| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density (/mi²) | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Monticello | 1 | 8,217 | 8,445 | -0.63% | 766 | 11 | City |
| Wilmar | 2 | 390 | 393 | -0.51% | 254 | 2 | City |
| Winchester | 3 | 137 | 137 | 0% | 276 | 0 | Town |
Monticello is the largest city in Drew County, with a population of 8,217.
Winchester is the smallest city in Drew County, with a population of 137.
There are 3 cities in Drew County, Arkansas.