| Chesapeake to Santa Rosa (California) | 2,517.42 mi (4,051.40 km) |
| Chesapeake to Santaquin (Utah) | 1,924.46 mi (3,097.12 km) |
| Chesapeake to Santee (California) | 2,306.93 mi (3,712.64 km) |
| Chesapeake to Sapulpa (Oklahoma) | 1,100.84 mi (1,771.63 km) |
| Chesapeake to Saraland (Alabama) | 787.45 mi (1,267.28 km) |
| Chesapeake to Sarasota (Florida) | 741.21 mi (1,192.86 km) |
| Chesapeake to Sarasota Springs (Florida) | 741.08 mi (1,192.66 km) |
| Chesapeake to Saratoga (California) | 2,499.09 mi (4,021.90 km) |
| Chesapeake to Saratoga Springs (New York) | 461.27 mi (742.34 km) |
| Chesapeake to Saratoga Springs (Utah) | 1,928.87 mi (3,104.22 km) |
| Chesapeake to Sartell (Minnesota) | 1,114.37 mi (1,793.41 km) |
| Chesapeake to Satellite Beach (Florida) | 638.35 mi (1,027.33 km) |
| Chesapeake to Sauk Rapids (Minnesota) | 1,110.85 mi (1,787.74 km) |
| Chesapeake to Sault Ste. Marie (Michigan) | 794.52 mi (1,278.65 km) |
| Chesapeake to Savage (Minnesota) | 1,050.20 mi (1,690.13 km) |
