As NASCAR's Chicago Street Race embarks on its third, and perhaps final, edition, drivers spoke fondly about the experiment's legacy.

SportsLine's Steven Taranto reveals his picks and NASCAR props for 2025 Grant Park 165, where Shane Van Gisbergen, Kyle Larson, Christopher Bell, William Byron, Tyler Reddick and Ty Gibbs are favorite

The Chicago Street Race completed its three-race deal between NASCAR and the city and complaints road and park clousures could see the end of the event

Welcome to the Racing America On SI Live Race Updates page for the 2025 NASCAR Cup Series Grant Park 165 at the Chicago Street Course. Be sure to refresh this p

SportsLine reveals its projected leaderboard for the 2025 Grant Park 165 and Round 2 of the NASCAR In-Season Challenge. Use it for NASCAR picks at sites like DraftKings, FanDuel and PrizePicks.

Who won the NASCAR Cup Series race at Chicago? Shane van Gisbergen is the winner, plus full NASCAR Cup Series results at Chicago street race.

The ratings from the weekend at Chicago are in for NASCAR. And unfortunately they’ve ticked down quite a bit from the last two years. Adam Stern of the Sports Business Journal reported that TNT and TruTV got 2.

The NASCAR Chicago Street Race has been impacted for two consecutive years by nasty weather, but could we see a three-peat on Sunday?

The work isn’t always glamorous, but pit crews and other support staff play an important role in pulling off successful races.

Roads were beginning to reopen Monday around Grant Park after this weekend's NASCAR races, and many fans and city officials are wondering if NASCAR will return to Chicago.

NASCAR has confirmed its decision on a controversial incident between Ross Chastain and Joey Logano at Chicago. ➡️ READ MORE NASCAR has officially announced the first race of the 2026 Cup Series calendar.