| Winnetka to Oerlinghausen | 4,249.47 mi (6,838.87 km) |
| Winnetka to Oestrich-Winkel | 4,299.66 mi (6,919.63 km) |
| Winnetka to Offenburg | 4,356.05 mi (7,010.39 km) |
| Winnetka to Oftersheim | 4,345.56 mi (6,993.50 km) |
| Winnetka to Ohrdruf | 4,367.25 mi (7,028.42 km) |
| Winnetka to Ohringen | 4,386.26 mi (7,059.01 km) |
| Winnetka to Olbernhau | 4,466.27 mi (7,187.76 km) |
| Winnetka to Olching | 4,493.81 mi (7,232.08 km) |
| Winnetka to Oldenburg | 4,189.66 mi (6,742.61 km) |
| Winnetka to Oldenburg in Holstein | 4,238.32 mi (6,820.91 km) |
| Winnetka to Olfen | 4,212.66 mi (6,779.62 km) |
| Winnetka to Olpe | 4,255.08 mi (6,847.89 km) |
| Winnetka to Olsberg | 4,266.13 mi (6,865.67 km) |
| Winnetka to Oranienburg | 4,378.38 mi (7,046.32 km) |
| Winnetka to Ortenberg | 4,324.87 mi (6,960.21 km) |
