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.

AI Sports Betting Algorithm Remi

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

The Boston Red Sox and Milwaukee Brewers are set to wrap up their three-game interleague series on Wednesday, May 28, 2025, at American Family Field, with Milwaukee looking to complete a sweep and Boston desperately seeking a bounce-back performance to salvage the finale. The Brewers come into the game at an even 28–28, surging off the momentum of back-to-back wins and a 7–3 record over their last ten outings, while the Red Sox have slipped to 27–29 after falling short in close contests throughout the series. Milwaukee has found its stride at home, holding a 17–10 record at American Family Field, where timely hitting, solid pitching, and steady defense have kept them competitive in a tightly packed National League Central. Their lineup has been anchored by Rhys Hoskins, who leads the club in key offensive categories with a .287 batting average, a .387 OBP, and a .467 slugging mark, while his situational hitting has been crucial in generating runs in clutch moments. On the mound, the Brewers have been equally effective, boasting a 3.22 ERA over their last ten games and averaging 9.1 strikeouts per nine innings, showing an ability to limit damage and overpower batters when needed. Their bullpen has been sharp, consistently locking down late leads and helping manager Pat Murphy manage high-leverage innings with confidence.

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.

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.

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. Boston vs Milwaukee AI Prediction: Free MLB Betting Insights for May 28. Credit USA TODAY/IMAGN

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.

Boston vs. Milwaukee Prop Picks (AI)

Remi is pouring through loads of stats on each team. In fact, anytime the Red Sox and Brewers play there’s always several intriguing trends to key in on. Not to mention games played at American Family Field in May can often follow normal, predictable betting trends.
Remi's searched hard and found the best prop for this matchup: C. Yelich over 0.5 Total Bases.

Boston vs. Milwaukee Prediction (AI)

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Remi, our AI sports genius, has been pouring over tons of data from every facet between the Red Sox and Brewers and using recursive machine learning and impressive AI to examine the data to a single cover probability.

The Algorithm has been most fixated on the linear correlation of weight human bettors often put on Boston’s strength factors between a Red Sox team going up against a possibly improved Brewers team. In reality, the true game analytics appear to reflect a slight 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 Boston vs Milwaukee picks, computer picks Red Sox vs Brewers, 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.

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

Boston vs Milwaukee starts on May 28, 2025 at 1:10 PM EST.

Venue: American Family Field.

Spread: Milwaukee -1.5
Moneyline: Boston +132, Milwaukee -156
Over/Under: 8

Boston: (27-30)  |  Milwaukee: (28-28)

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.

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 trend: The Red Sox have a 25–26 record against the spread (ATS) this season.

MIL trend: The Brewers hold a 23–26 ATS record for the current season.

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

Boston vs. Milwaukee Odds

Remi is pouring through mountains of stats on each player. In fact, anytime the Boston vs Milwaukee trends are analyzed, there’s always several intriguing observations to key in on. Not to mention games played at extreme hostile environments seemingly never follow normal, predictable betting trends.

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