| Chicago to Sheldon | 3,859.95 mi (6,211.98 km) |
| Chicago to Shenfield | 3,964.66 mi (6,380.50 km) |
| Chicago to Shenley Brook End | 3,910.57 mi (6,293.46 km) |
| Chicago to Shenley Church End | 3,910.20 mi (6,292.87 km) |
| Chicago to Shepperton | 3,942.69 mi (6,345.14 km) |
| Chicago to Shepshed | 3,867.91 mi (6,224.80 km) |
| Chicago to Shepton Mallet | 3,868.54 mi (6,225.82 km) |
| Chicago to Sherborne | 3,877.25 mi (6,239.84 km) |
| Chicago to Shevington | 3,791.93 mi (6,102.52 km) |
| Chicago to Shildon | 3,799.45 mi (6,114.62 km) |
| Chicago to Shipley | 3,818.12 mi (6,144.67 km) |
| Chicago to Shirebrook | 3,857.54 mi (6,208.11 km) |
| Chicago to Shiremoor | 3,792.93 mi (6,104.13 km) |
| Chicago to Shirley | 3,958.46 mi (6,370.53 km) |
| Chicago to Shoeburyness | 3,985.98 mi (6,414.81 km) |
