Cubs vs. Giants
Prediction, Odds & Props
Aug 27 | MLB AI Picks

Updated: 2025-08-25T03:31:50.923562ZBy Remi at Leans.AI — AI picks for ATS, ML, OU & props

The Chicago Cubs (76–55) head to Oracle Park to face the San Francisco Giants (63–68) in a crucial late-August divisional contest, with the Cubs favored at –125 and the Giants at +105, and the over/under set at 8.5 runs, suggesting expectations for a moderately paced, well-played game. Chicago brings a strong road profile (35–30), while San Francisco has struggled at home, going just 30–33 overall and 8–22 in their last 30 games at Oracle Park.

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

AI Sports Betting Algorithm Remi

GAME INFO

Date: Aug 27, 2025

Start Time: 9:45 PM EST​

Venue: Oracle Park​

Giants Record: (64-68)

Cubs Record: (76-56)

OPENING ODDS

CHC Moneyline: -125

SF Moneyline: +106

CHC Spread: -1.5

SF Spread: +1.5

Over/Under: 8.5

CHC
Betting Trends

  • The Cubs have been consistent when favored lately, going 5–3 over their last 8 games as moneyline favorites.

SF
Betting Trends

  • The Giants are 18–21 when entering as underdogs (i.e. +105 or worse).

MATCHUP TRENDS

  • In their last 10 games, the Cubs and opponents combined to hit the over just 3 times—suggesting that most recent matchups have leaned toward fewer runs scored.

CHC vs. SF
Best Prop Bet

  • Remi's searched hard and found the best prop for this matchup: L. Matos over 0.5 Total Bases.

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Chicago vs San Francisco Prediction & Odds:
Free MLB Betting Insights for 8/27/25

The August 27, 2025 matchup between the Chicago Cubs and the San Francisco Giants at Oracle Park highlights two clubs moving in opposite directions, with the Cubs arriving at 76–55 and entrenched in the postseason conversation while the Giants sit at 63–68 and mired in a season that has been defined by inconsistency, poor home performance, and a focus on player development rather than contention, and the betting markets reflect that gap with Chicago listed as a –125 favorite and San Francisco as a +105 underdog, with the total set at 8.5 runs, a number that suggests oddsmakers expect a moderately paced game where pitching, defense, and situational hitting are likely to determine the outcome rather than a slugfest, especially considering that only three of the last ten games involving the Cubs have gone over the total, pointing to a trend of lower-scoring contests where pitching execution has held sway, and while Chicago’s road record of 35–30 shows they can carry their form away from Wrigley, San Francisco’s 30–33 home record, including a dismal 8–22 stretch in their last 30 games at Oracle Park, reflects the struggles they’ve had to generate momentum in front of their own fans, further tilting expectations in the Cubs’ favor, and for Chicago the story this year has been a lineup that blends power and patience with a disciplined approach, led by the bats of Seiya Suzuki, Pete Crow-Armstrong, and other emerging contributors, and while the Cubs’ pitching staff has not always been elite, ranking around the middle of the league in ERA and FIP.

It has provided enough quality innings to allow their offense to make the difference, with the bullpen finding ways to close games more often than not, and one of their biggest strengths has been their ability to limit strikeouts, with a 20.3 percent team rate that ranks among the best in baseball, ensuring they put pressure on defenses consistently and create scoring opportunities even when not hitting for power, while San Francisco’s season has leaned heavily on glimpses from their youth movement, with players like Luis Matos, Heliot Ramos, and Casey Schmitt all getting valuable reps, complemented by veterans such as Willy Adames, who has been a spark plug since the All-Star break with double-digit home runs and steady run production, but the Giants’ offensive contributions have been undermined by pitching that too often fails to hold leads, as their rotation lacks depth and their bullpen has been inconsistent in high-leverage spots, leaving them vulnerable to collapses in games where they otherwise compete, and in this matchup the pressure will fall on San Francisco to protect their home field, find ways to string together runs against a disciplined Cubs pitching staff, and avoid the defensive lapses that have plagued them throughout the year, because Chicago’s ability to grind at-bats and turn mistakes into rallies makes them dangerous even in close, low-scoring games, and ultimately this contest feels like one that could serve as a microcosm of both teams’ seasons, with the Cubs looking to capitalize on their consistency and extend their momentum toward October while the Giants aim to play spoiler, salvage pride, and show that their developing roster is capable of competing against playoff-caliber opposition, making this not only a test of talent but also of focus, urgency, and execution on both sides.

Chicago Cubs MLB Preview

The Chicago Cubs travel to Oracle Park on August 27, 2025 with momentum and postseason aspirations firmly within reach, carrying a 76–55 record that places them in prime Wild Card position and gives them a chance to further solidify their standing against a San Francisco Giants team that has struggled all season, and as –125 favorites in this contest the Cubs are expected to take care of business, something they have done well of late by going 5–3 in their last eight games as moneyline favorites, a trend that reflects both their consistency and their ability to execute when the market leans in their favor, and for Chicago the success has come from a balanced offensive attack led by Seiya Suzuki, Pete Crow-Armstrong, and other contributors who have combined power with patience, allowing the Cubs to consistently pressure opposing pitchers by limiting strikeouts and forcing contact, as evidenced by their team strikeout rate of just 20.3 percent, one of the best in baseball, which not only keeps innings alive but also maximizes their chances to cash in with runners on base, and while the Cubs’ pitching staff may not be the most dominant in the league, it has been steady enough to give the lineup opportunities to win games.

With starters providing competitive outings and the bullpen holding firm in most high-leverage moments, and their 35–30 road record underscores their ability to perform in hostile environments, a trait that will serve them well at Oracle Park, where the Giants have gone just 30–33 overall and an abysmal 8–22 over their last 30 home games, making San Francisco’s home-field advantage more symbolic than impactful, and in this matchup the Cubs’ path to victory is clear: capitalize on San Francisco’s shaky pitching, force long at-bats, and build pressure through contact hitting and timely swings, while trusting their pitchers to contain a Giants lineup that, though capable of flashes thanks to players like Willy Adames and Heliot Ramos, has been inconsistent at best, and for Chicago this contest represents more than just a game in the standings, as it is another opportunity to build postseason readiness, sharpen their late-inning execution, and prove that their brand of disciplined, opportunistic baseball can carry them through the grind of September, and if the Cubs execute their plan—getting contributions from their stars, protecting leads with clean bullpen work, and avoiding defensive lapses—they not only should secure a win but also continue to reinforce the narrative that this is a team built to compete deep into October, making this game as much a test of their maturity and focus as it is a challenge on the field.

The Chicago Cubs (76–55) head to Oracle Park to face the San Francisco Giants (63–68) in a crucial late-August divisional contest, with the Cubs favored at –125 and the Giants at +105, and the over/under set at 8.5 runs, suggesting expectations for a moderately paced, well-played game. Chicago brings a strong road profile (35–30), while San Francisco has struggled at home, going just 30–33 overall and 8–22 in their last 30 games at Oracle Park. Chicago vs San Francisco AI Prediction: Free MLB Betting Insights for Aug 27. Credit USA TODAY/IMAGN

Credit: USA TODAY/IMAGN

San Francisco Giants MLB Preview

The San Francisco Giants enter their August 27, 2025 matchup against the Chicago Cubs at Oracle Park with little more than pride and the long-term development of their roster on the line, as their 63–68 record has left them outside of the postseason race and their recent home struggles—30–33 overall and a miserable 8–22 stretch across their last 30 games at Oracle Park—have only highlighted the challenges of a team in transition, but that doesn’t mean the Giants are content to roll over, especially in a game where they can play spoiler against a Cubs team pushing for October, and as +105 underdogs they have nothing to lose, which can sometimes make them more dangerous, particularly with the infusion of young talent that has begun to define their season, with players like Heliot Ramos, Luis Matos, and Casey Schmitt gaining invaluable major league experience while showing flashes of the potential that San Francisco hopes will anchor their next competitive window, and complementing that youth movement are veterans like Willy Adames, who has been a bright spot since the All-Star break with a surge in power production, delivering over 10 homers in just 145 plate appearances and proving he can still be a cornerstone presence in a struggling lineup, and for the Giants the key to competing in this contest will be finding stability on the mound, as their rotation has too often faltered early and their bullpen has been wildly inconsistent in high-leverage moments, leaving them vulnerable to big innings that opponents have routinely taken advantage of, and against a Cubs offense that limits strikeouts and grinds through at-bats.

San Francisco’s pitchers must find ways to stay efficient, limit traffic, and avoid the defensive miscues that have plagued them all year, because every extra out against a playoff-caliber opponent can be devastating, and offensively the Giants will need to manufacture runs by combining patience with timely power, leaning on Adames’ hot bat while hoping their younger hitters can deliver in big moments to keep pace with Chicago’s steady lineup, and while the odds and trends may point heavily toward the Cubs, the Giants understand that late-season games like this can serve as important benchmarks for their younger players, providing them with the opportunity to face playoff-level intensity in front of their home fans, and if San Francisco can stay competitive into the late innings, riding the energy of the crowd and relying on timely contributions from both veterans and rookies, they could turn what looks like a mismatch on paper into a statement performance, and ultimately this game for the Giants is less about standings and more about proving that despite a tough season they can still compete with and frustrate contenders, sending a message that while 2025 may not be their year, the pieces are beginning to take shape for the future, and upsetting the Cubs in front of their home crowd would be a much-needed reminder of both the resilience of this franchise and the promise of what’s to come.

Chicago vs. San Francisco Prop Picks (AI)

Remi is pouring through mountains of data on each team. In fact, anytime the Cubs and Giants play there’s always several intriguing trends to key in on. Not to mention games played at Oracle Park in Aug seemingly never follow normal, predictable betting trends.
Remi's searched hard and found the best prop for this matchup: L. Matos over 0.5 Total Bases.

Chicago vs. San Francisco Prediction (AI)

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Remi, our AI sports genius, has been pouring over mountains of data from every facet between the Cubs and Giants and using recursive machine learning and cutting-edge AI to crunch the data to a single cover probability.

Remi has been most keyed in on the trending factor human bettors regularly put on Chicago’s strength factors between a Cubs team going up against a possibly deflated Giants team. We’ve found the true game analytics might reflect a strong 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 vs San Francisco picks, computer picks Cubs vs Giants, 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

The Cubs have been consistent when favored lately, going 5–3 over their last 8 games as moneyline favorites.

Giants Betting Trends

The Giants are 18–21 when entering as underdogs (i.e. +105 or worse).

Cubs vs. Giants Matchup Trends

In their last 10 games, the Cubs and opponents combined to hit the over just 3 times—suggesting that most recent matchups have leaned toward fewer runs scored.

Chicago vs. San Francisco Game Info

Chicago vs San Francisco starts on August 27, 2025 at 9:45 PM EST.

Spread: San Francisco +1.5
Moneyline: Chicago -125, San Francisco +106
Over/Under: 8.5

Chicago: (76-56)  |  San Francisco: (64-68)

Remi's searched hard and found the best prop for this matchup: L. Matos over 0.5 Total Bases.. Prices move—always shop for the best number.

In their last 10 games, the Cubs and opponents combined to hit the over just 3 times—suggesting that most recent matchups have leaned toward fewer runs scored.

CHC trend: The Cubs have been consistent when favored lately, going 5–3 over their last 8 games as moneyline favorites.

SF trend: The Giants are 18–21 when entering as underdogs (i.e. +105 or worse).

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

Chicago vs. San Francisco Odds

AI algorithm Remi is pouring through mountains of data points on each team. In fact, anytime the Chicago vs San Francisco trends are analyzed, there’s always several intriguing angles to key in on. Not to mention games played at extreme travel distance rarely follow normal, predictable betting trends.

Chicago vs San Francisco Opening Odds

CHC Moneyline: -125
SF Moneyline: +106
CHC Spread: -1.5
SF Spread: +1.5
Over/Under: 8.5

Chicago vs San Francisco 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 vs. San Francisco Giants on August 27, 2025 at Oracle Park.
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