City | Rank | County | 2024 Pop. |
|---|---|---|---|
| Glendive | 1 | Dawson County | 4,773 |
| West Glendive | 2 | Dawson County | 1,906 |
| Terry | 3 | Prairie County | 577 |
| Circle | 4 | McCone County | 566 |
| Wibaux | 5 | Wibaux County | 445 |
| Fallon | 6 | Prairie County | 393 |
| Jordan | 7 | Garfield County | 368 |
| Savage | 8 | Richland County | 343 |
| Winnett | 9 | Petroleum County | 216 |
| Roy | 10 | Fergus County | 172 |
| Melstone | 11 | Musselshell County | 150 |
| Grass Range | 12 | Fergus County | 116 |
| Fords Creek Colony | 13 | Fergus County | 62 |
| Ayers Ranch Colony | 14 | Fergus County | 46 |
| Bloomfield | 15 | Dawson County | 10 |
| Brockway | 16 | McCone County | 10 |
| Lindsay | 17 | Dawson County | 9 |