| San Mateo to Oakleaf Plantation (Florida) | 2,358.94 mi (3,796.34 km) |
| San Mateo to Oakley (California) | 45.41 mi (73.08 km) |
| San Mateo to Oakton (Virginia) | 2,419.96 mi (3,894.54 km) |
| San Mateo to Oakville (Missouri) | 1,734.18 mi (2,790.89 km) |
| San Mateo to Oatfield (Oregon) | 543.29 mi (874.34 km) |
| San Mateo to Ocala (Florida) | 2,369.60 mi (3,813.50 km) |
| San Mateo to Ocean Acres (New Jersey) | 2,565.08 mi (4,128.10 km) |
| San Mateo to Ocean City (New Jersey) | 2,555.54 mi (4,112.75 km) |
| San Mateo to Ocean Pines (Maryland) | 2,541.00 mi (4,089.35 km) |
| San Mateo to Ocean Pointe (Hawaii) | 2,404.14 mi (3,869.08 km) |
| San Mateo to Ocean Springs (Mississippi) | 1,971.90 mi (3,173.47 km) |
| San Mateo to Oceanside (California) | 410.77 mi (661.07 km) |
| San Mateo to Oceanside (New York) | 2,585.58 mi (4,161.09 km) |
| San Mateo to Ocoee (Florida) | 2,421.03 mi (3,896.28 km) |
| San Mateo to Oconomowoc (Wisconsin) | 1,809.15 mi (2,911.55 km) |
