| Chesapeake to Silver Firs (Washington) | 2,428.00 mi (3,907.49 km) |
| Chesapeake to Silver Spring (Maryland) | 165.35 mi (266.11 km) |
| Chesapeake to Silver Springs Shores (Florida) | 618.60 mi (995.55 km) |
| Chesapeake to Silverdale (Washington) | 2,452.52 mi (3,946.94 km) |
| Chesapeake to Silverton (Oregon) | 2,461.15 mi (3,960.84 km) |
| Chesapeake to Simi Valley (California) | 2,374.82 mi (3,821.90 km) |
| Chesapeake to Simpsonville (South Carolina) | 360.13 mi (579.58 km) |
| Chesapeake to Sioux City (Iowa) | 1,139.26 mi (1,833.45 km) |
| Chesapeake to Sioux Falls (South Dakota) | 1,175.02 mi (1,891.01 km) |
| Chesapeake to Skokie (Illinois) | 713.52 mi (1,148.30 km) |
| Chesapeake to Sleepy Hollow (New York) | 331.88 mi (534.11 km) |
| Chesapeake to Slidell (Louisiana) | 892.22 mi (1,435.89 km) |
| Chesapeake to Smithfield (North Carolina) | 139.77 mi (224.94 km) |
| Chesapeake to Smithfield (Utah) | 1,919.53 mi (3,089.18 km) |
| Chesapeake to Smithville (Missouri) | 1,010.08 mi (1,625.56 km) |
