Philadelphia Eagles at Chicago Bears Betting Tips – Eagles To Fly High In NFL Monday Matchup

Leigh Copson

Editor

Last updated: Wed 23 Sep 2026 15:40

Leigh Copson 1 hour ago

Share this article

Eagles are tipped to cover and win on the road vs. injury-hit Bears
Chicago is down to their third-string quarterback after Sunday's loss
Philly seeks revenge after last year's defeat and aims for a 3-0 start

(Getty Images)

PHI Eagles @ CHI Bears Live StreamWatch live online at bet365 > NFL > NFL. T&Cs apply. Watch and bet Starts in Geo-restrictions apply. You must have a funded account or to have placed a bet in the last 24 hours. Over 18s only. T&Cs apply.

Philadelphia Eagles at Chicago Bears Betting Tips

Key Numbers – Can Philly Go 3-0 With Windy City Win?
Bears Lead All-Time Head-To-Head; Won Last Meeting
Philadelphia Eagles Take 2-0 Record To Windy City
Chicago Bears Aim To Rebound From 1st Loss

Philadelphia are tipped to cover as they win on the road on Monday Night Football.

The Eagles have been unconvincing so far, but they get to face a Bears team that is down to its third string quarterback and has glaring issues on defense.

Key Numbers – Can Philly Go 3-0 With Windy City Win?

Philadelphia Eagles have won their first 2 games
Philadelphia Eagles have won 6 of the last 7 meetings
Philadelphia Eagles have not lost in Chicago since 2010
The Over has cashed in 3 of the 4 games involving either team this season

Bears Lead All-Time Head-To-Head; Won Last Meeting

Chicago Bears lead the all-time series 31-17-1
Chicago Bears won 24-15 when the two teams last met in November 2025

Philadelphia Eagles Take 2-0 Record To Windy City

Philadelphia go into the final game of Week 3 still boasting a 100% record thanks to back-to-back wins.

The Eagles kicked off the campaign at home to division rivals Washington, and edged the Commanders 24-22.

They followed that up with another close win on the road last weekend, travelling to Tennessee to beat the Titans 24-20.

Quarterback Jalen Hurts went 26/37 for 264 yards two touchdowns and two interceptions, while picking up 16 yards on the ground.

Devonta Smith turned 10 of his 13 targets into 117 yards and a touchdown, while Saquon Barkley rushed for just nine yards as injury made him a non-factor in the game.

Chicago Bears Aim To Rebound From 1st Loss

Chicago go into this matchup looking to rebound from losing their home opener, which dropped them to 1-1.

The Bears made a red-hot start to the season as they ran over Carolina in a 59-37 win on the road.

However, they failed to back that up last weekend as they managed just one field goal in a 9-3 defeat to division rivals Minnesota.

Quarterback Caleb Williams went 15/26 for 138 yards and an interception, and rushed for 42 yards off five carries before leaving the game with an injury in the fourth quarter.

D’Andre Swift put up 99 total yards on the day, but had a costly fumble that denied the Bears a touchdown in the loss.

Verdict

PHI Eagles @ CHI Bears

Losing on Sunday was bad enough, but Chicago now find themselves down to their third string quarterback with both Williams and Bagent out.

Philadelphia will be eager for revenge after losing at home to the Bears last season, and we fully expect them to get it.

Philadelphia -4.5

Spread

@9/10 - 4 Units

Bet £10 Get £30

with bonus code NEWBONUS

Available to new customers only. Make a qualifying deposit of £5 or more and claim the offer within 30 days of registering your account to qualify for 300% of that amount in Bet Credits, up to a maximum of £30 in Bet Credits. Once released, your Bet Credits will be held in your account balance and are non-withdrawable. Min deposit requirement. Free Bets are paid as Bet Credits and are available for use upon settlement of qualifying bets. Min odds, bet and payment method exclusions apply. Returns exclude Bet Credits stake. Registration required. Time limits and T&Cs apply. The bonus code NEWBONUS can be used during registration but does not change the offer amount in any way. #ad

Bet at bet365

Over 41.5

Total Points

@9/10 - 2 Units

Bet £10 Get £10

Promo Code: NEWBONUS

New customers only. Bet £10+ to receive £10 in Free Bets. 7-day free bet expiry. Stake not returned. Promotional Terms Apply. 18+. GambleAware.org

Bet at dabble

US sports writer covering the NFL, NBA, NHL, boxing and MMA, with previews, predictions and betting tips across the major American leagues.

During his career at the Press Association and online sports sites including FreeTips and ExpertPicks.com, he has covered some of the biggest sporting events on the planet, including the Super Bowl, the Champions League Final and the World Cup Final.

He has also covered almost every major boxing match and UFC fight card during this time.. His specialist sports are American Football, Basketball, Ice Hockey, Boxing, Mixed Martial Arts and Football.

Follow more of Leigh's work on Muckrack and connect with him on LinkedIn.