Cardinals vs. Cubs
Prediction, Odds & Props
Sep 27 | MLB AI Picks

Updated: 2025-09-25T03:31:50.923562ZBy Remi at Leans.AI — AI picks for ATS, ML, OU & props

The Chicago Cubs host the St. Louis Cardinals on September 27, 2025, in a classic NL Central rivalry that always delivers high drama and playoff implications regardless of the standings. With both teams fighting to finish strong in the late-season stretch, Wrigley Field is set to be the stage for a meaningful showdown.

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 27, 2025

Start Time: 2:20 PM EST​

Venue: Wrigley Field​

Cubs Record: (90-70)

Cardinals Record: (78-82)

OPENING ODDS

STL Moneyline: +142

CHC Moneyline: -171

STL Spread: +1.5

CHC Spread: -1.5

Over/Under: 9

STL
Betting Trends

  • The Cardinals have struggled covering the spread on the road this season, particularly against division opponents with strong bullpens.

CHC
Betting Trends

  • The Cubs have been more reliable at home, frequently covering spreads when their offense starts fast and their pitching staff holds early leads.

MATCHUP TRENDS

  • Head-to-head matchups between these two have historically leaned toward lower-scoring affairs at Wrigley Field, but late-season meetings often tighten margins, making the underdog more dangerous ATS in this rivalry.

STL vs. CHC
Best Prop Bet

  • Remi's searched hard and found the best prop for this matchup: M. McGreevy over 13.5 Fantasy Score.

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St. Louis vs Chicago Prediction & Odds:
Free MLB Betting Insights for 9/27/25

The matchup between the St. Louis Cardinals and the Chicago Cubs on September 27, 2025, at Wrigley Field is more than just another late-season contest—it is a collision of two historic franchises whose rivalry continues to capture the attention of baseball fans nationwide, and with the postseason looming, the stakes and tension are magnified. For the Cubs, this is about defending their home field and proving that their mix of reliable pitching, opportunistic hitting, and sharpened defense can deliver under the weight of rivalry pressure, while the Cardinals arrive determined to disrupt Chicago’s rhythm and showcase that despite their inconsistencies on the road, they are still a team capable of delivering big moments when the lights shine brightest. Chicago has leaned on its pitching stability throughout the year, with starters giving quality innings and the bullpen finishing games with greater consistency than in recent seasons, which makes them especially dangerous at Wrigley where the atmosphere feeds their energy, while their offense, paced by a patient approach and supported by both stars and depth players, has often thrived in generating timely runs. St. Louis, however, comes into the game with a more volatile profile: their rotation has been uneven, often putting strain on a bullpen that has been forced to work harder than ideal, but their lineup still possesses enough firepower to punish mistakes, especially if their middle-of-the-order hitters can seize momentum against Cubs pitchers who cannot afford lapses.

Defense will also be a critical factor; the Cubs have cleaned up their execution in the field, making them harder to break down, while the Cardinals have shown vulnerability in committing costly errors, something that could swing a close rivalry game. Strategically, managers on both sides will be tested, as bullpen management, pinch-hitting opportunities, and defensive alignments could make the difference in a contest that rarely follows the script, and historically at Wrigley, games between these two clubs often tilt toward tight, low-scoring battles that hinge on one or two big plays. The Cubs will look to strike first, leveraging home-field advantage and crowd energy to put the Cardinals under pressure, while St. Louis will attempt to stay patient, execute smartly, and hope their experience in these rivalry matchups helps them weather early storms. Ultimately, this game encapsulates everything that makes Cubs-Cardinals special: tradition, intensity, and the knowledge that beyond the standings, beating each other always matters, and with both teams searching for late-season momentum, the one that executes cleaner baseball under the inevitable pressure will walk away with bragging rights and a valuable victory.

St. Louis Cardinals MLB Preview

The St. Louis Cardinals head into their September 27, 2025, showdown against the Chicago Cubs at Wrigley Field carrying both the weight of their inconsistent season and the pride of representing one of baseball’s most storied franchises, and they know that any matchup with their division rival is not only about standings but also about sending a message. The Cardinals have struggled on the road this year, with their rotation often failing to provide the kind of length needed to protect an overtaxed bullpen, which has led to late-inning collapses in too many games, yet they remain a dangerous opponent because of the experience and firepower in the heart of their lineup, where their sluggers are capable of changing the game with a single swing. Offensively, St. Louis needs production early, as playing from behind in a hostile environment like Wrigley has been one of their biggest hurdles, and if they can pressure Cubs pitchers by drawing walks, forcing long at-bats, and capitalizing on scoring chances with runners in scoring position, they can flip the pressure onto the home team. The key for the Cardinals will also be on the defensive side of the ball, where lapses in recent weeks have extended innings and given opponents extra opportunities, something that simply cannot happen against a Cubs lineup that thrives on momentum and crowd energy.

Their starting pitcher must establish command early and avoid giving in to Chicago’s patient approach, because the Cubs are adept at wearing down arms and forcing managers into tough bullpen decisions before they’re ready. Managerial strategy will be critical as well, with lineup adjustments, bullpen matchups, and situational hitting all factoring heavily in what is expected to be a tight rivalry game. The Cardinals must lean on their veterans to keep the younger players composed in an environment that can be overwhelming, and if they can get steady contributions beyond just their stars, they have the potential to steal a win. While their overall road record and ATS performance have been spotty, the rivalry factor often brings out their best baseball, and St. Louis will hope that pride and urgency can help them rise above the inconsistencies that have plagued them. Ultimately, the Cardinals enter as underdogs but with enough offensive pop and veteran grit to be dangerous, and if they can avoid defensive miscues, get a strong outing from their starter, and execute in clutch moments, they can very well spoil the Cubs’ push for a statement win at home and remind the division that they are never to be counted out in September.

The Chicago Cubs host the St. Louis Cardinals on September 27, 2025, in a classic NL Central rivalry that always delivers high drama and playoff implications regardless of the standings. With both teams fighting to finish strong in the late-season stretch, Wrigley Field is set to be the stage for a meaningful showdown. St. Louis vs Chicago AI Prediction: Free MLB Betting Insights for Sep 27. Credit USA TODAY/IMAGN

Credit: USA TODAY/IMAGN

Chicago Cubs MLB Preview

The Chicago Cubs approach their September 27, 2025, matchup against the St. Louis Cardinals at Wrigley Field with both confidence and urgency, knowing that late-season rivalry games carry extra weight for playoff positioning and team morale, and the home crowd will be ready to fuel them in one of baseball’s most iconic venues. The Cubs have played their best baseball at Wrigley this year, combining steady starting pitching, an improved bullpen, and an opportunistic offense that has learned to manufacture runs as effectively as it can deliver the big hit, making them a much tougher opponent than in previous seasons. Their starting rotation has been a cornerstone of their success, often giving them quality innings and limiting early deficits, which allows their bats to attack without pressure, while the bullpen has done a better job holding leads, tightening the kind of late-inning meltdowns that cost them games in the past. Offensively, Chicago’s approach has been patient and disciplined, forcing opposing pitchers into long counts and capitalizing when mistakes are made, with their middle-of-the-order hitters continuing to drive in runs but also complemented by depth players who have stepped up with clutch hits in critical moments.

Defensively, the Cubs have been sharper and more reliable, turning double plays, making smart decisions in the field, and generally reducing the unforced errors that allow rivals like St. Louis to seize momentum, and this will be especially important in a rivalry game where one slip can change everything. Strategically, manager Craig Counsell will likely emphasize getting on base early, building pitch counts against the Cardinals’ starter, and ensuring that his bullpen is lined up to counter St. Louis’ big bats late in the game, knowing that rivalry pressure tends to magnify every decision. The Cubs also benefit from the intangible boost of playing in front of their home fans, where the energy of Wrigley Field can rattle visiting teams and elevate the performance of Chicago’s own roster, particularly in high-leverage moments when the game is on the line. If the Cubs can execute their usual formula—strong starting pitching, timely hitting, solid defense, and aggressive yet smart bullpen usage—they will be well-positioned to secure a victory and further assert themselves in the NL Central. More than just another win, this is a chance for Chicago to reinforce its narrative of being a resilient and competitive ballclub on the rise, and a strong performance here could serve as both a boost in the standings and a statement to the division that the Cubs are ready to contend not just this year but in the seasons ahead.

St. Louis vs. Chicago Prop Picks (AI)

Remi is pouring through tons of datapoints on each player. In fact, anytime the Cardinals and Cubs play there’s always several intriguing trends to key in on. Not to mention games played at Wrigley Field in Sep almost always follow normal, predictable betting trends.
Remi's searched hard and found the best prop for this matchup: M. McGreevy over 13.5 Fantasy Score.

St. Louis vs. Chicago Prediction (AI)

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Remi, our AI sports wizard, has been pouring over mountains of data from every angle between the Cardinals and Cubs and using recursive machine learning and kick-ass AI to crunch the data to a single cover probability.

The Algorithm has been most watching on the linear correlation of weight human bettors often put on St. Louis’s strength factors between a Cardinals team going up against a possibly improved Cubs team. In reality, the true game analytics appear to reflect a moderate lean against one Vegas line specifically.

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

Below is our current AI St. Louis vs Chicago picks, computer picks Cardinals vs Cubs, best bets, model edges, confidence ratings.

DATE GAME LEAN %WIN UNITS LEVEL
MLB 10/1 SD@CHC UNLOCK THIS PICK 4 INTEL Locked INTEL
MLB 10/1 SD@CHC UNLOCK THIS PICK 4 EXECUTIVE Locked EXECUTIVE
MLB 10/1 CIN@LAD UNLOCK THIS PICK 3 EXECUTIVE Locked EXECUTIVE
MLB 10/1 CIN@LAD UNLOCK THIS PICK 2 INTEL Locked INTEL
MLB 10/1 DET@CLE UNLOCK THIS PICK 2 INTEL Locked INTEL
MLB 10/1 DET@CLE UNLOCK THIS PICK 1 INTEL Locked INTEL
MLB 10/1 BOS@NYY UNLOCK THIS PICK 1 INTEL Locked INTEL
MLB 10/1 CIN@LAD GET FREE PICK NOW 1
MLB 10/1 BOS@NYY UNLOCK THIS PICK 0 INTEL Locked INTEL
MLB 10/1 BOS@NYY GET FREE PICK NOW 0

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.

Cardinals Betting Trends

The Cardinals have struggled covering the spread on the road this season, particularly against division opponents with strong bullpens.

Cubs Betting Trends

The Cubs have been more reliable at home, frequently covering spreads when their offense starts fast and their pitching staff holds early leads.

Cardinals vs. Cubs Matchup Trends

Head-to-head matchups between these two have historically leaned toward lower-scoring affairs at Wrigley Field, but late-season meetings often tighten margins, making the underdog more dangerous ATS in this rivalry.

St. Louis vs. Chicago Game Info

St. Louis vs Chicago starts on September 27, 2025 at 2:20 PM EST.

Spread: Chicago -1.5
Moneyline: St. Louis +142, Chicago -171
Over/Under: 9

St. Louis: (78-82)  |  Chicago: (90-70)

Remi's searched hard and found the best prop for this matchup: M. McGreevy over 13.5 Fantasy Score.. Prices move—always shop for the best number.

Head-to-head matchups between these two have historically leaned toward lower-scoring affairs at Wrigley Field, but late-season meetings often tighten margins, making the underdog more dangerous ATS in this rivalry.

STL trend: The Cardinals have struggled covering the spread on the road this season, particularly against division opponents with strong bullpens.

CHC trend: The Cubs have been more reliable at home, frequently covering spreads when their offense starts fast and their pitching staff holds early leads.

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

St. Louis vs. Chicago Odds

Remi is pouring through tons of data on each team. In fact, anytime the St. Louis vs Chicago trends are analyzed, there’s always several intriguing trends to key in on. Not to mention games played at extreme temps almost always follow normal, predictable patterns.

St. Louis vs Chicago Opening Odds

STL Moneyline: +142
CHC Moneyline: -171
STL Spread: +1.5
CHC Spread: -1.5
Over/Under: 9

St. Louis vs Chicago Live Odds

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Oct 2, 2025 3:08PM EDT
Detroit Tigers
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10/2/25 3:08PM
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+100
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O 7 (-105)
U 7 (-115)
Oct 2, 2025 5:08PM EDT
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+100
-118
-1.5 (+172)
+1.5 (-210)
O 7.5 (-110)
U 7.5 (-110)
Oct 2, 2025 8:08PM EDT
Boston Red Sox
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10/2/25 8:08PM
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+136
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O 7.5 (-120)
U 7.5 (-102)
Oct 4, 2025 2:30PM EDT
Los Angeles Dodgers
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10/4/25 2:30PM
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+110
-130
pk
pk
Oct 4, 2025 5:09PM EDT
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Philadelphia Phillies
10/4/25 5:09PM
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Phillies
+108
-126
pk
pk
O 7 (-135)
U 7 (+115)

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 St. Louis Cardinals vs. Chicago Cubs on September 27, 2025 at Wrigley 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
ARI@SD SD -131 57.3% 4 WIN
DET@BOS BOS -115 56.4% 5 WIN
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