| Chicago to Culpeper (Virginia) | 561.51 mi (903.67 km) |
| Chicago to Culver City (California) | 1,748.29 mi (2,813.60 km) |
| Chicago to Cumberland (Maryland) | 490.88 mi (790.00 km) |
| Chicago to Cupertino (California) | 1,843.68 mi (2,967.11 km) |
| Chicago to Cutler Bay (Florida) | 1,199.14 mi (1,929.84 km) |
| Chicago to Cutlerville (Michigan) | 123.98 mi (199.52 km) |
| Chicago to Cuyahoga Falls (Ohio) | 322.37 mi (518.80 km) |
| Chicago to Cypress (California) | 1,736.02 mi (2,793.86 km) |
| Chicago to Cypress Gardens (Florida) | 1,013.79 mi (1,631.53 km) |
| Chicago to Cypress Lake (Florida) | 1,106.83 mi (1,781.27 km) |
| Chicago to D'Iberville (Mississippi) | 788.25 mi (1,268.56 km) |
| Chicago to Dakota Ridge (Colorado) | 924.66 mi (1,488.09 km) |
| Chicago to Dale City (Virginia) | 587.74 mi (945.87 km) |
| Chicago to Dallas (Georgia) | 568.85 mi (915.47 km) |
| Chicago to Dallas (Oregon) | 1,787.20 mi (2,876.22 km) |
