| San Mateo to Yonkers (New York) | 2,569.49 mi (4,135.20 km) |
| San Mateo to Yorba Linda (California) | 358.99 mi (577.73 km) |
| San Mateo to York (Pennsylvania) | 2,434.68 mi (3,918.24 km) |
| San Mateo to Yorktown (Indiana) | 1,973.84 mi (3,176.58 km) |
| San Mateo to Yorkville (Illinois) | 1,812.84 mi (2,917.49 km) |
| San Mateo to Youngstown (Ohio) | 2,219.14 mi (3,571.35 km) |
| San Mateo to Youngsville (Louisiana) | 1,805.80 mi (2,906.16 km) |
| San Mateo to Ypsilanti (Michigan) | 2,058.39 mi (3,312.66 km) |
| San Mateo to Yuba City (California) | 115.34 mi (185.62 km) |
| San Mateo to Yucaipa (California) | 382.39 mi (615.39 km) |
| San Mateo to Yucca Valley (California) | 406.04 mi (653.46 km) |
| San Mateo to Yukon (Oklahoma) | 1,366.11 mi (2,198.54 km) |
| San Mateo to Yulee (Florida) | 2,360.82 mi (3,799.37 km) |
| San Mateo to Yuma (Arizona) | 556.23 mi (895.17 km) |
| San Mateo to Zachary (Louisiana) | 1,835.13 mi (2,953.35 km) |
