| Chicago to Desert Hot Springs (California) | 1,655.59 mi (2,664.42 km) |
| Chicago to DeSoto (Texas) | 812.81 mi (1,308.09 km) |
| Chicago to Destin (Florida) | 793.49 mi (1,276.99 km) |
| Chicago to Destrehan (Louisiana) | 833.96 mi (1,342.13 km) |
| Chicago to Detroit (Michigan) | 237.95 mi (382.94 km) |
| Chicago to Diamond Bar (California) | 1,718.91 mi (2,766.31 km) |
| Chicago to Diamond Springs (California) | 1,750.37 mi (2,816.95 km) |
| Chicago to Dickinson (North Dakota) | 822.03 mi (1,322.92 km) |
| Chicago to Dickinson (Texas) | 949.50 mi (1,528.07 km) |
| Chicago to Dickson (Tennessee) | 399.30 mi (642.61 km) |
| Chicago to Difficult Run (Virginia) | 580.39 mi (934.04 km) |
| Chicago to Dinuba (California) | 1,726.72 mi (2,778.89 km) |
| Chicago to Discovery Bay (California) | 1,806.74 mi (2,907.66 km) |
| Chicago to Dix Hills (New York) | 747.13 mi (1,202.39 km) |
| Chicago to Dixon (California) | 1,806.26 mi (2,906.89 km) |
