| Chicago to Shoreham-by-Sea | 3,967.76 mi (6,385.49 km) |
| Chicago to Shotley Bridge | 3,784.91 mi (6,091.23 km) |
| Chicago to Shrewsbury | 3,814.86 mi (6,139.43 km) |
| Chicago to Sidcup | 3,962.98 mi (6,377.81 km) |
| Chicago to Sidmouth | 3,857.25 mi (6,207.65 km) |
| Chicago to Sileby | 3,876.23 mi (6,238.19 km) |
| Chicago to Sittingbourne | 3,990.05 mi (6,421.37 km) |
| Chicago to Skegness | 3,917.33 mi (6,304.34 km) |
| Chicago to Skelmersdale | 3,789.37 mi (6,098.40 km) |
| Chicago to Skipton | 3,805.50 mi (6,124.36 km) |
| Chicago to Sleaford | 3,893.93 mi (6,266.68 km) |
| Chicago to Slough | 3,934.02 mi (6,331.20 km) |
| Chicago to Small Heath | 3,856.24 mi (6,206.02 km) |
| Chicago to Smethwick | 3,851.00 mi (6,197.58 km) |
| Chicago to Snaresbrook | 3,954.47 mi (6,364.10 km) |
