| Old Jamestown to Oswego (Illinois) | 221.70 mi (356.79 km) |
| Old Jamestown to Oswego (New York) | 783.54 mi (1,260.98 km) |
| Old Jamestown to Otsego (Minnesota) | 475.75 mi (765.65 km) |
| Old Jamestown to Ottawa (Illinois) | 190.16 mi (306.04 km) |
| Old Jamestown to Ottawa (Kansas) | 268.88 mi (432.72 km) |
| Old Jamestown to Ottumwa (Iowa) | 188.33 mi (303.08 km) |
| Old Jamestown to Overland (Missouri) | 10.86 mi (17.48 km) |
| Old Jamestown to Overland Park (Kansas) | 236.84 mi (381.16 km) |
| Old Jamestown to Overlea (Maryland) | 738.35 mi (1,188.26 km) |
| Old Jamestown to Oviedo (Florida) | 875.31 mi (1,408.67 km) |
| Old Jamestown to Owasso (Oklahoma) | 351.12 mi (565.08 km) |
| Old Jamestown to Owatonna (Minnesota) | 393.56 mi (633.37 km) |
| Old Jamestown to Owensboro (Kentucky) | 187.30 mi (301.43 km) |
| Old Jamestown to Owings Mills (Maryland) | 723.65 mi (1,164.61 km) |
| Old Jamestown to Owosso (Michigan) | 428.95 mi (690.32 km) |
