| Chicago to Senftenberg | 4,467.12 mi (7,189.13 km) |
| Chicago to Siegburg | 4,251.00 mi (6,841.33 km) |
| Chicago to Siegen | 4,277.81 mi (6,884.47 km) |
| Chicago to Sigmaringen | 4,429.99 mi (7,129.37 km) |
| Chicago to Simbach am Inn | 4,564.84 mi (7,346.40 km) |
| Chicago to Simmerath | 4,224.89 mi (6,799.31 km) |
| Chicago to Sindelfingen | 4,397.38 mi (7,076.90 km) |
| Chicago to Sinsheim | 4,372.06 mi (7,036.15 km) |
| Chicago to Sinzheim | 4,363.95 mi (7,023.10 km) |
| Chicago to Sinzig | 4,262.25 mi (6,859.43 km) |
| Chicago to Soest | 4,255.50 mi (6,848.57 km) |
| Chicago to Solingen | 4,233.07 mi (6,812.48 km) |
| Chicago to Soltau | 4,263.96 mi (6,862.18 km) |
| Chicago to Sommerda | 4,379.24 mi (7,047.71 km) |
| Chicago to Sondershausen | 4,362.31 mi (7,020.46 km) |
