Monday, December 8, 2025

Top MLB Insider Says Cubs Will Pursue Alex Bregman in Free Agency

-

It’s not a detailed report, but in Jeff Passan’s latest rumor dump at ESPN he gave Chicago Cubs fans a cookie, especially those who want Alex Bregman playing his home games at Wrigley Field. Last offseason the Cubs were one of a handful of teams that were finalists for the free agent third baseman, but their offer fell short and Bregman signed with the Boston Red Sox. The 31-year-old is once again a free agent and according to Passan the Cubs will once again pursue him.

Bregman opted out of his contract with the Red Sox earlier this offseason, bypassing the remaining two years of his original three-year, $120 million deal to test free agency for the second consecutive year. The Red Sox would love to re-sign the third baseman, while the Detroit Tigers, another runner-up for his services last offseason, appear to be the most interested in Bregman.

However, Passan also mentioned two other suitors in the Philadelphia Phillies and the Cubs.

Via ESPN.

The Red Sox love Bregman, who opted out of the final two years and $80 million of his contract, and won’t close the door on a reunion despite having Marcelo Mayer ready to play third. Detroit and Chicago, which pursued him last winter but came up short, will rejoin the fray, with Philadelphia lurking as it juggles multiple potential paths.

Not gonna lie, I am surprised that the Cubs are reportedly circling back to Bregman not so much because of what they may or may not think of Matt Shaw, but rather how they’ve played down the fact of adding a significant bat to their lineup.

Much of the talk coming directly from the Cubs so far this offseason has surrounded the need to address the pitching staff, both in the starting rotation and bullpen, while Jed Hoyer and Carter Hawkins have indicated that offense isn’t seen as a top priority.

According to league speculation following the GM Meetings last week the Cubs will be in the market for elite pitching as Dylan Cease, Michael King, Framber Valdez and Tatsuya Imai have all been linked to the team in one way or another. However, there hasn’t been much talk about top free agent hitters, including Bregman until Passan’s mention on Tuesday.

Bregman had a good 2025 season with Boston as he slashed .273/.360/.462, with 18 home runs and a 125 wRC+ in 114 games. That being said, Bregman did suffer a right quad injury that sidelined him for seven weeks and when he returned the right-handed hitter struggled. Bregman had a slash line of .299/.385/.553, before his injury and .250/.338/.386, afterward.

As for the Cubs, they should be exploring options to upgrade the hot corner because despite a hot second half by Shaw the team ranked bottom five in MLB in offensive production from the position in 2025. Plus, Dansby Swanson is the only position player who has guaranteed money on the books after the 2026 season, so the Cubs can definitely fit another high-priced player in addition to upgrades on the pitching side this offseason.

The Cubs were trying to sign Bregman to a short-term, high AAV contract heading into 2025, but he ultimately worked out that type of deal with the Red Sox. We’ll see if Bregman is at all interested in revisiting those talks with the Cubs or if he’s more focused on locking in a longterm contract with more guaranteed money.

Alex Bregman turns down Cubs

The Alex Bregman sweepstakes have come to an end with the free agent infielder signing a stunning, three-year contract worth $120 million with the Boston Red Sox.

Bregman, who had substantial offers from three other teams, including the Chicago Cubs, ultimately landed on a short-term deal with the Red Sox for the fourth-highest AAV out of any player in MLB. The three-year contract includes opt-outs after the first two seasons.

According to USA Today’s Bob Nightengale, the Cubs also offered Bregman $120 million, but it was over four years, coming in at $30 million per season or $10 million less per year than what the former Houston Astros third baseman agreed to with Boston.

Nightengale confirmed Matthew Trueblood’s report, when he wrote about the Cubs’ proposed four-year offer to Bregman.

The Detroit Tigers and Astros were also involved with Bregman until the end. Houston seemingly did not come off their six-year, $156 million bid, while the Tigers reportedly offered Bregman more than $170 million over six years.

Aldo Soto
Aldo Soto
With a journalism degree from Eastern Illinois University and a decade of Cubs reporting, my work has appeared on 670 The Score, ESPN 1000, and the Pinwheels and Ivy Podcast. I cover Cubs news and analysis for Sports Mockery, including roster moves, game breakdowns, and prospect development.

3 COMMENTS

Chicago SportsNEWS
Recommended for you