The Chicago Cubs face a busy offseason, balancing potential free-agent acquisitions with the development of their promising young players [16, 19]. Decisions loom regarding free agency, potential trades, and the future roles of key players like Pete Crow-Armstrong and Matt Shaw [1, 6].
Free Agency and Trade Considerations
The Cubs are expected to be active in free agency, with speculation surrounding potential targets like Dylan Cease [1, 2]. However, some proposed acquisitions, such as a top free-agent infielder, may not align with the team's needs [9]. The team also faces the likely departure of outfielder Kyle Tucker, who is projected to command a substantial contract [9, 19]. As potential replacements, the Cubs may consider trade options, including a bold move for Bryce Harper, which would involve sending prospects like Owen Caissie to the Philadelphia Phillies [18, 19]. Free agency officially begins soon, with Kyle Tucker and Framber Valdez headlining the class [16]. Tucker had a strong 2025 season, batting .266 with 22 home runs and 25 stolen bases [11].
Young Talent Development
Despite the allure of free agency, the Cubs are also focused on nurturing their young talent. Matt Shaw is viewed as a potential mainstay at third base, with his stellar defense standing out [5, 6]. While his offensive numbers were not overwhelming in 2025, the Cubs are optimistic about his long-term potential and even considering a contract extension [5, 10]. Pete Crow-Armstrong is already being hailed as a "special player" [3]. However, a predicted $250 million contract raises questions about his long-term future with the team [17]. Other prospects like Owen Caissie and Kevin Alcántara remain key pieces for the future [18]. Justin Steele, a key pitcher for the Cubs, is eligible for arbitration, with a projected 2026 salary of $6.55 million [7, 8]. The Cubs are likely to tender Steele a contract, as his "price of admission here is pretty tolerable" [7].
TL;DR
- The Cubs are navigating a complex offseason with decisions on free agency, trades, and player development.
- Matt Shaw is being groomed as the potential third baseman of the future due to his defensive prowess, and the Cubs are high on Pete Crow-Armstrong.
- Kyle Tucker is likely to leave via free agency, potentially leading the Cubs to explore trade options to fill the void, but an offer for Bryce Harper is unlikely.
- Justin Steele is expected to receive a contract tender and settle before arbitration.