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Things to do in Illinois

41-60 of 193
Steak & Egger

1. Steak & Egger

McCook, IL

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

Food & Drink Diners
Lulu's Hot Dogs

2. Lulu's Hot Dogs

Chicago, IL

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

Food & Drink Casual Dining
Docs Just Off 66

3. Docs Just Off 66

Girard, IL

Cozy restaurant known for homestyle meals and a local feel.

Food & Drink Casual Dining
Williamsville Historical Museum

Historic depot reflecting railroad and Route 66 era.

Museums Local History
McLean Depot Train Shop

Train-themed gift shop on the historic route.

Shops & Markets Novelty Shops
Illinois Mining Museum

Museum dedicated to coal mining heritage with exhibits and tools.

Museums Specialty/Niche
Ambler's Texaco Station

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

Roadside Attractions Historic Gas Stations
Willis Tower

8. Willis Tower

Chicago, IL

Iconic skyscraper and major Chicago landmark.

Landmarks & Icons Historic Buildings
Henry's Drive In

9. Henry's Drive In

Cicero, IL

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

Food & Drink Drive-In / Drive-Up
Crown Fountain

10. Crown Fountain

Chicago, IL

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

Murals & Public Art Installations
Ruby Street Bridge

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

Landmarks & Icons Bridges
McCook Quarry

12. McCook Quarry

McCook, IL

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

Landmarks & Icons Natural Features
Keeley Institute

Historic treatment center known for pioneering addiction methods.

Landmarks & Icons Historic Buildings
Gemini Giant

14. Gemini Giant

Wilmington, IL

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

Roadside Attractions Photo Ops Roadside Sculptures
Millenium Park

15. Millenium Park

Chicago, IL

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

Parks & Outdoors City Parks
Buckingham Fountain

Grand fountain centerpiece of Chicago’s Grant Park.

Landmarks & Icons Monument / Markers
Isle a la Cache Museum

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

Museums Local History
Lou Mitchell's

18. Lou Mitchell's

Chicago, IL

A classic Route 66 diner serving breakfast since 1923.

Food & Drink Diners
The Berghoff Restaurant

Historic Chicago German-American restaurant operating since 1898.

Food & Drink German
Museum of Ice Cream

A playful, immersive museum centered on ice cream and childhood nostalgia.

Museums Specialty/Niche