| Chicago to Wells Branch (Texas) | 963.18 mi (1,550.08 km) |
| Chicago to Wenatchee (Washington) | 1,637.84 mi (2,635.84 km) |
| Chicago to Wentzville (Missouri) | 267.66 mi (430.76 km) |
| Chicago to Weslaco (Texas) | 1,231.29 mi (1,981.57 km) |
| Chicago to Wesley Chapel (Florida) | 988.66 mi (1,591.09 km) |
| Chicago to West Allis (Wisconsin) | 82.66 mi (133.03 km) |
| Chicago to West Babylon (New York) | 747.18 mi (1,202.47 km) |
| Chicago to West Bend (Wisconsin) | 112.02 mi (180.28 km) |
| Chicago to West Carrollton (Ohio) | 233.85 mi (376.34 km) |
| Chicago to West Carson (California) | 1,748.80 mi (2,814.42 km) |
| Chicago to West Chester (Pennsylvania) | 643.54 mi (1,035.68 km) |
| Chicago to West Chicago (Illinois) | 28.01 mi (45.08 km) |
| Chicago to West Columbia (South Carolina) | 649.83 mi (1,045.80 km) |
| Chicago to West Covina (California) | 1,721.98 mi (2,771.26 km) |
| Chicago to West Des Moines (Iowa) | 314.95 mi (506.87 km) |
