| Winnetka to Montana | 5,144.62 mi (8,279.47 km) |
| Winnetka to Nova Zagora | 5,289.37 mi (8,512.42 km) |
| Winnetka to Novi Iskar | 5,178.49 mi (8,333.97 km) |
| Winnetka to Novi Pazar | 5,288.39 mi (8,510.84 km) |
| Winnetka to Omurtag | 5,273.46 mi (8,486.81 km) |
| Winnetka to Panagyurishte | 5,223.23 mi (8,405.97 km) |
| Winnetka to Parvomay | 5,280.10 mi (8,497.50 km) |
| Winnetka to Pavlikeni | 5,227.75 mi (8,413.25 km) |
| Winnetka to Pazardzhik | 5,243.27 mi (8,438.22 km) |
| Winnetka to Pernik | 5,176.57 mi (8,330.88 km) |
| Winnetka to Peshtera | 5,250.18 mi (8,449.35 km) |
| Winnetka to Petrich | 5,241.03 mi (8,434.62 km) |
| Winnetka to Pleven | 5,194.76 mi (8,360.16 km) |
| Winnetka to Plovdiv | 5,260.80 mi (8,466.44 km) |
| Winnetka to Pomorie | 5,342.04 mi (8,597.18 km) |
