| Chicago to Salisbury (New York) | 736.38 mi (1,185.08 km) |
| Chicago to Salisbury (North Carolina) | 575.92 mi (926.85 km) |
| Chicago to Salmon Creek (Washington) | 1,751.12 mi (2,818.16 km) |
| Chicago to Salt Lake City (Utah) | 1,256.27 mi (2,021.77 km) |
| Chicago to Sammamish (Washington) | 1,717.93 mi (2,764.73 km) |
| Chicago to San Angelo (Texas) | 1,006.08 mi (1,619.13 km) |
| Chicago to San Anselmo (California) | 1,854.91 mi (2,985.18 km) |
| Chicago to San Antonio (Texas) | 1,047.45 mi (1,685.71 km) |
| Chicago to San Benito (Texas) | 1,224.02 mi (1,969.87 km) |
| Chicago to San Bernardino (California) | 1,687.85 mi (2,716.33 km) |
| Chicago to San Bruno (California) | 1,856.07 mi (2,987.06 km) |
| Chicago to San Buenaventura (California) | 1,782.56 mi (2,868.76 km) |
| Chicago to San Carlos (California) | 1,850.69 mi (2,978.39 km) |
| Chicago to San Carlos Park (Florida) | 1,112.36 mi (1,790.17 km) |
| Chicago to San Clemente (California) | 1,726.15 mi (2,777.97 km) |
