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.

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.

Ty Gibbs finished in a season-best second place, followed by Tyler Reddick, Denny Hamlin, Kyle Busch making up the rest of the top five. A.J. Allmendinger, Ryan Preece, Alex Bowman, Austin Hill and Ross Chastain rounded out the top 10.

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,

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

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.

Shane van Gisbergen completed a sweep on the Chicago Street Course this past weekend, winning both the Xfinity Series and NASCAR Cup Series races on the tricky downtown circuit.

The 2025 NASCAR Chicago Street Race has finally arrived, with the world’s best stock car drivers bringing their talents to the Windy City.

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.