| Chesapeake to Willow Grove (Pennsylvania) | 248.12 mi (399.31 km) |
| Chesapeake to Willowbrook (California) | 2,353.54 mi (3,787.65 km) |
| Chesapeake to Willowick (Ohio) | 440.12 mi (708.30 km) |
| Chesapeake to Wilmette (Illinois) | 714.30 mi (1,149.56 km) |
| Chesapeake to Wilmington (Delaware) | 215.67 mi (347.09 km) |
| Chesapeake to Wilmington (North Carolina) | 192.42 mi (309.67 km) |
| Chesapeake to Wilmington (Ohio) | 450.73 mi (725.37 km) |
| Chesapeake to Wilmington Island (Georgia) | 418.66 mi (673.77 km) |
| Chesapeake to Wilson (North Carolina) | 111.79 mi (179.91 km) |
| Chesapeake to Wilsonville (Oregon) | 2,459.56 mi (3,958.27 km) |
| Chesapeake to Wilton Manors (Florida) | 760.96 mi (1,224.64 km) |
| Chesapeake to Wimauma (Florida) | 712.49 mi (1,146.64 km) |
| Chesapeake to Winchester (Kentucky) | 442.74 mi (712.52 km) |
| Chesapeake to Winchester (Nevada) | 2,144.84 mi (3,451.78 km) |
| Chesapeake to Winchester (Virginia) | 200.35 mi (322.44 km) |
