| Winnetka to Staro Nagoricane | 5,151.38 mi (8,290.35 km) |
| Winnetka to Stip | 5,186.95 mi (8,347.59 km) |
| Winnetka to Struga | 5,156.63 mi (8,298.79 km) |
| Winnetka to Strumica | 5,218.06 mi (8,397.66 km) |
| Winnetka to Studenicani | 5,153.74 mi (8,294.14 km) |
| Winnetka to Sveti Nikole | 5,171.52 mi (8,322.75 km) |
| Winnetka to Tearce | 5,128.18 mi (8,253.01 km) |
| Winnetka to Tetovo | 5,128.34 mi (8,253.27 km) |
| Winnetka to Valandovo | 5,220.81 mi (8,402.08 km) |
| Winnetka to Vasilevo | 5,216.17 mi (8,394.62 km) |
| Winnetka to Veles | 5,172.42 mi (8,324.20 km) |
| Winnetka to Vevcani | 5,150.41 mi (8,288.78 km) |
| Winnetka to Vinica | 5,191.71 mi (8,355.26 km) |
| Winnetka to Vrapciste | 5,133.44 mi (8,261.47 km) |
| Winnetka to Zelenikovo | 5,157.22 mi (8,299.75 km) |
