| San Mateo to Hickory Hills (Illinois) | 1,844.74 mi (2,968.83 km) |
| San Mateo to Hicksville (New York) | 2,589.53 mi (4,167.44 km) |
| San Mateo to Hidalgo (Texas) | 1,611.91 mi (2,594.13 km) |
| San Mateo to High Point (North Carolina) | 2,324.73 mi (3,741.30 km) |
| San Mateo to Highland (California) | 373.59 mi (601.23 km) |
| San Mateo to Highland (Illinois) | 1,765.40 mi (2,841.14 km) |
| San Mateo to Highland (Indiana) | 1,864.39 mi (3,000.44 km) |
| San Mateo to Highland (Utah) | 598.23 mi (962.75 km) |
| San Mateo to Highland City (Florida) | 2,420.84 mi (3,895.96 km) |
| San Mateo to Highland Park (Illinois) | 1,844.49 mi (2,968.42 km) |
| San Mateo to Highland Park (New Jersey) | 2,546.66 mi (4,098.45 km) |
| San Mateo to Highland Springs (Virginia) | 2,439.70 mi (3,926.33 km) |
| San Mateo to Highland Village (Texas) | 1,451.82 mi (2,336.47 km) |
| San Mateo to Highlands Ranch (Colorado) | 945.60 mi (1,521.79 km) |
| San Mateo to Hillcrest (California) | 239.31 mi (385.14 km) |
