| San Mateo to Isabela (Puerto Rico) | 3,563.47 mi (5,734.85 km) |
| San Mateo to Iselin (New Jersey) | 2,551.44 mi (4,106.15 km) |
| San Mateo to Isla Vista (California) | 256.54 mi (412.86 km) |
| San Mateo to Issaquah (Washington) | 690.49 mi (1,111.24 km) |
| San Mateo to Ithaca (New York) | 2,418.46 mi (3,892.14 km) |
| San Mateo to Ives Estates (Florida) | 2,577.30 mi (4,147.76 km) |
| San Mateo to Jackson (Michigan) | 2,018.43 mi (3,248.36 km) |
| San Mateo to Jackson (Mississippi) | 1,844.54 mi (2,968.50 km) |
| San Mateo to Jackson (Missouri) | 1,781.98 mi (2,867.82 km) |
| San Mateo to Jackson (Tennessee) | 1,851.70 mi (2,980.02 km) |
| San Mateo to Jackson (Wyoming) | 730.09 mi (1,174.97 km) |
| San Mateo to Jacksonville (Alabama) | 2,054.99 mi (3,307.19 km) |
| San Mateo to Jacksonville (Arkansas) | 1,685.28 mi (2,712.19 km) |
| San Mateo to Jacksonville (Florida) | 2,363.15 mi (3,803.13 km) |
| San Mateo to Jacksonville (Illinois) | 1,728.57 mi (2,781.86 km) |
