| San Mateo to Oskaloosa (Iowa) | 1,596.64 mi (2,569.54 km) |
| San Mateo to Oswego (Illinois) | 1,818.62 mi (2,926.79 km) |
| San Mateo to Oswego (New York) | 2,410.14 mi (3,878.74 km) |
| San Mateo to Otsego (Minnesota) | 1,569.45 mi (2,525.78 km) |
| San Mateo to Ottawa (Illinois) | 1,794.34 mi (2,887.72 km) |
| San Mateo to Ottawa (Kansas) | 1,467.63 mi (2,361.92 km) |
| San Mateo to Ottumwa (Iowa) | 1,608.47 mi (2,588.58 km) |
| San Mateo to Overland (Missouri) | 1,729.24 mi (2,782.94 km) |
| San Mateo to Overland Park (Kansas) | 1,496.68 mi (2,408.68 km) |
| San Mateo to Overlea (Maryland) | 2,454.13 mi (3,949.53 km) |
| San Mateo to Oviedo (Florida) | 2,437.63 mi (3,922.99 km) |
| San Mateo to Owasso (Oklahoma) | 1,460.54 mi (2,350.52 km) |
| San Mateo to Owatonna (Minnesota) | 1,576.88 mi (2,537.74 km) |
| San Mateo to Owensboro (Kentucky) | 1,913.72 mi (3,079.83 km) |
| San Mateo to Owings Mills (Maryland) | 2,439.14 mi (3,925.42 km) |
