| Southborough to Orangevale (California) | 5,294.79 mi (8,521.14 km) |
| Southborough to Orchards (Washington) | 4,928.69 mi (7,931.96 km) |
| Southborough to Orcutt (California) | 5,491.07 mi (8,837.02 km) |
| Southborough to Oregon (Ohio) | 3,821.69 mi (6,150.42 km) |
| Southborough to Oregon (Wisconsin) | 3,991.92 mi (6,424.37 km) |
| Southborough to Oregon City (Oregon) | 4,950.30 mi (7,966.73 km) |
| Southborough to Orem (Utah) | 4,908.61 mi (7,899.64 km) |
| Southborough to Orinda (California) | 5,369.88 mi (8,641.99 km) |
| Southborough to Orland Park (Illinois) | 3,995.20 mi (6,429.65 km) |
| Southborough to Orlando (Florida) | 4,362.17 mi (7,020.24 km) |
| Southborough to Ormond Beach (Florida) | 4,311.58 mi (6,938.81 km) |
| Southborough to Oro Valley (Arizona) | 5,316.78 mi (8,556.53 km) |
| Southborough to Oroville (California) | 5,258.01 mi (8,461.94 km) |
| Southborough to Oshkosh (Wisconsin) | 3,910.49 mi (6,293.33 km) |
| Southborough to Oskaloosa (Iowa) | 4,190.67 mi (6,744.23 km) |
