Illinois
Yankeedom – Second City
1. Chicago (Cook County)

Chicago: Grant Park (eastern terminus of Historic U.S. Route 66), Berghoff Restaurant, and Lou Mitchell’s
Midlands – Grand Prairie
2. Joliet & Wilmington (Will County)


Joliet: Joliet Prison (Blues Brothers) and Rialto Square Theatre


Wilmington: Gemini Giant at the Launching Pad Drive-In

Braidwood: Polk-A-Dot Drive In
3. Gardner (Grundy County)


Gardner: Riviera Restaurant and Two Cell Jail
4. Dwight, Odell, & Pontiac (Livingston County)

Dwight: Old Route 66 Family Restaurant and Ambler’s Texaco Station

Odell: Odell Pedestrian Tunnel at St Paul Catholic Church and Standard Oil Station

Cayuga: Meramec Caverns Barn Sign


Pontiac: Illinois Route 66 Hall of Fame and Museum
Borderlanders – Land of Lincoln
5. Normal & Bloomington (McLean County)

Chenoa: Selz Royal Blue Shoes Mural (painted over)
Towanda: Historic Route 66 Trail (unused old roadway)

Normal: Sprague’s Super Service Station

Bloomington: Brass Pig Smoke & Alehouse

Funks Grove: Funks Grove Pure Maple Sirup

McLean: Dixie Truckers Home
6. Atlanta & Lincoln (Logan County)

Atlanta: Paul Bunyon Hot Dog Statue, Palms Grill Cafe, J.H. Hawes Grain Elevator and Museum, and Route 66 Park

Lincoln: Railsplitter Covered Wagon (part of the Land of Lincoln)
7. Springfield (Sangamon County)

Williamsville: Boxcar Museum and Die Cast Motors

Springfield: Cozy Dog Drive-In and Route 66 Hotel, plus Land of Lincoln sites

Auburn: Brick section of Route 66
8. Litchfield (Montgomery County)
Raymond: Our Lady of the Highways

Litchfield: Ariston Cafe, Jubelt’s Bakery & Restaurant, and the Vic Suhling Gas Station sign at the Litchfield Museum and Route 66 Welcome Center
9. Mount Olive (Macoupin County)
Carlinville: Macoupin County Courthouse


Mount Olive: Mother Jones Monument at Union Miners Cemetery, Soulsby Station, and unused Route 66
Staunton: Henrys Rabbit Ranch
10. Side Trip: Vandalia (Fayette County)

Vandalia: Vandalia Statehouse State Historic Site
11. Livingston & Edwardsville (Madison County)

Livingstone: Pink Elephant Antique Mall

Edwardsville: Wildey Theatre

Collinsville: World’s Largest Catsup Bottle

Granite City: Chain of Rocks Bridge
12. Cahokia Mounds

Collinsville: Cahokia Mounds State Historic Site
13. New France – Illinois Country



Cahokia: Cahokia Courthouse, Holy Family Log Church, and Jarrot Mansion


Prairie Du Rocher: Fort de Chartres State Historic Site & Creole House
Kaskaskia: Kaskaskia Bell State Memorial

Thematically linked to Ste. Geneviève National Historical Park in Missouri.
Next state going west: Missouri portion of old Route 66
Old Route 66, heading from east to west: