| Key West to Isabela (Puerto Rico) | 1,035.90 mi (1,667.12 km) |
| Key West to Iselin (New Jersey) | 1,186.95 mi (1,910.21 km) |
| Key West to Isla Vista (California) | 2,373.92 mi (3,820.45 km) |
| Key West to Issaquah (Washington) | 2,707.18 mi (4,356.79 km) |
| Key West to Ithaca (New York) | 1,271.52 mi (2,046.31 km) |
| Key West to Ives Estates (Florida) | 138.81 mi (223.40 km) |
| Key West to Jackson (Michigan) | 1,230.68 mi (1,980.59 km) |
| Key West to Jackson (Mississippi) | 740.68 mi (1,192.01 km) |
| Key West to Jackson (Missouri) | 999.82 mi (1,609.05 km) |
| Key West to Jackson (Tennessee) | 874.00 mi (1,406.57 km) |
| Key West to Jackson (Wyoming) | 2,094.26 mi (3,370.38 km) |
| Key West to Jacksonville (Alabama) | 682.12 mi (1,097.77 km) |
| Key West to Jacksonville (Arkansas) | 944.28 mi (1,519.67 km) |
| Key West to Jacksonville (Florida) | 398.58 mi (641.45 km) |
| Key West to Jacksonville (Illinois) | 1,157.25 mi (1,862.42 km) |
