| Chesapeake to Worthington (Ohio) | 433.56 mi (697.75 km) |
| Chesapeake to Wright (Florida) | 734.01 mi (1,181.27 km) |
| Chesapeake to Wyandanch (New York) | 322.83 mi (519.55 km) |
| Chesapeake to Wyandotte (Michigan) | 528.69 mi (850.85 km) |
| Chesapeake to Wylie (Texas) | 1,170.97 mi (1,884.50 km) |
| Chesapeake to Wyndham (Virginia) | 100.57 mi (161.85 km) |
| Chesapeake to Wyoming (Michigan) | 657.74 mi (1,058.53 km) |
| Chesapeake to Wyomissing (Pennsylvania) | 253.10 mi (407.32 km) |
| Chesapeake to Xenia (Ohio) | 463.72 mi (746.28 km) |
| Chesapeake to Yakima (Washington) | 2,351.35 mi (3,784.13 km) |
| Chesapeake to Yankton (South Dakota) | 1,195.23 mi (1,923.54 km) |
| Chesapeake to Yauco (Puerto Rico) | 1,410.46 mi (2,269.92 km) |
| Chesapeake to Yazoo City (Mississippi) | 841.89 mi (1,354.89 km) |
| Chesapeake to Yeadon (Pennsylvania) | 231.96 mi (373.31 km) |
| Chesapeake to Yelm (Washington) | 2,449.71 mi (3,942.43 km) |
