The Chicago Cubs head into the 2025 MLB trade deadline with a pretty clear set of priorities. They want to strengthen their roster for a serious postseason run.
Right now, the team sits right on the edge of playoff contention. Management is actively weighing their assets and possible trade targets.
This post takes a closer look at the Cubs’ trade deadline checklist. We’ll break down the main areas that need attention, some names to watch, and the general strategy that could define the rest of their season.
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Key Areas of Focus for the Cubs
With the deadline looming, the Cubs seem set on shoring up their pitching staff and adding depth to the lineup. The team has shown a lot of grit this year, but a few spots need work if they’re going to make a real playoff push.
Bolstering the Pitching Staff
The Cubs’ pitching has been all over the place, honestly. There have been some great moments, but also stretches of inconsistency.
The front office wants to bring in both starters and relievers who can handle the pressure and steady the ship.
- Starting Pitchers: They’re reportedly eyeing high-profile arms who could lead the rotation. Max Scherzer and Blake Snell are two names that keep popping up—guys with experience in big games.
- Relief Pitchers: The bullpen is a bit of a sore spot. Adding a proven closer or setup guy could really help nail down those late-inning leads. Liam Hendriks and Josh Hader are both on the radar for their track records in high-leverage spots.
Enhancing Offensive Depth
The Cubs’ offense has been decent, but let’s be real, there’s always room to get better. They’re searching for players who can help both with the bat and in the field.
- Infield Depth: Injuries and some shaky performances have made the infield a bit thin. A utility infielder who can move around would add much-needed flexibility. Whit Merrifield and Joey Wendle are two examples that fit what they’re after.
- Outfield Reinforcements: The outfield has held up well, but adding another power bat could make the lineup tougher. Mitch Haniger and Michael Conforto bring both pop and the ability to get on base, so they’re worth watching.
Potential Trade Candidates
To get the players they want, the Cubs will probably have to give up some promising prospects—and maybe a few veterans, too. Here are some names that could be in play.
Top Prospects
The Cubs have built a strong farm system. Some of these young players might get moved if it means bringing in immediate help.
- Brennen Davis: He’s one of the top outfield prospects in the game. While the Cubs are excited about him, they might be willing to deal him for a proven star.
- Ed Howard: The young shortstop has upside, but with other infielders emerging, he could be included in the right deal.
Established Players
Besides prospects, the Cubs may look at trading established players to tweak the roster and fill specific holes.
- Ian Happ: He’s been a steady, versatile outfielder. His trade value might bring back a big return if the Cubs decide to move him.
- Willson Contreras: The veteran catcher is a fan favorite, but with his contract running out soon, the front office might consider a trade rather than risk losing him for nothing.
Strategic Considerations
The Cubs’ front office has plenty to weigh as the deadline approaches. They need to juggle immediate needs and long-term plans—a tough balancing act.
Balancing Immediate and Long-Term Goals
Pushing for the postseason is the main focus, but they can’t ignore the future. Giving up too many prospects for a short-term boost could hurt down the road.
- Prospect Development: Keeping a healthy farm system is crucial. The Cubs have to be careful about which young players they let go.
- Contract Considerations: Targeting players with manageable contracts makes sense for now and later. Ideally, they want guys under team control for a few years or those on club-friendly deals.
Market Dynamics
The trade market is always unpredictable. The Cubs need to stay alert and ready to jump when opportunities pop up.
- Seller’s Market: With some teams out of the race, there could be more talent available. The Cubs should be ready to move quickly if the right player is out there.
- Buyer’s Competition: Other contenders are hunting upgrades, too. The Cubs may have to get aggressive with their offers to beat out rivals for top targets.
Conclusion
The 2025 MLB trade deadline is creeping up, and the Chicago Cubs look ready to shake things up. They’re eyeing ways to strengthen their pitching staff and add more punch to their offense.
They’re also weighing which players might be worth moving. It’s a tricky balance—juggling immediate needs with bigger, long-term plans, all while the market keeps shifting.
If you’re curious about the nitty-gritty of their strategy, take a look at the Cubs trade deadline checklist.
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