Route 66 stops in Illinois

Local diner serving comfort food to travelers on Route 66.

Restored 1909 movie house hosting concerts and performances.

Iconic directional sign pointing travelers westward.

Historic Phillips 66 station.

Official Route 66 roadside sign for photos and navigation.

Welcome sign with Route 66 branding popular for selfies.

Scenic lake and recreational area near Route 66, good for picnics and photos.

Vintage gas station structure, now a preserved Route 66 stop.

Remains of an original Route 66 bridge over the Vermilion River.

Historic small-town pharmacy with original signage and Route 66 charm.

Roadside stop with benches and interpretive signs for travelers.

Roadside marker denoting Route 66 heritage.

Vacant gas station structure adding to nostalgic Route 66 feel.

Museum featuring classic Pontiacs and memorabilia.

Displays and artifacts of Route 66 past.

Remnant of early Route 66 bridge and photo spot.

Memorial site commemorating Route 66 travelers and history.

Eccentric attraction featuring rabbits, Route 66 memorabilia, and humor.

Historic home tied to early Collinsville history.

Navy Pier tribute marking Route 66’s beginning with themed signage, souvenirs and a symbolic Pier-to-Pier connection.

Iconic neon-topped drive-in serving legendary Chicago dogs.

Czech-American eatery with hearty dishes and an old-world lounge.

Legendary hot dog stand famous for Depression dogs and fries.

Legendary baseball park and beloved Chicago institution.

Grand historic rail terminal and architectural landmark.

Historic Uptown theater known for concerts and glowing marquee.

Lakefront museum campus with three world-class cultural attractions.

Adaptive reuse concert venue with industrial character and river views.

Scenic urban river promenade lined with views, dining and activity.

Compact urban beach near downtown, favored for swimming, lakefront lounging and dramatic skyline views.

Classic downtown beach framed by high-rises, lakefront paths and some of Chicago’s best skyline views.

Iconic Chicago beach known for skyline views, volleyball, lakefront energy and people watching.

Expansive North Side beach popular for recreation, birding, boating access and a relaxed neighborhood feel.

Expansive downtown park with gardens, winding paths, play spaces and skyline views.

Historic free zoo set within scenic Lincoln Park.

Iconic skyscraper offering dramatic skyline and lake views.

Major downtown park cluster with fountains, art and skyline views.

Spacious North Side beach known for sunsets, lakefront recreation, picnic areas and a laid-back local vibe.

Colorful Route 66-themed mural beside beloved hot dog stand.

Historic marquee theater and one of Chicago’s signature icons.

Surviving post-fire landmark anchoring the Magnificent Mile.

Retro castle-style mid-century car wash with quirky architecture.

Historic lakefront planetarium offering astronomy exhibits and some of Chicago’s best skyline views.

Scenic harborfront beach with marina access, skyline views, walking paths and a relaxed waterfront setting.

Historic South Side beach offering broad sands, cultural history, lake access and beautiful open-water views.

Drag racing facility hosting major motorsports events.

Display of vintage race cars popular for photos.

Shuttered Route 66-era motel, now in ruins.

Historic Route 66 location in Elwood, Illinois.