3 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Monticello | 1 | 8,125 | 8,422 | -0.73% | 758 | 11 | City |
| Wilmar | 2 | 391 | 396 | -0.26% | 255 | 2 | City |
| Winchester | 3 | 132 | 136 | -0.75% | 266 | 0 | Town |
Monticello is the largest city in Drew County, with a population of 8,125.
Winchester is the smallest city in Drew County, with a population of 132.
There are 3 cities in Drew County, Arkansas.