| Poughkeepsie to Oskaloosa (Iowa) | 967.27 mi (1,556.67 km) |
| Poughkeepsie to Oswego (Illinois) | 742.95 mi (1,195.66 km) |
| Poughkeepsie to Oswego (New York) | 178.74 mi (287.66 km) |
| Poughkeepsie to Otsego (Minnesota) | 1,015.14 mi (1,633.70 km) |
| Poughkeepsie to Ottawa (Illinois) | 770.40 mi (1,239.83 km) |
| Poughkeepsie to Ottawa (Kansas) | 1,144.19 mi (1,841.40 km) |
| Poughkeepsie to Ottumwa (Iowa) | 958.60 mi (1,542.72 km) |
| Poughkeepsie to Overland (Missouri) | 890.92 mi (1,433.80 km) |
| Poughkeepsie to Overland Park (Kansas) | 1,108.65 mi (1,784.20 km) |
| Poughkeepsie to Overlea (Maryland) | 210.99 mi (339.56 km) |
| Poughkeepsie to Oviedo (Florida) | 988.88 mi (1,591.45 km) |
| Poughkeepsie to Owasso (Oklahoma) | 1,230.54 mi (1,980.36 km) |
| Poughkeepsie to Owatonna (Minnesota) | 989.01 mi (1,591.66 km) |
| Poughkeepsie to Owensboro (Kentucky) | 751.18 mi (1,208.91 km) |
| Poughkeepsie to Owings Mills (Maryland) | 218.14 mi (351.06 km) |
