| Windsor to Olympia Heights (Florida) | 4,416.46 mi (7,107.61 km) |
| Windsor to Omaha (Nebraska) | 4,274.33 mi (6,878.86 km) |
| Windsor to On Top of the World Designated Place (Florida) | 4,329.09 mi (6,967.00 km) |
| Windsor to Onalaska (Wisconsin) | 3,970.96 mi (6,390.65 km) |
| Windsor to Oneida (New York) | 3,408.45 mi (5,485.37 km) |
| Windsor to Oneonta (New York) | 3,410.75 mi (5,489.07 km) |
| Windsor to Ontario (California) | 5,406.42 mi (8,700.80 km) |
| Windsor to Ontario (Oregon) | 4,824.54 mi (7,764.35 km) |
| Windsor to Opa-locka (Florida) | 4,404.04 mi (7,087.61 km) |
| Windsor to Opelika (Alabama) | 4,281.21 mi (6,889.94 km) |
| Windsor to Opelousas (Louisiana) | 4,659.86 mi (7,499.32 km) |
| Windsor to Orange (California) | 5,426.83 mi (8,733.63 km) |
| Windsor to Orange (Texas) | 4,747.66 mi (7,640.63 km) |
| Windsor to Orange City (Florida) | 4,295.70 mi (6,913.27 km) |
| Windsor to Orangeburg (South Carolina) | 4,055.25 mi (6,526.29 km) |
