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.

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

Sonoma will be the second straight road-course race for NASCAR, and the fourth of the season. Two more remain: Watkins Glen and the Charlotte Roval.

As we've said almost too many times over the past two weeks, it is uncertain if NASCAR will return to downtown Chicago in 2026. NASCAR drivers seemed to hope that the Chicago Street Race returns -- and so,

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

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.

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

After the two drivers had a tit-for-tat on the streets of Chicago, NASCAR is keeping an eye on Ross Chastain and Joey Logano. If those two want to continue this feud on the track, then they better get creative.