| Chesapeake to Shoreview (Minnesota) | 1,050.60 mi (1,690.77 km) |
| Chesapeake to Shorewood (Illinois) | 720.06 mi (1,158.83 km) |
| Chesapeake to Shorewood (Wisconsin) | 756.18 mi (1,216.96 km) |
| Chesapeake to Short Hills (New Jersey) | 300.09 mi (482.94 km) |
| Chesapeake to Short Pump (Virginia) | 99.11 mi (159.49 km) |
| Chesapeake to Show Low (Arizona) | 1,895.84 mi (3,051.06 km) |
| Chesapeake to Shreveport (Louisiana) | 1,035.20 mi (1,665.99 km) |
| Chesapeake to Sicklerville (New Jersey) | 223.52 mi (359.73 km) |
| Chesapeake to Sidney (Ohio) | 492.85 mi (793.16 km) |
| Chesapeake to Sierra Madre (California) | 2,338.46 mi (3,763.40 km) |
| Chesapeake to Sierra Vista (Arizona) | 1,966.79 mi (3,165.25 km) |
| Chesapeake to Sierra Vista Southeast (Arizona) | 1,963.88 mi (3,160.56 km) |
| Chesapeake to Signal Hill (California) | 2,352.21 mi (3,785.52 km) |
| Chesapeake to Sikeston (Missouri) | 734.74 mi (1,182.45 km) |
| Chesapeake to Siloam Springs (Arkansas) | 1,012.42 mi (1,629.33 km) |
