| Key West to Seymour (Tennessee) | 790.64 mi (1,272.41 km) |
| Key West to Shady Hills (Florida) | 269.55 mi (433.79 km) |
| Key West to Shafter (California) | 2,346.18 mi (3,775.81 km) |
| Key West to Shaker Heights (Ohio) | 1,168.45 mi (1,880.45 km) |
| Key West to Shakopee (Minnesota) | 1,542.79 mi (2,482.88 km) |
| Key West to Sharon (Pennsylvania) | 1,154.12 mi (1,857.37 km) |
| Key West to Sharonville (Ohio) | 1,028.42 mi (1,655.09 km) |
| Key West to Shasta Lake (California) | 2,582.44 mi (4,156.03 km) |
| Key West to Shawnee (Kansas) | 1,255.07 mi (2,019.83 km) |
| Key West to Shawnee (Oklahoma) | 1,173.07 mi (1,887.87 km) |
| Key West to Sheboygan (Wisconsin) | 1,367.02 mi (2,200.01 km) |
| Key West to Shelby (North Carolina) | 741.24 mi (1,192.91 km) |
| Key West to Shelbyville (Indiana) | 1,060.29 mi (1,706.37 km) |
| Key West to Shelbyville (Kentucky) | 964.12 mi (1,551.61 km) |
| Key West to Shelbyville (Tennessee) | 805.28 mi (1,295.97 km) |
