| Winnetka to Rury | 4,752.01 mi (7,647.61 km) |
| Winnetka to Rybnik | 4,672.23 mi (7,519.22 km) |
| Winnetka to Ryki | 4,715.13 mi (7,588.27 km) |
| Winnetka to Rypin | 4,571.17 mi (7,356.58 km) |
| Winnetka to Rzeszow | 4,790.53 mi (7,709.61 km) |
| Winnetka to Sandomierz | 4,752.49 mi (7,648.39 km) |
| Winnetka to Sanok | 4,820.01 mi (7,757.06 km) |
| Winnetka to Sedziszow Malopolski | 4,779.05 mi (7,691.13 km) |
| Winnetka to Sepolno Krajenskie | 4,492.59 mi (7,230.13 km) |
| Winnetka to Sidlice | 4,489.26 mi (7,224.76 km) |
| Winnetka to Siechnice | 4,583.09 mi (7,375.77 km) |
| Winnetka to Siedlce | 4,701.75 mi (7,566.73 km) |
| Winnetka to Siemianowice Slaskie | 4,678.55 mi (7,529.40 km) |
| Winnetka to Siemiatycze | 4,708.49 mi (7,577.58 km) |
| Winnetka to Sieradz | 4,612.37 mi (7,422.90 km) |
