14 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Harlan | 1 | 1,793 | 1,980 | -2.08% | 1,318 | 1 | City |
| Cumberland | 2 | 1,749 | 1,942 | -2.18% | 561 | 3 | City |
| South Wallins | 3 | 1,005 | 911 | 0.9% | 159 | 6 | CDP |
| Evarts | 4 | 590 | 644 | -1.83% | 1,545 | 0 | City |
| Lynch | 5 | 588 | 652 | -2.16% | 1,967 | 0 | City |
| Loyall | 6 | 581 | 639 | -2.02% | 1,969 | 0 | City |
| Wallins Creek | 7 | 536 | 408 | 7.2% | 1,011 | 1 | CDP |
| Kenvir | 8 | 498 | 467 | 2.68% | 1,705 | 0 | CDP |
| Coldiron | 9 | 487 | 415 | 3.84% | 2,234 | 0 | CDP |
| Cawood | 10 | 475 | 489 | -3.46% | 326 | 1 | CDP |
| Benham | 11 | 455 | 509 | -2.36% | 1,944 | 0 | City |
| Ages | 12 | 430 | 365 | 7.23% | 772 | 1 | CDP |
| Coxton | 13 | 286 | 154 | 7.12% | 1,382 | 0 | CDP |
| Pathfork | 14 | 277 | 266 | -2.12% | 223 | 1 | CDP |
Harlan is the largest city in Harlan County, with a population of 1,793.
Pathfork is the smallest city in Harlan County, with a population of 277.
There are 14 cities in Harlan County, Kentucky.