| Chicago to Emeryville (California) | 1,844.00 mi (2,967.63 km) |
| Chicago to Emmaus (Pennsylvania) | 639.59 mi (1,029.31 km) |
| Chicago to Emporia (Kansas) | 507.92 mi (817.41 km) |
| Chicago to Encinitas (California) | 1,721.80 mi (2,770.97 km) |
| Chicago to Endicott (New York) | 596.90 mi (960.61 km) |
| Chicago to Endwell (New York) | 599.00 mi (963.99 km) |
| Chicago to Englewood (Colorado) | 916.96 mi (1,475.70 km) |
| Chicago to Englewood (Florida) | 1,070.60 mi (1,722.96 km) |
| Chicago to Englewood (New Jersey) | 713.33 mi (1,147.99 km) |
| Chicago to Englewood (Ohio) | 223.09 mi (359.04 km) |
| Chicago to Enid (Oklahoma) | 661.67 mi (1,064.85 km) |
| Chicago to Ennis (Texas) | 820.68 mi (1,320.76 km) |
| Chicago to Ensley (Florida) | 781.89 mi (1,258.33 km) |
| Chicago to Enterprise (Alabama) | 733.26 mi (1,180.07 km) |
| Chicago to Enterprise (Nevada) | 1,526.91 mi (2,457.32 km) |
