3 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Monticello | 1 | 8,011 | 8,420 | -1.01% | 747 | 10.72 | City |
| Wilmar | 2 | 377 | 392 | -0.79% | 246 | 1.53 | City |
| Winchester | 3 | 133 | 137 | -0.75% | 268 | 0.50 | Town |
Monticello is the largest city in Drew County, with a population of 8,011.
Winchester is the smallest city in Drew County.
There are 3 cities in Drew County, Arkansas.