The NASCAR Cup Series returns to the Windy City on Sunday afternoon, with the best drivers in the sport competing on the streets of Chicago in the Grant Park 165.

A weekend of racing in the streets of Chicago roars into Sunday for the running of the NASCAR Cup Series Grant Park 165.

The NASCAR Cup Series continues today, as racers compete in the Grant Park 165 this afternoon. Fans can watch this NASCAR race for free.

Through nearly 75 years of its history, NASCAR had raced all across the United States on all types of racetracks, from the smallest of dirt ovals to the biggest and fastest of superspeedways. But never before had NASCAR's top level raced on the streets of a major city -- until the city of Chicago changed all that.

The NASCAR Xfinity Series at the 2025 Chicago Street Race will air on The CW, and streams live on DirecTV (free trial).