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2026 Dynasty Outlooks: Chicago White Sox
Dynasty, 2026 Dynasty Outlooks, Braden Montgomery

2026 Dynasty Outlooks: Chicago White Sox

Team by team dynasty outlooks for every ranked player on our Top 600+ Fantasy List and Top 1,500 Dynasty List in preparation for the 2026 season

  • Prospects Live Staff by Prospects Live Staff
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    Greg Hoogkamp
    Greg Hoogkamp Greg Hoogkamp
    Director of Dynasty Content - Canadian born and raised, moved to Arkansas with my wife and two sons Ezra and Ari. Followed and played baseball my whole life; played dynasty for 25+ years.
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    Greg Hoogkamp Greg Hoogkamp Raj Mehta Raj Mehta Darren Eisenhauer Darren Eisenhauer Lucas Morel Lucas Morel
  • September 30, 2025
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  • 37 min read
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It's been a tough stretch for this White Sox organization and its fans. The window for what was supposed to be a sustained run of success with a young core has slammed shut with just two playoff wins during two playoff appearances (2020, 2021). The lone holdover from these teams is Luis Robert Jr., who has not become the franchise-changing superstar he showed flashes of in his first couple of seasons.

The teardown began a couple of seasons ago, and the hope is that this team is on the upswing. They improved 19 games from the record-breaking, scorched-earth 2024 season, where they lost 121 games. We saw some interesting major league debuts in 2025, led by Colson Montgomery, Kyle Teel, Edgar Quero, and Chase Meidroth on the hitting side, and solid rookie performances from Shane Smith, Sean Burke, and Grant Taylor on the pitching side.

There is more talent to come in the near future, as we should see the debuts of outfielder Braden Montgomery and pitchers Noah Schultz, Hagen Smith, and Tanner McDougal in 2026, while infielders Caleb Bonemer, Sam Antonacci, and pitcher Christian Oppor are waiting in the wings for 2027.

This is a team on the rise with some very interesting young dynasty pieces to consider for your rosters.


Dynasty Buys

Miguel Vargas has always shown good plate discipline (great chase and whiff rates), and still swings at pitches in the zone and makes contact with them at an above-average rate. He’s never shown much power in the big leagues, but that changed in 2025 with a swing adjustment early in the year that has helped him not only barrel the ball more often but also pull the ball in the air more consistently. He played at both first and third base in 2025, and while he’s likely a first baseman long-term, he’ll continue to play every day and retain eligibility at both positions for the near future.

Tanner McDougal is an electric arm in the White Sox system, with a fastball that can touch triple digits and a high-spin curveball and slider, with the curveball sitting in the upper 70s and the slider in the upper 80s. He also has a solid changeup in the same upper 80s velocity band, but he doesn’t use it quite as often. Like most high-stuff pitchers, McDougal’s issue has been command. However, in 2025, he’s improved in that regard — his walk rate was just 7.5% in 55.2 IP after being promoted to Double-A, though many of those starts were 3-inning outings to limit his innings. It’s still an improvement nonetheless, and if he can sustain the success, then he could be in the big leagues as soon as 2026.

Dynasty Sells

George Wolkow was seen as a hitter with massive power potential despite just as massive hit tool concerns coming out of the draft. So far, that’s exactly who he has been, with a 40.3% K% and a .194 ISO in 2024. In 2025, he attempted to fix his contact concerns, but it came at the cost of everything else declining (including his power), and the contact and strikeout rates were still well below average. It’s possible that Wolkow puts it together in 2026; he’s still young, but it’s hard to have much confidence in a hitter who can’t seem to figure out Single-A.

Mike Vasil made his debut in 2025 for the White Sox after being taken in the Rule 5 draft, and he put up a solid season on the surface, with a 2.50 ERA in 101 IP as a multi-inning reliever. However, his 4.32 FIP gives him the largest negative difference between ERA and FIP among pitchers with at least 100 IP by half a run, signifying some massive luck in his favor. Vasil could be intriguing if he were converted back into a starter, but it was announced by White Sox GM Chris Getz that Vasil will remain in the bullpen to start 2026, putting him in a pitcher purgatory where he’s not stretched out to be a starter, but doesn’t have the stuff to be a back-end reliever.

Top Fantasy Prospects

Players are in order of their fantasy prospect ranking from our September end of season list.

1. Braden Montgomery (#38 Fantasy Prospect), OF (AA)

116 PLIVE+, Peak Projection: 15 HR, 5 SB, 8.2% BB, 28.0% K, .228/.298/.376, 90 wRC+

Photo Credit: MLB.com

Montgomery was well above league-average across three levels in his debut season as a pro. He showed an advanced ability to manage the strike zone, swinging at pitches in the zone over 70% of the time. He was also not afraid to pass the baton, drawing double-digit walks at all three stops. Despite the great approach, there is still some swing-and-miss in Montgomery's game which caps his ceiling. Montgomery's prodigious power didn't translate into home runs in his first minor league go-around, but a boatload of doubles tell us that a high ground ball rate might have sapped some of the big flies. He made great strides turning ground balls into line drives and fly balls as he moved through the system and mid-20 home run power potential is very realistic His splits, which were a big concern prior to being drafted, have really evened out; Montgomery now looks to be equally as dangerous as a LHH and RHH. His speed game is modest, but 10-15 steals seem like a probably outcome, at least in his first few seasons. Montgomery is a top-50 prospect who can contribute in multiple categories. - Greg Hoogkamp

2. Caleb Bonemer (#49), 3B (A)

154 PLIVE+, Peak Projection: 20 HR, 16 SB, 11.8% BB, 23.2% K, .249/.342/.432, 118 wRC+

Photo Credit: Tracy Proffitt AP

Caleb Bonemer has enjoyed a powerful 2025 campaign after being an afterthought in most FYPDs ahead of the season. Coming out of the draft as a risky "power-over-hit" profile within a White Sox organization that has notoriously failed to develop hitters over the years, you can't fully blame the industry! That said, he had good physicality, and there was some thought that playing in cold-weather Michigan may have prevented the scouts from fully getting on board the hype train. Fast-forward to today, and we're looking at a profile that seems to be settling in with great BB/K% numbers across both levels within the lower minors. His contact rates suggest the hit tool concerns were overblown, and the power is off to a promising start as a teenager. The most unexpected development for Caleb Bonemer has to be his willingness to steal bases, racking up 29 in 2025! Much akin to his .400+ OBP, pretty much no one saw this one coming. It has all made him arguably a top-50 prospect overnight, and with the White Sox seeming to shift Bonemer over to 3B full-time at High-A, there is finally some hope for hitters on the South Side with Colson Montgomery manning shortstop for the foreseeable future. - Darren Eisenhauer

3. Noah Schultz (#78), P (AAA)

82 PLIVE-, Peak Projection: 4.43 ERA, 20.2% K, 10.9% BB, 9.2% K-BB, 47.1% GB

Photo Credit: Matt Thomas

This post is for subscribers on the 55 Tier (Everyday Regular), 60 Tier (All-Star), 70 Tier (MVP), 80 Tier (Hall of Fame) and MLB Teams & Agencies only

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