Here we go again! The New York Yankees and Boston Red Sox are set to clash once more in the 2026 MLB Wild Card Series, marking their second consecutive postseason meeting. Boston clinched the No. 2 American League wild-card spot with a win over the Chicago Cubs on Friday afternoon, while New York had already secured the No. 1 AL wild-card seed earlier in the week.
The best-of-three series will kick off at Yankee Stadium on September 27, just like last year when the Yankees swept the Red Sox in three games. Here’s a look at how these AL East rivals performed against each other this season and a brief overview of their playoff history:
This season, the Yankees won seven out of 13 head-to-head games, boasting a 4-2 record at home but falling 3-4 on the road. Coming into September 25, New York held a strong 92-67 record, while Boston was at 85-74.
The rivalry’s postseason history began in the 1999 AL Championship Series, where the Yankees bested Boston in five games before winning the World Series. Notably, that season featured Roger Clemens—then a five-time Cy Young Award winner and former Red Sox star—pitching for New York.
Their next playoff showdown came in the unforgettable 2003 ALCS, which stretched to seven games and included intense moments like benches clearing in Game 3. The series concluded dramatically with Yankees third baseman (now manager) Aaron Boone hitting a walk-off homer in the 11th inning of Game 7, erasing a 4-0 deficit.
The teams faced off again in 2004 with a historic twist: after trailing 3-0 in the series and allowing 19 runs at home in Game 3, Boston mounted a legendary comeback to become the first team in professional sports history to win a series after being down three games. The Red Sox then broke their 86-year World Series drought that year.
Boston and New York didn’t meet in the playoffs again until 2018, when the Red Sox won the AL Division Series 3-1 and went on to claim their fourth World Series title of the century (adding to their 2004, 2008, and 2013 championships). In 2021, Boston extended their dominance with a 6-2 victory over New York in the AL Wild Card Game, marking three straight playoff series wins against the Yankees.
However, last year the Yankees evened the postseason rivalry with a sweep of the Red Sox in Games 2 and 3 of the 2025 Wild Card Series, advancing to the ALDS.
Fan Take:
This renewed postseason clash between the Yankees and Red Sox keeps one of baseball’s greatest rivalries alive and electrifying for fans. With so much history and high stakes, these matchups don’t just shape a season—they continue to define the spirit and drama that make the sport unforgettable.
Source: www.foxsports.com

