| Chesterfield to Sesimbra | 1,085.20 mi (1,746.45 km) |
| Chesterfield to Setubal | 1,076.60 mi (1,732.62 km) |
| Chesterfield to Sever do Vouga | 922.62 mi (1,484.82 km) |
| Chesterfield to Silves | 1,158.84 mi (1,864.97 km) |
| Chesterfield to Sines | 1,113.90 mi (1,792.64 km) |
| Chesterfield to Sintra | 1,066.52 mi (1,716.39 km) |
| Chesterfield to Sobrado de Paiva | 901.31 mi (1,450.51 km) |
| Chesterfield to Sobral de Monte Agraco | 1,048.21 mi (1,686.93 km) |
| Chesterfield to Soure | 971.86 mi (1,564.05 km) |
| Chesterfield to Tabua | 941.83 mi (1,515.73 km) |
| Chesterfield to Tavira | 1,153.14 mi (1,855.79 km) |
| Chesterfield to Tomar | 998.06 mi (1,606.23 km) |
| Chesterfield to Tondela | 932.34 mi (1,500.46 km) |
| Chesterfield to Torre de Moncorvo | 872.94 mi (1,404.86 km) |
| Chesterfield to Torres Novas | 1,008.69 mi (1,623.33 km) |
