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Route 66 stops in Illinois
1. Superdawg
Iconic neon-topped drive-in serving legendary Chicago dogs.
2. Gene & Jude’s
Legendary hot dog stand famous for Depression dogs and fries.
3. Route 66 Park
Mini-park with benches, statues, and signs celebrating Route 66 history.
4. First Dairy Queen
Historic site of one of the earliest Dairy Queens.
5. Route 66 Food N Fuel
Gas station and food stop with Route 66 branding.
6. McCook Bohemian Restaurant & Lounge
Czech-American eatery with hearty dishes and an old-world lounge.
7. White Fence Farm
Restaurant and petting zoo serving fried chicken with Americana décor.
8. Rich & Creamy
Retro-style ice cream stand near Route 66 Park.
9. Route 66 Chicago Gift Shop
Navy Pier tribute marking Route 66’s beginning with themed signage, souvenirs and a symbolic Pier-to-Pier connection.
10. Shedd Aquarium
Lakefront museum campus with three world-class cultural attractions.
11. North Avenue Beach
Iconic Chicago beach known for skyline views, volleyball, lakefront energy and people watching.
12. Field Museum
Colorful Route 66-themed mural beside beloved hot dog stand.
13. Chicago Water Tower
Surviving post-fire landmark anchoring the Magnificent Mile.
14. Adler Planetarium
Historic lakefront planetarium offering astronomy exhibits and some of Chicago’s best skyline views.
15. Canal Motel
Shuttered Route 66-era motel, now in ruins.
16. Route 66 Raceway
Drag racing facility hosting major motorsports events.
17. Meramec Caverns Barn
Iconic barn painted with Meramec Caverns ad.
18. Cahokia Mounds State Historic Site
Ancient Native American site dating to around 700 A.D.
19. Apple Valley Motel Sign
Weathered neon sign from a long-closed motel.
20. Village of Elkhart
Historic civic building in Elkhart.
21. Union Roofing
Classic old-style building with rooftop signage popular on Route 66.
22. Route 66 Gaming
Historic Route 66 location featuring gaming machines.
23. Ohio Street Beach
Compact urban beach near downtown, favored for swimming, lakefront lounging and dramatic skyline views.
24. Wrigley Field
Legendary baseball park and beloved Chicago institution.
25. Montrose Beach
Expansive North Side beach popular for recreation, birding, boating access and a relaxed neighborhood feel.
26. 63rd Street Beach
Historic South Side beach offering broad sands, cultural history, lake access and beautiful open-water views.
27. Foster Avenue Beach
Spacious North Side beach known for sunsets, lakefront recreation, picnic areas and a laid-back local vibe.
28. 31st Street Beach
Scenic harborfront beach with marina access, skyline views, walking paths and a relaxed waterfront setting.