| Westchester to Oskaloosa (Iowa) | 1,283.31 mi (2,065.29 km) |
| Westchester to Oswego (Illinois) | 1,191.52 mi (1,917.56 km) |
| Westchester to Oswego (New York) | 1,242.35 mi (1,999.36 km) |
| Westchester to Otsego (Minnesota) | 1,536.60 mi (2,472.91 km) |
| Westchester to Ottawa (Illinois) | 1,182.18 mi (1,902.53 km) |
| Westchester to Ottawa (Kansas) | 1,241.31 mi (1,997.70 km) |
| Westchester to Ottumwa (Iowa) | 1,261.32 mi (2,029.90 km) |
| Westchester to Overland (Missouri) | 1,067.65 mi (1,718.22 km) |
| Westchester to Overland Park (Kansas) | 1,231.67 mi (1,982.18 km) |
| Westchester to Overlea (Maryland) | 966.72 mi (1,555.78 km) |
| Westchester to Oviedo (Florida) | 207.56 mi (334.04 km) |
| Westchester to Owasso (Oklahoma) | 1,167.98 mi (1,879.68 km) |
| Westchester to Owatonna (Minnesota) | 1,458.36 mi (2,347.00 km) |
| Westchester to Owensboro (Kentucky) | 919.40 mi (1,479.64 km) |
| Westchester to Owings Mills (Maryland) | 966.38 mi (1,555.23 km) |
