| Winter Park to Sestu | 5,020.45 mi (8,079.64 km) |
| Winter Park to Settimo Torinese | 4,807.63 mi (7,737.13 km) |
| Winter Park to Seveso | 4,857.26 mi (7,817.01 km) |
| Winter Park to Sezze | 5,150.05 mi (8,288.20 km) |
| Winter Park to Siano | 5,247.20 mi (8,444.55 km) |
| Winter Park to Siena | 5,018.10 mi (8,075.85 km) |
| Winter Park to Signa | 4,994.84 mi (8,038.42 km) |
| Winter Park to Silea | 4,998.29 mi (8,043.97 km) |
| Winter Park to Silvi Paese | 5,168.37 mi (8,317.69 km) |
| Winter Park to Sinalunga | 5,039.45 mi (8,110.21 km) |
| Winter Park to Siniscola | 5,015.36 mi (8,071.45 km) |
| Winter Park to Sinnai | 5,025.84 mi (8,088.30 km) |
| Winter Park to Siracusa | 5,390.42 mi (8,675.04 km) |
| Winter Park to Solaro | 4,855.56 mi (7,814.27 km) |
| Winter Park to Soliera | 4,961.31 mi (7,984.46 km) |
