The Chicago Street Race has quickly grown into one of the most exciting events in the NASCAR Cup Series. The 2025 Grant Park 165, which occurs on a Sunday, will also be part of the inaugural NASCAR In-Season Challenge. Shane van Gisbergen, who won the first race on this Chicago Street Course in 2023, is currently favored with +150 odds after a victory in Mexico City.

The race will commence at 2 p.m. ET, with drivers completing 75 laps around a winding 12-turn, 2.2-mile circuit. Interested participants in NASCAR DFS setups on platforms like DraftKings and FanDuel should first check the predictions from SportsLine’s reliable projection model.

This advanced model analyzes numerous factors, including track history and recent performances, by simulating every race 10,000 times. It has accurately predicted winners for races since 2021, including names like Chase Elliott and Denny Hamlin among its successes.

For the upcoming race, it’s inclined towards Chris Buescher, considered a longshot at +2000 by FanDuel, making him an intriguing option. Despite missing the playoffs in the previous season, Buescher’s history on street courses shows promise with notable finishes on such tracks.

Additionally, AJ Allmendinger is projected to finish in the top 10 with a +120 payout, offering a tempting option for those betting on this race.

In summary, leading predictions highlight Shane van Gisbergen and Chris Buescher as key players to watch, with advice to visit SportsLine for a comprehensive leaderboard and further insights for betting strategies.