3 cities
| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Winona | 1 | 3,628 | 4,462 | -3.69% | 268 | 14 | City |
| Duck Hill | 2 | 1,634 | 656 | 11.08% | 1,580 | 1 | Town |
| Kilmichael | 3 | 527 | 634 | -3.3% | 179 | 3 | Town |
Winona is the largest city in Montgomery County, with a population of 3,628.
Kilmichael is the smallest city in Montgomery County, with a population of 527.
There are 3 cities in Montgomery County, Mississippi.