White Sox vs. Cubs
Prediction, Odds & Props
May 17 | MLB AI Picks
Updated: 2025-05-15T03:31:50.923562ZBy Remi at Leans.AI — AI picks for ATS, ML, OU & props
The Chicago Cubs and Chicago White Sox continue their Crosstown Classic on Saturday, May 17, 2025, at Wrigley Field, with first pitch scheduled for 1:20 p.m. CT. The Cubs, leading the NL Central, aim to extend their dominance over the struggling White Sox in this storied rivalry.
Get key insights, betting trends, and AI-powered predictions to help incorporate into your betting strategies.

GAME INFO
Date: May 17, 2025
Start Time: 2:20 PM EST​
Venue: Wrigley Field​
Cubs Record: (26-19)
White Sox Record: (14-31)
OPENING ODDS
CHW Moneyline: +227
CHC Moneyline: -281
CHW Spread: +1.5
CHC Spread: -1.5
Over/Under: 10.5
CHW
Betting Trends
- The White Sox have a 23-19 record against the spread (ATS) this season, indicating they often outperform expectations despite their overall struggles.
CHC
Betting Trends
- The Cubs hold a 25-19 ATS record, reflecting consistent performance and reliability for bettors throughout the season.
MATCHUP TRENDS
- Despite their poor overall record, the White Sox have been competitive in betting markets, covering the spread in 23 of 42 games. Conversely, the Cubs have been strong at home, with an 11-9 ATS record at Wrigley Field, showcasing their home-field advantage.
CHW vs. CHC
Best Prop Bet
- Remi's searched hard and found the best prop for this matchup: S. Burke over 9.5 Fantasy Score.
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Chicago White Sox vs Chicago Cubs Prediction & Odds:
Free MLB Betting Insights for 5/17/25
Despite their overall struggles, the White Sox have been surprisingly competitive in betting markets, compiling a 23-19 ATS record, suggesting they keep games tighter than their win-loss column suggests. Meanwhile, the Cubs have also been a reliable team for bettors with a 25-19 ATS record, and their 11-9 home mark at Wrigley shows they often handle business in front of the home crowd. The Cubs are riding a five-game win streak in this rivalry and are heavily favored to continue that trend, especially given their balanced offensive approach, improved bullpen, and the leadership of manager Craig Counsell. However, rivalry games tend to defy expectations, and with the White Sox playing with nothing to lose and a roster of young talent eager to prove themselves on a big stage, the outcome may be more competitive than records alone suggest. The key to the game will likely hinge on whether the Cubs can jump on Burke early and give Boyd run support, allowing them to lean on their bullpen with a lead, while the White Sox will hope to scrap out timely hits and find stability on the mound long enough to give their offense a chance to respond. With a packed house at Wrigley, city pride on the line, and playoff positioning at stake for the Cubs, expect a spirited contest that will test both teams’ execution and poise under the bright lights of Chicago’s fiercest baseball rivalry.
2-homer day for Miguel Vargas! pic.twitter.com/AZQfjaEojM
— Chicago White Sox (@whitesox) May 16, 2025
Chicago White Sox White Sox MLB Preview
The Chicago White Sox enter Saturday’s Crosstown Classic game at Wrigley Field as clear underdogs, burdened by a 14-30 record that places them near the bottom of the American League standings, but determined to use this rivalry as a measuring stick for their young, evolving roster. With a new managerial regime under Will Venable, the White Sox are leaning into a rebuild that emphasizes player development, defensive fundamentals, and the long-term evaluation of young talent rather than immediate results. The lineup has seen flashes of promise from catcher Edgar Quero, who has quickly earned the trust of the pitching staff and shown solid plate discipline, and slugging corner infielder Tim Elko, whose recent three-run homer against these same Cubs was a rare jolt of power for a lineup that ranks near the bottom of the league in run production and slugging percentage. These young hitters are getting extended looks in an offense that has struggled with consistency, particularly with runners in scoring position, and lacks the veteran anchors it once leaned on. On the mound, the White Sox will turn to right-hander Sean Burke, who carries a 2-4 record and 4.15 ERA into this matchup, representing one of the few bright spots in a rotation that has battled injuries, inconsistency, and limited depth. Burke has shown the ability to miss bats with his fastball-slider mix, but command lapses have hurt him at times, and his efficiency will be critical against a patient Cubs lineup that excels at working counts and driving up pitch totals.
While the team’s road record sits at a woeful 5-18, the White Sox have been surprisingly competitive in the eyes of bettors, posting a 23-19 ATS record that suggests they often keep games closer than the final outcome might indicate. Defensive lapses, bullpen volatility, and lack of experience have all played roles in their inability to close out games, but the team remains feisty, especially in rivalry matchups where young players have a chance to make a name for themselves. The club is in search of a spark, and Wrigley Field under the afternoon sun could be the ideal stage for players like Bryan Ramos, Colson Montgomery, or Elko to deliver statement performances against a Cubs team expected to win. While expectations are understandably low given the current state of the roster and the depth of talent across the diamond, the White Sox enter this game with the mentality of spoilers—eager to disrupt their rivals’ momentum, gain experience under pressure, and steal a victory in enemy territory. Saturday’s game is less about standings for this group and more about identity-building, grit, and finding incremental progress as they forge a new path forward in one of the league’s most visible rebuilds. For the White Sox, anything less than maximum effort against their crosstown foes would betray the mission Venable has instilled—one built on pride, opportunity, and the future.

Credit: USA TODAY/IMAGN
Chicago Cubs Cubs MLB Preview
The Chicago Cubs enter Saturday’s home tilt against the White Sox riding a wave of early-season momentum that has them leading the NL Central with a 25-19 record and looking every bit the part of a playoff contender. Under manager Craig Counsell, the Cubs have crafted a well-balanced identity built on strong starting pitching, timely hitting, and a quietly improving bullpen that has helped them consistently close out games. Their offense, ranked fourth in MLB in OPS, has been a force at Wrigley Field, where they hold an 11-9 record and have outscored opponents by a comfortable margin over the past few weeks. Seiya Suzuki has been a steady presence in the middle of the lineup, consistently hitting for average and power while drawing walks and playing excellent defense in right field. Kyle Tucker, acquired to boost the team’s power numbers, has delivered on that promise with a combination of slugging and baserunning, while Pete Crow-Armstrong has emerged as one of the most exciting young players in the National League, driving in 30 runs and playing Gold Glove-level defense in center field. On the mound, left-hander Matthew Boyd will get the start, bringing a 3-2 record and impressive 2.78 ERA into the contest. Boyd has embraced a savvy veteran’s approach this season, mixing pitches effectively and keeping hitters off balance with a well-tunneled changeup and sweeping slider. He’ll look to attack a White Sox lineup that has struggled to find any sort of rhythm or consistency at the plate, especially against left-handed pitching.
The Cubs’ defense has also been a bright spot, helping the pitching staff maintain one of the better team ERAs in the National League. In high-leverage situations, the bullpen has tightened up, with reliable arms like Adbert Alzolay and Mark Leiter Jr. showing the ability to lock down eighth and ninth innings. One of the most promising indicators of Chicago’s season has been their ability to win close games and maintain focus during rivalry matchups, where emotional swings can often dictate tempo. Against the White Sox, a team they’ve beaten five straight times, the Cubs know the importance of taking care of business at home and asserting their superiority early to avoid giving confidence to a rebuilding opponent. Saturday’s game will also serve as another test of how the Cubs manage expectations—no longer flying under the radar, they now have a target on their backs in a division that remains tightly contested. Counsell’s leadership has been crucial in keeping the team grounded and sharp, and with a healthy core and consistent production throughout the order, the Cubs appear poised to continue their upward trajectory. A win over the White Sox wouldn’t just solidify bragging rights in the city—it would further cement Chicago’s north-side squad as one of the National League’s most complete and consistent teams as the calendar moves toward summer. With playoff aspirations clearly in view, expect the Cubs to play with urgency, confidence, and a sense of pride in front of what will undoubtedly be a packed and lively Wrigley crowd.
Photos that make our heart happy. pic.twitter.com/0R5EJMHRRa
— Chicago Cubs (@Cubs) May 16, 2025
Chicago White Sox vs. Chicago Cubs Prop Picks (AI)
Chicago White Sox vs. Chicago Cubs Prediction (AI)

Remi, our AI sports algorithm, has been pouring over mountains of data from every past game between the White Sox and Cubs and using recursive machine learning and kick-ass AI to analyze the data to a single cover probability.
Oddly enough, we’ve seen the AI has been most fixated on the linear correlation of factor knucklehead sportsbettors often put on Chicago Cubs’s strength factors between a White Sox team going up against a possibly deflated Cubs team. It appears the true game analytics might reflect a moderate 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 White Sox vs Chicago Cubs picks, computer picks White Sox vs Cubs, best bets, model edges, confidence ratings.
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DATE | GAME | LEAN | %WIN | UNITS | LEVEL |
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MLB | 9/26 | DET@BOS | UNLOCK THIS PICK | 5 |
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MLB | 9/26 | BAL@NYY | UNLOCK THIS PICK | 4 |
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MLB | 9/26 | ARI@SD | UNLOCK THIS PICK | 4 |
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MLB | 9/26 | NYM@MIA | UNLOCK THIS PICK | 1 |
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MLB | 9/26 | NYM@MIA | GET FREE PICK NOW | 1 | – | |
MLB | 9/26 | COL@SF | UNLOCK THIS PICK | 0 |
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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 MLB schedule.
White Sox Betting Trends
The White Sox have a 23-19 record against the spread (ATS) this season, indicating they often outperform expectations despite their overall struggles.
Cubs Betting Trends
The Cubs hold a 25-19 ATS record, reflecting consistent performance and reliability for bettors throughout the season.
White Sox vs. Cubs Matchup Trends
Despite their poor overall record, the White Sox have been competitive in betting markets, covering the spread in 23 of 42 games. Conversely, the Cubs have been strong at home, with an 11-9 ATS record at Wrigley Field, showcasing their home-field advantage.
Chicago White Sox vs. Chicago Cubs Game Info
What time does Chicago White Sox vs Chicago Cubs start on May 17, 2025?
Chicago White Sox vs Chicago Cubs starts on May 17, 2025 at 2:20 PM EST.
Where is Chicago White Sox vs Chicago Cubs being played?
Venue: Wrigley Field.
What are the opening odds for Chicago White Sox vs Chicago Cubs?
Spread: Chicago Cubs -1.5
Moneyline: Chicago White Sox +227, Chicago Cubs -281
Over/Under: 10.5
What are the records for Chicago White Sox vs Chicago Cubs?
Chicago White Sox: (14-31) Â |Â Chicago Cubs: (26-19)
What is the AI best bet for Chicago White Sox vs Chicago Cubs?
Remi's searched hard and found the best prop for this matchup: S. Burke over 9.5 Fantasy Score.. Prices move—always shop for the best number.
What are Chicago White Sox vs Chicago Cubs trending bets?
Despite their poor overall record, the White Sox have been competitive in betting markets, covering the spread in 23 of 42 games. Conversely, the Cubs have been strong at home, with an 11-9 ATS record at Wrigley Field, showcasing their home-field advantage.
What are Chicago White Sox trending bets?
CHW trend: The White Sox have a 23-19 record against the spread (ATS) this season, indicating they often outperform expectations despite their overall struggles.
What are Chicago Cubs trending bets?
CHC trend: The Cubs hold a 25-19 ATS record, reflecting consistent performance and reliability for bettors throughout the season.
Where can I find AI Picks for Chicago White Sox vs Chicago Cubs?
See our latest MLB picks and odds pages for 2025 to compare prices before you bet.
Chicago White Sox vs. Chicago Cubs Odds
Remi is pouring through loads of data points on each team. In fact, anytime the Chicago White Sox vs Chicago Cubs trends are analyzed, there’s always several intriguing observations to key in on. Not to mention games played at extreme travel distance can often follow normal, predictable patterns.
Chicago White Sox vs Chicago Cubs Opening Odds
CHW Moneyline:
+227 CHC Moneyline: -281
CHW Spread: +1.5
CHC Spread: -1.5
Over/Under: 10.5
Chicago White Sox vs Chicago Cubs Live Odds
Games | PTS | ML | SPR | O/U | |
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Sep 27, 2025 1:06PM EDT
Baltimore Orioles
New York Yankees
9/27/25 1:06PM
Orioles
Yankees
|
–
–
|
+192
-235
|
+1.5 (-110)
-1.5 (-110)
|
O 9 (+100)
U 9 (-120)
|
|
Sep 27, 2025 2:21PM EDT
St Louis Cardinals
Chicago Cubs
9/27/25 2:21PM
Cardinals
Cubs
|
–
–
|
-178
|
-1.5 (+115)
|
O 9.5 (+100)
U 9.5 (-120)
|
|
Sep 27, 2025 3:09PM EDT
Tampa Bay Rays
Toronto Blue Jays
9/27/25 3:09PM
Rays
Blue Jays
|
–
–
|
+135
-160
|
+1.5 (-160)
-1.5 (+135)
|
O 8.5 (-110)
U 8.5 (-110)
|
|
Sep 27, 2025 4:06PM EDT
Chicago White Sox
Washington Nationals
9/27/25 4:06PM
White Sox
Nationals
|
–
–
|
+100
-120
|
+1.5 (-205)
-1.5 (+170)
|
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
|
–
–
|
+192
-235
|
+1.5 (-110)
-1.5 (-110)
|
O 8 (-105)
U 8 (-115)
|
|
Sep 27, 2025 4:11PM EDT
New York Mets
Miami Marlins
9/27/25 4:11PM
Mets
Marlins
|
–
–
|
-130
+110
|
-1.5 (+130)
+1.5 (-155)
|
O 8 (-120)
U 8 (+100)
|
|
Sep 27, 2025 4:11PM EDT
Detroit Tigers
Boston Red Sox
9/27/25 4:11PM
Tigers
Red Sox
|
–
–
|
+110
-130
|
+1.5 (-190)
-1.5 (+158)
|
O 9 (+100)
U 9 (-120)
|
|
Sep 27, 2025 6:05PM EDT
Minnesota Twins
Philadelphia Phillies
9/27/25 6:05PM
Twins
Phillies
|
–
–
|
+175
-210
|
+1.5 (-120)
-1.5 (+100)
|
O 8.5 (-115)
U 8.5 (-105)
|
|
Sep 27, 2025 7:11PM EDT
Cincinnati Reds
Milwaukee Brewers
9/27/25 7:11PM
Reds
Brewers
|
–
–
|
+115
-135
|
+1.5 (-190)
-1.5 (+158)
|
O 7.5 (-120)
U 7.5 (+100)
|
|
Sep 27, 2025 7:15PM EDT
Pittsburgh Pirates
Atlanta Braves
9/27/25 7:15PM
Pirates
Braves
|
–
–
|
+150
-178
|
+1.5 (-145)
-1.5 (+122)
|
O 8 (-110)
U 8 (-110)
|
|
Sep 27, 2025 7:16PM EDT
Texas Rangers
Cleveland Guardians
9/27/25 7:16PM
Rangers
Guardians
|
–
–
|
+122
-145
|
+1.5 (-190)
-1.5 (+158)
|
O 7 (-120)
U 7 (+100)
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|
Sep 27, 2025 8:40PM EDT
Arizona Diamondbacks
San Diego Padres
9/27/25 8:40PM
Diamondbacks
Padres
|
–
–
|
+118
-140
|
+1.5 (-190)
-1.5 (+158)
|
O 7.5 (-115)
U 7.5 (-105)
|
|
Sep 27, 2025 9:39PM EDT
Houston Astros
Los Angeles Angels
9/27/25 9:39PM
Astros
Angels
|
–
–
|
-145
+122
|
-1.5 (+115)
+1.5 (-135)
|
O 9 (-110)
U 9 (-110)
|
|
Sep 27, 2025 9:41PM EDT
Los Angeles Dodgers
Seattle Mariners
9/27/25 9:41PM
Dodgers
Mariners
|
–
–
|
+110
-130
|
+1.5 (-205)
-1.5 (+170)
|
O 7 (-120)
U 7 (+100)
|
|
Sep 27, 2025 10:05PM EDT
Kansas City Royals
Oakland Athletics
9/27/25 10:05PM
Royals
Athletics
|
–
–
|
+100
-120
|
+1.5 (-195)
-1.5 (+162)
|
O 10 (-110)
U 10 (-110)
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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 White Sox White Sox vs. Chicago Cubs Cubs on May 17, 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.
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   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 |