Chuck Garfien joins to preview Cubs-White Sox Crosstown Classic

Cubs halt losing streak but serious questions remain

FINALLY. It happened. The Cubs won a game. After a brutal 10-game slog, the Chicago Cubs came out victorious in Pittsburgh, halting the franchise's toughest stretch since that fateful losing streak in the summer of 2021. Andy Martínez, Tony Andracki and Kyle Millinowisch discuss the latest streak on the Windy City Breakdown Podcast and try to make sense of a team that put up a pair of 10-game winning streaks AND a 10-game losing streak all in a little over a month. What does this stretch tell us about the 2026 Cubs and how the rest of the season will play out? What lingering aspects of the losing streak remain even after it has run its course? And is it too early to discuss Tarik Skubal and potential trade deadline targets?

What is going on with the Cubs right now?

The Cubs are in a funk. They were firing on all cylinders earlier in the year, with multiple 10-game winning streaks. But they are in the upside down right now, struggling in every aspect of the game. Andy Martínez, Tony Andracki and Kyle Millinowisch analyze it all on the latest Windy City Breakdown Podcast, from the series sweep at the hands of the "no-name" Brewers to Pete Crow-Armstrong's controversial miscues to the Cubs' struggles with runners in scoring position. Plus, why the Brewers deserve the utmost respect -- despite their manager's silly stance.

Chuck Garfien joins to preview Cubs-White Sox Crosstown Classic

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.

The Cubs are off to a historic start and here's why

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.

Bears NFL Draft analysis, PCA's struggles and more with Chris Emma

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.