| Difficult Run to Sestu | 4,436.13 mi (7,139.26 km) |
| Difficult Run to Settimo Torinese | 4,182.77 mi (6,731.51 km) |
| Difficult Run to Seveso | 4,225.71 mi (6,800.63 km) |
| Difficult Run to Sezze | 4,537.73 mi (7,302.77 km) |
| Difficult Run to Siano | 4,635.09 mi (7,459.45 km) |
| Difficult Run to Siena | 4,397.64 mi (7,077.31 km) |
| Difficult Run to Signa | 4,371.70 mi (7,035.57 km) |
| Difficult Run to Silea | 4,359.59 mi (7,016.08 km) |
| Difficult Run to Silvi Paese | 4,545.92 mi (7,315.96 km) |
| Difficult Run to Sinalunga | 4,418.67 mi (7,111.16 km) |
| Difficult Run to Siniscola | 4,419.41 mi (7,112.36 km) |
| Difficult Run to Sinnai | 4,441.15 mi (7,147.34 km) |
| Difficult Run to Siracusa | 4,802.89 mi (7,729.50 km) |
| Difficult Run to Solaro | 4,224.33 mi (6,798.40 km) |
| Difficult Run to Soliera | 4,331.96 mi (6,971.62 km) |
