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Ald. Matt O'Shea Will Not Seek Fifth Term on Chicago City Council

His endorsement of chief of staff Erin Ross signals contested 2027 ward races and possible changes on the City Council.

Overview

  • O'Shea announced on Thursday, Sept. 10, 2026, that he will not run for reelection and endorsed his chief of staff, Erin Ross, as his preferred successor.
  • He said rising job stress, a loss of day-to-day neighborhood contact and deep policy disagreements with Mayor Brandon Johnson—especially over policing and budget priorities—drove his decision.
  • O'Shea helped lead last December's City Council budget rebellion that blocked the mayor's corporate head tax and passed an alternative budget, a clash that has worsened relations between the council and the mayor's office.
  • Erin Ross has worked in the 19th Ward office since 2024 and previously led the 95th Street Business Association, giving her local ties that O'Shea highlighted in his endorsement.
  • O'Shea is the third high-profile alderman this cycle to announce plans not to run again and his exit raises the odds of contested 2027 races and could shift the council's balance during upcoming budget and public-safety fights.