17 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Monroe City | 1 | 2,716 | 2,658 | 0.37% | 900 | 3 | City |
| Monroe City | 2 | 2,716 | 2,664 | 0.37% | 900 | 3 | City |
| Paris | 3 | 1,182 | 1,151 | 0.42% | 936 | 1 | City |
| Paris | 4 | 1,182 | 1,154 | 0.42% | 936 | 1 | City |
| Madison | 5 | 598 | 607 | -0.66% | 17 | 35 | Township |
| Madison | 6 | 598 | 604 | -0.66% | 17 | 35 | Township |
| Madison | 7 | 536 | 518 | 0.56% | 1,196 | 0 | City |
| Madison | 8 | 536 | 520 | 0.56% | 1,196 | 0 | City |
| Madison | 9 | 420 | 423 | -0.94% | 11 | 38 | Township |
| Madison | 10 | 420 | 423 | -0.94% | 11 | 38 | Township |
| Madison | 11 | 242 | 250 | -1.22% | 6 | 41 | Township |
| Madison | 12 | 242 | 249 | -1.22% | 6 | 41 | Township |
| Holliday | 13 | 118 | 115 | 0% | 452 | 0 | Village |
| Holliday | 14 | 118 | 115 | 0% | 452 | 0 | Village |
| Middle Grove | 15 | 60 | 37 | 7.14% | 108 | 1 | CDP |
| Stoutsville | 16 | 37 | 36 | 0% | 45 | 1 | Village |
| Stoutsville | 17 | 37 | 36 | 0% | 45 | 1 | Village |
Monroe City is the largest city in Monroe County, with a population of 2,716.
Stoutsville is the smallest city in Monroe County, with a population of 37.
There are 17 cities in Monroe County, Missouri.