| Sheboygan to Oskaloosa (Iowa) | 301.76 mi (485.63 km) |
| Sheboygan to Oswego (Illinois) | 145.40 mi (234.01 km) |
| Sheboygan to Oswego (New York) | 561.91 mi (904.31 km) |
| Sheboygan to Otsego (Minnesota) | 308.64 mi (496.71 km) |
| Sheboygan to Ottawa (Illinois) | 173.93 mi (279.92 km) |
| Sheboygan to Ottawa (Kansas) | 528.38 mi (850.35 km) |
| Sheboygan to Ottumwa (Iowa) | 304.16 mi (489.50 km) |
| Sheboygan to Overland (Missouri) | 374.42 mi (602.57 km) |
| Sheboygan to Overland Park (Kansas) | 492.35 mi (792.36 km) |
| Sheboygan to Overlea (Maryland) | 653.15 mi (1,051.15 km) |
| Sheboygan to Oviedo (Florida) | 1,103.19 mi (1,775.41 km) |
| Sheboygan to Owasso (Oklahoma) | 669.26 mi (1,077.07 km) |
| Sheboygan to Owatonna (Minnesota) | 274.75 mi (442.16 km) |
| Sheboygan to Owensboro (Kentucky) | 414.62 mi (667.26 km) |
| Sheboygan to Owings Mills (Maryland) | 638.96 mi (1,028.31 km) |
