| Southborough to Olympia Heights (Florida) | 4,457.40 mi (7,173.49 km) |
| Southborough to Omaha (Nebraska) | 4,318.04 mi (6,949.22 km) |
| Southborough to On Top of the World Designated Place (Florida) | 4,371.00 mi (7,034.45 km) |
| Southborough to Onalaska (Wisconsin) | 4,014.69 mi (6,461.02 km) |
| Southborough to Oneida (New York) | 3,451.72 mi (5,555.01 km) |
| Southborough to Oneonta (New York) | 3,453.90 mi (5,558.52 km) |
| Southborough to Ontario (California) | 5,449.35 mi (8,769.88 km) |
| Southborough to Ontario (Oregon) | 4,866.44 mi (7,831.78 km) |
| Southborough to Opa-locka (Florida) | 4,445.00 mi (7,153.53 km) |
| Southborough to Opelika (Alabama) | 4,324.05 mi (6,958.88 km) |
| Southborough to Opelousas (Louisiana) | 4,703.09 mi (7,568.89 km) |
| Southborough to Orange (California) | 5,469.75 mi (8,802.71 km) |
| Southborough to Orange (Texas) | 4,790.99 mi (7,710.36 km) |
| Southborough to Orange City (Florida) | 4,337.43 mi (6,980.42 km) |
| Southborough to Orangeburg (South Carolina) | 4,097.68 mi (6,594.58 km) |
