Red Sox vs Brewers Prediction — AI Finds CAN'T MISS MLB Lines & Props (May 28)
Updated: 2025-05-26T03:31:50.923562ZBy Remi at Leans.AI — AI picks for ATS, ML, OU & props
The Boston Red Sox (27–29) face the Milwaukee Brewers (28–28) on Wednesday, May 28, 2025, at American Family Field, aiming to avoid a series sweep. Both teams are hovering around the .500 mark, making this matchup crucial for their respective playoff aspirations.
Get key insights, betting trends, and AI-powered predictions to help incorporate into your betting strategies.
GAME INFO
Date: May 28, 2025
Start Time: 1:10 PM EST
Venue: American Family Field
Brewers Record: (28-28)
Red Sox Record: (27-30)
OPENING ODDS
BOS Moneyline: +132
MIL Moneyline: -156
BOS Spread: +1.5
MIL Spread: -1.5
Over/Under: 8
BOS
Betting Trends
- The Red Sox have a 25–26 record against the spread (ATS) this season.
MIL
Betting Trends
- The Brewers hold a 23–26 ATS record for the current season.
MATCHUP TRENDS
- The Brewers have been moneyline favorites 29 times this season, winning 20 of those games (69%). The Red Sox have a 7–9 record as underdogs this season.
BOS vs. MIL
Best Prop Bet
- Remi's searched hard and found the best prop for this matchup: C. Yelich over 0.5 Total Bases.
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Boston vs Milwaukee Prediction & Odds:
Free MLB Betting Insights for 5/28/25
For Boston, injuries have taken their toll with stars like Alex Bregman and Triston Casas sidelined, leaving the offense to lean heavily on Rafael Devers and a few emerging contributors who have struggled to sustain momentum against top-tier pitching. Devers remains a bright spot with his power and plate discipline, but the lack of consistent production from the rest of the lineup has made it difficult for the Red Sox to rally or protect slim leads. The pitching staff has also struggled, posting a 4.39 ERA over their recent stretch, and that vulnerability has been exposed by Milwaukee’s aggressive approach at the plate. Boston’s bullpen has been hit-or-miss, with too many outings defined by walks and poorly timed hits allowed in close games, putting extra pressure on the offense to overcompensate. Defensively, the Red Sox have committed key errors in this series, extending innings and allowing the Brewers to capitalize on extra outs—an area that must be tightened if they hope to avoid a sweep. From a betting angle, Milwaukee enters the finale as a -156 moneyline favorite, reflective of their recent form and home-field advantage, while the over/under set at eight runs suggests expectations of moderate scoring. The Red Sox have a 7–9 record as underdogs this season and are just 11–15 on the road, underscoring the challenge they face in snapping Milwaukee’s momentum. If Boston wants to come away with a win, they’ll need sharper execution across all phases—limit free passes, get timely hits with runners in scoring position, and avoid defensive lapses that have plagued their recent efforts. For Milwaukee, another well-rounded performance could push them above .500 and serve as a launchpad for a sustained push in the division. With both teams eyeing postseason relevance, the outcome of this series finale carries added weight as June approaches and margins for error shrink.
Our Gold Glover. pic.twitter.com/wXvzZt6p7c
— Red Sox (@RedSox) May 28, 2025
Boston Red Sox MLB Preview
The Boston Red Sox enter the final game of their interleague series against the Milwaukee Brewers searching for answers and momentum after dropping the first two games and slipping to a 27–29 record, a reflection of a team mired in inconsistency but still very much in the hunt in a volatile American League East. The loss of key contributors like Alex Bregman and Triston Casas has taken a noticeable toll on the lineup, leaving much of the offensive burden on the shoulders of Rafael Devers, who has continued to deliver as a power bat and emotional leader, providing timely extra-base hits and maintaining one of the better OPS marks on the team. Despite Devers’ efforts, the Red Sox offense has faltered in high-leverage situations throughout the series, often unable to capitalize with runners on base and falling short of the sustained rallies needed to outscore a hot-hitting Brewers squad. Boston’s lineup, while still capable, has lacked the balance and depth required to consistently pressure opposing pitchers, and that issue has been exacerbated during this road trip, where the Red Sox are now 11–15 away from Fenway Park. On the pitching side, Boston’s rotation has been uneven at best, with a recent ERA of 4.39 suggesting that starters have struggled to navigate lineups deep into games, leaving a taxed bullpen to cover too many innings. The relievers, including arms like Kenley Jansen and Chris Martin, have been serviceable in stretches but have also allowed momentum-shifting runs in games the Red Sox needed to control late.
Defensively, Boston has not helped its cause either, with unforced errors extending innings and leading to runs that have proven costly—particularly in tight games where execution on the margins has defined the outcome. Manager Alex Cora is tasked with juggling a lineup depleted by injury and inconsistency, and his strategic maneuvering will be crucial if the Sox are to avoid the sweep and stabilize their trajectory heading into June. For the Red Sox to have a legitimate shot at snapping the Brewers’ momentum, they will need their starting pitcher to provide at least six solid innings, avoid early deficits, and give their offense time to settle in and manufacture runs. The key will be driving up pitch counts early, working deep counts to exploit Milwaukee’s bullpen depth, and avoiding double-play situations that have frequently killed innings in recent outings. Boston’s bench depth may also be tested, and they’ll need someone beyond Devers to step up—be it Jarren Duran with his speed or Tyler O’Neill with his power—to create run-scoring opportunities. With a 7–9 record as underdogs and their season teetering on the edge of mediocrity, this game presents a critical opportunity for the Red Sox to halt the slide, remind themselves of their potential, and turn the page on a series that has so far exposed their flaws more than highlighted their strengths. A win would not only salvage the finale but provide a morale boost that could be pivotal as they return to AL competition.
Credit: USA TODAY/IMAGN
Milwaukee Brewers MLB Preview
The Milwaukee Brewers return to American Family Field for the final game of their series against the Boston Red Sox looking to complete a three-game sweep and push above the .500 mark for the first time in weeks, as they continue to build momentum behind improving play and solid performances across the board. Sitting at 28–28, the Brewers have won seven of their last ten games and appear to be hitting their stride after an uneven start to the season, particularly as their lineup has found better rhythm and their pitching staff has delivered consistent quality innings. Rhys Hoskins has emerged as the engine of the offense, leading the team with a .287 batting average, a .387 on-base percentage, and a .467 slugging mark, providing both power and plate discipline in the heart of the order. Supporting him are consistent contributors like William Contreras and Willy Adames, both of whom have stepped up recently in clutch situations, giving Milwaukee a more balanced and threatening offensive presence. The Brewers have also been smart on the basepaths, taking extra bases and manufacturing runs even when the long ball isn’t present—a testament to manager Pat Murphy’s small-ball tactics and emphasis on aggressive but calculated base running. On the mound, Milwaukee has posted a team ERA of 3.22 over its last ten games and is striking out batters at a 9.1 K/9 clip, demonstrating an ability to control games through both power and finesse.
The starting rotation has exceeded expectations despite injuries, with recent spot starts and bullpen games managed efficiently thanks to a deep relief corps that has been one of the best in the National League in preserving leads. Closer Trevor Megill and setup man Joel Payamps have been especially sharp, giving the Brewers stability in late innings that was lacking earlier in the year. Defensively, the Brewers have kept mistakes to a minimum and played clean baseball, ranking among the NL leaders in fielding percentage and double plays turned. Milwaukee has thrived at home with a 17–10 record at American Family Field, where their pitching depth, comfort at the plate, and crowd energy have all contributed to their recent resurgence. As they prepare for the series finale against a struggling Boston squad, the Brewers are not just looking for another win—they’re eyeing a springboard for a sustained stretch of dominance that could help them climb up the NL Central standings. With a 69% win rate as moneyline favorites and a Red Sox team on its heels, the Brewers know this is a chance to capitalize on a vulnerable opponent and keep their winning habits alive. If they continue to get length from their starter, avoid free passes, and pressure Boston early with disciplined at-bats, they’ll be in strong position to finish the sweep and take another step forward in what has quickly become a promising and opportunistic campaign. A win would also validate the adjustments and lineup decisions made over the past few weeks and confirm that the Brewers are emerging as a serious playoff contender.
Chaddy P struck out six over 4.2 scoreless innings
— Milwaukee Brewers (@Brewers) May 26, 2025
His ERA is down to 2.97 👀 pic.twitter.com/t3GfFekI0n
Boston vs. Milwaukee Prop Picks (AI)
Boston vs. Milwaukee Prediction (AI)
Remi, our AI sports wizard, has been pouring over mountains of data from every past game between the Red Sox and Brewers and using recursive machine learning and cutting-edge AI to examine the data to a single cover probability.
Oddly enough, we’ve seen the AI has been most focused on the linear correlation of emphasis knucklehead sportsbettors tend to put on player performance factors between a Red Sox team going up against a possibly improved Brewers team. It appears 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 Boston vs Milwaukee picks, computer picks Red Sox vs Brewers, best bets, model edges, confidence ratings.
| DATE | GAME | LEAN | %WIN | UNITS | LEVEL | |
|---|---|---|---|---|---|---|
| ACTIVE PICKS LOCKED - SEE NOW | ||||||
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.
Red Sox Betting Trends
The Red Sox have a 25–26 record against the spread (ATS) this season.
Brewers Betting Trends
The Brewers hold a 23–26 ATS record for the current season.
Red Sox vs. Brewers Matchup Trends
The Brewers have been moneyline favorites 29 times this season, winning 20 of those games (69%). The Red Sox have a 7–9 record as underdogs this season.
Boston vs. Milwaukee Game Info
What time does Boston vs Milwaukee start on May 28, 2025?
Boston vs Milwaukee starts on May 28, 2025 at 1:10 PM EST.
Where is Boston vs Milwaukee being played?
Venue: American Family Field.
What are the opening odds for Boston vs Milwaukee?
Spread: Milwaukee -1.5
Moneyline: Boston +132, Milwaukee -156
Over/Under: 8
What are the records for Boston vs Milwaukee?
Boston: (27-30) | Milwaukee: (28-28)
What is the AI best bet for Boston vs Milwaukee?
Remi's searched hard and found the best prop for this matchup: C. Yelich over 0.5 Total Bases.. Prices move—always shop for the best number.
What are Boston vs Milwaukee trending bets?
The Brewers have been moneyline favorites 29 times this season, winning 20 of those games (69%). The Red Sox have a 7–9 record as underdogs this season.
What are Boston trending bets?
BOS trend: The Red Sox have a 25–26 record against the spread (ATS) this season.
What are Milwaukee trending bets?
MIL trend: The Brewers hold a 23–26 ATS record for the current season.
Where can I find AI Picks for Boston vs Milwaukee?
See our latest MLB picks and odds pages for 2025 to compare prices before you bet.
Boston vs. Milwaukee Odds
AI algorithm Remi is pouring through tons of data on each line. In fact, anytime the Boston vs Milwaukee trends are analyzed, there’s always several intriguing angles to key in on. Not to mention games played at extreme altitude can often follow normal, predictable patterns.
Boston vs Milwaukee Opening Odds
BOS Moneyline:
+132 MIL Moneyline: -156
BOS Spread: +1.5
MIL Spread: -1.5
Over/Under: 8
Boston vs Milwaukee 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 Boston Red Sox vs. Milwaukee Brewers on May 28, 2025 at American Family 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 | |
|---|---|---|---|---|
| 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 |