| Chesapeake to Hilliard (Ohio) | 437.72 mi (704.45 km) |
| Chesapeake to Hillsboro (Oregon) | 2,466.91 mi (3,970.11 km) |
| Chesapeake to Hillsborough (California) | 2,512.28 mi (4,043.13 km) |
| Chesapeake to Hillsborough (New Jersey) | 279.15 mi (449.25 km) |
| Chesapeake to Hilo (Hawaii) | 4,810.83 mi (7,742.28 km) |
| Chesapeake to Hilton Head Island (South Carolina) | 400.39 mi (644.37 km) |
| Chesapeake to Hinesville (Georgia) | 451.99 mi (727.41 km) |
| Chesapeake to Hinsdale (Illinois) | 714.83 mi (1,150.41 km) |
| Chesapeake to Hobart (Indiana) | 675.79 mi (1,087.57 km) |
| Chesapeake to Hobbs (New Mexico) | 1,544.56 mi (2,485.72 km) |
| Chesapeake to Hobe Sound (Florida) | 700.65 mi (1,127.59 km) |
| Chesapeake to Hoboken (New Jersey) | 306.58 mi (493.39 km) |
| Chesapeake to Hockessin (Delaware) | 217.22 mi (349.59 km) |
| Chesapeake to Hoffman Estates (Illinois) | 732.99 mi (1,179.64 km) |
| Chesapeake to Holbrook (New York) | 333.48 mi (536.68 km) |
