The only street race in the Cup Series will occur in Chicago at 2 p.m. ET on Sunday, featuring the 2025 Grant Park 165. While Shane van Gisbergen and Alex Bowman triumphed in previous Chicago events, Chris Buescher’s consistent top 20 finishes—unlike the other winners—make him an underdog worth considering in your bets. Buescher is listed at +2200 odds.
As you prepare for the Chicago NASCAR picks, check SportsLine’s latest predictions, developed by data engineer Mike McClure. The model has accurately simulated the race 10,000 times, successfully predicting 24 winners since 2021.
Notable Longshot Bets for NASCAR at Chicago:
- Chris Buescher (+2200)
- Will Brown (+2200)
- AJ Allmendinger (+2200)
Chris Buescher (+2200)
Buescher’s history on the Chicago Street Course is impressive. He is one of the few who has consistently placed in the top 20 in past runs. Currently ranked ninth in the Cup Series standings after starting at 23rd, his recent momentum suggests he could be a strong contender.
Will Brown (+2200)
Brown, an Australian driver, aims to mirror van Gisbergen’s success. Last season, he had an exceptional record as the Supercars champion, and while he has less NASCAR experience, he has fond memories of competing at Chicago.
AJ Allmendinger (+2200)
Also representing Kaulig Racing, Allmendinger has shown promise with his recent results, including several top 20 finishes. His prior performance in last year’s Grant Park race further bolsters his case as a potential winner.
