| Difficult Run to Seymour (Tennessee) | 409.52 mi (659.06 km) |
| Difficult Run to Shady Hills (Florida) | 784.15 mi (1,261.97 km) |
| Difficult Run to Shafter (California) | 2,295.68 mi (3,694.54 km) |
| Difficult Run to Shaker Heights (Ohio) | 284.20 mi (457.37 km) |
| Difficult Run to Shakopee (Minnesota) | 921.96 mi (1,483.75 km) |
| Difficult Run to Sharon (Pennsylvania) | 231.83 mi (373.09 km) |
| Difficult Run to Sharonville (Ohio) | 379.41 mi (610.61 km) |
| Difficult Run to Shasta Lake (California) | 2,367.53 mi (3,810.17 km) |
| Difficult Run to Shawnee (Kansas) | 936.69 mi (1,507.46 km) |
| Difficult Run to Shawnee (Oklahoma) | 1,105.81 mi (1,779.62 km) |
| Difficult Run to Sheboygan (Wisconsin) | 633.42 mi (1,019.39 km) |
| Difficult Run to Shelby (North Carolina) | 340.18 mi (547.47 km) |
| Difficult Run to Shelbyville (Indiana) | 453.32 mi (729.55 km) |
| Difficult Run to Shelbyville (Kentucky) | 428.45 mi (689.52 km) |
| Difficult Run to Shelbyville (Tennessee) | 553.13 mi (890.18 km) |
