| Chicago to Delhi (California) | 1,775.55 mi (2,857.47 km) |
| Chicago to Delray Beach (Florida) | 1,146.94 mi (1,845.83 km) |
| Chicago to Deltona (Florida) | 964.34 mi (1,551.96 km) |
| Chicago to Deming (New Mexico) | 1,284.40 mi (2,067.04 km) |
| Chicago to Denison (Texas) | 738.52 mi (1,188.54 km) |
| Chicago to Dent (Ohio) | 242.24 mi (389.85 km) |
| Chicago to Denton (Texas) | 788.36 mi (1,268.75 km) |
| Chicago to Dentsville (South Carolina) | 649.22 mi (1,044.82 km) |
| Chicago to Denver (Colorado) | 908.83 mi (1,462.63 km) |
| Chicago to Depew (New York) | 464.22 mi (747.09 km) |
| Chicago to Derby (Connecticut) | 754.65 mi (1,214.49 km) |
| Chicago to Derby (Kansas) | 587.89 mi (946.11 km) |
| Chicago to Des Moines (Iowa) | 306.06 mi (492.56 km) |
| Chicago to Des Moines (Washington) | 1,730.65 mi (2,785.20 km) |
| Chicago to Des Plaines (Illinois) | 17.51 mi (28.17 km) |
