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Bears Pay Two First-Round Picks to Land All-Pro Jeffery Simmons From the Reeling Titans

Chicago is betting big on a playoff run, shipping Tennessee two future first-rounders and a fourth for the four-time Pro Bowl defensive tackle — as the 1-6 Titans add to an already stacked draft war chest.

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BY OBSERVER SPORTS DESK

The Weekly Observer

OCT 30, 2026 · 3 MIN READ
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Bears Pay Two First-Round Picks to Land All-Pro Jeffery Simmons From the Reeling Titans
Jeffery Simmons with the Titans in 2021, before Thursday's trade to Chicago. (Wikimedia Commons/Chipermc, CC BY-SA 4.0)

The Chicago Bears made the NFL's biggest move of the week on Thursday, acquiring All-Pro defensive tackle Jeffery Simmons from the Tennessee Titans in a trade that sent two future first-round picks to one of the league's worst teams.

Per the Bears' own announcement, Chicago is sending Tennessee its 2027 first-round pick, its 2028 first-round pick and a 2027 fourth-round pick in exchange for Simmons, with a 2028 fifth-round pick coming back to Chicago. The Titans confirmed the deal the same day, noting it's the second time in recent drafts Tennessee has landed multiple first-round picks for a single veteran — the front office now holds four first-round selections across the next two drafts.

Simmons, a 2019 first-round pick out of Mississippi State who later signed a four-year, $94 million extension, became a four-time Pro Bowler and a five-time team captain in Tennessee — one of the most decorated players of a mostly lean era of Titans football. NFL.com's trade grades framed the move as a clear value swing for a Chicago team pushing for a deep playoff run, while acknowledging the draft-capital cost is real.

For Tennessee, trading a homegrown star many fans viewed as untouchable marks another step in a rebuild that has gone sideways fast. The Titans hired Robert Saleh in January hoping he'd speed up a turnaround after four straight losing seasons, but Tennessee opened 2026 at just 1-6 behind rookie No. 1 overall pick Cam Ward. Running back Tyjae Spears had predicted a winning record for the team entering the year; instead, the front office is openly selling off veteran talent for future assets.

"THEY WANT IT RIGHT NOW."

Simmons, for his part, said he understands exactly what he's walking into in Chicago. In introductory comments reported by NFL.com, he acknowledged the urgency around a Bears team with real aspirations this season — "they want it right now," he said. Chicago's defensive front has been a focal point of its roster-building all year, and adding an interior disruptor of Simmons' caliber gives the Bears a significant upgrade just ahead of the Nov. 10 trade deadline.

The move instantly reshapes the draft outlook for both franchises. Tennessee's haul of multiple future firsts gives it enormous flexibility to keep building around Ward, while Chicago's front office signaled it's prioritizing this season's ceiling over long-term draft stockpiling. Whether the gamble pays off plays out over the Bears' remaining schedule and, they hope, into the postseason.

What's next: Simmons is expected to join Chicago's rotation as the two sides finalize his transition, with more trade activity likely across the league as the Nov. 10 deadline approaches.

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