Chicago Cubs, Toronto Blue Jays to face off in 2027 Little League Classic

One of the cooler events each MLB season is the Little League Classic. The event, which takes place in Williamsport, Pennsylvania during the Little League World Series, is a fun one all around. And next year it’s going to be the Chicago Cubs turn to participate.

It allows current players to go back to their roots of playing baseball while also giving Little League players the chance to hang out with actual MLB players for at least a day.  The event is a fun one and this year it saw the Atlanta Braves take down the Milwaukee Brewers on Sunday Night Baseball.

But next season, there will be a Chicago flavor to it.

Rob Manfred joined the ESPN broadcast during the 2026 Little League Classic on Sunday to announce that the Chicago Cubs and Toronto Blue Jays will meet on Thursday, August 19, 2027 for the next edition of the Little League Classic. The game will air exclusively on ESPN.

In keeping with the tradition of this annual event, Major Leaguers from both the Blue Jays and the Cubs will attend Little League World Series games earlier in the day on August 19, demonstrating their commitment to helping grow the game at the youth level and engage with young fans. Later that evening, Little League World Series players and their families will fill Journey Bank Ballpark at Historic Bowman Field for the Little League Classic game. It will mark the first time that the contest will be played on Thursday, headlining ESPN’s slate of baseball that day, which will spotlight Little League all the way up to the Majors. The Blue Jays will be the home team in the matchup.

For the Cubs, this will be the second time they have appeared in the game. They played the Pittsburgh Pirates in 2018 at Bowman Field in Williamsport, which was the third edition of the event.

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