| Key West to Shoreview (Minnesota) | 1,553.63 mi (2,500.33 km) |
| Key West to Shorewood (Illinois) | 1,228.27 mi (1,976.70 km) |
| Key West to Shorewood (Wisconsin) | 1,326.28 mi (2,134.45 km) |
| Key West to Short Hills (New Jersey) | 1,197.45 mi (1,927.11 km) |
| Key West to Short Pump (Virginia) | 937.02 mi (1,507.99 km) |
| Key West to Show Low (Arizona) | 1,820.59 mi (2,929.96 km) |
| Key West to Shreveport (Louisiana) | 910.14 mi (1,464.72 km) |
| Key West to Sicklerville (New Jersey) | 1,120.54 mi (1,803.33 km) |
| Key West to Sidney (Ohio) | 1,095.26 mi (1,762.65 km) |
| Key West to Sierra Madre (California) | 2,269.28 mi (3,652.05 km) |
| Key West to Sierra Vista (Arizona) | 1,800.04 mi (2,896.88 km) |
| Key West to Sierra Vista Southeast (Arizona) | 1,793.14 mi (2,885.79 km) |
| Key West to Signal Hill (California) | 2,272.95 mi (3,657.96 km) |
| Key West to Sikeston (Missouri) | 968.57 mi (1,558.76 km) |
| Key West to Siloam Springs (Arkansas) | 1,103.61 mi (1,776.09 km) |
