23 cities
| City | Rank | County | 2025 Pop. ↓ |
|---|---|---|---|
| Somerset | 1 | Pulaski County | 12,463 |
| Monticello | 2 | Wayne County | 5,697 |
| Columbia | 3 | Adair County | 4,909 |
| Russell Springs | 4 | Russell County | 2,839 |
| Mount Vernon | 5 | Rockcastle County | 2,458 |
| Greensburg | 6 | Green County | 2,267 |
| Liberty | 7 | Casey County | 1,988 |
| Jamestown | 8 | Russell County | 1,887 |
| Albany | 9 | Clinton County | 1,722 |
| Pine Knot | 10 | McCreary County | 1,448 |
| Burkesville | 11 | Cumberland County | 1,399 |
| Stearns | 12 | McCreary County | 1,176 |
| Whitley City | 13 | McCreary County | 1,143 |
| Brodhead | 14 | Rockcastle County | 1,127 |
| Ferguson | 15 | Pulaski County | 866 |
| Burnside | 16 | Pulaski County | 709 |
| Science Hill | 17 | Pulaski County | 652 |
| Eubank | 18 | Pulaski County | 332 |
| Summersville | 19 | Green County | 316 |
| Pleasant View | 20 | McCreary County | 228 |
| Livingston | 21 | Rockcastle County | 165 |
| McKinney | 22 | Casey County | 46 |
| Marrowbone | 23 | Cumberland County | 39 |
Pulaski County, Adair County, Wayne County, Russell County, McCreary County, Rockcastle County, Casey County, Green County, Clinton County, and Cumberland County are the counties generally considered part of South Kentucky.