Things to do on Route 66

City history museum with interactive Route 66 exhibits.

24-hour classic diner with hearty meals and Route 66 vibes.

Local hot dog joint serving Chicago-style dogs and casual bites.

Cozy restaurant known for homestyle meals and a local feel.

Historic depot reflecting railroad and Route 66 era.

Train-themed gift shop on the historic route.

Museum dedicated to coal mining heritage with exhibits and tools.

One of the best-preserved Texaco stations on Route 66.

Iconic skyscraper and major Chicago landmark.

Classic drive-in burger and hot dog joint operating since the 1950s.

Interactive video sculpture in Millennium Park featuring faces of Chicagoans and water features.

Historic truss bridge crossing the Des Plaines River — photo-worthy stop.

One of the largest aggregate quarries in the U.S.

Historic treatment center known for pioneering addiction methods.

One of the most iconic Muffler Men statues on Route 66.

Iconic public park home to Cloud Gate, outdoor art, and performances.

Casual roadside diner on Main Street in Barstow.

Grand fountain centerpiece of Chicago’s Grant Park.

Forest preserve museum focusing on fur trade and Native American heritage.

A classic Route 66 diner serving breakfast since 1923.