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Alex Bregman bet on himself and it seemed to have paid off.
The three-time All-Star agreed to a five-year contract with the Chicago Cubs on Saturday, according to multiple reports. The deal is reportedly worth $175 million and includes a no-trade clause.
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Boston Red Sox third baseman Alex Bregman against the Arizona Diamondbacks at Chase Field on September 7, 2025. (Mark J. Rebilas/Imagn Images)
Bregman joined the Cubs after signing a three-year contract with the Boston Red Sox ahead of the 2025 season. The deal included opt-outs after each year. Bregman tested free agency and landed a long contract with Chicago.
In his only season with the Red Sox, he hit .273 with an .821 OPS and 18 home runs. He missed all of June due to a quadriceps injury. Boston went 89-73 and finished in third place in the American League East. The Red Sox will still owe him $5 million in January 2028 and $2 million each June from 2035-44.
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Boston Red Sox third baseman Alex Bregman throws out a ground ball by Jordan Westburg of the Baltimore Orioles during the first inning of a baseball game at Fenway Park, Aug. 18, 2025, in Boston. (AP Photo/Charles Krupa, File)
Bregman, 31, played the first nine seasons of his major league career with the Houston Astros. He won two World Series titles with the team and was a two-time All-Star. He batted .272 with an .848 OPS and 191 home runs in 1,111 games with the Astros.
He will now join a Cubs team that is poised to make the playoffs after a successful season in 2025. The Cubs went 92-70 in 2025 and lost in the National League Division Series in five games to the Milwaukee Brewers.

Boston Red Sox third baseman Alex Bregman (2) throws to Toronto Blue Jays catcher Tyler Heineman (not pictured) at first base during the third inning at Rogers Center on Sept. 25, 2025. (John E. Sokolowski/Imagn Images)
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Bregman will fit into a lineup with Seiya Suzuki, Pete Crow-Armstrong and Dansby Swanson.




