| Chicago to Enumclaw (Washington) | 1,715.40 mi (2,760.68 km) |
| Chicago to Ephrata (Pennsylvania) | 610.19 mi (982.01 km) |
| Chicago to Erie (Colorado) | 912.60 mi (1,468.69 km) |
| Chicago to Erie (Pennsylvania) | 391.40 mi (629.90 km) |
| Chicago to Erlanger (Kentucky) | 254.39 mi (409.39 km) |
| Chicago to Escanaba (Michigan) | 271.80 mi (437.42 km) |
| Chicago to Escondido (California) | 1,709.38 mi (2,750.98 km) |
| Chicago to Española (New Mexico) | 1,064.44 mi (1,713.04 km) |
| Chicago to Essex (Maryland) | 614.94 mi (989.65 km) |
| Chicago to Essex Junction (Vermont) | 755.80 mi (1,216.34 km) |
| Chicago to Estelle (Louisiana) | 839.49 mi (1,351.03 km) |
| Chicago to Estero (Florida) | 1,116.02 mi (1,796.06 km) |
| Chicago to Euclid (Ohio) | 318.50 mi (512.58 km) |
| Chicago to Eufaula (Alabama) | 699.99 mi (1,126.53 km) |
| Chicago to Eugene (Oregon) | 1,784.62 mi (2,872.06 km) |
