Red Sox vs Yankees Prediction & Odds: AL Wild Card Series Game 1 MLB Picks

Dustin Saracini -  - Betting Analyst at Covers.com
Dustin Saracini • Betting Analyst 14+ years betting experience
Updated: Sep 28, 2026 , 04:47 PM ET • 4 min read

Yes, Schlittler is the likely Cy Young this season, but Tolle is no slouch — his .199 xBA, 36% chase rate, and 28% K rate this season is among the best in baseball. Runs will be tough to come by in Game 1.

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Match starts: 22 hrs
Red Sox vs Yankees Predictions
Photo By - Reuters Connect - New York Yankees starting pitcher Cam Schlittler (31) pitches against the Tampa Bay Rays during the first inning at Yankee Stadium.

Cam Schlittler takes the ball at home for New York, and I'm riding with him as part of my Yankees vs. Red Sox prediction for Game 1 of the AL Wild Card series.

The New York Yankees host the Boston Red Sox as 59% favorites and should be able to handle business with their Cy Young candidate on the mound — with or without Aaron Judge.

Tap into my MLB picks and let's begin the playoffs with some extra cash in our wallet.

Who will win Red Sox vs Yankees today: Yankees

For help understanding probabilities, see our odds calculator.

Cam Schlittler started against the Boston Red Sox four times across the 2026 MLB season: to say he dominated would be an understatement.

Over 24 1/3 innings, he posted a 0.74 ERA and struck out 27. Simply put, he was nearly unhittable, and the Red Sox have some work to do if they want to take Game 1 of the Wild Card series.  

Payton Tolle takes the mound for Boston, and while he's had similar success in this spot in a smaller sample size (0.69 ERA across 13 1/3 innings), I'm leaning toward the New York Yankees' star power and their ability to hit lefties.

The pinstripes actually own better splits here, rocking a .733 OPS against southpaws.

I'd play this to 61%.

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Red Sox vs Yankees Over/Under pick: Under 5.5

We have two aces on the mound who have dominated this matchup all year, with both Schlittler and Tolle rocking a sub-1 ERA against their AL East rival. 

Yes, Schlittler is the likely Cy Young this season, but Tolle is no slouch — his .199 xBA, 36% chase rate, and 28% K rate this season is among the best in baseball.

When you tie in their walk rate (both are issuing the free pass at just a 6% clip), each offense will have to earn it. No matter which angle you attack this one at, it smells like an Under.

Comfortably play this to 57%.

Covers COVERS INTEL: Expect plenty of swing-and-miss in Game 1. Thirteen hitters across both lineups finished the regular season with strikeout rates of 25% or higher, and with two elite strikeout pitchers taking the mound, offense will be at a premium.

Red Sox vs Yankees weather

We'll see cloudy skies with temperatures sitting at 60 degrees at first pitch, which won't impact the game.

Dustin Saracini's 2026 Transparency Record
  • ML/RL picks: 10-16, -3.65 units
  • Over/Under picks: 15-11, +3.84 units
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Red Sox vs Yankees odds

  • Moneyline: Red Sox 44% | Yankees 57%
  • Run line: Red Sox +1.5 (65%) | Yankees -1.5 (36%)
  • Over/Under: Over 6.5 (49%) | Under 6.5 (53%)

Red Sox vs Yankees trend

The Yankees are 5-0 in Schlittler's last five starts as a home favorite. Find more MLB betting trends for Red Sox vs. Yankees.

How to watch Red Sox vs Yankees and game info

Location Yankee Stadium, Bronx, NY
Date Tuesday, Sept. 29, 2026
First pitch 8 p.m. ET
TV NBC, Peacock
Red Sox starting pitcher Payton Tolle
(9-6, 3.03 ERA)
Yankees starting pitcher Cam Schlittler
(14-6, 1.95 ERA)

Red Sox vs Yankees latest injuries

Odds are correct at the time of publishing and are subject to change.
Not intended for use in MA.
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Dustin Saracini
Betting Analyst

Dustin Saracini is a betting analyst at Covers with over 14 years of experience in the sports betting industry. Throughout his career, Dustin has hosted multiple betting shows- breaking down NBA, NFL, PGA, and MLB markets alongside top handicappers - and has appeared as a Super Bowl consultant for CNN. A disciplined daily bettor who extensively line-shops across FanDuel, DraftKings, BetMGM, and Caesars, his sharpest edges lie in MLB and the NFL (followed closely by the NHL and NBA). A self-proclaimed NRFI guru targeting his second straight +10u MLB season, Dustin holds a Broadcast Journalism degree from Western University (2014). For daily picks, market strategies, and insights, follow him on X (Twitter) @DustinSaracini.

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