Chicago’s Crosstown Classic: White Sox Ready for 2025 Showdown

The annual rivalry between the Chicago White Sox and Chicago Cubs is always a highlight on the city’s sports calendar. As the 2025 season unfolds, both teams bring new faces, fresh challenges, and renewed hopes to the famed “Crosstown Classic.” Whether you’re a devoted White Sox fan or a follower of the North Siders, this year’s matchups promise competitive baseball and plenty of storylines.

The State of the White Sox in 2025

After a tough 2024 campaign, the White Sox find themselves at a crossroads. With a roster infused by young talent like Edgar Quero and Tim Elko, combined with a new managerial approach under Will Venable, optimism stirs among fans despite recent hardships. Shane Smith, Jonathan Cannon, and Sean Burke headline a relatively green but surprisingly disciplined starting rotation. Their performances stand out as bright spots, delivering stability in a year full of transitions.

As detailed in the Cubs vs. White Sox series preview by Bleed Cubbie Blue, the White Sox look slightly improved from the previous year. While expectations remain realistic, fans hope the energy from new call-ups and a refreshed clubhouse culture will translate into more competitive games this season.

New Faces and Shifting Dynamics

For several players, the 2025 City Series is a return to familiar territory—but from the opposing dugout. Chris Flexen, Nicky Lopez, and Brad Keller, all former White Sox, now don Cubs uniforms and eagerly await their chance to compete against their previous teammates. Their perspectives provide unique insight into what makes this Chicago rivalry so intense. Flexen notes the electric atmosphere at Wrigley and Guaranteed Rate Field, and Lopez emphasizes the importance of team culture during turbulent times.

Read more about these player reunions and what the rivalry means to them in the Chicago Tribune’s feature article.

2025 Series Preview: Dates, Pitching Matchups, and Expectations

This year marks a change in format, with two three-game series scheduled—one at each team’s home park. According to Bleed Cubbie Blue’s preview, the White Sox will rely heavily on their young arms. Smith, Burke, and Cannon will aim to contain a dynamic Cubs lineup. Recent call-ups provide a spark, while a new attitude in the locker room bodes well for Chicago’s South Side squad.

If you’re looking for details on where to catch the action, FOX Sports has a comprehensive guide with TV channels, live stream info, and recent trends to help you follow every pitch.

Rivalry Facts Every White Sox Fan Should Know

• The Cubs swept the White Sox in four games last year, only the second time in modern history (the first was in 2013).
• All-time, the Sox remain slightly ahead in series wins since interleague play began.
• Oddly, both teams have slightly better records away than at home in this rivalry.

Conclusion: A New Chapter in a Storied Rivalry

The 2025 White Sox may not be favorites, but they have youth, new leadership, and passionate fans eager to reclaim city bragging rights. These matchups against the Cubs offer both challenge and opportunity—a chance for the South Siders to showcase their resilience and potential.

As Chicago gears up for another chapter in this classic battle, mark your calendars and prepare for a spectacle of city pride. Whether at Wrigley, Guaranteed Rate Field, or tuning in from home, you won't want to miss this year’s white sox vs Cubs rivalry in action.