Illinois
Yankeedom – Second City
1. Chicago (Cook County)
![Buckingham Fountain](https://www.worthitplaces.org/wp-content/uploads/DSC09612.jpg)
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)
![](https://www.worthitplaces.org/wp-content/uploads/20230802_175101-1024x576.jpg)
![Rialto Square Theatre, Joliet, IL](https://i0.wp.com/www.worthitplaces.org/wp-content/uploads/20170610_105431.jpg?resize=840%2C473)
Joliet: Joliet Prison (Blues Brothers) and Rialto Square Theatre
![](https://www.worthitplaces.org/wp-content/uploads/20230802_184626.jpg)
![Gemini Giant at the Launching Pad Drive-In, Wilmington, IL](https://i2.wp.com/www.worthitplaces.org/wp-content/uploads/20170610_113943.jpg?resize=840%2C473)
Wilmington: Gemini Giant at the Launching Pad Drive-In
![](https://www.worthitplaces.org/wp-content/uploads/20230802_194108-1024x576.jpg)
Braidwood: Polk-A-Dot Drive In
3. Gardner (Grundy County)
![](https://www.worthitplaces.org/wp-content/uploads/20230802_201553-1024x576.jpg)
![](https://www.worthitplaces.org/wp-content/uploads/20230802_201625-1024x576.jpg)
Gardner: Riviera Restaurant and Two Cell Jail
4. Dwight, Odell, & Pontiac (Livingston County)
![Ambler's Texaco Station, Dwight](https://i1.wp.com/www.worthitplaces.org/wp-content/uploads/20170610_143417.jpg?resize=840%2C473)
Dwight: Old Route 66 Family Restaurant and Ambler’s Texaco Station
![Standard Oil Station, Odell](https://i0.wp.com/www.worthitplaces.org/wp-content/uploads/20170610_154903.jpg?resize=840%2C473)
Odell: Odell Pedestrian Tunnel at St Paul Catholic Church and Standard Oil Station
![Meramec Caverns Barn Sign, Cayuga](https://i0.wp.com/www.worthitplaces.org/wp-content/uploads/20170610_161323.jpg?resize=840%2C473)
Cayuga: Meramec Caverns Barn Sign
![Route 66 Museum, Pontiac](https://i2.wp.com/www.worthitplaces.org/wp-content/uploads/20170610_163513.jpg?resize=840%2C473)
![Livingston County Civil War Memorial, Pontiac, Illinois](https://www.worthitplaces.org/wp-content/uploads/20170610_170152a-658x1024.jpg)
Pontiac: Illinois Route 66 Hall of Fame and Museum
Borderlanders – Land of Lincoln
5. Normal & Bloomington (McLean County)
![](https://www.worthitplaces.org/wp-content/uploads/20230803_111133-576x1024.jpg)
Chenoa: Selz Royal Blue Shoes Mural (painted over)
Towanda: Historic Route 66 Trail (unused old roadway)
![](https://www.worthitplaces.org/wp-content/uploads/20230803_114522-scaled.jpg)
Normal: Sprague’s Super Service Station
![](https://www.worthitplaces.org/wp-content/uploads/20230803_125249-scaled.jpg)
Bloomington: Brass Pig Smoke & Alehouse
![Funks Grove Pure Maple Sirup](https://i1.wp.com/www.worthitplaces.org/wp-content/uploads/DSC09664.jpg?resize=840%2C630)
Funks Grove: Funks Grove Pure Maple Sirup
![](https://www.worthitplaces.org/wp-content/uploads/20230803_133852-576x1024.jpg)
McLean: Dixie Truckers Home
6. Atlanta & Lincoln (Logan County)
![Paul Bunyon Hot Dog Statue, Atlanta](https://www.worthitplaces.org/wp-content/uploads/DSC09675a-1024x939.jpg)
Atlanta: Paul Bunyon Hot Dog Statue, Palms Grill Cafe, J.H. Hawes Grain Elevator and Museum, and Route 66 Park
![Railsplitter Covered Wagon, Lincoln](https://www.worthitplaces.org/wp-content/uploads/DSC09748-1024x768.jpg)
Lincoln: Railsplitter Covered Wagon (part of the Land of Lincoln)
7. Springfield (Sangamon County)
![Boxcar Museum, Williamsville](https://www.worthitplaces.org/wp-content/uploads/20170611_140147-1024x576.jpg)
Williamsville: Boxcar Museum and Die Cast Motors
![Cozy Dog Drive-In, Springfield](https://i2.wp.com/www.worthitplaces.org/wp-content/uploads/20170610_191941.jpg?resize=840%2C473)
Springfield: Cozy Dog Drive-In and Route 66 Hotel, plus Land of Lincoln sites
![Brick Route 66, Auburn](https://www.worthitplaces.org/wp-content/uploads/DSC09754-1024x768.jpg)
Auburn: Brick section of Route 66
8. Litchfield (Montgomery County)
Raymond: Our Lady of the Highways
![Ariston Cafe, Litchfield](https://www.worthitplaces.org/wp-content/uploads/DSC09767-1024x768.jpg)
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
![](https://www.worthitplaces.org/wp-content/uploads/20230803_172003-576x1024.jpg)
![](https://www.worthitplaces.org/wp-content/uploads/20230803_174309-1024x576.jpg)
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)
![](https://www.worthitplaces.org/wp-content/uploads/20230806_112006-1-scaled.jpg)
Vandalia: Vandalia Statehouse State Historic Site
11. Livingston & Edwardsville (Madison County)
![Pink Elephant Antique Mall, Livingstone](https://www.worthitplaces.org/wp-content/uploads/DSC09785-1024x768.jpg)
Livingstone: Pink Elephant Antique Mall
![](https://www.worthitplaces.org/wp-content/uploads/20230803_193942-1024x576.jpg)
Edwardsville: Wildey Theatre
![](https://www.worthitplaces.org/wp-content/uploads/20230804_093050-576x1024.jpg)
Collinsville: World’s Largest Catsup Bottle
![Chain of Rocks Bridge](https://www.worthitplaces.org/wp-content/uploads/20150815_111755.jpg)
Granite City: Chain of Rocks Bridge
12. Cahokia Mounds
![](https://www.worthitplaces.org/wp-content/uploads/20230804_102114-1024x576.jpg)
Collinsville: Cahokia Mounds State Historic Site
13. New France – Illinois Country
![](https://www.worthitplaces.org/wp-content/uploads/20230804_130016-scaled.jpg)
![](https://www.worthitplaces.org/wp-content/uploads/20230804_132505-scaled.jpg)
![](https://www.worthitplaces.org/wp-content/uploads/20230804_133242-scaled.jpg)
Cahokia: Cahokia Courthouse, Holy Family Log Church, and Jarrot Mansion
![](https://www.worthitplaces.org/wp-content/uploads/20230804_144730-scaled.jpg)
![](https://www.worthitplaces.org/wp-content/uploads/20230804_160547-scaled.jpg)
Prairie Du Rocher: Fort de Chartres State Historic Site & Creole House
Kaskaskia: Kaskaskia Bell State Memorial
![](https://www.worthitplaces.org/wp-content/uploads/20230805_122541-scaled.jpg)
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: