Two years after traveling all the way from New Zealand to Chicago to shock the world and win in his NASCAR Cup Series debut at the Chicago Street Course, Shane van Gisbergen defended his home away from home in NASCAR's annual Chicago Street Race,

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

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.

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.

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

Mayor Brandon Johnson said Tuesday he is open to bringing the NASCAR Chicago Street Race back, but only after including more people in discussions about a contract extension than when former Mayor Lori Lightfoot agreed to the original deal.

Shane van Gisbergen became the fourth driver with multiple wins in the NASCAR Cup Series season with Sunday's race victory at Chicago.

NASCAR's return to Chicago brought in the top Cup Series stars, flashy sponsor activations, and big-name revenue throughout a three-year deal. Still, not every Chicagoan is happy with the checkered flag being waved in their city,

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

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 two contenders were involved in a scuttle at Grant Park. The defending champion accused the Trackhouse racer of intentionally crashing him.