Chicago, IL, September 26, 2026 — The city of Chicago is set to have both its Major League Baseball teams, the Chicago Cubs and the Chicago White Sox, participate in the league’s postseason. In a notable convergence, both ballclubs secured their playoff berths on the same calendar day, marking a significant occasion for Chicago baseball. This shared achievement highlights a rare alignment for the two historic franchises.

However, fans looking to support their teams in the opening round will need to plan for road games. According to the information provided, neither the Cubs nor the White Sox are scheduled to play their initial Wild Card Series contests within the city limits of Chicago. Both teams are slated to begin their playoff journeys away from home.

Looking ahead, the possibility of a unique in-city baseball event, colloquially termed a ‘Red Line doubleheader,’ remains on the horizon. Such an occurrence, where both the Cubs and White Sox would host games on the same day, is contingent on both teams successfully advancing through their respective Wild Card Series and into subsequent playoff rounds. This scenario would offer Chicago fans the opportunity to potentially attend or follow games from both teams on a single day, a prospect that can only materialize if both clubs continue their postseason runs.

The exact scheduling for the Wild Card Series, including locations and times, was not detailed in the provided summary. The path forward for both Chicago teams involves navigating the challenging postseason landscape, with the potential for a shared home-game day resting on their performance in the initial playoff matchups.

Story summarized from the original created by Amy Yee on chicago.suntimes.com, see more information here.

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