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The White Sox Broke a 100-Loss Curse, and Chicago Is Ready for a Wild October

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Chicago White Sox logo on gradient background — Created by the Sports On Tap desk | Source : Sports On Tap (team logos property of their respective owners)

For only the fourth time in MLB history, playoff baseball is hitting both sides of Chicago, baby! The Windy City just erupted because on the same day, BOTH the Cubs and the White Sox punched their tickets to October. Can you believe it? Talk about a monumental day for the city and for baseball fans everywhere!

South Side Shocker: The White Sox’ Unbelievable Turnaround

Let’s talk about the South Side first, because what the White Sox just pulled off is legitimately historic. This squad became the first team EVER to make the playoffs after two straight, brutal 100-loss seasons. Think about that! We’re talking about bottoming out, then turning it around in a way no other MLB team has managed. They didn’t just snap that brutal streak; they piled up an incredible 82 wins, the most by any club coming off *three* straight 100-loss years. Are you kidding me? This team isn’t just happy to be there, either. They’re still locked in a straight-up brawl with the Cleveland Guardians for the AL Central crown. This isn’t just a playoff berth; it’s a massive statement that they’re back, and they’re clearly not done yet.

Crow-Armstrong Dominates as Cubs Clinch Again

Meanwhile, over on the North Side, the Cubs are doing their thing too, clinching their second straight postseason berth. And holy smokes, did Pete Crow-Armstrong make sure they got there in legendary style! This dude just crashed the exclusive 40-40 club! He snagged his 40th base, pairing it with his ridiculous, MLB-leading 45 home runs. That’s just wild, right? He isn’t just putting up insane numbers; he’s literally writing his name into the history books as only the seventh player ever to hit 40-40. We’re talking about legendary company like Los Angeles Dodgers star Shohei Ohtani, Atlanta Braves outfielder Ronald Acuna Jr., and the original 40-40 legend, Jose Canseco from the ’88 A’s! Crow-Armstrong isn’t just a star; he’s a legit favorite to win the NL MVP award, and his heroics are why the Cubs secured one of those three wild card berths in the National League. What a performance!

So, there you have it: the fourth time in MLB history both Chicago teams are in the postseason. This is seriously special, folks, a truly rare alignment. It last happened in 2020, and before that, 2008, and way back in 1906. That 1906 season was the ONLY time these two squared off in a World Series, with the White Sox actually beating the Cubs. Could we seriously see a rematch of that epic Windy City World Series this year? With the White Sox still fighting tooth and nail for that AL Central title and Crow-Armstrong tearing up the NL, anything feels possible in Chicago right now. Get ready for some ridiculously high-stakes October baseball!

This article was created with AI assistance and published under Seattle On Tap’s editorial standards. See our Editorial Policy.

Originally reported by Fox Sports.

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