Why did the Bears waste a first round draft pick on Caleb Williams? That is something Chicago general manager Ryan Poles is increasingly coming under fire for.
In the recent summer documentary about Jerry Jones and the Dallas Cowboys, the owner admitted something that explains everything. Jones said that he wanted to make the Cowboys into a daily soap opera that stayed in the headlines. If anyone wonders why the Cowboys have not returned to the Super Bowl since the 1995 season, that’s why. Jerry is happier running his daily drama than winning Lombardi Trophies as the supporting actor to a strong head coach.
On Sunday, the Cowboys face the Bears in Chicago. The Bears have their own issues with Caleb Williams’ nail polish.
Anytime the Dallas Cowboys are on the board, betting interest at Bookmaker is through the roof. Additionally, the Chicago Bears are a historic and popular brand in their own right.
Explore the latest Week 3 NFL betting lines and predictions for this week.
NFL Betting Lines
Dallas Cowboys at Chicago Bears Odds at Bookmaker
Soldier Field in Chicago, IL, is the venue for the NFC matchup between the Dallas Cowboys and the host Chicago Bears on Sunday, September 21, 2025. Kickoff time is 4:25 p.m. ET with television coverage on FOX.
The Dallas Cowboys opened as a +1.5-point road dog while the Chicago Bears are -1.5-point home favorites.
The Cowboys and Bears opened with a total of 48.5.
On the moneyline, the Cowboys are +100 underdogs with the Bears as -120 favorites.
Please check back regularly here at Bookmaker for the latest pro and college football odds.
Dallas Cowboys
Last week, the Dallas Cowboys beat the New York Giants 40-37 as 5.5-point home favorites. The game went over the total of 44.5.
Overall, Dallas ranks 11th for total offense, 7th for scoring offense, and 17th for turnovers. Dallas ranks 23rd for total defense and 27th for fewest points allowed.
Dallas kicker Brandon Aubrey was the hero as he hit the game-winning field goal as time expired in overtime to give the Dallas Cowboys a dramatic win over the New York Giants.
Previously, Aubrey also sent the game into overtime by converting a 64-yard field goal as the clock hit zeroes.
Overall, Dak Prescott went 38-of-52 passing for 361 yards and two touchdowns. Also, CeeDee Lamb caught nine passes for 112 yards for Dallas.
Prescott’s 6-yard touchdown pass to George Pickens gave the Cowboys a 34-30 lead with 52 seconds remaining.
Chicago Bears
Last week, the Chicago Bears lost 52-21 against the Detroit Lions as 6.5-point road dogs. The game went over the total of 46.5. Chicago is 0-2 straight up, 0-2 against the spread, and 2-0 over the total.
Chicago ranks 21st for total offense, 22nd for fewest turnovers committed, and 16th for scoring offense. In turn, the Bears rank 22nd for total defense and 32nd for points allowed.
Caleb Williams passed for 207 yards and two touchdowns for the Bears.
Rome Odunze caught both of Williams’ scoring passes and finished with seven catches and 128 yards.
Former Lion D’Andre Swift rushed for 63 yards and a touchdown. Detroit led 28-14 at halftime.
Jared Goff threw five touchdown passes and the host Detroit Lions rolled past the Bears.
Cowboys at Bears Betting Trends
Dallas has been a decent value on the road with six payouts in their most recent ten games in that role.
Late on, the Bears got the cash in only two of their most recent six home games. Chicago has gone over the total in six of its last nine games at Soldier Field.
In the series between Dallas and Chicago, the Cowboys have won the cash in three of their most recent four games against the Bears. The Bears and Cowboys went over the total in their most recent eight matchups.
Specifically at Soldier Field, the Bears got the money in four of their most recent six home games with the Bears. The last four meetings between the Bears and Cowboys in Chicago went over the total.
Cowboys at Bears Best Bets
Main Pick: Dallas Cowboys
Over/Under Pick: Over the Total
Player Prop Picks: Caleb Williams Under the Passing Yards Total
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