Cubs and White Sox eye playoffs for first time since 2008

Yahoo Sports • 1 min read • Latest: Jul 24, 2026, 11:15 PM

Last updated Jul 24, 2026

Cubs and White Sox eye playoffs for first time since 2008
Summary

Both the Chicago Cubs and Chicago White Sox have entered the second half of the season with strong playoff aspirations for the first time in nearly two decades. As of late July 2026, the Cubs hold a wild-card spot, aided by solid performances from their roster. The White Sox, previously in a rebuilding phase, have emerged as a surprise contender under new manager Will Venable. Both teams aim to strengthen their rosters ahead of the upcoming trade deadline on August 3.

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By the Numbers
  • •Cubs maintain a wild-card spot with a 3.5 game cushion.
  • •White Sox shifted focus from rebuilding to competing in the American League.
  • •Cubs have relied on roster depth and strong pitching to stay competitive.
  • •Venable's leadership has improved White Sox's team culture and performance.
  • •Next week's trade deadline will influence both teams' playoff strategies.
Latest Updates
  • 11:15 PMYahoo Sports — Cubs, White Sox Both on Pace to Reach Playoffs for First Time Since 2008
What they're saying
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For the first time in nearly two decades, both the Chicago Cubs and Chicago White Sox have entered the second half of the season with legitimate playoff aspirations. While the Cubs entered the year expecting to compete for the National League Central, the White Sox have exceeded every preseason outlook after one of the worst […] The post Cubs, White Sox Both on Pace to Reach Playoffs for First Time Since 2008 appeared first on The Lead.

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