The Major League Baseball offseason in early 2026 is buzzing with one dominant storyline: the free agency of star third baseman Alex Bregman. The three-time All-Star, widely regarded as one of the premier hitters available, has sparked a fierce bidding war, with his decision poised to reshape the fortunes of a contending team.
Top Contenders Emerge for Bregman's Signature
According to prominent MLB insiders, the race for Alex Bregman has narrowed down, with two historic franchises leading the pack. The Boston Red Sox and the Chicago Cubs are now considered the frontrunners and the best potential fits for the infielder. While other teams like the Arizona Diamondbacks and Toronto Blue Jays remain in the periphery, recent developments suggest the battle is primarily between Boston and the Windy City.
Bregman entered free agency after the 2025 season by opting out of his three-year contract with the Boston Red Sox. That deal, worth $120 million, was signed just a year prior in February 2025. After a solid season in Beantown, the slugger decided to test the open market, seeking new opportunities.
Why a Return to Boston Makes Sense
MLB analyst Jon Morosi, speaking on MLB Tonight, highlighted the Red Sox as a logical destination. The connection is already strong. Bregman is familiar with the organization's coaching staff, the clubhouse environment, and the city of Boston itself. His performance in 2025, where he smacked 18 home runs and recorded 62 RBIs in 114 games, proved he can thrive there. A return offers him immediate comfort, stability, and a guaranteed everyday role in a lineup where he is already a fan favourite.
Chicago Cubs Ready to Reshape Lineup
The Chicago Cubs present a compelling and aggressive alternative. The franchise has held a long-standing interest in Bregman and believes his powerful right-handed bat could significantly boost their offensive production. Morosi noted that the Cubs' front office is so serious that they are willing to adjust their defensive alignment to create space for him at third base. The allure of playing at the iconic Wrigley Field and becoming a cornerstone for the team's future is a major selling point.
Other Suitors Take a Step Back
The Arizona Diamondbacks, initially seen as a strong contender, appear to have shifted their offseason priorities. Their recent decision to retain star second baseman Ketel Marte, rather than trade him, indicates a change in strategy. The team is now likely to focus its resources on bolstering its bullpen and finding a right-handed hitter for first base. This pivot means they are unlikely to match the intensity of the pursuit from Boston or Chicago.
As of January 2026, negotiations are actively ongoing. Teams are conducting their due diligence, and fans are eagerly awaiting a resolution. A final decision is expected before the commencement of spring training, setting the stage for a major move that will define the upcoming MLB season.
