| Poughkeepsie to Olympia (Washington) | 2,406.84 mi (3,873.43 km) |
| Poughkeepsie to Olympia Heights (Florida) | 1,162.60 mi (1,871.02 km) |
| Poughkeepsie to Omaha (Nebraska) | 1,142.88 mi (1,839.29 km) |
| Poughkeepsie to On Top of the World Designated Place (Florida) | 988.02 mi (1,590.07 km) |
| Poughkeepsie to Onalaska (Wisconsin) | 887.76 mi (1,428.72 km) |
| Poughkeepsie to Oneida (New York) | 130.42 mi (209.89 km) |
| Poughkeepsie to Oneonta (New York) | 78.80 mi (126.81 km) |
| Poughkeepsie to Ontario (California) | 2,413.92 mi (3,884.83 km) |
| Poughkeepsie to Ontario (Oregon) | 2,161.64 mi (3,478.83 km) |
| Poughkeepsie to Opa-locka (Florida) | 1,149.48 mi (1,849.90 km) |
| Poughkeepsie to Opelika (Alabama) | 885.77 mi (1,425.50 km) |
| Poughkeepsie to Opelousas (Louisiana) | 1,269.54 mi (2,043.13 km) |
| Poughkeepsie to Orange (California) | 2,432.14 mi (3,914.15 km) |
| Poughkeepsie to Orange (Texas) | 1,362.69 mi (2,193.04 km) |
| Poughkeepsie to Orange City (Florida) | 973.62 mi (1,566.89 km) |
