| San Mateo to Seymour (Tennessee) | 2,123.04 mi (3,416.70 km) |
| San Mateo to Shady Hills (Florida) | 2,370.86 mi (3,815.52 km) |
| San Mateo to Shafter (California) | 224.36 mi (361.08 km) |
| San Mateo to Shaker Heights (Ohio) | 2,169.42 mi (3,491.34 km) |
| San Mateo to Shakopee (Minnesota) | 1,571.00 mi (2,528.27 km) |
| San Mateo to Sharon (Pennsylvania) | 2,225.48 mi (3,581.56 km) |
| San Mateo to Sharonville (Ohio) | 2,040.45 mi (3,283.79 km) |
| San Mateo to Shasta Lake (California) | 216.07 mi (347.73 km) |
| San Mateo to Shawnee (Kansas) | 1,489.45 mi (2,397.04 km) |
| San Mateo to Shawnee (Oklahoma) | 1,412.55 mi (2,273.27 km) |
| San Mateo to Sheboygan (Wisconsin) | 1,848.24 mi (2,974.45 km) |
| San Mateo to Shelby (North Carolina) | 2,254.20 mi (3,627.78 km) |
| San Mateo to Shelbyville (Indiana) | 1,965.44 mi (3,163.08 km) |
| San Mateo to Shelbyville (Kentucky) | 2,009.18 mi (3,233.47 km) |
| San Mateo to Shelbyville (Tennessee) | 1,984.08 mi (3,193.07 km) |
