| Chicago to Willow Grove (Pennsylvania) | 665.19 mi (1,070.53 km) |
| Chicago to Willowbrook (California) | 1,742.75 mi (2,804.69 km) |
| Chicago to Willowick (Ohio) | 320.87 mi (516.39 km) |
| Chicago to Wilmette (Illinois) | 16.69 mi (26.86 km) |
| Chicago to Wilmington (Delaware) | 651.01 mi (1,047.70 km) |
| Chicago to Wilmington (North Carolina) | 748.87 mi (1,205.19 km) |
| Chicago to Wilmington (Ohio) | 262.16 mi (421.90 km) |
| Chicago to Wilmington Island (Georgia) | 773.41 mi (1,244.68 km) |
| Chicago to Wilson (North Carolina) | 673.20 mi (1,083.41 km) |
| Chicago to Wilsonville (Oregon) | 1,758.36 mi (2,829.81 km) |
| Chicago to Wilton Manors (Florida) | 1,165.11 mi (1,875.07 km) |
| Chicago to Wimauma (Florida) | 1,023.14 mi (1,646.58 km) |
| Chicago to Winchester (Kentucky) | 323.28 mi (520.26 km) |
| Chicago to Winchester (Nevada) | 1,518.74 mi (2,444.18 km) |
| Chicago to Winchester (Virginia) | 532.17 mi (856.44 km) |
