| Chicago Heights to Winder (Georgia) | 561.55 mi (903.73 km) |
| Chicago Heights to Windsor (California) | 1,859.37 mi (2,992.37 km) |
| Chicago Heights to Windsor (Colorado) | 902.84 mi (1,452.99 km) |
| Chicago Heights to Winfield (Kansas) | 576.65 mi (928.03 km) |
| Chicago Heights to Winnetka (Illinois) | 41.58 mi (66.91 km) |
| Chicago Heights to Winona (Minnesota) | 269.49 mi (433.71 km) |
| Chicago Heights to Winston-Salem (North Carolina) | 544.75 mi (876.70 km) |
| Chicago Heights to Winter Garden (Florida) | 958.25 mi (1,542.15 km) |
| Chicago Heights to Winter Gardens (California) | 1,710.32 mi (2,752.49 km) |
| Chicago Heights to Winter Haven (Florida) | 990.91 mi (1,594.72 km) |
| Chicago Heights to Winter Park (Florida) | 959.69 mi (1,544.47 km) |
| Chicago Heights to Winter Springs (Florida) | 955.39 mi (1,537.56 km) |
| Chicago Heights to Winterville (North Carolina) | 689.74 mi (1,110.03 km) |
| Chicago Heights to Winton (California) | 1,771.69 mi (2,851.26 km) |
| Chicago Heights to Wisconsin Rapids (Wisconsin) | 227.92 mi (366.81 km) |
