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3 surprising Cubs who could be traded if the team doesn't get back on track soon

It's time to turn this thing around if Chicago wants to add at the deadline.
David Banks-Imagn Images

The idea of the Chicago Cubs becoming sellers isn't exactly far-fetched at this point. The team enters its appearance on Sunday Night Baseball 6 1/2 back in the division, clinging onto the final wild card berth in the National League.

Earlier in the year, after wrapping up a pair of 10-game win streaks, Chicago was widely viewed as a legitimate World Series contender. Now, nobody seems too sure what this team is - and there are a ton of pieces on expiring deals who could be moved if things go from bad to worse and Jed Hoyer is forced to punt on 2026.

You know the names: Matthew Boyd, Shota Imanaga, Ian Happ, Seiya Suzuki. Now, in the case of Happ and Suzuki, both have full no-trade protection and, in the case of the latter, he hasn't really done anything to make himself a hot commodity. But outside of this group, there are pieces the Cubs could move that might come as a surprise.

3 names to keep an eye on if the Cubs decide to sell at the deadline

Carson Kelly

OK, technically, Carson Kelly isn't on an expiring deal. His contract contains a mutual option for 2027 but, given how well he's played during his time with the Cubs, he's a strong candidate to go out and get another multi-year deal in free agency.

Jettisoning your primary catcher mid-season would be a heck of a move from Hoyer, but if you're looking past 2026, you need to know what you have with a potential Miguel Amaya + Moises Ballesteros tandem behind the dish. There are always contenders looking for catching help for the stretch run and his impressive 4.5 bWAR and 116 OPS+ over the last two seasons could make him an intriguing trade piece.

Jacob Webb

The next two names on this list might be surprising because they've pitched well - and in the case of Jacob Webb, he's very affordable with a $2.5 million team option for 2027.

But given Hoyer's ability to pick up pieces off the scrap heap and put together a bullpen, moving Webb, who owns a 2.27 ERA and 10.7 K/9 in 27 appearances, could help the team pick up a long-term asset and/or address some other needs. He's not going to net you top prospects or anything like that, but there's a world where a team comes calling on the right-hander, who turns 33 in August.

Hoby Milner

Funky lefty on a one-year deal? Yeah, this is a movable piece. Hoby Milner has been quite good this year, but his numbers took a major hit Friday when he allowed six earned runs and recorded just one out. Prior to that, he carried a 2.28 ERA in 27 2/3 innings of work and was effective against both left and right-handed hitters.

Given the emergence of Ryan Rolison and Caleb Thielbar's presence, the Cubs could trade Milner and still have some left-handed depth. Again, the return won't be earth-shattering, but as we saw in the Andrew Chafin trade that netted Daniel Palencia, that doesn't mean there can't be long-term value coming back.

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