| Chicago to Sesena | 4,194.08 mi (6,749.72 km) |
| Chicago to Sestao | 4,109.84 mi (6,614.15 km) |
| Chicago to Sevilla | 4,194.30 mi (6,750.08 km) |
| Chicago to Sevilla La Nueva | 4,170.39 mi (6,711.60 km) |
| Chicago to Silla | 4,368.78 mi (7,030.88 km) |
| Chicago to Silleda | 3,900.78 mi (6,277.70 km) |
| Chicago to Sitges | 4,394.33 mi (7,072.00 km) |
| Chicago to Socuellamos | 4,264.58 mi (6,863.18 km) |
| Chicago to Soller | 4,490.25 mi (7,226.36 km) |
| Chicago to Solsona | 4,353.00 mi (7,005.47 km) |
| Chicago to Son Servera | 4,524.80 mi (7,281.97 km) |
| Chicago to Sonseca | 4,197.47 mi (6,755.17 km) |
| Chicago to Sopelana | 4,108.51 mi (6,612.00 km) |
| Chicago to Soria | 4,188.39 mi (6,740.57 km) |
| Chicago to Suances | 4,060.28 mi (6,534.39 km) |
