that have struggled in recent years.
Hillhouse at Darien, 4 p.m.
Some are calling this the underrated game of the challenge with last year’s No. 4 team in the state coming south on 95 for an afternoon delight in Darien.
Bassick at East Haven, 6 p.m.
All-FCIAC quarterback Vochan Fowler looks to use his legs and his arm to give the Lions a rare early season victory.
Cheshire at Ridgefield, 6 p.m.
Both teams want to jump into the top teams in their conference and this game could set the tone for a successful season.
Fairfield Ludlowe at Lyman Hall, 6 p.m.
The Trojans and Falcons both desperately want to start the season with a win.
North Haven at Bridgeport Central, 6 p.m.
Sneaky good matchup between teams that are always competitive.
West Haven at Greenwich, 6 p.m.
Nothing sneaky here. Both teams view themselves as contenders for a Class LL title and the winner will be well on their way. No. 5 West Haven wants to stay in the top 5. Win at Greenwich would do more than that.
Danbury at Hamden, 7 p.m.
The only rematch of the challenge as the teams met last season with Hatters pulling out a dramatic victory.
Fairfield Prep at Stamford, 7 p.m.
Old timers rejoice! These two met on Thanksgiving from the 50s until the 80s and having them renew the rivalry at Boyle Stadium seems fitting.
Trinity Catholic at Sheehan, 7 p.m.
Sheehan has not had a winning season since 2008 and the Crusaders are coming off their first winning season in a long time. Maybe the Crusaders magic from last year can rub off on the Titans.
Trumbull at Shelton, 7 p.m.
The border rivals have not met since the 1995 Class LL championship game. Place should be bumping.
Wilbur Cross at McMahon, 7 p.m.
Another sneaky good game. Running back Travon Forney of McMahon is ready for his close up.
Wilton at Guilford, 7 p.m.
It could be middle of the pack teams like these two who swing the challenge for their conference.
Notre Dame-West Haven at St. Joseph, 1:30 p.m.
St. Joseph wants to prove it belongs in the top 10. Winning this game is a good place to start.
SWC | Week 1
New Fairfield at Immaculate, 4 p.m.
It’s been 35 straight losses for Immaculate, and New Fairfield, no doubt, is determined to make it 36.
Oxford at Weston, 4 p.m.
Oxford has a lot of players back from a team that went 8-2 a year ago, while Weston graduated quite a few seniors from last year’s Class M semifinal team.
Masuk at New Milford, 7 p.m.
New Milford coach John Murphy doesn’t have to wait long to face his old team, which he coached for 16 years and guided to three state titles. Emotions will be running high on both sidelines.
Newtown at Pomperaug, 7 p.m.
Newtown may be a lot of people’s preseason pick to win the SWC title, although Pomperaug — eager to bounce back from last year’s 4-6 record — could turn some heads with a big opening-night performance.
Bethel at Barlow, 7 p.m.
This promises to be an exciting matchup between two competitive teams and two electrifying quarterbacks: Barlow’s Jack Shaban and Bethel’s Joey Piatnik.
Brookfield at Bunnell, 7 p.m.
Both of these perennial contenders are looking to rebound from sub-par seasons last year and return to the SWC’s upper crust.
Stratford at Notre Dame-Fairfield, 7 p.m.
These two teams combined for three wins last year, so a win here in Week 1 would be a big boost to either team.
NVL | Week 1
Seymour at Amity, 7 p.m.
The only omission from the FCIAC-SCC challenge is Amity, which faces off against its old Housatonic Valley rival. The schools met the Saturday before Thanksgiving for decades until conference realignments put an end the tradition.
Torrington at Ansonia 7 p.m.
Ansonia’s Arkeel Newsome begins his quest for the career state rushing title. Red Raiders unlikely to derail this express train.
St. Paul at Derby, 7 p.m.
Young Derby squad begins its trial-by-fire season. Another winning campaign could be within reach.
— Chris McNamee
CSC | Week 1
Abbott Tech at Vinal Tech/East Hampton, 7 p.m.
There are a lot of new faces at Abbott this season, but the Wolverines are eager to build on last year’s breakout campaign.
Cheney Tech at Bullard-Havens, 12 p.m.
Bullard-Havens is looking to put together another run to the state playoffs, and that starts with a big performance in Week 1.
Platt Tech at Capital Prep, 12 p.m.
Big Week 1 test for Platt against Capital, which has played in the Class S state playoffs the last two seasons.
O’Brien Tech at Whitney Tech, 2 p.m.
The Condors’ lone win last year came against Whitney Tech, which finished 0-10.