| Winnetka to Senftenberg | 4,455.33 mi (7,170.16 km) |
| Winnetka to Siegburg | 4,240.09 mi (6,823.77 km) |
| Winnetka to Siegen | 4,266.79 mi (6,866.74 km) |
| Winnetka to Sigmaringen | 4,419.54 mi (7,112.57 km) |
| Winnetka to Simbach am Inn | 4,553.91 mi (7,328.81 km) |
| Winnetka to Simmerath | 4,214.13 mi (6,781.99 km) |
| Winnetka to Sindelfingen | 4,386.80 mi (7,059.88 km) |
| Winnetka to Sinsheim | 4,361.37 mi (7,018.94 km) |
| Winnetka to Sinzheim | 4,353.46 mi (7,006.21 km) |
| Winnetka to Sinzig | 4,251.40 mi (6,841.97 km) |
| Winnetka to Soest | 4,244.30 mi (6,830.55 km) |
| Winnetka to Solingen | 4,222.08 mi (6,794.79 km) |
| Winnetka to Soltau | 4,252.24 mi (6,843.32 km) |
| Winnetka to Sommerda | 4,367.84 mi (7,029.36 km) |
| Winnetka to Sondershausen | 4,350.88 mi (7,002.07 km) |
