| Chicago to Waimea (Hawaii) | 4,186.33 mi (6,737.24 km) |
| Chicago to Waipahu (Hawaii) | 4,250.78 mi (6,840.97 km) |
| Chicago to Waipio (Hawaii) | 4,248.91 mi (6,837.95 km) |
| Chicago to Wake Forest (North Carolina) | 638.10 mi (1,026.92 km) |
| Chicago to Wakefield (Virginia) | 587.82 mi (946.01 km) |
| Chicago to Waldorf (Maryland) | 609.72 mi (981.26 km) |
| Chicago to Walker (Michigan) | 126.89 mi (204.22 km) |
| Chicago to Walker Mill (Maryland) | 603.87 mi (971.83 km) |
| Chicago to Walla Walla (Washington) | 1,542.34 mi (2,482.15 km) |
| Chicago to Wallingford Center (Connecticut) | 767.17 mi (1,234.64 km) |
| Chicago to Wallington (New Jersey) | 706.92 mi (1,137.68 km) |
| Chicago to Walnut (California) | 1,720.03 mi (2,768.12 km) |
| Chicago to Walnut Creek (California) | 1,829.50 mi (2,944.29 km) |
| Chicago to Walnut Park (California) | 1,740.56 mi (2,801.17 km) |
| Chicago to Waltham (Massachusetts) | 842.40 mi (1,355.70 km) |
