| Chesapeake to Wichita (Kansas) | 1,157.97 mi (1,863.57 km) |
| Chesapeake to Wichita Falls (Texas) | 1,265.09 mi (2,035.96 km) |
| Chesapeake to Wickliffe (Ohio) | 438.74 mi (706.09 km) |
| Chesapeake to Wildomar (California) | 2,305.99 mi (3,711.14 km) |
| Chesapeake to Wildwood (Florida) | 638.50 mi (1,027.57 km) |
| Chesapeake to Wildwood (Missouri) | 796.25 mi (1,281.44 km) |
| Chesapeake to Wilkes-Barre (Pennsylvania) | 316.52 mi (509.39 km) |
| Chesapeake to Wilkinsburg (Pennsylvania) | 323.88 mi (521.24 km) |
| Chesapeake to Williamsburg (Virginia) | 46.59 mi (74.98 km) |
| Chesapeake to Williamsport (Pennsylvania) | 317.67 mi (511.24 km) |
| Chesapeake to Williamstown (New Jersey) | 220.01 mi (354.07 km) |
| Chesapeake to Willimantic (Connecticut) | 411.23 mi (661.81 km) |
| Chesapeake to Williston (North Dakota) | 1,592.20 mi (2,562.40 km) |
| Chesapeake to Willmar (Minnesota) | 1,135.94 mi (1,828.11 km) |
| Chesapeake to Willoughby (Ohio) | 438.74 mi (706.09 km) |
