| Chicago to Scottsboro (Alabama) | 504.89 mi (812.54 km) |
| Chicago to Scottsdale (Arizona) | 1,429.43 mi (2,300.45 km) |
| Chicago to Scranton (Pennsylvania) | 621.15 mi (999.64 km) |
| Chicago to Seabrook (Maryland) | 602.81 mi (970.12 km) |
| Chicago to Seabrook (Texas) | 941.03 mi (1,514.45 km) |
| Chicago to Seaford (New York) | 740.88 mi (1,192.34 km) |
| Chicago to Seagoville (Texas) | 799.10 mi (1,286.03 km) |
| Chicago to Seal Beach (California) | 1,739.71 mi (2,799.79 km) |
| Chicago to Searcy (Arkansas) | 505.36 mi (813.30 km) |
| Chicago to Seaside (California) | 1,849.35 mi (2,976.25 km) |
| Chicago to SeaTac (Washington) | 1,729.85 mi (2,783.93 km) |
| Chicago to Seattle (Washington) | 1,731.11 mi (2,785.95 km) |
| Chicago to Sebastian (Florida) | 1,052.62 mi (1,694.03 km) |
| Chicago to Sebring (Florida) | 1,052.79 mi (1,694.30 km) |
| Chicago to Secaucus (New Jersey) | 709.92 mi (1,142.50 km) |
