Wideout Keenan Allen and guard Teven Jenkins headline the list of pending free agents for the Bears. A departure on the open market in both cases would not come as a surprise. 
ESPN’s Courtney Cronin writes neither player is a suitable candidate for the franchise tag, which Chicago used last year on Jaylon Johnson before a four-year extension was worked out. Rather than making a fully-guaranteed commitment in the case of Allen or Jenkins, Cronin notes to no surprise a likelier outcome would see both of them depart in free agency. For the former, that would lead to increased speculation about a return to Los Angeles.
It was reported in January that Allen would only continue his career if he re-signed with the Bears or took a deal with the Chargers or Rams. The six-time Pro Bowler spent the first 11 years of his career with the Bolts, but the trade which sent him to the Windy City came after a restructure agreement could not be reached. Allen wanted to continue with the Chargers, and the potential for a reunion would make for an interesting storyline if no new Bears deal were to be signed.
Allen (who changed agents this summer) would welcome a Chicago contract, and with a 70-744-7 statline from 15 games in 2024 he could remain a starter on the team’s offense moving forward. The Bears already have D.J. Moore on the books, though, and 2024 No. 9 pick Rome Odunze will be counted on to handle a major role for the foreseeable future. Chicago could therefore look to devote cap resources elsewhere this spring.
The Bears are near the top of the list in terms of projected cap space for free agency, but upgrading along the offensive line represents an obvious priority. Jenkins has played a starting role for the unit when healthy over the past three years, seeing time at right guard in 2022 before splitting his time at both guard spots the following year. The 26-year-old worked exclusively at the LG position in 2024.
Drafted as a long-term tackle investment, Jenkins has drawn strong PFF evaluations since he moved inside. The Oklahoma State product approached Chicago about an extension, but to no avail. Injuries have been a consistent issue in his case, with 23 games being missed as a result of different ailments across his first four years in the league. That represents an understandable reason for pause on the Bears’ part as they consider their O-line options.
Aside from right tackle (thanks to 2023 first-rounder Darnell Wright), every starting spot up front is at least something of a question mark for Chicago at this point. Multiple additions to the unit over the coming months would not come as a surprise, and Trey Smith – the top interior blocker set to reach free agency – is a name to watch with former Chiefs staffer Ryan Poles in place as general manager. Making a lucrative move for a guard would signal a likelihood of Jenkins departing.
Quarterback Caleb Williams and new head coach Ben Johnson will face high expectations regarding the Bears’ offense for 2025. That will be the case regardless of if Allen or Jenkins are retained, but it will be interesting to see how the team proceeds on both fronts.