Entering this season, the Chicago White Sox had posted three consecutive 100-loss seasons. Not only are they on pace to end that streak this year, but they’re also firmly in the playoff hunt. Taking it a step further, should the season end today, they would have a first-round bye in the playoffs.

There’s still a long way to go, and there’s an argument to be made that Chicago is benefiting from a middling American League this season. That could play into Chicago’s mentality throughout this trade deadline: how “all in” do they want to be this year while also making sure this franchise can compete for the years to come?

Let’s take a look at some pieces that may make the Toronto Blue Jays and White Sox compatible trade partners over the next several days.

April 13, 2026: Blue Jays acquired 2B Lenyn Sosa in exchange for OF Jordan Rich.

July 10, 2025: Blue Jays acquire cash considerations in exchange for OF Will Robertson.

April 3, 2022: Blue Jays acquire C Zack Collins in exchange for C Reese McGuire.

It has been well documented that the White Sox will be in the market for pitching. Sean Burke and Davis Martin spearhead their starting rotation, but these games down the stretch will be the biggest of their careers to this point. It sounds like such a cliche, but there’s room for adding a veteran to this rotation. That’s where Kevin Gausman and Shane Bieber come in.

Both Gausman and Bieber would be rentals for the remainder of the season, so depending on what the going rate is for rental starting arms, the White Sox might not want to push too many chips into the middle of the table. The White Sox are on Gausman’s eight-team no-trade clause, so he would have to approve a deal should it present itself.

Gausman has made 14 playoff starts in his career, including two in last year’s World Series. This season, he’s pitched to a 4.51 ERA, 1.27 WHIP, and 9.1 K/9 over 22 starts. Given Toronto’s struggles at the plate this season, there’s a little bit of deception in his 4-10 record. His latest string of starts has fluctuated quite a bit in terms of quality, though; despite four quality starts over his last eight outings, he’s allowed four or more runs in a start four times in that same time span.

Bieber is going through a bit of a roller coaster as well. After allowing just three earned runs over 17.2 innings, he was unable to make it out of the first inning last night against the Nationals, walking six batters and allowing four earned runs. While that might have diminished some of Bieber’s trade value, it could lower his price, which could convince the White Sox to make a call.

One of the more likely scenarios would be for Chicago to ask about Jeff Hoffman, who is playing some of the best baseball of his career right now. Since coming out of the closer’s role in late April, Hoffman has a 3.06 ERA, 2.32 FIP, 11 holds, and only two home runs allowed. By frame, he’s excelled in the sixth (2.45 ERA), seventh (1.20), and eighth (3.95) innings this season.

What’s more important than the ERA numbers is that Hoffman is missing bats. He’s generated a 50% whiff rate on his slider, has a 34.3% strikeout rate (which ranks in the top 3% in MLB), and he also ranks in the 98th percentile in chase rate. With one year left on his current three-year deal, the White Sox could shore up some potential off-season work by adding another leverage arm to their bullpen for next season.

Although recovering from injury, Prelander Berroa has high-ceiling potential as a reliever. Acquired by the White Sox from the Mariners ahead of the 2024 season, Berroa appeared in 17 games for the White Sox that year, posting a 3.32 ERA, 1.47 WHIP, and a 12.3 K/9. His fastball sat at 97.6 mph and it paired nicely with a slider that hitters whiffed at 43.4% of the time, although he did suffer some command issues during his first MLB stint.

He underwent Tommy John surgery in March 2025, and although he returned to live action earlier this season, he faced just one batter before exiting the game with right elbow inflammation. He was set to start a throwing program earlier this month, so it’s still unclear whether he’ll return to the majors this season.

Labeled as having the “best all-around tools” among Chicago’s pool of second-base prospects by MLB Pipeline, 20-year-old Javier Mogollon would be a beneficial add to Toronto’s farm. Mogollon played in Single-A Kannapolis for the first 57 games before recently being promoted to High-A Winston-Salem.

Thus far, he has slashed .257/.358/.438 with seven homers, 35 RBIs, 11 doubles, three triples, and 23 stolen bases. Taking a look at his film, he’s got pop to the pull side with a “5-run home run” swing, although that has come with some swing-and-miss. Still, at just 20 years old, he has caught the eye of folks inside and outside the organization.

Also down in High-A Winston-Salem is infielder Jeral Perez, who was acquired by the organization at the 2024 trade deadline from the Dodgers. Perez slashed .244/.315/.448 last season in High-A with 22 home runs and 70 RBIs. He started the season in Double-A Birmingham, but struggled out of the gate and was later sent back down to Winston-Salem. There, he’s gotten back to lowering his strikeout rate and getting on base again.