| Winnetka to Sesimbra | 4,000.89 mi (6,438.80 km) |
| Winnetka to Setubal | 4,007.64 mi (6,449.67 km) |
| Winnetka to Sever do Vouga | 3,954.60 mi (6,364.32 km) |
| Winnetka to Silves | 4,076.81 mi (6,560.98 km) |
| Winnetka to Sines | 4,029.24 mi (6,484.43 km) |
| Winnetka to Sintra | 3,974.95 mi (6,397.06 km) |
| Winnetka to Sobrado de Paiva | 3,948.83 mi (6,355.03 km) |
| Winnetka to Sobral de Monte Agraco | 3,978.21 mi (6,402.31 km) |
| Winnetka to Soure | 3,966.07 mi (6,382.77 km) |
| Winnetka to Tabua | 3,982.84 mi (6,409.77 km) |
| Winnetka to Tavira | 4,116.25 mi (6,624.47 km) |
| Winnetka to Tomar | 3,991.68 mi (6,423.99 km) |
| Winnetka to Tondela | 3,974.96 mi (6,397.07 km) |
| Winnetka to Torre de Moncorvo | 3,994.21 mi (6,428.06 km) |
| Winnetka to Torres Novas | 3,991.00 mi (6,422.89 km) |
