What Does Alex Bregman’s 5-Year Deal Means For The Chicago Cubs In 2026? | CHGO Cubs Podcast

Alex Bregman has agreed to a 5-year deal with the Chicago Cubs, and the ripple effects could define the Cubs’ 2026 season. The three-time All-Star agreed to a five-year, $175 million contract with the Cubs on Saturday, according to multiple reports, and the deal includes a no-trade clause. On the CHGO Cubs Podcast, Luke Stuckmeyer, Joey Christopoulos, and Justin Roman break down what Bregman’s contract means for the Cubs’ roster construction, lineup, and long-term championship window heading into 2026. How does Bregman fit alongside stars like Dansby Swanson and Nico Hoerner, and what does this move signal about the Cubs’ commitment to contention? Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

BREAKING NEWS: The Chicago Cubs have landed star infielder Alex Bregman, agreeing to a 5-year, $175 million contract in a franchise-altering move that sends shockwaves through MLB. On this emergency episode of the CHGO Cubs Podcast, our hosts react instantly to what Bregman brings to Chicago, how he fits with the Cubs’ core, and what this signing means for the NL Central race. Is this the superstar addition Cubs fans have been waiting for? Tune in for instant analysis, roster impact, and fan reaction. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

After the Chicago Cubs traded for high-ceiling pitcher Edward Cabrera, league buzz has centered on whether they'll keep pushing—potentially adding another marquee bat. How realistic is an Alex Bregman fit? What about Bo Bichette? And does a potentially lower-cost option like Eugenio Suárez make more sense given the Cubs’ payroll picture? Brendan and Corey break it all down on Thursday’s edition of the CHGO Cubs Related podcast. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

The Chicago Cubs are finalizing a deal to acquire starting pitcher Edward Cabrera from the Miami Marlins in a major pitching move. On this emergency episode of the CHGO Cubs Podcast, hosts Luke Stuckmeyer and Joey Christopoulos react to the breaking news, breaking down what Cabrera could bring to the Cubs rotation if the trade is completed. The guys discuss the potential fit at Wrigley Field, how this move would impact Chicago’s pitching staff, and what the Cubs may be giving up to land the hard-throwing right-hander. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

What should the Chicago Cubs change in 2026 as pressure mounts on GM Jed Hoyer ahead of the Winter Meetings? On this episode of the CHGO Cubs Podcast, hosts Luke Stuckmeyer and Joey Christopoulos discuss the Cubs’ quiet offseason so far and what must change moving forward, including expectations for Pete Crow-Armstrong, Dansby Swanson, Ian Happ, and Seiya Suzuki. The guys break down roster construction, lineup consistency, and whether the front office has done enough to push this team forward. Hit subscribe for daily Cubs news, analysis, and year-round baseball coverage! Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Subscribe to our NEW CHGO Cubs YouTube channel! https://www.youtube.com/@CHGO_Cubs On today’s episode, Luke Stuckmeyer, Joey Christopoulos and Justin Roman debate whether the Cubs will land one of these three remaining big bats on the free agent market. Could it be the 27-year old Bo Bichette coming off a run at the World Series? Veteran and long-linked to the Cubs Alex Bregman? Or could a reunion be in the making with Cody Bellinger? Plus, they discuss the Edward Cabrera trade market heating up and some pointed comments made by the baseball media over the weekend directed at Cubs ownership. 0:00 SHOW START 1:20 Luke is back! 6:30 Cubs not fully in 10:00 Bellinger Reunion? 17:00 Beli, Bregman, or Bo? 27:00 Interest in Suarez? 38:00 Will Cubs trade for an arm? 45:00 Have Cubs earned their reputation? An ALLCITY Network Production 📬 Chicago sports in your inbox:[ https://allchgo.com/newsletter](https://allchgo.com/newsletter) BUY MERCH:  https://store.allcitynetwork.com/collections/chgo-locker  FOLLOW ON SOCIAL:  Twitter: @CHGO_Sports Instagram: @CHGO_Sports  Prize Picks: Visit https://prizepicks.onelink.me/LME0/CHGO and use code CHGO and get $50 in lineups when you play   your first $5 lineup!   PrizePicks. It's Good to be Right! Empire Today: Schedule a free in-home estimate today! All listeners can receive a $350 OFF discount when they use the promo code CHGO. Restrictions apply. See [https://empiretoday.com/chgo](https://empiretoday.com/chgo) for details. Monarch Money: Use Monarch Money to get control of your overall finances with 50% off your first year at https://www.monarch.com/chgo  Ray Auto Group: Get into your next vehicle with Ray Auto in Fox Lake!  Ray Chevy: [https://www.raychevrolet.com/](https://www.raychevrolet.com/) Ray CDJR: [https://www.raycdjr.com/](https://www.raycdjr.com/) HelloFresh - Get 10 FREE meals at [https://hellofresh.com/freecubs](https://hellofresh.com/freecubs). Applied across 7 boxes, new subscribers only, varies by plan. Better Help:  This episode is brought to you by BetterHelp. Never skip therapy day, with BetterHelp. Visit [https://www.betterhelp.com/CHGO](https://www.betterhelp.com/CHGO) today to get 10% off your first month.  Use code chgocubs50 to get 50% OFF your first Factor box and free wellness shots for life with any active subscription at [https://FACTORMEALS.com/chgocubs50](https://factormeals.com/chgocubs50)  Hall of Fame App: Get a 7-Day Free Trial + 50% Off your first month with code CHGO. Just download the HOF app on iOS and Android or visit [www.hofbets.com](http://www.hofbets.com/), enter code CHGO, and you’re all set. #ad Download the Gametime app, create an account, and use code CHGO for $20 off your first purchase. When you shop through links in the description, we may earn affiliate commissions. Copyright Disclaimer under section 107 of the Copyright Act 1976, allowance is made for “fair use” for purposes such as criticism, comment, news reporting, teaching, scholarship, education and research. Fair use is a use permitted by copyright statute that might otherwise be infringing. #Cubs #ChicagoCubs #FlyTheW #VibeWithUs  Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

After weeks of courtship, Chicago Cubs fans received tough news as Japanese pitcher Tatsuya Imai announced he will sign with the Houston Astros, leaving the Cubs empty-handed once again. On this episode of the CHGO Cubs Podcast, hosts Joey Christopoulos and Justin Roman break down how the Cubs missed out on Imai and what went wrong in the pursuit. They also debate who the Cubs could target next as MLB free agency continues and frustration grows around the team’s offseason approach. What’s the next move for Jed Hoyer and the Cubs after missing another impact arm? Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Should the Chicago Cubs trade Nico Hoerner this offseason? On today’s episode of the CHGO Cubs Podcast, hosts Joey Christopoulos and Justin Roman react to the Cubs’ latest bullpen addition, reliever Hunter Harvey, and break down what his role could look like in 2026. The guys also provide an update on the Tatsuya Imai watch and dive into the latest internet rumor swirling around Chicago: does it make sense for the Cubs to consider moving Nico Hoerner this offseason? Tune in for in-depth Cubs analysis, trade speculation, and roster outlook as the offseason heats up. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Do the Chicago Cubs need a Christmas MIRACLE to make their offseason wishes come true? On this special CHGO Cubs Podcast episode, Joey Christopoulos and Justin Roman unwrap what the Cubs want for the holidays, from potential trades to free agent targets and roster moves. With stars like Pete Crow-Armstrong and Seiya Suzuki on the North Side, plus big decisions from GM Jed Hoyer, the Cubs’ holiday wishlist is full of surprises. Tune in to see if the North Side can get a little Christmas magic this offseason!  Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

With reports linking the Chicago Cubs to free agent Alex Bregman and the possibility of Matt Shaw being dangled in a trade, who will start at third base on Opening Day? The CHGO Cubs Podcast explores whether the answer is already in-house, a blockbuster move, or an outside-the-box acquisition like Eugenio Suárez or Kazuma Okamoto—and who could be more impactful for the Cubs in 2026. Joey Christopoulos welcomes CHGO Baseball scribe Jared Wyllys and it’s “Tuesdays with Roman” featuring Justin Roman to break it all down. Plus, stick around for the annual Christmas Draft. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.