Cowboys vs. Bears
Prediction, Odds & Props
Sep 21 | NFL AI Picks

Updated: 2025-09-14T02:28:40.156150ZBy Remi at Leans.AI — AI picks for ATS, ML, OU & props

The Dallas Cowboys, coming off a dramatic overtime win over the New York Giants, face the Chicago Bears at Soldier Field on September 21 in a contest that pits a team trying to re-establish its defensive identity against one in the midst of building anew under a first-year coaching staff. With the Bears off to an 0-2 start and the Cowboys showing flashes but still without solid consistency, this matchup offers both a chance to gather momentum.

Get key insights, betting trends, and AI-powered predictions to help incorporate into your betting strategies.

AI Sports Betting Algorithm Remi

GAME INFO

Date: Sep 21, 2025

Start Time: 4:25 PM EST​

Venue: Soldier Field​

Bears Record: (0-2)

Cowboys Record: (1-1)

OPENING ODDS

DAL Moneyline: -106

CHI Moneyline: -113

DAL Spread: +1.5

CHI Spread: -1.5

Over/Under: 50

DAL
Betting Trends

  • Dallas finished the 2024 season with a 7-10 record against the spread, showing that while they often win, covering on the line hasn’t always followed.

CHI
Betting Trends

  • Chicago’s rebuild under Ben Johnson has instilled optimism, but their season preview reports suggest they’ll struggle to meet high expectations early on, particularly against established NFC rivals.

MATCHUP TRENDS

  • A major storyline is the Cowboys’ dip in public betting trust following the trade of Micah Parsons, which pushed bettors to adjust expectations. Combined with Chicago’s perceived improvement yet still-questionable defensive secondary, bettors might see value in the spread depending on game flow.

DAL vs. CHI
Best Prop Bet

  • Remi's searched hard and found the best prop for this matchup: O. Zaccheaus over 23.5 Receiving Yards.

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Dallas vs Chicago Prediction & Odds:
Free NFL Betting Insights for 9/21/25

The Week 3 matchup between the Dallas Cowboys and the Chicago Bears on September 21, 2025, at Soldier Field offers a fascinating blend of storylines that make it more than just another early-season game. The Cowboys enter this contest having survived a thriller against the New York Giants, where their ability to close out games under pressure was tested and validated, while the Bears are still seeking their first win of the season under new head coach Ben Johnson. Dallas, historically one of the league’s most scrutinized franchises, faces the challenge of proving they can still contend without Micah Parsons, the defensive superstar they shockingly traded away in the offseason. That move has cast doubt on their ability to maintain their defensive dominance, but it also opens the door for new leaders in the front seven to emerge, and this matchup will provide an opportunity to showcase whether they can thrive without their former cornerstone. Chicago, on the other hand, is navigating a transitional period with rookie quarterback Caleb Williams, the first overall pick, who has already shown glimpses of brilliance mixed with the growing pains expected of a player adjusting to the NFL.

The Bears have invested heavily in building an offensive line to protect him and a defensive front to generate pressure, but early struggles with execution and cohesion have left them vulnerable. Against a Cowboys team with offensive firepower in Dak Prescott, CeeDee Lamb, and a capable running game, the Bears will need their secondary to hold up despite injuries and their defense to create disruptive plays in order to keep things close. This game will likely boil down to whether the Bears can sustain drives and put pressure on Dallas to execute consistently, or if the Cowboys’ depth, talent, and big-game experience will simply overwhelm Chicago in key moments. Dallas is rightly favored, but the Bears’ home-field advantage, combined with the unpredictability of a rookie quarterback who can make plays off-script, means that this matchup has the potential for drama. For bettors, the Cowboys’ track record of not always covering the spread looms large, especially against a Bears team hungry to prove they can compete under their new regime. Ultimately, this clash highlights the contrast between a team trying to contend for NFC supremacy and one trying to build its foundation for the future, and how each responds to pressure on this stage could set the tone for the rest of their seasons.

Dallas Cowboys NFL Preview

The Dallas Cowboys step into Soldier Field on September 21, 2025, looking to build on the momentum of their dramatic Week 2 win against the New York Giants, but they also arrive with several questions about consistency, identity, and leadership on both sides of the football. Dak Prescott remains the focal point of the Cowboys’ offense, and through the early weeks of the season he has shown improved efficiency, particularly in high-leverage moments where his poise has allowed Dallas to pull out close games. His chemistry with star wide receiver CeeDee Lamb continues to be the primary strength of the passing attack, but for Dallas to truly balance their offense, the running game must take on a more prominent role, especially against a Bears defense that has been vulnerable to runs between the tackles. Tony Pollard, who took on lead-back duties after Ezekiel Elliott’s departure years ago, has been serviceable, but the Cowboys need him to create chunk plays to alleviate pressure on Prescott and prevent defenses from keying in on the passing game. Defensively, Dallas remains a work in progress following the offseason trade of Micah Parsons, a move that stunned the football world and left a void in their pass rush. In his absence, the Cowboys are leaning on a rotation of younger players and veterans who must find ways to generate pressure and protect their secondary from being exposed, especially against a quarterback like Caleb Williams, who can extend plays and punish defenses with his improvisational skills.

The loss of Parsons also shifts responsibility onto leaders in the secondary like Trevon Diggs, who must take on greater accountability in making game-changing plays and keeping the defense opportunistic. Dallas has historically struggled at times against rookie quarterbacks who can play loose and aggressive, but their ability to disguise coverages and bait Williams into mistakes could swing this game in their favor. On the offensive line, Dallas must contend with a Bears front that, while still gelling, has shown flashes of getting into the backfield and creating disruption, meaning Prescott will need quick reads and decisive throws to prevent negative plays. Ultimately, this trip to Chicago provides the Cowboys with an opportunity to establish themselves as true contenders in the NFC by showing they can win convincingly against an opponent still trying to find its footing. The national spotlight will always be on Dallas regardless of their record, and this matchup will be no different, but for the Cowboys, the mission is simple: limit mistakes, avoid costly penalties, and leverage their superior talent to build an early lead that forces the Bears out of their comfort zone. If Prescott continues to play steady football and Dallas’s defense finds ways to create timely turnovers, the Cowboys should leave Soldier Field with a 3-0 record and greater confidence in their post-Parsons identity.

The Dallas Cowboys, coming off a dramatic overtime win over the New York Giants, face the Chicago Bears at Soldier Field on September 21 in a contest that pits a team trying to re-establish its defensive identity against one in the midst of building anew under a first-year coaching staff. With the Bears off to an 0-2 start and the Cowboys showing flashes but still without solid consistency, this matchup offers both a chance to gather momentum. Dallas vs Chicago AI Prediction: Free NFL Betting Insights for Sep 21. Credit USA TODAY/IMAGN

Credit: USA TODAY/IMAGN

Chicago Bears NFL Preview

The Chicago Bears return to Soldier Field on September 21, 2025, determined to deliver their first win of the season and provide hope to a fan base eager to see signs of progress under new head coach Ben Johnson. Much of the excitement in Chicago revolves around rookie quarterback Caleb Williams, the first overall pick, who has already shown the arm talent, poise, and improvisational ability that made him such a coveted prospect. However, Williams’ adjustment to the NFL has not been without growing pains, as protection issues along the offensive line and inconsistencies in the receiving corps have at times limited his effectiveness. The Bears have invested resources into building an offensive foundation around him, but the line must do a better job of keeping Williams upright, particularly against a Dallas defense that, even without Micah Parsons, is still capable of generating disruptive pressure. Chicago’s offensive success will hinge on running the football effectively to create manageable down-and-distance situations, as a one-dimensional attack could allow the Cowboys’ secondary, led by Trevon Diggs, to focus on taking away Williams’ primary targets. Defensively, the Bears are in a transitional phase as well, with a young unit that has shown flashes of promise but has struggled to finish games strong, often breaking down in critical moments such as third downs and red zone stops.

They will be tested by Dak Prescott, CeeDee Lamb, and a Dallas offense that thrives when it establishes rhythm early, so Chicago’s defensive front must win battles in the trenches to limit the Cowboys’ run game and force Prescott into hurried throws. The Bears’ secondary will be under pressure to contain Lamb, and without creating turnovers, it may be difficult to keep Dallas off the scoreboard. Still, Soldier Field offers the Bears an environment where energy from the home crowd could be a difference-maker, especially if Williams is able to find success early and give the fans something to rally behind. Chicago’s coaching staff will likely lean on creative play-calling to ease the pressure on their rookie quarterback, mixing in screens, misdirection, and designed runs to keep Dallas guessing. While the Cowboys are favored on paper, the Bears’ opportunity lies in playing with urgency, limiting mistakes, and leaning into the unpredictability that Williams brings with his ability to extend plays and create big moments. A win would not only boost the confidence of their young roster but also signal to the rest of the NFC that Chicago’s rebuilding process is on track and capable of producing results sooner than expected. For the Bears, this game is about more than the standings; it is about establishing identity, proving resilience against a playoff-caliber opponent, and giving their rookie quarterback a signature performance to build upon as the season progresses.

Dallas vs. Chicago Prop Picks (AI)

Remi is pouring through tons of datapoints on each line. In fact, anytime the Cowboys and Bears play there’s always several intriguing angles to key in on. Not to mention games played at Soldier Field in Sep seemingly never follow normal, predictable patterns.
Remi's searched hard and found the best prop for this matchup: O. Zaccheaus over 23.5 Receiving Yards.

Dallas vs. Chicago Prediction (AI)

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Remi, our AI sports algorithm, has been pouring over tons of data from every simulation between the Cowboys and Bears and using recursive machine learning and impressive AI to boil down the data to a single cover probability.

Oddly enough, we’ve seen the AI has been most focused on the trending weight emotional bettors tend to put on Dallas’s strength factors between a Cowboys team going up against a possibly rested Bears team. We’ve found the true game analytics appear to reflect a slight lean against one Vegas line in particular.

Unlock this in-depth AI prediction and all of our NFL AI picks for FREE now.

Below is our current AI Dallas vs Chicago picks, computer picks Cowboys vs Bears, best bets, model edges, confidence ratings.

DATE GAME LEAN %WIN UNITS LEVEL
NFL 10/9 PHI@NYG UNLOCK THIS PICK 0 INTEL Locked INTEL

These picks update as information changes—injury reports, weather, and market movement. Each line shows our model’s fair price, the edge versus the market, and a unit confidence rating (1–10). Odds and availability vary by sportsbook and time. Edges are computed against the listed price; value may change after line moves. Always shop for the best number. See the full NFL Schedule.

Cowboys Betting Trends

Dallas finished the 2024 season with a 7-10 record against the spread, showing that while they often win, covering on the line hasn’t always followed.

Bears Betting Trends

Chicago’s rebuild under Ben Johnson has instilled optimism, but their season preview reports suggest they’ll struggle to meet high expectations early on, particularly against established NFC rivals.

Cowboys vs. Bears Matchup Trends

A major storyline is the Cowboys’ dip in public betting trust following the trade of Micah Parsons, which pushed bettors to adjust expectations. Combined with Chicago’s perceived improvement yet still-questionable defensive secondary, bettors might see value in the spread depending on game flow.

Dallas vs. Chicago Game Info

Dallas vs Chicago starts on September 21, 2025 at 4:25 PM EST.

Spread: Chicago -1.5
Moneyline: Dallas -106, Chicago -113
Over/Under: 50

Dallas: (1-1)  |  Chicago: (0-2)

Remi's searched hard and found the best prop for this matchup: O. Zaccheaus over 23.5 Receiving Yards.. Prices move—always shop for the best number.

A major storyline is the Cowboys’ dip in public betting trust following the trade of Micah Parsons, which pushed bettors to adjust expectations. Combined with Chicago’s perceived improvement yet still-questionable defensive secondary, bettors might see value in the spread depending on game flow.

DAL trend: Dallas finished the 2024 season with a 7-10 record against the spread, showing that while they often win, covering on the line hasn’t always followed.

CHI trend: Chicago’s rebuild under Ben Johnson has instilled optimism, but their season preview reports suggest they’ll struggle to meet high expectations early on, particularly against established NFC rivals.

See our latest NFL picks and odds pages for 2025 to compare prices before you bet.

Dallas vs. Chicago Odds

Remi is pouring through loads of data points on each team. In fact, anytime the Dallas vs Chicago trends are analyzed, there’s always several intriguing angles to key in on. Not to mention games played at extreme hostile environments can often follow normal, predictable betting trends.

Dallas vs Chicago Opening Odds

DAL Moneyline: -106
CHI Moneyline: -113
DAL Spread: +1.5
CHI Spread: -1.5
Over/Under: 50

Dallas vs Chicago Live Odds

Games PTS ML SPR O/U
Oct 9, 2025 8:15PM EDT
Philadelphia Eagles
New York Giants
10/9/25 8:15PM
Eagles
Giants
-400
+315
-7.5 (-104)
+7.5 (-118)
O 40.5 (-115)
U 40.5 (-105)
Oct 12, 2025 9:30AM EDT
Denver Broncos
New York Jets
10/12/25 9:30AM
Broncos
Jets
-405
+320
-7 (-118)
+7 (-104)
O 43.5 (-105)
U 43.5 (-115)
Oct 12, 2025 1:00PM EDT
Seattle Seahawks
Jacksonville Jaguars
10/12/25 1PM
Seahawks
Jaguars
-104
-112
+1.5 (-120)
-1.5 (-102)
O 47.5 (-105)
U 47.5 (-115)
Oct 12, 2025 1:00PM EDT
New England Patriots
New Orleans Saints
10/12/25 1PM
Patriots
Saints
-180
+152
-3.5 (-105)
+3.5 (-115)
O 45.5 (-115)
U 45.5 (-105)
Oct 12, 2025 1:01PM EDT
Cleveland Browns
Pittsburgh Steelers
10/12/25 1:01PM
Browns
Steelers
+225
-275
+5.5 (-102)
-5.5 (-120)
O 38.5 (-108)
U 38.5 (-112)
Oct 12, 2025 1:01PM EDT
Los Angeles Chargers
Miami Dolphins
10/12/25 1:01PM
Chargers
Dolphins
-190
+160
-4.5 (-102)
+4.5 (-120)
O 43.5 (-112)
U 43.5 (-108)
Oct 12, 2025 1:01PM EDT
Los Angeles Rams
Baltimore Ravens
10/12/25 1:01PM
Rams
Ravens
-370
+295
-7.5 (-105)
+7.5 (-115)
O 44.5 (-115)
U 44.5 (-105)
Oct 12, 2025 1:01PM EDT
Dallas Cowboys
Carolina Panthers
10/12/25 1:01PM
Cowboys
Panthers
-172
+144
-3 (-120)
+3 (-102)
O 49.5 (-108)
U 49.5 (-112)
Oct 12, 2025 1:01PM EDT
Arizona Cardinals
Indianapolis Colts
10/12/25 1:01PM
Cardinals
Colts
+295
-370
+7.5 (-115)
-7.5 (-105)
O 46.5 (-110)
U 46.5 (-110)
Oct 12, 2025 4:06PM EDT
Tennessee Titans
Las Vegas Raiders
10/12/25 4:06PM
Titans
Raiders
+180
-215
+4.5 (-110)
-4.5 (-110)
O 41.5 (-108)
U 41.5 (-112)
Oct 12, 2025 4:26PM EDT
Cincinnati Bengals
Green Bay Packers
10/12/25 4:26PM
Bengals
Packers
+730
-1150
+14.5 (-115)
-14.5 (-105)
O 44.5 (-104)
U 44.5 (-118)
Oct 12, 2025 4:26PM EDT
San Francisco 49ers
Tampa Bay Buccaneers
10/12/25 4:26PM
49ers
Buccaneers
+130
-154
+3 (-115)
-3 (-105)
O 47.5 (-108)
U 47.5 (-112)
Oct 12, 2025 8:20PM EDT
Detroit Lions
Kansas City Chiefs
10/12/25 8:20PM
Lions
Chiefs
+118
-138
+2.5 (-110)
-2.5 (-110)
O 52.5 (-110)
U 52.5 (-110)
Oct 13, 2025 7:15PM EDT
Buffalo Bills
Atlanta Falcons
10/13/25 7:15PM
Bills
Falcons
-230
+190
-4.5 (-115)
+4.5 (-105)
O 49.5 (-115)
U 49.5 (-105)
Oct 13, 2025 8:16PM EDT
Chicago Bears
Washington Commanders
10/13/25 8:16PM
Bears
Commanders
+188
-225
+4.5 (-112)
-4.5 (-108)
O 49.5 (-115)
U 49.5 (-105)
Oct 16, 2025 8:16PM EDT
Pittsburgh Steelers
Cincinnati Bengals
10/16/25 8:16PM
Steelers
Bengals
-230
+190
-4.5 (-112)
+4.5 (-108)
O 42.5 (-115)
U 42.5 (-105)

NFL Past Picks

Remi—our in-house AI—prices every game and prop using multi-season priors, tempo/efficiency, injury/usage signals, and market movement.
We publish fair prices, recommended “buy-to” numbers, and confidence so you can bet prices, not teams.

This preview covers Dallas Cowboys vs. Chicago Bears on September 21, 2025 at Soldier Field.
Odds shown reflect widely available numbers and may update closer to kickoff.

Want more? Check live edges, player props, and line moves on our NFL odds pages, and compare prices before you place a bet.

    LEAN     %WIN     UNITS RESULT
HOU@BAL HOU -125 58.5% 7 WIN
DET@CIN DET -10 55.6% 5 WIN
DAL@NYJ NYJ +1.5 53.7% 3 LOSS
TB@SEA TB +3.5 54.9% 4 WIN
TEN@ARI ARI -7 (BUY 0.5) 54.9% 4 LOSS
DEN@PHI DEN +4.5 57.5% 7 WIN
MIA@CAR TETAIROA MCMILLAN OVER 58.5 RECV YDS 54.5% 4 WIN
LV@IND ASHTON JEANTY UNDER 67.5 RUSH YDS 54.4% 4 WIN
SF@LAR DEMARCUS ROBINSON OVER 29.5 RECV YDS 55.7% 5 WIN
NYJ@MIA NYJ +3 53.8 3 LOSS
CIN@DEN DEN -7.5 54.8 4 WIN
NYJ@MIA OVER 44 52.9% 2 WIN
CIN@DEN UNDER 44.5 53.7% 3 WIN
NYJ@MIA GARRETT WILSON UNDER 9 TARGETS 53.7% 3 WIN
CIN@DEN TEE HIGGINS OVER 6.5 RECV TARGETS 55.5% 5 LOSS
WAS@ATL ATL -2.5 54.3 4 WIN
BAL@KC BAL -2.5 56.3% 6 LOSS
TEN@HOU TEN +7.5 57.9% 7 LOSS
LAC@NYG LAC -6 57.3% 7 LOSS
NO@BUF UNDER 48.5 55.1% 3 LOSS
GB@DAL JAVONTE WILLIAMS UNDER 72.5 RUSH + REC YDS 55.5% 5 LOSS
CAR@NE DRAKE MAYE TO THROW AN INT 56.6% 6 LOSS
SEA@ARI SEA -125 57.7% 6 WIN
SEA@ARI KYLER MURRAY TO THROW AN INT 56.6% 6 WIN
DET@BAL JAHMYR GIBBS OVER 0.5 RUSH TDS 55.8% 5 WIN
DAL@CHI DAL -120 58.7% 6 LOSS
PIT@NE PIT -116 60.1% 6 WIN
ATL@CAR ATL -4.5 55.4% 5 LOSS
LV@WAS LV +3 54.3% 4 LOSS
GB@CLE GB -7 54.3% 4 LOSS
ARI@SF ARI +3 57.7% 6 WIN
KC@NYG PATRICK MAHOMES OVER 230.5 PASS YDS 54.7% 4 WIN
GB@CLE JOE FLACCO OVER 37.5 PASS ATT 56.6% 6 LOSS
MIA@BUF TYREEK HILL OVER 5.5 TOTAL RECEPTIONS 56.8% 6 LOSS
LAC@LV LAC -3 54.9% 4 WIN
TB@HOU BAKER MAYFIELD OVER 1.5 PASS TDS 54.4% 4 WIN
CHI@DET DET -6.5 54.3% 4 WIN
DEN@IND DEN -118 60.1% 10 LOSS
PHI@KC PHI -115 56.7% 6 WIN
SF@NO SF -3 58.8% 8 WIN
SEA@PIT OVER 40 54.9% 4 WIN
CAR@ARI BRYCE YOUNG INTERCEPTIONS UNDER 0.5 56.4% 6 LOSS
DEN@IND JOSH DOWNS RECEPTIONS OVER 3.5 54.7% 4 WIN
ATL@MIN BIJAN ROBINSON RUSH + REC YDS OVER 94.5 53.4% 3 WIN
WAS@GB WAS +3.5 56.5% 6 LOSS
WAS@GB JORDAN LOVE OVER 5.5 RUSH YDS 54.7% 4 WIN
MIN@CHI CALEB WILLIAMS OVER 219.5 PASS YDS 53.4% 3 LOSS
TEN@DEN DEN -8.5 55.3% 5 LOSS
SF@SEA SF -115 54.6% 4 WIN
SF@SEA KENNETH WALKER III UNDER 79.5 RUSH+REC YDS 54.6% 4 WIN
CAR@JAC TANK BIGSBY OVER 10.5 RUSH ATT 56.1% 6 LOSS