Chicago Cubs’ Matt Shaw trade rumors receive surprising update

Are the Chicago Cubs actually turning things around? After not winning as series for over a month, the Cubs have now won back-to-back three-game sets and may be starting to right themselves in the National League Wild Card race.

Yes, they beat two of the worst teams in baseball in the San Francisco Giants and Colorado Rockies, but at this point, Chicago will take wins any way it can get them.

The problem is that the Cubs are still in dire need of numerous additions if they want to make a serious playoff push and contend for a World Series. Their starting rotation is a disaster, their offense is maddeningly inconsistent and their bullpen could use some assistance, as well.

Chicago has until the Aug. 3 trade deadline to make some moves, and chances are, the Cubs will do something significant by then, whether it’s adding pieces or selling off some of their own players.

One player who also seems to hear his name floated in trade speculation is Matt Shaw, who has been enjoying a rather solid year as a super-utility man in 2026. On that note, ESPN’s Jeff Passan and Kiley McDaniel provided a rather surprising update on Shaw in a recent piece.

Chicago Cubs’ Matt Shaw named trade fit for surprising team

Passan and McDaniel gave Shaw a 40 percent chance of being dealt midsummer. Of course, the most likely scenario in the event of a Shaw trade would be the Cubs sending him to a fading team in exchange for an established player, which is what makes one of the potential fits named rather strange: the New York Yankees.

The Yankees were one of seven squads tabbed as a possible destinations for Shaw, which doesn’t seem to make a ton of sense.

In this case, Chicago would likely be selling. Why else would it trade Shaw to a contending team? New York might decide to look for an upgrade over Ryan McMahon at third base, so the idea of Shaw could intrigue the Yanks. But why would the Cubs sell off one of their top young players?

The Yankees certainly aren’t moving a veteran pitcher for Shaw. I suppose Ryan Weathers could be a possibility, but New York traded four prospects for him back in January. The chances of the Yankees then flipping him for Shaw seem rather slim.

Unless Chicago would actually want to sell Shaw and receive a couple of prospects itself, the chances of the Cubbies sending Shaw to the Bronx are slim to none.

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