| Old Jamestown to Olympia Heights (Florida) | 1,074.81 mi (1,729.74 km) |
| Old Jamestown to Omaha (Nebraska) | 347.89 mi (559.88 km) |
| Old Jamestown to On Top of the World Designated Place (Florida) | 813.03 mi (1,308.44 km) |
| Old Jamestown to Onalaska (Wisconsin) | 352.10 mi (566.66 km) |
| Old Jamestown to Oneida (New York) | 815.86 mi (1,313.01 km) |
| Old Jamestown to Oneonta (New York) | 834.63 mi (1,343.20 km) |
| Old Jamestown to Ontario (California) | 1,548.28 mi (2,491.72 km) |
| Old Jamestown to Ontario (Oregon) | 1,421.45 mi (2,287.60 km) |
| Old Jamestown to Opa-locka (Florida) | 1,066.97 mi (1,717.12 km) |
| Old Jamestown to Opelika (Alabama) | 507.69 mi (817.05 km) |
| Old Jamestown to Opelousas (Louisiana) | 583.42 mi (938.92 km) |
| Old Jamestown to Orange (California) | 1,565.56 mi (2,519.52 km) |
| Old Jamestown to Orange (Texas) | 633.83 mi (1,020.05 km) |
| Old Jamestown to Orange City (Florida) | 856.07 mi (1,377.72 km) |
| Old Jamestown to Orangeburg (South Carolina) | 641.62 mi (1,032.59 km) |
