| Chicago to Wixom (Michigan) | 217.79 mi (350.50 km) |
| Chicago to Woburn (Massachusetts) | 846.55 mi (1,362.39 km) |
| Chicago to Wolf Trap (Virginia) | 582.44 mi (937.34 km) |
| Chicago to Wood Dale (Illinois) | 17.57 mi (28.28 km) |
| Chicago to Wood River (Illinois) | 240.98 mi (387.82 km) |
| Chicago to Woodbridge (Virginia) | 592.22 mi (953.08 km) |
| Chicago to Woodburn (Oregon) | 1,763.70 mi (2,838.41 km) |
| Chicago to Woodburn (Virginia) | 587.47 mi (945.44 km) |
| Chicago to Woodbury (Minnesota) | 337.68 mi (543.44 km) |
| Chicago to Woodbury (New York) | 702.30 mi (1,130.25 km) |
| Chicago to Woodcrest (California) | 1,699.97 mi (2,735.84 km) |
| Chicago to Woodhaven (Michigan) | 229.38 mi (369.16 km) |
| Chicago to Woodinville (Washington) | 1,723.00 mi (2,772.90 km) |
| Chicago to Woodland (California) | 1,797.57 mi (2,892.92 km) |
| Chicago to Woodlawn (Maryland) | 599.61 mi (964.99 km) |
