Crosstown Classics are always fun, but the first edition of the 2026 matchup between the Cubs and White Sox should be a blast.

Andy Martínez, Kyle Millinowisch and Tony Andracki are joined by CHSN's Chuck Garfien to preview the matchup between the two teams that are off to strong starts. Chuck also shares the behind-the-scenes, incredible story of breaking the news that the White Sox were retiring Ozzie Guillen's number.

Later in the pod, Andy, Kyle and Tony discuss what's going on with the Cubs on the road compared to at Wrigley Field. Then, Kyle brags about his one prediction he's absolutely nailed thus far.

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The Cubs are off to their best start since 2016 (and one of the greatest starts in franchise history).

Why?

Andy Martínez, Tony Andracki and Kyle Millinowisch break it down on the latest Windy City Breakdown Podcast, discussing "undertalked" about storylines, the keys behind the team's winning streaks and success at home and much more.

Plus, a view at how ABS has changed the game and why Carson Kelly is the greatest ABS player of all-time. And we kept the receipts on Andy's worst take of the season so far.

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The NFL Draft is in the books and the Bears added some playmakers to their roster. The Score's Chris Emma stops by the Windy City Breakdown to chat with Andy Martínez, Tony Andracki and Kyle Millinowisch on the Bears' draft haul, what to make of Dillon Thieneman and provides an answer as to why the heck the team took a tight end in the third round.

Plus, how do the Cubs survive the wild rash of injuries on the pitching staff? And are Pete Crow-Armstrong's offensive struggles starting to become a serious concern?

To end the episode, the quartet takes a trip down memory lane (and down a rabbit hole, honestly) with some early 2000s Cubs thoughts.

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The Cubs haven't lost for a calendar week and seem to be firing on all cylinders right now. Andy Martínez, Tony Andracki and Kyle Millinowisch each provide their top takeaway from the team's 6-game winning streak.

Is it time to talk about Colin Rea and his underrated contributions on the Cubs pitching staff over the last two seasons? Does Moisés Ballesteros need to more against lefties? Are the Pirates real, actual contenders in the NL Central?

Plus, we start a fun new segment reflecting back at a player who holds a special place in Cubs history.

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Cade Horton is officially done for the season. How does that affect the calculus for the 2026 Chicago Cubs?

The Athletic's Patrick Mooney joins the Windy City Breakdown Podcast to chat with Andy Martínez, Tony Andracki and Kyle Millinowisch about what comes next for the Cubs in the aftermath of Horton's devastating injury. Does this mean the Cubs will be actively searching for a rotation upgrade on the free agent or trade market? Does it change anything for top pitching prospect Jaxon Wiggins?

Plus, Mooney shares some 2016 Cubs memories, explains his first impressions of Edward Cabrera and Alex Bregman and also analyzes the bullpen struggles and how the Cubs can right the ship.

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Cade Horton (forearm) and Matthew Boyd (biceps) are both on the IL, meaning the Cubs will be without their top two starters for at least two weeks. But in the case of Horton, could he be on the shelf for far longer?

Andy Martínez, Tony Andracki and Kyle Millinowisch reacts to the injury news and rates their own panic levels of the Cubs on the latest Windy City Breakdown Podcast after the first nine games of the 2026 MLB season.

Plus, what should the Cubs do with Ben Brown and how will the rest of the bullpen find its level? And is it time to call up Kevin Alcántara?

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The Cubs have had an up-and-down first few games of the season, going 2-2 against the Nationals and Angels. But there has been much to glean from the opening week.

Andy Martínez, Tony Andracki and Kyle Millinowisch recount their top takeaways from the Cubs' first four games, including Edward Cabrera's nasty stuff, Alex Bregman's most impressive characteristic and Phil Maton's role (and absolute filth on the mound!).

Plus, is there concern about Shota Imanaga already? And what do all the contract extensions around MLB mean for the Cubs and the league?

Martínez also explains the coolest part of Nico Hoerner's extension press conference.

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The Cubs were dealt a disappointing blow on Opening Day ... and then picked things right back up with breaking news of Nico Hoerner's contract extension.

The Windy City Breakdown Podcast crew of Andy Martínez, Tony Andracki and Kyle Millinowisch reacted to the strange weather at Wrigley, the 10-4 loss to the Washington Nationals and what Hoerner's extension means for the team and the Cubs fanbase.

Plus, who should the Cubs extend next now that Hoerner and Pete Crow-Armstrong are locked up long-term? The panel also reflects on Jason Heyward's career and their favorite memories of the highest-paid player in Cubs history as he announced his retirement.

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It's that time of year again! Bold predictions come fast and furious in the latest episode of the Windy City Breakdown Podcast, as hosts Andy Martínez, Tony Andracki and Kyle Millinowisch provide their hot takes for the 2026 Cubs season. Among the predictions include thoughts on Cade Horton, Pete Crow-Armstrong, Nico Hoerner, Michael Busch and possibly a trip to the World Series??

Other predictions and topics on this episode include:

-What is your biggest question about the Cubs entering the season?
-Under-the-radar players to keep an eye on this season
-Who or what will be the biggest surprise of the 2026 Cubs season?
-2026 Cubs breakout player
-2026 Cubs MVP
-2026 Cubs Cy Young
-What series on the Cubs schedule are you circling and most anticipating?
-What minor leaguer that has NOT made their MLB debut will have the biggest impact on the 2026 season?
-2026 Cubs bold predictions
-2026 MLB bold predictions

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Seiya Suzuki is dealing with a knee injury suffered during the World Baseball Classic, leaving the Cubs to figure out a Plan B with MLB Opening Day just over a week away.

Mick Gillispie, the Cubs' Double-A broadcaster and host of Cubs Baseball Channel, stops by the Windy City Breakdown Podcast to chat through his WBC musings and share some behind-the-scenes stories of Pete Crow-Armstrong as he came up through the Cubs system.

Plus, what does the future hold for Matt Shaw? Is he an option to help plug the gap in Suzuki's stead?

Gillispie also shares his choice for under-the-radar Cubs player to keep an eye on this season and drops a bold prediction for the 2026 Cubs.

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