Yankees vs. Sox
Prediction, Odds & Props
Aug 31 | MLB AI Picks

Updated: 2025-08-29T03:31:50.923562ZBy Remi at Leans.AI — AI picks for ATS, ML, OU & props

The New York Yankees (around 75–60), riding a seven-game win streak, look to cap their series at Guaranteed Rate Field with a statement win, while the Chicago White Sox (approx. 48–86), clinging to some late-season pride, aim to upset a surging opponent in front of their home fans.

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 31, 2025

Start Time: 2:10 PM EST​

Venue: Rate Field​

Sox Record: (48-88)

Yankees Record: (76-60)

OPENING ODDS

NYY Moneyline: -198

CHW Moneyline: +164

NYY Spread: -1.5

CHW Spread: +1.5

Over/Under: 9

NYY
Betting Trends

  • New York is favored at approximately –198 to –196 on the moneyline, indicating strong confidence from oddsmakers. Their dominance is also reflected in run-line betting, with the team covering when the spread is around –1.5.

CHW
Betting Trends

  • Chicago enters as underdogs at around +160 to +164, with favorable odds for those looking to back the upset.

MATCHUP TRENDS

  • The over/under is set at 9 runs, suggesting bookmakers expect a competitive game, possibly with pitching duels and moderate offense.

NYY vs. CHW
Best Prop Bet

  • Remi's searched hard and found the best prop for this matchup: M. Perez over 14.5 Fantasy Score.

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New York vs Chicago White Prediction & Odds:
Free MLB Betting Insights for 8/31/25

The August 31, 2025 matchup between the New York Yankees and the Chicago White Sox at Guaranteed Rate Field closes out a four-game series between teams heading in opposite directions, with the Yankees surging toward postseason contention while the White Sox remain mired in a rebuilding season that has tested both patience and morale. The Yankees arrive at approximately 75–60, fueled by a seven-game win streak that has solidified their status as a dangerous Wild Card team and perhaps even a quiet challenger in the AL East, while the White Sox sit at roughly 48–86, far out of the playoff picture but seeking small victories in player development and moments of pride. On the mound, New York will send rookie sensation Cam Schlittler, who has been one of the breakout arms of the second half, posting a microscopic 0.51 ERA over his last three starts and showing the poise and command of a veteran with the ability to generate strikeouts while limiting hard contact. His emergence has stabilized a Yankees rotation that desperately needed reliability behind its stars, and his presence in this matchup gives New York a clear edge. The White Sox counter with rookie All-Star Shane Smith, a pitcher with electric velocity and swing-and-miss stuff but also the inconsistency that comes with youth, as occasional control lapses have left him vulnerable to crooked innings, particularly against patient, power-driven lineups like the Yankees. Offensively, New York brings one of the most intimidating lineups in the league, led by Aaron Judge, Cody Bellinger, and Trent Grisham, with a mix of patience and raw power that has allowed them to consistently put pressure on opposing pitchers and score in bunches. Their recent success has come not only from the long ball but also from timely situational hitting, making them even more difficult to navigate in close games.

The White Sox, by contrast, rank near the bottom of MLB in both batting average and OPS, with an offense that has struggled to provide support for its young pitching staff and often relies on isolated bursts from players like Andrew Benintendi or younger bats such as Lenyn Sosa to generate runs. From a betting perspective, oddsmakers reflect the disparity between the two clubs, pricing the Yankees around –198 favorites and the White Sox at +164 underdogs, with the total set at nine runs, an indication that bookmakers expect a moderate scoring environment but with New York holding the advantage in nearly every phase of the game. For the Yankees, the blueprint for victory is straightforward: ride Schlittler’s hot hand, let their stars dictate the offense early against Smith, and trust a bullpen that has been efficient in protecting leads throughout the winning streak. For Chicago, the path to an upset requires Smith to deliver his sharpest outing, minimizing free passes while finding a way to keep Judge and Bellinger in the yard, while their offense must capitalize on any rare mistakes Schlittler makes and manufacture runs through aggressiveness on the bases. Ultimately, this game is more about the Yankees continuing to build momentum for October, while for the White Sox, it is about developing their young core and proving they can compete with one of the league’s hottest teams.

New York Yankees MLB Preview

The New York Yankees head into their August 31, 2025 matchup against the Chicago White Sox with a record near 75–60, playing some of their best baseball of the season and riding a seven-game win streak that has pushed them firmly into Wild Card position and kept faint hopes alive for an AL East push. The Yankees’ success in this stretch has been powered by a balanced formula of dominant starting pitching, timely hitting, and bullpen efficiency, a combination that has given them both confidence and momentum at the most crucial point of the year. Rookie right-hander Cam Schlittler has become the story of the rotation, emerging from relative obscurity to post a staggering 0.51 ERA over his last three starts, showcasing advanced command, strikeout ability, and a calm presence on the mound that belies his age. His ability to attack hitters with a fastball-slider mix while generating weak contact has transformed him into a reliable force and provided the Yankees with a stabilizing arm behind Gerrit Cole’s leadership. Offensively, New York remains one of the most feared lineups in baseball, with Aaron Judge continuing to be the heartbeat of the order, combining his elite power with patient plate discipline to anchor run production, while Cody Bellinger has provided left-handed balance and Trent Grisham has emerged as a timely contributor with situational hitting.

The Yankees’ offense has been less reliant solely on home runs in recent weeks, finding ways to string together rallies and manufacture runs, which makes them even more dangerous against pitchers prone to lapses like Chicago’s rookie Shane Smith. Defensively, the Yankees are sound and athletic, limiting opponents’ extra chances and complementing their pitching staff with strong fundamentals. Their bullpen, long a backbone of their identity, has been steady throughout August, holding leads late and closing out games with consistency, a key reason for their winning streak. From a betting perspective, oddsmakers have the Yankees as heavy favorites at –198, reflecting their superior record, recent form, and clear edge in both lineup strength and starting pitching matchup, with the total at nine runs indicating an expectation for moderate scoring driven more by New York’s offensive firepower than by Chicago’s struggling lineup. For the Yankees to secure another win, the blueprint is straightforward: trust Schlittler to keep the White Sox bats quiet, lean on Judge, Bellinger, and company to build an early lead, and then let the bullpen carry them home. With the postseason race tightening, New York cannot afford to slip against teams like Chicago, and this game provides an opportunity not just to extend their win streak but also to reinforce their identity as one of the hottest teams in baseball heading into September.

The New York Yankees (around 75–60), riding a seven-game win streak, look to cap their series at Guaranteed Rate Field with a statement win, while the Chicago White Sox (approx. 48–86), clinging to some late-season pride, aim to upset a surging opponent in front of their home fans. New York vs Chicago White AI Prediction: Free MLB Betting Insights for Aug 31. Credit USA TODAY/IMAGN

Credit: USA TODAY/IMAGN

Chicago White Sox MLB Preview

The Chicago White Sox enter their August 31, 2025 matchup against the New York Yankees at Guaranteed Rate Field with a record around 48–86, a figure that reflects another difficult season for a franchise still stuck in the midst of a rebuild and searching for answers in both lineup construction and pitching development. Offensively, the White Sox have been among the least productive teams in the league, posting a .234 team batting average and a .676 OPS that rank near the bottom of MLB, and their struggles to consistently string together hits or generate power have left them overly reliant on the occasional spark from veterans like Andrew Benintendi or younger players like Lenyn Sosa, who has shown flashes but remains inconsistent. Their path to competitiveness in this game lies almost entirely with their pitching, and in particular with rookie All-Star Shane Smith, who has been the lone bright spot in an otherwise grim rotation, offering high velocity and strikeout potential that can overwhelm opposing hitters when his command is sharp. Smith, however, has also shown control issues, walking too many batters at times and creating trouble for himself, and against a Yankees lineup stacked with disciplined hitters like Aaron Judge and Cody Bellinger, those lapses could prove costly. Defensively, the White Sox have been uneven, capable of making the routine plays but prone to lapses that extend innings and put extra strain on their pitchers, and that inconsistency has been a major factor in their struggles to close out games.

The bullpen, while occasionally steady in short stretches, has lacked the depth and high-leverage reliability needed to protect leads, which has only exacerbated the team’s problems in tight contests. Oddsmakers have priced Chicago as +164 underdogs, reflecting the gulf between their current form and the Yankees’ playoff-caliber play, and with the total at nine runs, bookmakers seem to expect a game that could tip heavily toward New York unless Smith can deliver one of his best performances of the season. For the White Sox to even sniff an upset, they will need Smith to command the strike zone, limit free passes, and work deep into the game to keep the bullpen out of high-leverage situations, while the offense must find ways to manufacture runs against rookie Cam Schlittler, who has been dominant in recent weeks with a 0.51 ERA over his last three outings. That means aggressive baserunning, opportunistic hitting, and timely production from their few offensive catalysts will be essential. While postseason baseball is far out of reach, the White Sox are playing for pride and for the development of their young core, and games like this against a marquee opponent give them the chance to evaluate who can be part of their future turnaround. For the fans at Guaranteed Rate Field, the hope is that Chicago can rise to the challenge, frustrate a red-hot Yankees team, and at least offer a glimpse of the grit and resilience they’ll need if they are to climb back into contention in future seasons.

New York vs. Chicago White Prop Picks (AI)

AI algorithm Remi is pouring through mountains of datapoints on each team. In fact, anytime the Yankees and Sox play there’s always several intriguing observations to key in on. Not to mention games played at Rate Field in Aug almost always follow normal, predictable betting trends.
Remi's searched hard and found the best prop for this matchup: M. Perez over 14.5 Fantasy Score.

New York vs. Chicago White Prediction (AI)

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Remi, our AI sports genius, has been pouring over millions of data from every past game between the Yankees and Sox and using recursive machine learning and cutting-edge AI to examine the data to a single cover probability.

Interestingly enough, the data has been most focused on the linear correlation of weight knucklehead sportsbettors often put on player performance factors between a Yankees team going up against a possibly deflated Sox team. It appears the true game analytics appear to reflect a moderate lean against one Vegas line specifically.

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Below is our current AI New York vs Chicago White picks, computer picks Yankees vs Sox, 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.

Yankees Betting Trends

New York is favored at approximately –198 to –196 on the moneyline, indicating strong confidence from oddsmakers. Their dominance is also reflected in run-line betting, with the team covering when the spread is around –1.5.

Sox Betting Trends

Chicago enters as underdogs at around +160 to +164, with favorable odds for those looking to back the upset.

Yankees vs. Sox Matchup Trends

The over/under is set at 9 runs, suggesting bookmakers expect a competitive game, possibly with pitching duels and moderate offense.

New York vs. Chicago White Game Info

New York vs Chicago White starts on August 31, 2025 at 2:10 PM EST.

Spread: Chicago White +1.5
Moneyline: New York -198, Chicago White +164
Over/Under: 9

New York: (76-60)  |  Chicago White: (48-88)

Remi's searched hard and found the best prop for this matchup: M. Perez over 14.5 Fantasy Score.. Prices move—always shop for the best number.

The over/under is set at 9 runs, suggesting bookmakers expect a competitive game, possibly with pitching duels and moderate offense.

NYY trend: New York is favored at approximately –198 to –196 on the moneyline, indicating strong confidence from oddsmakers. Their dominance is also reflected in run-line betting, with the team covering when the spread is around –1.5.

CHW trend: Chicago enters as underdogs at around +160 to +164, with favorable odds for those looking to back the upset.

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

New York vs. Chicago White Odds

AI algorithm Remi is pouring through tons of stats on each line. In fact, anytime the New York vs Chicago White trends are analyzed, there’s always several intriguing angles to key in on. Not to mention games played at extreme altitude rarely follow normal, predictable betting trends.

New York vs Chicago White Opening Odds

NYY Moneyline: -198
CHW Moneyline: +164
NYY Spread: -1.5
CHW Spread: +1.5
Over/Under: 9

New York vs Chicago White Live Odds

Games PTS ML SPR O/U
Oct 2, 2025 3:08PM EDT
Detroit Tigers
Cleveland Guardians
10/2/25 3:08PM
Tigers
Guardians
+100
-120
-1.5 (+175)
+1.5 (-215)
O 7 (-105)
U 7 (-115)
Oct 2, 2025 5:08PM EDT
San Diego Padres
Chicago Cubs
10/2/25 5:08PM
Padres
Cubs
+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
New York Yankees
10/2/25 8:08PM
Red Sox
Yankees
+136
-162
+1.5 (-160)
-1.5 (+130)
O 7.5 (-120)
U 7.5 (-102)
Oct 4, 2025 2:30PM EDT
Los Angeles Dodgers
Philadelphia Phillies
10/4/25 2:30PM
Dodgers
Phillies
+110
-130
pk
pk
Oct 4, 2025 5:09PM EDT
Los Angeles Dodgers
Philadelphia Phillies
10/4/25 5:09PM
Dodgers
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 New York Yankees vs. Chicago White Sox on August 31, 2025 at Rate 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