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: