Yankees vs Red Sox Prediction, Picks & Odds for Today's MLB Game

Chris Hatfield - Contributor at Covers.com
Chris Hatfield • Betting Analyst 12+ years betting experience
Updated: Apr 21, 2026 , 11:17 AM ET • 4 min read

Luis Gil hasn’t resembled the dominant force he once was on the mound, and a rival like the Red Sox couldn’t be more pleased to see it.

MLB

Match starts: 5 hrs
NYY
57 %
BOS
43 %
EXPERT PICK - MONEYLINE
Boston -115 Boston -115
Read Analysis
Connelly Early Boston Red Sox MLB
Photo By - Reuters Connect. oston Red Sox starting pitcher Connelly Early (71) pitches against the Cincinnati Reds in the first inning.

The Boston Red Sox and New York Yankees will renew a rivalry for the first time this season.

These two teams have been dead-even lately with a 5-5 head-to-head record over the last ten games although the Yankees got the last laugh a season ago eliminating its rival from the playoffs. However, Boston should get a measure of revenge tonight.

My Yankees vs. Red Sox predicitons and MLB picks break down why the Over and the underdog have value on Tuesday April 14.

Who will win Yankees vs Red Sox today: Red Sox moneyline (-115)

For the moment, I’m kind of out on New York Yankees hurler Luis Gil. He needs to regain my trust, and there’s not much to suggest that will happen anytime soon.

He’s posted some of the worst underlying metrics in 2026 to begin the season for any starting pitcher. Getting simply hit hard regularly per inning with an average exit velocity that sits in the bottom 5% of the sport and an overall hard-hit rate that is only slightly better.

The command issues that tanked his 2025 persist, and a 6.40 xERA suggests a player who has been more bad than unlucky. The Boston Red Sox have enough power in the lineup to hurt him. They’ve done it before, and the sixth-best hard-hit rate in the league looms large here.

While Connelly Early’s 2.29 ERA is propped up by a 5.25 xERA, his 74th-percentile run value suggests real competence. At a pick-em price, the Red Sox have the better matchup.

Covers COVERS INTEL: Gil's chase rate has ranked in the bottom 10 percent of baseball for over a full year now.  In the 2025 season, it sat at the bottom one percentile (20.0%) and through two starts this year it has climbed only to the bottom 9th percentile (22.4%)

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Yankees vs Red Sox Over/Under pick: Over 8.5 (-105)

It was a fairly easy Over bet for me as I projected a total of 9.4. The cool temperatures probably make this total a half run lower than it would otherwise be, and I get it, but it still isn't enough to overcome the struggles these two pitchers have.

We’ve talked about Gil and why Boston will have success, but New York should be able to score, too.

Early's 13% barrel rate, paired with an average exit velocity that’s actually worse than Gil's, is going to give the Bronx Bombers clear paths to run-scoring opportunities. I’d play this to 9.5 with a fair amount of confidence.

Chris Hatfield's 2026 Transparency Record
  • ML/RL bets: 6-5, +.92 units
  • Over/Under bets: 7-5, +1.80 units

Yankees vs Red Sox odds

  • Moneyline: New York -110 | Boston -110
  • Run line: New York -1.5 (+150) | Boston +1.5 (-178)
  • Over/Under: Over 8.5 (-105) | Under 8.5 (-110)

Yankees vs Red Sox trend

The New York Yankees have hit the Team Total Over in 31 of their last 50 away games (+9.25 Units / 16% ROI). Find more MLB betting trends for Yankees vs. Red Sox.

How to watch Yankees vs Red Sox and game info

Location Fenway Park, Boston, MA
Date Tuesday, April 21, 2026
First pitch 6:45 p.m. ET
TV TBS
Yankees starting pitcher Luis Gil
(0-1, 7.00 ERA)
Red Sox starting pitcher Connelly Early
(1-0, 2.29 ERA)

Yankees vs Red Sox latest injuries

Yankees vs Red Sox weather

Odds are correct at the time of publishing and are subject to change.
Not intended for use in MA.
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Chris Hatfield - Covers.com
Betting Analyst

Chris has always had a passion for three things: solving problems, sports, and writing. It’s no wonder then that he found himself attracted to the sports betting industry. You can find Chris betting every day. Whether it’s shot prop markets in Champions League Soccer qualifiers or NBA Summer League, he has no offseason. As an EV+ bettor, he especially values the insight gained through a data-driven approach.

His work has been featured on various websites such as SBNation, Rivals, Bleacher Report, and 247Sports. He has appeared on radio outlets such as ESPN 680 and The Sharp 600 podcast. You can listen to his own podcast, “What High School Did You Go To?” on Apple Podcast and Soundcloud.

Chris has carved out a niche as a college basketball originator with massive profitability success in that sport and stresses one piece of advice to sports bettors: exploit edges as broadly as possible and take advantage of them while they last. His preferred sportsbook is bet365 because of the range of markets you can find.

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