| San Mateo to Orangeburg (South Carolina) | 2,328.61 mi (3,747.53 km) |
| San Mateo to Orangevale (California) | 98.37 mi (158.32 km) |
| San Mateo to Orchards (Washington) | 562.31 mi (904.95 km) |
| San Mateo to Orcutt (California) | 213.22 mi (343.14 km) |
| San Mateo to Oregon (Ohio) | 2,071.35 mi (3,333.52 km) |
| San Mateo to Oregon (Wisconsin) | 1,763.80 mi (2,838.57 km) |
| San Mateo to Oregon City (Oregon) | 538.40 mi (866.48 km) |
| San Mateo to Orem (Utah) | 600.72 mi (966.77 km) |
| San Mateo to Orinda (California) | 23.84 mi (38.37 km) |
| San Mateo to Orland Park (Illinois) | 1,843.37 mi (2,966.62 km) |
| San Mateo to Orlando (Florida) | 2,434.83 mi (3,918.48 km) |
| San Mateo to Ormond Beach (Florida) | 2,423.59 mi (3,900.39 km) |
| San Mateo to Oro Valley (Arizona) | 732.34 mi (1,178.58 km) |
| San Mateo to Oroville (California) | 140.52 mi (226.15 km) |
| San Mateo to Oshkosh (Wisconsin) | 1,807.59 mi (2,909.03 km) |
