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Expert prediction

MLB Wild Card: Red Sox vs. Yankees Picks, Series Odds & Betting Analysis

  • Alex Dudley
  • Sep 28, 2026 at 5:21 AM EDT

Pick rationale

Analysis & key factors

  • New York Yankees hold a 7-6 advantage based on meetings this season.
  • Red Sox finished third in the American League East.
  • The Yankees finished second in the American League East.

A rematch of the Wild Card showdown between the New York Yankees and Boston Red Sox headlines the MLB postseason this week. The Yankees overcame the Red Sox in three games on home turf last year, and they will be hoping to repeat history against their fierce rivals this week. You can find the latest Red Sox vs. Yankees series odds and our picks here.

Red Sox vs. Yankees Odds

Series ResultOdds
Red Sox+138
Yankees-158

ALSO SEE: Breeders’ Cup Classic Picks, Odds, Leading Contenders, Betting Insights & Analysis

Red Sox vs. Yankees Series Overview

MLB Wild Card RoundMatchupWhenHow to Watch
Game 1Red Sox at YankeesTuesday, September 29, 2026. 8:00 PM ETNBC, Peacock
Game 2Red Sox at YankeesWednesday, September 30, 2026. 8:00 PM ETNBC, Peacock
Game 3Red Sox at YankeesThursday, October 1, 2026. 8:00 PM ETNBC, Peacock

Boston Red Sox vs. New York Yankees Series Preview

Red Sox Excelling Under New Coach

Boston Red Sox will be on the road for their best-of-three Wild Card series against the Yankees this week. The Red Sox went 87-75 in the regular season, with Chad Tracy excelling since taking the permanent job in late September. Boston have made the postseason in each of the last two seasons, and confidence can be gained from their 13-11 record in September.

Ceddanne Rafaela will be crucial with the bat, leading the team with 151 hits and a batting average of .282 in 2026. Sonny Gray will pick up the majority of the pitching responsibilities, leading the Red Sox with an ERA of 2.82 and recording 17 wins.

Judge Back in Top Form For Playoff Push

The New York Yankees are firmly in contention to win their 28th championship this year, as their sights are set on a first top prize since 2009. New York enjoyed a reliable regular season, going 93-68 overall to finish second in the American League East.

Aaron Boone has confirmed that Aaron Judge will be fit for the postseason, which is important considering that they have gone 41-25 with their star and 52-43 without him. The Yankees will be confident ahead of this series, having gone 15-8 in September, which includes a record of 9-3 in home games.

Boston Red Sox vs. New York Yankees MLB Series Picks

The recent form of the Red Sox is being overlooked based on the odds available for the series. That could present a potential area of value when considering the prices. Therefore, while the Yankees are the right favorites, the value in the market is for the Red Sox.

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