The street resumes in Cook County at IL 171 (Archer Avenue) in Willow Springs, west of the Des Plaines River, in Palos Township.

Continuing east, 95th Street crosses Interstate 90 (Chicago Skyway), the Calumet River, before ending at Ewing Avenue/Avenue L (US 41) on Lake Michigan.

In the city of Chicago, 95th Street passes through the neighborhoods of Beverly, Washington Heights and Roseland, then marks the borders between Burnside and Pullman and between Calumet Heights and South Deering before crossing the Calumet River to enter the East Side neighborhood.

Taking into account its entire length, 95th Street is the longest east–west road on Chicago's South Side, and is served by a number of trains and buses (75th Street is longer as a whole, but has its majority in DuPage County rather than Chicago and Cook County.)

The South Shore Line (NICTD) also crosses 95th Street at the Metra Electric Station but does not stop there.