| Ski to Oswego (Illinois) | 4,081.08 mi (6,567.87 km) |
| Ski to Oswego (New York) | 3,617.83 mi (5,822.34 km) |
| Ski to Otsego (Minnesota) | 4,031.63 mi (6,488.28 km) |
| Ski to Ottawa (Illinois) | 4,114.19 mi (6,621.15 km) |
| Ski to Ottawa (Kansas) | 4,461.86 mi (7,180.68 km) |
| Ski to Ottumwa (Iowa) | 4,239.31 mi (6,822.52 km) |
| Ski to Overland (Missouri) | 4,311.80 mi (6,939.17 km) |
| Ski to Overland Park (Kansas) | 4,428.41 mi (7,126.84 km) |
| Ski to Overlea (Maryland) | 3,839.34 mi (6,178.82 km) |
| Ski to Oviedo (Florida) | 4,597.13 mi (7,398.36 km) |
| Ski to Owasso (Oklahoma) | 4,613.78 mi (7,425.16 km) |
| Ski to Owatonna (Minnesota) | 4,087.35 mi (6,577.96 km) |
| Ski to Owensboro (Kentucky) | 4,266.24 mi (6,865.85 km) |
| Ski to Owings Mills (Maryland) | 3,845.67 mi (6,189.01 km) |
| Ski to Owosso (Michigan) | 3,882.23 mi (6,247.84 km) |
