Cowboys vs Bears Prediction — AI Finds CAN'T MISS NFL Lines & Props (Sep 21)

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 loads of datapoints on each player. 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 almost always 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 genius, has been pouring over tons of data from every facet between the Cowboys and Bears and using recursive machine learning and kick-ass AI to analyze the data to a single cover probability.

Interestingly enough, the data has been most keyed in on the growing factor knucklehead sportsbettors tend to put on Chicago’s strength factors between a Cowboys team going up against a possibly strong Bears team. We’ve found the true game analytics appear to reflect a strong 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
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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

AI algorithm Remi is pouring through mountains of data on each line. 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 altitude 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 30, 2025 8:15PM EDT
Baltimore Ravens
Miami Dolphins
10/30/25 8:15PM
Ravens
Dolphins
-420
+330
-7.5 (-115)
+7.5 (-105)
O 51.5 (-105)
U 51.5 (-115)
Nov 2, 2025 1:00PM EST
Chicago Bears
Cincinnati Bengals
11/2/25 1PM
Bears
Bengals
-142
+120
-2.5 (-110)
+2.5 (-110)
O 50.5 (-120)
U 50.5 (-102)
Nov 2, 2025 1:00PM EST
Indianapolis Colts
Pittsburgh Steelers
11/2/25 1PM
Colts
Steelers
-158
+134
-3 (-115)
+3 (-105)
O 50.5 (-104)
U 50.5 (-118)
Nov 2, 2025 1:00PM EST
Carolina Panthers
Green Bay Packers
11/2/25 1PM
Panthers
Packers
+700
-1100
+13.5 (-108)
-13.5 (-112)
O 44.5 (-105)
U 44.5 (-115)
Nov 2, 2025 1:00PM EST
Atlanta Falcons
New England Patriots
11/2/25 1PM
Falcons
Patriots
+190
-230
+5.5 (-115)
-5.5 (-105)
O 44.5 (-110)
U 44.5 (-110)
Nov 2, 2025 1:00PM EST
Denver Broncos
Houston Texans
11/2/25 1PM
Broncos
Texans
+102
-120
+1.5 (-108)
-1.5 (-112)
O 39.5 (-110)
U 39.5 (-110)
Nov 2, 2025 1:00PM EST
San Francisco 49ers
New York Giants
11/2/25 1PM
49ers
Giants
-146
+126
-2.5 (-115)
+2.5 (-105)
O 48.5 (-115)
U 48.5 (-105)
Nov 2, 2025 1:00PM EST
Los Angeles Chargers
Tennessee Titans
11/2/25 1PM
Chargers
Titans
-480
+370
-9.5 (-110)
+9.5 (-110)
O 43.5 (-105)
U 43.5 (-115)
Nov 2, 2025 1:00PM EST
Minnesota Vikings
Detroit Lions
11/2/25 1PM
Vikings
Lions
+370
-480
+8.5 (-108)
-8.5 (-112)
O 48.5 (-110)
U 48.5 (-110)
Nov 2, 2025 4:05PM EST
New Orleans Saints
Los Angeles Rams
11/2/25 4:05PM
Saints
Rams
+730
-1150
+14.5 (-115)
-14.5 (-105)
O 43.5 (-110)
U 43.5 (-110)
Nov 2, 2025 4:05PM EST
Jacksonville Jaguars
Las Vegas Raiders
11/2/25 4:05PM
Jaguars
Raiders
-158
+134
-3 (-105)
+3 (-115)
O 44.5 (-115)
U 44.5 (-105)
Nov 2, 2025 4:25PM EST
Kansas City Chiefs
Buffalo Bills
11/2/25 4:25PM
Chiefs
Bills
-134
+114
-1.5 (-114)
+1.5 (-106)
O 52.5 (-105)
U 52.5 (-115)
Nov 2, 2025 8:20PM EST
Seattle Seahawks
Washington Commanders
11/2/25 8:20PM
Seahawks
Commanders
-166
+140
-3 (-110)
+3 (-110)
O 47.5 (-112)
U 47.5 (-108)
Nov 3, 2025 8:15PM EST
Arizona Cardinals
Dallas Cowboys
11/3/25 8:15PM
Cardinals
Cowboys
+128
-152
+2.5 (-104)
-2.5 (-118)
O 53.5 (-110)
U 53.5 (-110)
Nov 6, 2025 8:15PM EST
Las Vegas Raiders
Denver Broncos
11/6/25 8:15PM
Raiders
Broncos
+370
-480
+9.5 (-115)
-9.5 (-105)
O 42.5 (-120)
U 42.5 (-102)
Nov 9, 2025 9:30AM EST
Atlanta Falcons
Indianapolis Colts
11/9/25 9:30AM
Falcons
Colts
+290
-360
+7 (-105)
-7 (-115)
O 48.5 (-108)
U 48.5 (-112)

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
TB@NO TB -3.5 52.3% 1 WIN
GB@PIT GB -2.5 52.3% 1 WIN
SF@HOU SF +2.5 56.0% 6 LOSS
NYG@PHI NYG +7.5 53.9% 3 LOSS
BUF@CAR CAR +7.5 54.2% 3 LOSS
DAL@DEN DAL +3.5 55.0% 4 LOSS
MIA@ATL MIA +7 54.3% 4 WIN
CLE@NE CLE +7 56.8% 6 LOSS
TB@NO BAKER MAYFIELD OVER 15.5 RUSH YDS 56.6% 6 LOSS
MIN@LAC JUSTIN HERBERT PASS ATT UNDER 35.5 55.5% 5 WIN
TB@DET TB +6.5 54.4% 4 LOSS
TB@DET RACHAAD WHITE UNDER 14.5 RUSH ATT 54.4% 4 WIN
NE@TEN NE -6.5 55.2% 5 WIN
CAR@NYJ CAR -110 57.4 4 WIN
PHI@MIN PHI -130 58.0% 6 WIN
GB@ARI ARI +7 54.8% 5 WIN
NO@CHI NO +4.5 57.4% 7 LOSS
WAS@DAL JAYDEN DANIELS 1H RUSH YDS OVER 22.5 56.1% 5 WIN
GB@ARI JORDAN LOVE 1Q PASS YDS OVER 54.5 56.6% 6 WIN
PIT@CIN JONNU SMITH RECEPTIONS OVER 3.5 55.3% 5 LOSS
BUF@ATL BUF -3.5 54.7% 4 LOSS
CHI@WAS JAYDEN DANIELS OVER 1.5 PASS TDS 56.6% 6 WIN
TEN@LV UNDER 42 54.8% 3 WIN
DET@KC DET +2.5 55.7% 7 LOSS
SEA@JAC SEA -112 55.7% 5 WIN
LAC@MIA LAC -3.5 54.0% 3 LOSS
ARI@IND IND -8.5 55.6% 5 LOSS
TEN@LV TEN +4.5 56.7% 6 LOSS
LAR@BAL LAR -7 56.2% 6 WIN
SF@TB SF +3.5 57.2% 7 LOSS
CLE@PIT JAYLEN WARREN UNDER 46.5 RUSH YDS 54.4% 4 LOSS
DEN@NYJ BREECE HALL OVER 26.5 RECV YDS 55.0% 4 LOSS
KC@JAC UNDER 45.5 54.9% 3 LOSS
KC@JAC PATRICK MAHOMES UNDER 23.5 PASS COMP 56.6% 6 LOSS
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