| Chesapeake to Superior (Colorado) | 1,573.66 mi (2,532.57 km) |
| Chesapeake to Superior (Wisconsin) | 1,065.06 mi (1,714.04 km) |
| Chesapeake to Surprise (Arizona) | 2,039.89 mi (3,282.89 km) |
| Chesapeake to Susanville (California) | 2,383.23 mi (3,835.44 km) |
| Chesapeake to Sussex (Wisconsin) | 772.19 mi (1,242.72 km) |
| Chesapeake to Suwanee (Georgia) | 473.55 mi (762.10 km) |
| Chesapeake to Swansea (Illinois) | 759.27 mi (1,221.92 km) |
| Chesapeake to Sweetwater (Florida) | 790.36 mi (1,271.96 km) |
| Chesapeake to Sweetwater (Texas) | 1,398.00 mi (2,249.87 km) |
| Chesapeake to Sycamore (Illinois) | 755.67 mi (1,216.14 km) |
| Chesapeake to Sylacauga (Alabama) | 613.34 mi (987.08 km) |
| Chesapeake to Sylvania (Ohio) | 527.08 mi (848.25 km) |
| Chesapeake to Syosset (New York) | 323.23 mi (520.19 km) |
| Chesapeake to Syracuse (New York) | 439.71 mi (707.65 km) |
| Chesapeake to Syracuse (Utah) | 1,933.90 mi (3,112.31 km) |
