| Chepstow to Sestu | 1,023.02 mi (1,646.39 km) |
| Chepstow to Settimo Torinese | 655.93 mi (1,055.61 km) |
| Chepstow to Seveso | 678.77 mi (1,092.37 km) |
| Chepstow to Sezze | 1,020.73 mi (1,642.71 km) |
| Chepstow to Siano | 1,113.00 mi (1,791.21 km) |
| Chepstow to Siena | 868.29 mi (1,397.38 km) |
| Chepstow to Signa | 837.18 mi (1,347.31 km) |
| Chepstow to Silea | 796.65 mi (1,282.08 km) |
| Chepstow to Silvi Paese | 1,005.09 mi (1,617.53 km) |
| Chepstow to Sinalunga | 887.36 mi (1,428.07 km) |
| Chepstow to Siniscola | 964.68 mi (1,552.51 km) |
| Chepstow to Sinnai | 1,025.78 mi (1,650.84 km) |
| Chepstow to Siracusa | 1,334.78 mi (2,148.12 km) |
| Chepstow to Solaro | 678.16 mi (1,091.39 km) |
| Chepstow to Soliera | 785.28 mi (1,263.78 km) |
