| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density (/mi²) | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Boonville | 1 | 7,934 | 7,584 | 0.85% | 958 | 8 | City |
| Pilot Grove | 2 | 699 | 663 | 0.87% | 1,660 | 0 | City |
| Otterville | 3 | 452 | 442 | 0.44% | 924 | 0 | City |
| Windsor Place | 4 | 363 | 353 | 0.55% | 405 | 1 | Village |
| Bunceton | 5 | 339 | 333 | 0.3% | 359 | 1 | City |
| Prairie Home | 6 | 269 | 262 | 0.37% | 693 | 0 | City |
| Blackwater | 7 | 193 | 185 | 0.52% | 588 | 0 | City |
| Wooldridge | 8 | 27 | 27 | 0% | 450 | 0 | Village |
Boonville is the largest city in Cooper County, with a population of 7,934.
Wooldridge is the smallest city in Cooper County, with a population of 27.
There are 8 cities in Cooper County, Missouri.