| Middletown to Oswego (Illinois) | 257.06 mi (413.69 km) |
| Middletown to Oswego (New York) | 489.76 mi (788.19 km) |
| Middletown to Otsego (Minnesota) | 617.02 mi (992.99 km) |
| Middletown to Ottawa (Illinois) | 267.17 mi (429.97 km) |
| Middletown to Ottawa (Kansas) | 587.69 mi (945.80 km) |
| Middletown to Ottumwa (Iowa) | 437.13 mi (703.50 km) |
| Middletown to Overland (Missouri) | 326.60 mi (525.62 km) |
| Middletown to Overland Park (Kansas) | 554.00 mi (891.57 km) |
| Middletown to Overlea (Maryland) | 418.81 mi (674.00 km) |
| Middletown to Oviedo (Florida) | 770.95 mi (1,240.72 km) |
| Middletown to Owasso (Oklahoma) | 662.84 mi (1,066.74 km) |
| Middletown to Owatonna (Minnesota) | 555.38 mi (893.80 km) |
| Middletown to Owensboro (Kentucky) | 191.30 mi (307.87 km) |
| Middletown to Owings Mills (Maryland) | 404.01 mi (650.19 km) |
| Middletown to Owosso (Michigan) | 241.49 mi (388.64 km) |
