Cubs vs. Brewers
Prediction, Odds & Props
Jul 29 | MLB AI Picks

Updated: 2025-07-27T03:31:50.923562ZBy Remi at Leans.AI — AI picks for ATS, ML, OU & props

The Chicago Cubs and Milwaukee Brewers both enter the game with elite records—tied in the NL Central at approximately 62–43—and are playing for division bragging rights. Milwaukee opens as slight favorites (~–119 moneyline) with Chicago in a mild underdog role despite being listed at –1.5 on the run line; total is set around 8.5 runs.

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

AI Sports Betting Algorithm Remi

GAME INFO

Date: Jul 29, 2025

Start Time: 7:40 PM EST​

Venue: American Family Field​

Brewers Record: (63-43)

Cubs Record: (62-44)

OPENING ODDS

CHC Moneyline: -101

MIL Moneyline: -119

CHC Spread: -1.5

MIL Spread: +1.5

Over/Under: 8.5

CHC
Betting Trends

  • Chicago has covered in roughly 50–52% of games recently, performing average as road underdogs.

MIL
Betting Trends

  • Milwaukee has gone 7‑3 ATS over their last ten games, showing strong cover form at home.

MATCHUP TRENDS

  • The Cubs and Brewers have combined to hit the over just five times in their last ten meetings; Milwaukee boasts a strong recent record as favorites, while Chicago tends to underperform as underdogs at American Family Field.

CHC vs. MIL
Best Prop Bet

  • Remi's searched hard and found the best prop for this matchup: M. Shaw over 3.5 Fantasy Score.

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Chicago Cubs vs Milwaukee Prediction & Odds:
Free MLB Betting Insights for 7/29/25

The upcoming matchup between the Chicago Cubs and the Milwaukee Brewers on July 29, 2025, promises to be one of the most compelling games of the week as these two NL Central rivals, both holding records around 62–43, continue their battle for division supremacy. The Brewers enter the game as slight favorites at home, backed by strong recent form and a rotation that has been among the best in the league. Milwaukee’s pitching staff is expected to feature one of their frontline arms—either Jacob Misiorowski or Freddy Peralta—both of whom have been critical to their success this season. Misiorowski’s electric velocity and ability to generate swings and misses, paired with Peralta’s reliable command and high strikeout rates, make the Brewers a formidable opponent in any matchup. Their pitching advantage is bolstered by a bullpen that has recently found its rhythm, effectively converting tight leads into wins with minimal late-inning drama. Offensively, Milwaukee’s lineup blends veteran leadership with young, athletic talent. Christian Yelich remains the central figure, providing power and patience, while Jackson Chourio and Sal Frelick add contact and speed that can disrupt opposing defenses. Complemented by players like Brice Turang and William Contreras, the Brewers have built a lineup capable of scoring through both small-ball execution and timely extra-base hits, giving them flexibility in low- and high-scoring games. The Chicago Cubs enter the contest in strong overall form but have shown some inconsistency as road underdogs. Their rotation offers competitive but less overpowering options compared to Milwaukee’s top-end arms.

Colin Rea or Shōta Imanaga is likely to take the mound for Game 2 of this series, and both have provided stable innings throughout the season, with Imanaga leaning on elite control and soft contact while Rea uses pitch diversity to keep hitters off balance. The Cubs’ offense features several key contributors, including Kyle Tucker, Seiya Suzuki, and Nico Hoerner, each capable of producing in big spots. Tucker provides the primary power threat, Suzuki contributes consistent on-base skills, and Hoerner adds speed and situational hitting, forming the foundation of an offense that can compete in tight, strategic matchups. Michael Busch and Pete Crow-Armstrong round out the lineup with complementary power and energy, giving Chicago the ability to strike quickly if opportunities arise. However, the Cubs’ offensive profile often relies on timely hitting rather than overwhelming firepower, which can be a challenge against a Milwaukee team with a deep and efficient pitching staff. From a betting and performance perspective, Milwaukee has the edge in recent trends, going 7–3 ATS in their last ten games and showing strength at home in both outright wins and run-line covers. Chicago’s ATS performance as a road underdog has been closer to average, as they’ve frequently played competitive games but struggled to consistently cover spreads in divisional matchups at American Family Field. Key factors for this game will include which starting pitcher can set the tone early, whether the Cubs can apply pressure to Milwaukee’s bullpen, and how each team capitalizes on scoring opportunities in a series where every run is critical. Given Milwaukee’s home-field advantage, recent form, and rotation depth, they enter as slight favorites to control the pace of the game, but the Cubs’ ability to generate timely offense keeps the door open for a closely contested battle that could have significant implications in the NL Central standings.

Chicago Cubs Cubs MLB Preview

The Chicago Cubs enter this pivotal NL Central showdown with an impressive 62–43 record, tied atop the division with Milwaukee, making Game 2 critical in shaping the division race. While their overall form is strong, Chicago’s performance against the spread as road underdogs sits around 49.5%, reflecting challenges in covering run-line expectations in hostile environments. The Cubs have recently played tight games but struggled to cash in ATS, particularly when forced to overcome home-field momentum. Starting on the mound for Chicago is Colin Rea, carrying an 8–4 record and a 4.06 ERA over 102 innings this season. Rea relies on a varied pitch mix and efficient command, generating weak contact rather than overpowering hitters. His ability to work ahead in counts and limit free passes will be crucial in a matchup against Milwaukee’s aggressive offense. The Cubs bullpen may have to lean on depth early if Rea exits before the sixth inning, and their performance could determine both the game’s outcome and ATS implications. Chicago’s offense is balanced and adaptable, featuring weapons like Kyle Tucker (.274 AVG, .381 OBP), Seiya Suzuki (.254/.312/.525), Nico Hoerner (elite contact and base-stealing ability), and Pete Crow-Armstrong, who delivers timely extra-base hits and energy on the base paths. Despite this depth, the Cubs have underperformed in high-pressure scenarios, struggling to string together rallies consistently—especially at American Family Field, where Milwaukee has held the edge in recent series.

Their best path to success lies in manufacturing runs, capitalizing on Brewers mistakes, and applying early pressure through small-ball fundamentals. Head-to-head, the Cubs have held their own in 2025, winning 3 of 5 meetings so far this season, but the Brewers hold a strong advantage in ATS performance and home dominance. Milwaukee has covered ATS in 7 of their last 10 games and won 13 of their last 16 overall, asserting authority at home with an 11–3 SU record in their last 14 home games. Historically, the Cubs struggle in Milwaukee, particularly in tight contests where the Brewers’ offense and bullpen execution take over. The Cubs’ chances to cover on the road hinge on several key scenarios. First, Colin Rea must pitch efficiently—getting early outs, avoiding long innings, and limiting contact. Second, the Cubs’ offense needs to jump on early opportunities, especially in the middle frames, to pressure Milwaukee’s deep bullpen. Finally, late-inning execution—both defensively and on the basepaths—must hold up under stress. If those variables align, Chicago can stay within or even outperform the +1.5 run line despite being listed as underdogs. However, the Brewers bring stronger recent momentum, home-field advantage, and matchups that favor their rotation and bullpen depth. Unless Rea delivers a performance that neutralizes Milwaukee’s edge and the Cubs’ lineup manufactures timely runs, Chicago faces long odds to both win and cover in Game 2. Their record remains strong, but their inability to consistently cover as road underdogs in high-stakes situations underscores the challenge ahead in Milwaukee.

The Chicago Cubs and Milwaukee Brewers both enter the game with elite records—tied in the NL Central at approximately 62–43—and are playing for division bragging rights. Milwaukee opens as slight favorites (~–119 moneyline) with Chicago in a mild underdog role despite being listed at –1.5 on the run line; total is set around 8.5 runs. Chicago Cubs vs Milwaukee AI Prediction: Free MLB Betting Insights for Jul 29. Credit USA TODAY/IMAGN

Credit: USA TODAY/IMAGN

Milwaukee Brewers MLB Preview

The Milwaukee Brewers enter this crucial NL Central matchup with a 62–43 record, tied for first place with the Chicago Cubs, and look to defend their home turf in a series with significant playoff implications. Playing at American Family Field has been a strength for Milwaukee, as they have excelled both straight up and against the spread, winning a majority of their recent home contests and covering in seven of their last ten games. Their ability to combine elite pitching, disciplined offense, and defensive execution has made them one of the most reliable home teams in Major League Baseball this season. This game is critical for momentum in the division race, and the Brewers’ home-field advantage gives them a slight edge against a surging Cubs team. Milwaukee’s rotation remains one of the most formidable in the league, anchored by stars like Jacob Misiorowski and Freddy Peralta, both capable of shutting down elite offenses with power pitching and precise command. Misiorowski’s high-velocity arsenal and swing-and-miss capabilities have already established him as a key rotation piece, while Peralta provides veteran stability and durability with a sub‑3.00 ERA and over 130 strikeouts this season. For this game, the Brewers are expected to start one of their top arms, giving them a strong matchup edge over the Cubs’ mid-rotation starter Colin Rea. Milwaukee’s bullpen has also found its rhythm, led by a combination of setup men and a dependable closer who can lock down tight games.

This pitching depth has allowed the Brewers to control games at home, where limiting early runs and capitalizing on late-inning opportunities is a proven formula for success. Offensively, the Brewers rely on a balanced attack that leverages both power and speed. Christian Yelich continues to be a cornerstone in the lineup, combining veteran experience with productive at-bats, while Jackson Chourio and Sal Frelick add athleticism, contact hitting, and timely contributions in run-scoring situations. Players like Brice Turang and William Contreras have provided depth and consistency, ensuring that Milwaukee can score through a mix of small-ball tactics and extra-base power. Their approach thrives in their home park, where they can pressure opposing pitchers with patient at-bats, aggressive base running, and the ability to exploit mistakes in high-leverage moments. This offensive versatility complements their pitching-first philosophy and gives them the tools to win close, low-scoring contests or respond in higher-scoring games when necessary. From a betting and matchup perspective, the Brewers enter this game with momentum and a clear path to victory if they execute their strengths. Their home ATS record, combined with strong recent form and an 11–3 home stretch, reinforces their status as a slight favorite. Key factors for Milwaukee include their starting pitcher setting the tone early, the bullpen maintaining stability in late innings, and the offense capitalizing on any early scoring chances against Rea. If the Brewers continue their disciplined approach, leveraging both pitching depth and offensive efficiency, they are well-positioned to secure a home win and potentially cover the run line in a game that could prove decisive in the NL Central standings.

Chicago Cubs vs. Milwaukee Prop Picks (AI)

AI algorithm Remi is pouring through tons of stats on each team. In fact, anytime the Cubs and Brewers play there’s always several intriguing observations to key in on. Not to mention games played at American Family Field in Jul rarely follow normal, predictable betting trends.
Remi's searched hard and found the best prop for this matchup: M. Shaw over 3.5 Fantasy Score.

Chicago Cubs vs. Milwaukee Prediction (AI)

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Remi, our AI sports genius, has been pouring over millions of data from every simulation between the Cubs and Brewers and using recursive machine learning and impressive AI to boil down the data to a single cover probability.

The Algorithm has been most watching on the unproportionally assigned weight human bettors often put on Chicago Cubs’s strength factors between a Cubs team going up against a possibly improved Brewers team. We’ve found the true game analytics might reflect a slight lean against one Vegas line in particular.

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

Below is our current AI Chicago Cubs vs Milwaukee picks, computer picks Cubs vs Brewers, best bets, model edges, confidence ratings.

DATE GAME LEAN %WIN UNITS LEVEL
MLB 9/26 DET@BOS UNLOCK THIS PICK 5 EXECUTIVE Locked EXECUTIVE
MLB 9/26 BAL@NYY UNLOCK THIS PICK 4 INTEL Locked INTEL
MLB 9/26 ARI@SD UNLOCK THIS PICK 4 EXECUTIVE Locked EXECUTIVE
MLB 9/26 NYM@MIA UNLOCK THIS PICK 1 INTEL Locked INTEL
MLB 9/26 NYM@MIA GET FREE PICK NOW 1
MLB 9/26 COL@SF 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 MLB schedule.

Cubs Betting Trends

Chicago has covered in roughly 50–52% of games recently, performing average as road underdogs.

Brewers Betting Trends

Milwaukee has gone 7‑3 ATS over their last ten games, showing strong cover form at home.

Cubs vs. Brewers Matchup Trends

The Cubs and Brewers have combined to hit the over just five times in their last ten meetings; Milwaukee boasts a strong recent record as favorites, while Chicago tends to underperform as underdogs at American Family Field.

Chicago Cubs vs. Milwaukee Game Info

Chicago Cubs vs Milwaukee starts on July 29, 2025 at 7:40 PM EST.

Venue: American Family Field.

Spread: Milwaukee +1.5
Moneyline: Chicago Cubs -101, Milwaukee -119
Over/Under: 8.5

Chicago Cubs: (62-44)  |  Milwaukee: (63-43)

Remi's searched hard and found the best prop for this matchup: M. Shaw over 3.5 Fantasy Score.. Prices move—always shop for the best number.

The Cubs and Brewers have combined to hit the over just five times in their last ten meetings; Milwaukee boasts a strong recent record as favorites, while Chicago tends to underperform as underdogs at American Family Field.

CHC trend: Chicago has covered in roughly 50–52% of games recently, performing average as road underdogs.

MIL trend: Milwaukee has gone 7‑3 ATS over their last ten games, showing strong cover form at home.

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

Chicago Cubs vs. Milwaukee Odds

Remi is pouring through tons of data points on each player. In fact, anytime the Chicago Cubs vs Milwaukee trends are analyzed, there’s always several intriguing trends to key in on. Not to mention games played at extreme hostile environments almost always follow normal, predictable betting trends.

Chicago Cubs vs Milwaukee Opening Odds

CHC Moneyline: -101
MIL Moneyline: -119
CHC Spread: -1.5
MIL Spread: +1.5
Over/Under: 8.5

Chicago Cubs vs Milwaukee Live Odds

Games PTS ML SPR O/U
Sep 27, 2025 1:06PM EDT
Baltimore Orioles
New York Yankees
9/27/25 1:06PM
Orioles
Yankees
+194
-235
+1.5 (-105)
-1.5 (-114)
O 8.5 (-122)
U 8.5 (+100)
Sep 27, 2025 2:21PM EDT
St Louis Cardinals
Chicago Cubs
9/27/25 2:21PM
Cardinals
Cubs
 
-168
 
-1.5 (+118)
O 9 (-122)
U 9 (+100)
Sep 27, 2025 3:09PM EDT
Tampa Bay Rays
Toronto Blue Jays
9/27/25 3:09PM
Rays
Blue Jays
+132
-156
+1.5 (-154)
-1.5 (+128)
O 8.5 (-106)
U 8.5 (-114)
Sep 27, 2025 4:06PM EDT
Chicago White Sox
Washington Nationals
9/27/25 4:06PM
White Sox
Nationals
+102
-120
-1.5 (+162)
+1.5 (-196)
O 8.5 (-110)
U 8.5 (-110)
Sep 27, 2025 4:06PM EDT
Colorado Rockies
San Francisco Giants
9/27/25 4:06PM
Rockies
Giants
+198
-240
+1.5 (-110)
-1.5 (-110)
O 8 (-108)
U 8 (-112)
Sep 27, 2025 4:11PM EDT
New York Mets
Miami Marlins
9/27/25 4:11PM
Mets
Marlins
-124
+106
-1.5 (+130)
+1.5 (-156)
O 8.5 (-112)
U 8.5 (-108)
Sep 27, 2025 6:05PM EDT
Minnesota Twins
Philadelphia Phillies
9/27/25 6:05PM
Twins
Phillies
+177
-197
+1.5 (-118)
-1.5 (-102)
O 8.5 (-118)
U 8.5 (-102)
Sep 27, 2025 7:11PM EDT
Cincinnati Reds
Milwaukee Brewers
9/27/25 7:11PM
Reds
Brewers
+128
-152
+1.5 (-178)
-1.5 (+146)
O 7.5 (-120)
U 7.5 (-102)
Sep 27, 2025 7:15PM EDT
Pittsburgh Pirates
Atlanta Braves
9/27/25 7:15PM
Pirates
Braves
+143
-158
+1.5 (-150)
-1.5 (+130)
O 8.5 (+100)
U 8.5 (-120)
Sep 27, 2025 7:16PM EDT
Texas Rangers
Cleveland Guardians
9/27/25 7:16PM
Rangers
Guardians
+132
-156
+1.5 (-172)
-1.5 (+142)
O 7 (-120)
U 7 (-102)
Sep 27, 2025 8:40PM EDT
Arizona Diamondbacks
San Diego Padres
9/27/25 8:40PM
Diamondbacks
Padres
+120
-132
+1.5 (-180)
-1.5 (+157)
O 7.5 (-115)
U 7.5 (-105)
Sep 27, 2025 9:41PM EDT
Los Angeles Dodgers
Seattle Mariners
9/27/25 9:41PM
Dodgers
Mariners
+102
-120
+1.5 (-215)
-1.5 (+180)
O 7.5 (-110)
U 7.5 (-110)
Sep 27, 2025 10:05PM EDT
Kansas City Royals
Oakland Athletics
9/27/25 10:05PM
Royals
Athletics
+104
-115
+1.5 (-185)
-1.5 (+161)
O 10 (-110)
U 10 (-110)

MLB 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 Chicago Cubs Cubs vs. Milwaukee Brewers on July 29, 2025 at American Family 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 MLB odds pages, and compare prices before you place a bet.

    LEAN     %WIN     UNITS RESULT
NYM@CHC NYM -110 54.1% 3 WIN
HOU@ATH ATH +118 50.8% 4 WIN
NYM@CHC OVER 7 54.5% 3 WIN
STL@SF OVER 7.5 55.9% 5 LOSS
KC@LAA TYLER TOLBERT UNDER 1.5 BASES 54.4% 4 WIN
MIL@SD UNDER 9 54.7% 4 WIN
MIA@PHI KYLE SCHWARBER OVER 1.5 HITS+RUNS+RBIS 53.3% 3 WIN
WAS@NYM OVER 8.5 56.1% 6 LOSS
LAA@COL COL +108 50.5% 3 WIN
TOR@KC UNDER 9 54.7% 4 LOSS
SEA@KC KC +1.5 62.3% 5 LOSS
NYY@MIN OVER 9 55.1% 4 WIN
MIA@COL OVER 10.5 55.0% 4 WIN
MIA@COL AGUSTIN RAMIREZ OVER 1.5 HITS+RUNS+RBIS 54.3% 4 WIN
SEA@KC BOBBY WITT UNDER 0.5 SINGLES 54.4% 4 LOSS
PHI@LAD LAD -113 54.7% 4 LOSS
NYY@BOS OVER 7.5 54.3% 3 WIN
KC@PHI PHI -130 58.3% 4 WIN
LAD@SF OVER 7.5 54.7% 4 LOSS
NYM@PHI PHI -122 55.6% 4 WIN
KC@CLE KC -104 52.0% 3 WIN
CIN@SD JAKE CRONEWORTH OVER 0.5 HITS 53.1% 3 WIN
WAS@MIA MIA -123 55.2% 4 LOSS
LAA@KC UNDER 9.5 54.9% 3 WIN
TEX@ARI UNDER 9 54.2% 4 WIN
SF@COL UNDER 11.5 56.4% 6 LOSS
SF@COL RAFAEL DEVERS OVER 1.5 BASES 56.1% 6 WIN
MIA@WAS WAS -110 54.4% 4 WIN
NYM@DET OVER 8.5 54.5% 4 WIN
TEX@ARI UNDER 9.5 56.4% 6 WIN
TEX@ARI ALEJANDRO OSUNA UNDER 1.5 BASES 54.1% 4 LOSS
ATL@CHC CHC -116 55.1% 3 WIN
PHI@MIL OVER 8.5 55.0% 3 WIN
ARI@LAD SHOHEI OHTANI OVER 2.5 BASES 54.2% 4 WIN
SEA@CLE CLE +1.5 57.2% 3 WIN
CHC@SF CHC -105 54.1% 4 LOSS
NYY@CHW RYAN MCMAHON OVER 0.5 BASES 54.1% 4 WIN
PHI@NYM OVER 8.5 55.6% 4 LOSS
LAA@TEX LOGAN OHOPPE OVER 1.5 HITS+RUNS+RBIS 54.1% 4 LOSS
KC@CHW KC -109 54.2% 4 WIN
SD@SEA DYLAN CEASE OVER 16.5 OUTS 53.9% 3 LOSS
SD@SEA UNDER 8.5 54.4% 4 LOSS
MIN@TOR JOE RYAN UNDER 2.5 EARNED RUNS 54.1% 4 LOSS
SF@MIL MIL +100 54.0% 6 LOSS
TOR@MIA MIA +1.5 62.0% 6 WIN
CHC@LAA OVER 9.5 54.9% 4 LOSS
BOS@NYY CARLOS RODON UNDER 4.5 HITS ALLOWED 54.2% 4 WIN
KC@DET DET -115 56.1% 5 WIN
CHC@LAA LAA +1.5 57.6% 5 LOSS
CIN@ARI KEBRYAN HAYES STRIKEOUTS UNDER 0.5 56.2% 6 WIN
LAD@SD SD +110 50.9% 6 WIN