| Chicago to Santa Venerina | 5,107.63 mi (8,219.94 km) |
| Chicago to Santeramo in Colle | 5,032.60 mi (8,099.19 km) |
| Chicago to Santo Stefano di Magra | 4,615.15 mi (7,427.36 km) |
| Chicago to Santo Stino di Livenza | 4,657.96 mi (7,496.27 km) |
| Chicago to Sarezzo | 4,565.46 mi (7,347.40 km) |
| Chicago to Sarno | 4,946.27 mi (7,960.25 km) |
| Chicago to Saronno | 4,520.92 mi (7,275.71 km) |
| Chicago to Sarzana | 4,618.95 mi (7,433.48 km) |
| Chicago to Sassari | 4,701.91 mi (7,566.99 km) |
| Chicago to Sasso Marconi | 4,658.16 mi (7,496.58 km) |
| Chicago to Sassuolo | 4,633.56 mi (7,457.00 km) |
| Chicago to Sava | 5,082.37 mi (8,179.29 km) |
| Chicago to Saviano | 4,937.83 mi (7,946.67 km) |
| Chicago to Savigliano | 4,504.14 mi (7,248.72 km) |
| Chicago to Savignano sul Panaro | 4,646.16 mi (7,477.27 km) |
