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Alex Bregman bet on himself and it seems 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 before the 2025 season. The deal included opt-outs after each year. Bregman tested free agency and reached a lengthy deal with Chicago.
In his lone season with the Red Sox, he hit .273 with an .821 OPS and 18 home runs. He missed all of June with a quadriceps injury. Boston was 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 in June from 2035 to 2044.
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Boston Red Sox third baseman Alex Bregman hits a groundout by Jordan Westburg of the Baltimore Orioles during the first inning of a baseball game at Fenway Park, August 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 hit .272 with an .848 OPS and 191 home runs in 1,111 games with the Astros.
He will now join a Cubs team ready to make the playoffs after a successful 2025 season. The Cubs were 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 September 25, 2025. (John E. Sokolowski/Imagn Images)
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Bregman will be part of a lineup with Seiya Suzuki, Pete Crow-Armstrong and Dansby Swanson.
