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10 MLB Trade Deals That Could Break the 2026 Offseason

The Milwaukee Brewers and Tampa Bay Rays are set to face off in the 2026 World Series. While they prepare for the showcase event, other MLB teams are already back to the offseason drawing board.

Published: Thursday, 22 October 2026 at 2:01 PM
10 MLB Trade Deals That Could Break the 2026 Offseason
Key Things to Know
  • Sportskeeda writer Chaitanya Prakash identifies 10 major trade proposals that could shape the upcoming 2026 MLB offseason.
  • Prakash suggests the San Diego Padres could trade All-Star closer Mason Miller to the New York Yankees.
  • The writer highlights Houston Astros shortstop Jeremy Peña as a potential trade candidate for the Boston Red Sox.
The Story in 60 Seconds

Writer Chaitanya Prakash outlines 10 potential blockbuster trade scenarios that could reshape rosters across Major League Baseball during the 2026 offseason. With the Milwaukee Brewers and Tampa Bay Rays competing in the World Series, several other clubs are projected to shop prominent stars, including Mason Miller, Jeremy Peña, Steven Kwan, and CJ Abrams.

Prakash highlights prominent pitchers such as Jacob deGrom, Logan Gilbert, Drew Rasmussen, Spencer Strider, and Trevor Megill as prime trade candidates to address rotation and bullpen needs. Additionally, the writer suggests the New York Yankees could target third baseman Matt Chapman from the San Francisco Giants to revamp their infield.

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