| Chicago to Cadillac (Michigan) | 202.24 mi (325.48 km) |
| Chicago to Caguas (Puerto Rico) | 2,069.73 mi (3,330.90 km) |
| Chicago to Cahokia (Illinois) | 261.56 mi (420.94 km) |
| Chicago to Calabasas (California) | 1,758.05 mi (2,829.31 km) |
| Chicago to Caldwell (Idaho) | 1,467.99 mi (2,362.50 km) |
| Chicago to Caledonia (Wisconsin) | 67.11 mi (108.00 km) |
| Chicago to Calera (Alabama) | 604.15 mi (972.28 km) |
| Chicago to Calexico (California) | 1,645.47 mi (2,648.12 km) |
| Chicago to Calhoun (Georgia) | 529.01 mi (851.35 km) |
| Chicago to California (Maryland) | 639.71 mi (1,029.52 km) |
| Chicago to California City (California) | 1,686.52 mi (2,714.19 km) |
| Chicago to Callaway (Florida) | 817.21 mi (1,315.18 km) |
| Chicago to Calumet City (Illinois) | 17.00 mi (27.36 km) |
| Chicago to Calverton (Maryland) | 595.87 mi (958.96 km) |
| Chicago to Camano (Washington) | 1,738.56 mi (2,797.94 km) |
