| Middletown to Orangevale (California) | 1,963.17 mi (3,159.41 km) |
| Middletown to Orchards (Washington) | 1,967.96 mi (3,167.13 km) |
| Middletown to Orcutt (California) | 1,996.82 mi (3,213.57 km) |
| Middletown to Oregon (Ohio) | 156.36 mi (251.64 km) |
| Middletown to Oregon (Wisconsin) | 352.11 mi (566.67 km) |
| Middletown to Oregon City (Oregon) | 1,971.61 mi (3,173.01 km) |
| Middletown to Orem (Utah) | 1,444.11 mi (2,324.07 km) |
| Middletown to Orinda (California) | 2,027.28 mi (3,262.60 km) |
| Middletown to Orland Park (Illinois) | 234.10 mi (376.74 km) |
| Middletown to Orlando (Florida) | 781.19 mi (1,257.21 km) |
| Middletown to Ormond Beach (Florida) | 729.08 mi (1,173.34 km) |
| Middletown to Oro Valley (Arizona) | 1,559.81 mi (2,510.27 km) |
| Middletown to Oroville (California) | 1,968.68 mi (3,168.29 km) |
| Middletown to Oshkosh (Wisconsin) | 379.71 mi (611.08 km) |
| Middletown to Oskaloosa (Iowa) | 452.39 mi (728.06 km) |
