| Winnetka to Sacile | 4,630.84 mi (7,452.62 km) |
| Winnetka to Sala Consilina | 4,994.79 mi (8,038.33 km) |
| Winnetka to Salemi | 4,996.06 mi (8,040.38 km) |
| Winnetka to Salerno | 4,948.64 mi (7,964.07 km) |
| Winnetka to Salo | 4,570.50 mi (7,355.51 km) |
| Winnetka to Salsomaggiore Terme | 4,581.21 mi (7,372.74 km) |
| Winnetka to Saluzzo | 4,489.23 mi (7,224.72 km) |
| Winnetka to Salzano | 4,634.41 mi (7,458.36 km) |
| Winnetka to Samarate | 4,501.51 mi (7,244.49 km) |
| Winnetka to San Benedetto del Tronto | 4,813.71 mi (7,746.92 km) |
| Winnetka to San Biagio di Callalta | 4,638.11 mi (7,464.31 km) |
| Winnetka to San Bonifacio | 4,607.85 mi (7,415.62 km) |
| Winnetka to San Casciano in Val di Pesa | 4,677.09 mi (7,527.05 km) |
| Winnetka to San Cataldo | 5,060.31 mi (8,143.78 km) |
| Winnetka to San Cesareo | 4,820.17 mi (7,757.32 km) |
