Orioles vs Red Sox Prediction — AI Finds CAN'T MISS MLB Lines & Props (May 23)

Updated: 2025-05-21T03:31:50.923562ZBy Remi at Leans.AI — AI picks for ATS, ML, OU & props

On May 23, 2025, the Baltimore Orioles will face the Boston Red Sox at Fenway Park in a crucial AL East matchup. Both teams are seeking momentum as they navigate through the season, making this game pivotal for their standings.

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

AI Sports Betting Algorithm Remi

GAME INFO

Date: May 23, 2025

Start Time: 1:35 PM EST​

Venue: Fenway Park​

Red Sox Record: (25-26)

Orioles Record: (16-32)

OPENING ODDS

BAL Moneyline: +111

BOS Moneyline: -132

BAL Spread: +1.5

BOS Spread: -1.5

Over/Under: 9

BAL
Betting Trends

  • The Baltimore Orioles have a 4–6 record against the run line in their last 10 games.

BOS
Betting Trends

  • The Boston Red Sox have a 5–5 record against the run line in their last 10 games.

MATCHUP TRENDS

  • In their last 10 road games, the Orioles have a 3–7 record against the run line.

BAL vs. BOS
Best Prop Bet

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

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Baltimore vs Boston Prediction & Odds:
Free MLB Betting Insights for 5/23/25

The May 23, 2025 matchup between the Baltimore Orioles and the Boston Red Sox at Fenway Park is a key AL East showdown between two clubs trying to claw their way back into the division race while shaking off recent inconsistency. Both teams enter the contest with uneven form, as the Red Sox have gone 5–5 in their last 10 games while the Orioles are 4–6 over that same span, with each squad dealing with a combination of injuries, pitching volatility, and offensive droughts. Boston has had more stability at the plate recently, batting .245 over their last 10 outings, while the Orioles have struggled mightily with a .227 team average during that same stretch, failing to convert scoring chances and seeing limited production from the middle of the order. Pitching has also been a sore spot for both teams, with Baltimore in particular scrambling to find reliable starters due to injuries, leaning on younger arms and bullpen games that have lacked consistency. Boston’s bullpen has been a relative strength, helping the team hold onto narrow leads and close out games effectively, especially at home where Fenway’s environment tends to favor offense and demands resilience from pitching staffs. The Red Sox have been more balanced offensively with contributions from Rafael Devers, Alex Bregman, and others stepping up in key moments, while the Orioles continue to rely on young stars like Gunnar Henderson and Jackson Holliday to jumpstart their sluggish attack.

Defensively, both teams have been average, with Boston playing sharper in the infield but both clubs giving away extra outs that have extended innings and increased pitch counts. From a betting standpoint, Boston is 5–5 ATS in their last 10 games, while the Orioles are 4–6 ATS in that span and an even more concerning 3–7 ATS in their last 10 road contests, highlighting their ongoing road struggles. With Fenway Park favoring right-handed power and rewarding aggressive baserunning, the Red Sox are better positioned to take advantage of Baltimore’s defensive lapses and pitching inexperience. This game is likely to be won in the middle innings where bullpen management, timely hitting, and defensive execution will play crucial roles, especially if neither starting pitcher is able to go deep into the game. The Orioles are in need of a spark to halt their slide and avoid falling further behind in the standings, while the Red Sox know that each win against a division rival is an opportunity to gain ground and build momentum during a season that has yet to see a clear frontrunner emerge. If Boston can continue to get quality innings from its bullpen and keep the offense humming with pressure on the basepaths, they have the tools to control the game and secure a much-needed home victory. For Baltimore, everything starts with early offense—if they can jump ahead, they may be able to settle the game into their pace and hold on for a critical road win that could shift their trajectory.

Baltimore Orioles MLB Preview

The Baltimore Orioles enter their May 23 matchup against the Boston Red Sox at Fenway Park looking to snap out of a frustrating stretch that has seen them go 4–6 over their last 10 games while struggling to find any sort of consistency at the plate or on the mound, particularly in road contests where they’ve posted a concerning 3–7 record against the run line in their last 10 away outings. Offensively, the Orioles have been stuck in a slump, managing just a .227 team batting average over that same span and struggling to generate multi-run innings or capitalize on scoring opportunities, often leaving runners stranded and failing to deliver timely hits when needed most. While young stars like Gunnar Henderson and Jackson Holliday continue to show flashes of brilliance, their efforts have not been enough to carry an offense that’s lacked depth and reliability in the middle and bottom of the lineup. Baltimore’s approach at the plate has been overly aggressive at times, resulting in quick outs and minimal pressure on opposing pitchers, something that will need to change if they hope to find success at Fenway Park, a stadium known for rewarding patient hitters and punishing missed locations. The pitching staff has also been hampered by injuries and inconsistency, with the rotation forced to rely on unproven arms or bullpen games that have exposed a lack of depth and stretched the relief corps thin, often leading to late-game breakdowns.

The defense has not helped matters, as the Orioles have been prone to committing errors or misplays that extend innings and place added stress on already taxed pitchers, turning what should be clean frames into scoring opportunities for the opposition. Manager Brandon Hyde has been forced to mix and match lineups and bullpen roles in an effort to find a spark, but the team has yet to find a rhythm that resembles the early-season optimism that surrounded this young and talented group. To stay competitive in the AL East and avoid falling deeper in the standings, the Orioles need to rediscover their offensive identity, protect the baseball, and play with more urgency in key situations, particularly when facing division opponents like the Red Sox who are also battling for position in a tight race. A strong start from their pitcher and early runs would do wonders for the Orioles’ confidence, but they’ll need contributions from up and down the lineup and a cleaner defensive performance to pull out a much-needed road win. This game presents an opportunity for Baltimore to reset its season narrative and build some momentum, but doing so in one of baseball’s most hostile environments will require a level of focus and execution that has been largely missing over the past few weeks.

On May 23, 2025, the Baltimore Orioles will face the Boston Red Sox at Fenway Park in a crucial AL East matchup. Both teams are seeking momentum as they navigate through the season, making this game pivotal for their standings. Baltimore vs Boston AI Prediction: Free MLB Betting Insights for May 23. Credit USA TODAY/IMAGN

Credit: USA TODAY/IMAGN

Boston Red Sox MLB Preview

The Boston Red Sox head into their May 23 home matchup against the Baltimore Orioles with a 5–5 record over their last 10 games and a clear opportunity to build momentum against a struggling division rival as they look to gain ground in a competitive AL East. Despite dealing with several injuries to key contributors, the Red Sox have managed to stay afloat thanks to timely hitting and a bullpen that has been able to lock down leads late in games, especially at Fenway Park where the team has historically played with added confidence and intensity. Over their last 10 outings, Boston has hit a solid .245 as a team, with consistent production from stars like Rafael Devers and Alex Bregman helping to anchor an offense that thrives on driving the ball into the gaps and pressuring defenses with aggressive baserunning. Role players have stepped up to fill injury-related voids, and manager Alex Cora has done an admirable job rotating his lineup and deploying his bullpen strategically to keep the Red Sox competitive despite a lack of stability in the starting rotation. That said, starting pitching remains a concern, as Boston has struggled to get length from its starters, often relying on the bullpen to cover four or more innings per night, a trend that’s unsustainable over a long stretch but has held up for now due to strong performances from key relievers.

Defensively, Boston has been sharp, avoiding the costly errors that have plagued other teams and showing poise in late-game situations, particularly when protecting slim leads. The Red Sox are 5–5 ATS in their last 10 games, a sign of competitive consistency even if they haven’t gone on a major win streak, and they’ll be favored heading into this matchup against an Orioles team that has not only struggled to score but has also failed to contain opposing lineups during a 4–6 skid. Fenway Park remains a unique offensive environment that rewards teams that can hit to all fields and manufacture runs, and the Red Sox are built to take advantage of those characteristics, especially against a Baltimore pitching staff that has been depleted by injuries and overuse. If Boston can get an early lead and avoid putting too much pressure on their bullpen, they’ll be in excellent shape to grab a crucial win and continue asserting themselves as a legitimate contender within the division. This game represents more than just a regular-season matchup—it’s an opportunity for the Red Sox to deliver a blow to a direct rival, climb the standings, and send a message that they are prepared to withstand adversity and continue contending deep into the summer months. With the home crowd behind them and momentum leaning in their favor, the Red Sox are positioned to take full advantage of the Orioles’ vulnerabilities and secure another statement win at Fenway.

Baltimore vs. Boston Prop Picks (AI)

AI algorithm Remi is pouring through tons of data on each player. In fact, anytime the Orioles and Red Sox play there’s always several intriguing trends to key in on. Not to mention games played at Fenway Park in May almost always follow normal, predictable patterns.
Remi's searched hard and found the best prop for this matchup: C. Mullins over 0.5 Total Bases.

Baltimore vs. Boston Prediction (AI)

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

Remi has been most fixated on the growing weight knucklehead sportsbettors tend to put on player performance factors between a Orioles team going up against a possibly tired Red Sox 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 Baltimore vs Boston picks, computer picks Orioles vs Red Sox, best bets, model edges, confidence ratings.

DATE GAME LEAN %WIN UNITS LEVEL
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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.

Orioles Betting Trends

The Baltimore Orioles have a 4–6 record against the run line in their last 10 games.

Red Sox Betting Trends

The Boston Red Sox have a 5–5 record against the run line in their last 10 games.

Orioles vs. Red Sox Matchup Trends

In their last 10 road games, the Orioles have a 3–7 record against the run line.

Baltimore vs. Boston Game Info

Baltimore vs Boston starts on May 23, 2025 at 1:35 PM EST.

Spread: Boston -1.5
Moneyline: Baltimore +111, Boston -132
Over/Under: 9

Baltimore: (16-32)  |  Boston: (25-26)

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

In their last 10 road games, the Orioles have a 3–7 record against the run line.

BAL trend: The Baltimore Orioles have a 4–6 record against the run line in their last 10 games.

BOS trend: The Boston Red Sox have a 5–5 record against the run line in their last 10 games.

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

Baltimore vs. Boston Odds

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

Baltimore vs Boston Opening Odds

BAL Moneyline: +111
BOS Moneyline: -132
BAL Spread: +1.5
BOS Spread: -1.5
Over/Under: 9

Baltimore vs Boston Live Odds

Games PTS ML SPR O/U

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 Baltimore Orioles vs. Boston Red Sox on May 23, 2025 at Fenway 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
LAD@TOR TOR +1.5 56.7% 2 WIN
TOR@LAD TOR +1.5 55.3% 4 WIN
TOR@SEA OVER 7 54.9% 3 WIN
LAD@MIL UNDER 7.5 56.6% 6 WIN
TOR@NYY OVER 8 54.9% 4 WIN
TOR@NYY CARLOS RODON OVER 1.5 TOTAL WALKS ALLOWED 53.3% 3 WIN
NYY@TOR OVER 7.5 54.8% 2 WIN
LAD@PHI OVER 7 53.8% 3 WIN
SD@CHC CHC -109 53.8% 3 WIN
SD@CHC OVER 7.5 54.5% 4 LOSS
SD@CHC CHC -111 54.8% 4 LOSS
CIN@LAD SHOHEI OHTANI OVER 1.5 BASES 53.5% 3 WIN
BOS@NYY OVER 7 53.8% 3 LOSS
CIN@LAD ELLY DE LA CRUZ OVER 0.5 BASES 54.4% 4 LOSS
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