| Winnetka to Sestu | 4,775.92 mi (7,686.10 km) |
| Winnetka to Settimo Torinese | 4,480.74 mi (7,211.06 km) |
| Winnetka to Seveso | 4,514.32 mi (7,265.09 km) |
| Winnetka to Sezze | 4,844.66 mi (7,796.72 km) |
| Winnetka to Siano | 4,940.59 mi (7,951.12 km) |
| Winnetka to Siena | 4,697.17 mi (7,559.37 km) |
| Winnetka to Signa | 4,668.37 mi (7,513.02 km) |
| Winnetka to Silea | 4,636.21 mi (7,461.26 km) |
| Winnetka to Silvi Paese | 4,840.39 mi (7,789.85 km) |
| Winnetka to Sinalunga | 4,717.44 mi (7,591.99 km) |
| Winnetka to Siniscola | 4,747.06 mi (7,639.66 km) |
| Winnetka to Sinnai | 4,780.47 mi (7,693.43 km) |
| Winnetka to Siracusa | 5,133.19 mi (8,261.08 km) |
| Winnetka to Solaro | 4,513.37 mi (7,263.57 km) |
| Winnetka to Soliera | 4,621.47 mi (7,437.54 km) |
