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White Sox fans can almost certainly look forward to Roch Cholowsky's MLB debut in 2027

The 2026 Has One of The Highest Floors of Any Prospect, and Will Show it Off in 2027
Jul 12, 2026; Chicago, Illinois, USA;  Chicago White Sox number one draft pick Roch Cholowsky poses before the team’s game against the Athletics at Rate Field. Mandatory Credit: Matt Marton-Imagn Images
Jul 12, 2026; Chicago, Illinois, USA; Chicago White Sox number one draft pick Roch Cholowsky poses before the team’s game against the Athletics at Rate Field. Mandatory Credit: Matt Marton-Imagn Images | IMAGN IMAGES via Reuters Connect

Few college baseball players have produced a resume quite like Roch Cholowsky's - one including two Big Ten Player of the Year awards and being named a finalist for the Golden Spikes Award in 2026. Batting 320/.452/.636 with 74 hits, 73 runs scored, 60 RBIs, 10 doubles, and 21 home runs, Cholowsky was chosen as the number one overall pick in the 2026 MLB draft. Hailing from Chandler, Arizona, standing 6-2, 202 pounds, Cholowsky is the prototype for a successful major league player. MLB Pipeline has Cholowsky's ETA as 2027, and there's an outside chance this kid could be starting shortstop for the White Sox as early as midseason.

Roch Cholowsky is set to rapidly rise through White Sox farm system

For a 21-year-old to sign for a $10.35 million signing bonus, the White Sox are looking for him to be more than good - they're looking for him to be a franchise icon. Furthermore, Cholowsky is genuinely one of the more MLB-ready hitters right out of college we've seen in a long time. In 2026, a year where everything has gone right for the White Sox, they made it just that much sweeter by picking up the best college player in the country.

One thing to keep an eye on that Sox fans didn't expect this season is the struggle of shortstop Colson Montgomery. Montgomery, who finished fifth in the 2025 AL Rookie of the Year voting, has not really been able to match his debut season, hitting only .217 as we approach September. The power output is still strong, as Montgomery's 26 home runs are third on the team and among the American League leaders, but he's taken a step back in the average and on-base departments. Granted, Montgomery is only 24, and there's no need to panic. Still, it's hard to look past the insane potential of Chicago's new emerging shortstop and Montgomery's recent struggles may be a factor.

Unlike Montgomery, Cholowsky could be a candidate to play in the Arizona Fall League this offseason, staying warm and building on the hype and momentum of his draft. He's only reached Winston-Salem so far, and probably won't reach the Double-A level until early next season, but if he plays to his talent level, he could rise quickly. Cholowsky has played his best in the spotlight, living up to the hype of being a high school and college phenom. If history repeats itself, he will do the same in minor league ball. 

The White Sox have built a reputation as a good, young team that makes aggressive call-ups. Dont be surprised to see the same in 2027.

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