| Winnetka to Devnya | 5,307.79 mi (8,542.06 km) |
| Winnetka to Dimitrovgrad | 5,296.35 mi (8,523.65 km) |
| Winnetka to Dobrich | 5,299.46 mi (8,528.65 km) |
| Winnetka to Dospat | 5,264.00 mi (8,471.59 km) |
| Winnetka to Dupnitsa | 5,195.81 mi (8,361.84 km) |
| Winnetka to Elhovo | 5,325.10 mi (8,569.92 km) |
| Winnetka to Etropole | 5,200.42 mi (8,369.27 km) |
| Winnetka to Gabrovo | 5,246.62 mi (8,443.61 km) |
| Winnetka to Gorna Oryahovitsa | 5,246.53 mi (8,443.47 km) |
| Winnetka to Gotse Delchev | 5,252.15 mi (8,452.52 km) |
| Winnetka to Harmanli | 5,312.89 mi (8,550.26 km) |
| Winnetka to Haskovo | 5,300.91 mi (8,530.99 km) |
| Winnetka to Ihtiman | 5,212.96 mi (8,389.44 km) |
| Winnetka to Isperih | 5,257.40 mi (8,460.97 km) |
| Winnetka to Kardzhali | 5,307.67 mi (8,541.86 km) |
