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Bears Trade Two First‑Round Picks for All‑Pro DT Jeffery Simmons

The deal signals Chicago’s push to win now while shifting long‑term salary costs onto its roster planning.

Overview

  • The Chicago Bears completed the trade on Thursday, Oct. 29, acquiring Jeffery Simmons and a 2028 fifth‑round pick from the Tennessee Titans in exchange for Chicago’s 2027 and 2028 first‑round picks and a 2027 fourth‑round pick.
  • Simmons is under the three‑year, $105.8 million extension he signed in June that runs through 2030 and Chicago will pay a modest remaining 2026 cap hit of about $7.9 million because Tennessee already paid the signing bonus.
  • Chicago inherits larger non‑guaranteed base salaries and roster bonuses in 2027 and beyond, which will increase the Bears’ future salary obligations as they also plan a contract extension for quarterback Caleb Williams.
  • The move gives the Bears an immediate starter at interior defensive tackle expected to pair with Grady Jarrett, adding a proven pass‑rush and run‑stopping force that upgrades Chicago’s defense for a likely playoff push.
  • Tennessee converts its 1‑6 season into draft capital to accelerate a rebuild while the trade sets an unprecedented market benchmark by sending multiple first‑round picks for a defensive tackle in the common‑draft era.