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Best Caleb Williams prop bet for Bears vs. Eagles on Friday 11/28/25

Best Caleb Williams prop bet for Bears vs. Eagles on Friday 11/28/25

Published:

By: Cooper Albers

NFC Division leaders collide on Friday afternoon, as the Philadelphia Eagles host the Chicago Bears at Lincoln Financial Field. 

The Eagles (8–3, 1st NFC East) aim to rebound from a Week 12 loss to the Dallas Cowboys that snapped their four-game winning streak. The Bears (8–3, 1st NFC North), meanwhile, have won eight of their last nine games and most recently took down the Pittsburgh Steelers behind a masterful performance from second-year quarterback Caleb Williams. 

Kickoff is set for 3 p.m. ET. Philadelphia enters as a seven-point home favorite, while Chicago sits as a +260 underdog. The game’s total is set at 44.5 points.

Ahead of the Friday matchup, here’s my favorite Caleb Williams prop bet on DraftKings Sportsbook.

Best Caleb Williams Prop Bet for Bears vs. Eagles

Best Bet: Caleb Williams 220+ Pass Yards (+129)

Chicago has already matched its highest win total since 2020, and its success largely stems from a strong sophomore leap from Caleb Williams. The former first overall pick has completed 59 percent of his passes for 2,568 yards — 10th most in the NFL — with 16 touchdowns and four interceptions. 

Williams, 24, threw for a season-high 298 yards in Week 3 against the Dallas Cowboys and has grown more consistent as the season progresses. The USC product has thrown for 220 or more passing yards in four of his last five games, coming off a strong performance against the Pittsburgh Steelers, in which he completed 19-of-35 passes for 239 yards and three scores. 

The 6-foot-1 signal caller, who averages 233.5 passing yards per game, looks poised to eclipse 220 yards for the second straight game against the defending Super Bowl champs, who have struggled to defend the pass at times this season. Philadelphia has allowed 220+ passing yards to five different quarterbacks this season — including each of its last two games. Detroit’s Jared Goff threw for 255 yards in Week 11, then Dallas’ Dak Prescott erupted for 354 in a Week 12 upset victory. Count on Williams to follow suit and surpass 220 aerial yards for the seventh time this season.

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I am a promoter at DraftKings and am also an avid fan and user and may sometimes play on my personal account in the games that I offer advice on. Although I have expressed my personal view on the games and strategies above, they do not necessarily reflect the view(s) of DraftKings and do not constitute a representation that any particular strategy will guarantee success. All customers should use their own skills and judgment in building lineups. I may also deploy different players and strategies than what I recommend above. I am not an employee of DraftKings and do not have access to any non-public information.