| Chicago to Santa Ursula | 4,013.01 mi (6,458.32 km) |
| Chicago to Santander | 4,069.89 mi (6,549.86 km) |
| Chicago to Santany | 4,525.27 mi (7,282.71 km) |
| Chicago to Santiago de Compostela | 3,881.07 mi (6,245.97 km) |
| Chicago to Santiago del Teide | 4,001.69 mi (6,440.10 km) |
| Chicago to Santiponce | 4,184.63 mi (6,734.51 km) |
| Chicago to Santomera | 4,389.93 mi (7,064.91 km) |
| Chicago to Santona | 4,085.70 mi (6,575.30 km) |
| Chicago to Santurce-Antiguo | 4,108.04 mi (6,611.25 km) |
| Chicago to Sarria | 3,934.38 mi (6,331.78 km) |
| Chicago to Sauzal | 4,013.74 mi (6,459.49 km) |
| Chicago to Sedavi | 4,367.42 mi (7,028.68 km) |
| Chicago to Segorbe | 4,346.61 mi (6,995.19 km) |
| Chicago to Segovia | 4,144.75 mi (6,670.34 km) |
| Chicago to Senmanat | 4,394.25 mi (7,071.86 km) |
