| Key West to Shelton (Connecticut) | 1,258.91 mi (2,026.02 km) |
| Key West to Shelton (Washington) | 2,745.81 mi (4,418.96 km) |
| Key West to Shenandoah (Louisiana) | 694.08 mi (1,117.01 km) |
| Key West to Shepherdsville (Kentucky) | 955.27 mi (1,537.36 km) |
| Key West to Sheridan (Wyoming) | 1,984.67 mi (3,194.03 km) |
| Key West to Sherman (Texas) | 1,091.35 mi (1,756.36 km) |
| Key West to Sherrelwood (Colorado) | 1,710.60 mi (2,752.94 km) |
| Key West to Sherwood (Arkansas) | 945.63 mi (1,521.85 km) |
| Key West to Sherwood (Oregon) | 2,691.64 mi (4,331.78 km) |
| Key West to Shiloh (Illinois) | 1,077.63 mi (1,734.28 km) |
| Key West to Shiloh (Ohio) | 1,063.39 mi (1,711.36 km) |
| Key West to Shiloh (Pennsylvania) | 1,103.26 mi (1,775.53 km) |
| Key West to Shirley (New York) | 1,233.41 mi (1,984.98 km) |
| Key West to Shively (Kentucky) | 971.26 mi (1,563.09 km) |
| Key West to Shoreline (Washington) | 2,725.35 mi (4,386.03 km) |
