| Sleepy Hollow to Isabela (Puerto Rico) | 1,612.89 mi (2,595.69 km) |
| Sleepy Hollow to Iselin (New Jersey) | 43.03 mi (69.25 km) |
| Sleepy Hollow to Isla Vista (California) | 2,524.61 mi (4,062.96 km) |
| Sleepy Hollow to Issaquah (Washington) | 2,383.25 mi (3,835.47 km) |
| Sleepy Hollow to Ithaca (New York) | 164.58 mi (264.86 km) |
| Sleepy Hollow to Ives Estates (Florida) | 1,105.97 mi (1,779.89 km) |
| Sleepy Hollow to Jackson (Michigan) | 548.97 mi (883.49 km) |
| Sleepy Hollow to Jackson (Mississippi) | 1,086.68 mi (1,748.84 km) |
| Sleepy Hollow to Jackson (Missouri) | 881.16 mi (1,418.09 km) |
| Sleepy Hollow to Jackson (Tennessee) | 891.82 mi (1,435.25 km) |
| Sleepy Hollow to Jackson (Wyoming) | 1,878.03 mi (3,022.39 km) |
| Sleepy Hollow to Jacksonville (Alabama) | 822.18 mi (1,323.18 km) |
| Sleepy Hollow to Jacksonville (Arkansas) | 1,080.23 mi (1,738.47 km) |
| Sleepy Hollow to Jacksonville (Florida) | 861.93 mi (1,387.14 km) |
| Sleepy Hollow to Jacksonville (Illinois) | 864.50 mi (1,391.28 km) |
