14 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Waurika | 1 | 1,843 | 1,840 | 0.05% | 155 | 12 | City |
| Waurika | 2 | 1,843 | 1,835 | 0.05% | 155 | 12 | City |
| Ringling | 3 | 877 | 868 | 0.23% | 1,121 | 1 | Town |
| Ringling | 4 | 877 | 866 | 0.23% | 1,121 | 1 | Town |
| Ryan | 5 | 669 | 666 | 0.15% | 703 | 1 | Town |
| Ryan | 6 | 669 | 664 | 0.15% | 703 | 1 | Town |
| Terral | 7 | 279 | 278 | 0% | 655 | 0 | Town |
| Terral | 8 | 279 | 277 | 0% | 655 | 0 | Town |
| Hastings | 9 | 107 | 107 | 0% | 222 | 0 | Town |
| Hastings | 10 | 107 | 107 | 0% | 222 | 0 | Town |
| Addington | 11 | 92 | 90 | 0% | 388 | 0 | Town |
| Addington | 12 | 92 | 90 | 0% | 388 | 0 | Town |
| Sugden | 13 | 22 | 22 | 0% | 95 | 0 | Town |
| Sugden | 14 | 22 | 22 | 0% | 95 | 0 | Town |
Waurika is the largest city in Jefferson County, with a population of 1,843.
Sugden is the smallest city in Jefferson County, with a population of 22.
There are 14 cities in Jefferson County, Oklahoma.