In a 2025 MLB trade deadline thick with speculation, the Boston Red Sox have emerged as perhaps the most intriguing suitor for San Diego Padres ace Dylan Cease. With several high-profile teams—including the Yankees, Mets, and Cubs, in the conversation, the Red Sox are punching at the upper tier of the market, aiming for that elusive difference-making arm. While the Padres are still steadfast contenders and largely buyers, unusual financial and roster pressures mean that even a top starter like Cease can be had—for the right price. For Boston, whose rotation has seen a rapid transformation but could use one last piece, the pursuit of Cease signals a commitment to win-now aggression in the heated American League East.

Why Boston Covets Dylan Cease

San Diego Padres starting pitcher Dylan Cease (84) pitches against the Atlanta Braves during the first inning at Truist Park.
Dale Zanine-Imagn Images

Boston’s pitching staff has not lacked for headlines, with the additions of Garrett Crochet and Walker Buehler earlier in the offseason, and Lucas Giolito giving the Sox a formidable on-paper group. Yet, it’s the grind of a 162-game season, and the playoff gauntlet that exposes depth. After years of sometimes middling results, Red Sox president of baseball operations Craig Breslow is pushing chips to the center for October as their core enters its prime.

Cease immediately upgrades the front of any rotation. Although his surface stats look pedestrian in 2025 (4.59 ERA in 21 starts), the underlying numbers, xFIP, xERA, and especially his elite whiff rates, support the narrative of a top-shelf ace plagued mostly by bad bounces and defensive lapses behind him. His arsenal and durability are beyond question, and his contract situation, paid $13.75M for the year, then a free agent, makes him the archetype “premium rental” at the deadline.

San Diego remains within reach of a playoff spot but faces notable limitations. With a payroll near $210M and Cease set for a potential $200M payday next winter, the Padres are bracing for major changes. Additionally, a shallow farm system and injuries to their core have forced GM A.J. Preller’s hand, either maximize Cease’s value now or risk losing him for only a draft pick.

For any Cease trade, the Padres are clear, the return must fill immediate roster holes, particularly in the outfield and behind the plate, or replenish high-impact prospects. With competition from deep-pocketed teams, the price is steep and the opportunity narrow.

The Red Sox system has quietly built depth with players close to MLB-ready. Still, industry buzz from last offseason suggested Boston would not part with outfielder Wilyer Abreu for Cease, making the task tougher. Instead, a “perfect” proposal would require finding alternatives with similar upside who also help the Padres in 2025 and beyond.

The Perfect Red Sox-Padres Trade Proposal

After canvassing the market, here’s how the Red Sox could structure a blockbuster that calls the Padres’ bluff, fortifying Boston’s World Series bid without compromising their organizational blueprint:

Red Sox receive:

  • RHP Dylan Cease

Padres receive:

  • OF/SS Marcelo Mayer
  • SS/2B Franklin Arias
  • OF Jhostynxon Garcia
  • RHP Richard Fitts
  • C Nathan Hickey
  • Cash considerations (to offset Cease’s 2025 salary)

Mayer and Arias instantly strengthen an infield in transition and add projected star power. Garcia satisfies the organization’s outfield need with up-the-middle upside.

Fitts bridges the rotation gap this year and beyond as San Diego confronts injuries and looming free agency among current starters.

Hickey offers both bat and experience to a catching corps lacking offensive punch.

With Cease’s contract off the books, San Diego can pursue further deadline maneuvering for a playoff push or other upgrades.

Cease, paired with Crochet, Walker and Giolito, gives Boston a starting four that stacks up with the AL’s best. With key bats in their prime, the urgency to win now justifies the sacrifice.

Boston keeps its true blue-chip outfielders, betting on internal development and clever off-season signings to replenish.

Boston faces heavy competition for Cease, with the Yankees and Mets flush with both prospects and aggression. Yet, the Red Sox’s unique mix of youth and high-floor talent, and the willingness to surrender a prized shortstop in Mayer, may tip the scales.

AJ Preller, true to form, will undoubtedly press for more. But this deal checks every Padres box without forcing Boston to eat into its very top prospect tier. In an AL East slugfest where every postseason edge matters, the Red Sox make their intentions, and their willingness to take risks, clear.

Baseball history turns on trades like these. Should this bold proposal land Cease in Boston, it may go down as the summer move that re-awakened Fenway’s October mystique.