26 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Clinton | 1 | 9,554 | 9,209 | 0.73% | 1,048 | 9.11 | City |
| Clinton township | 2 | 8,995 | 8,761 | 0.22% | 258 | 34.86 | Township |
| Windsor township | 3 | 3,462 | 3,333 | 0.64% | 98 | 35.50 | Township |
| Windsor | 4 | 2,890 | 2,775 | 0.8% | 1,195 | 2.42 | City |
| Fields Creek township | 5 | 1,768 | 1,719 | 0.28% | 57 | 31.24 | Township |
| Clinton township | 6 | 1,611 | 1,507 | 1% | 25 | 65.50 | Township |
| Leesville township | 7 | 1,061 | 1,031 | 0.19% | 25 | 42.03 | Township |
| Osage township | 8 | 787 | 765 | 0.25% | 20 | 39.33 | Township |
| Tebo township | 9 | 765 | 748 | 0.26% | 16 | 46.99 | Township |
| White Oak township | 10 | 757 | 740 | 0.26% | 24 | 32.06 | Township |
| Bethlehem township | 11 | 711 | 690 | 0.28% | 16 | 43.16 | Township |
| Deepwater township | 12 | 593 | 584 | 0% | 17 | 35.54 | Township |
| Urich | 13 | 477 | 466 | 0.42% | 1,181 | 0.40 | City |
| Deer Creek township | 14 | 456 | 445 | 0.22% | 14 | 32.87 | Township |
| Shawnee township | 15 | 439 | 431 | 0% | 11 | 41.67 | Township |
| Calhoun | 16 | 407 | 397 | 0.49% | 414 | 0.98 | City |
| Montrose | 17 | 392 | 384 | 0.51% | 688 | 0.57 | City |
| Deepwater | 18 | 385 | 357 | 1.58% | 454 | 0.85 | City |
| Creighton | 19 | 324 | 329 | -0.31% | 939 | 0.34 | City |
| Big Creek township | 20 | 262 | 254 | 0.38% | 6 | 41.14 | Township |
| Deepwater township | 21 | 254 | 249 | 0.4% | 7 | 35.82 | Township |
| Davis township | 22 | 237 | 232 | 0% | 7 | 33.20 | Township |
| Honey Creek township | 23 | 188 | 184 | 0% | 6 | 30.20 | Township |
| Bear Creek township | 24 | 144 | 141 | 0% | 4 | 35.62 | Township |
| Blairstown | 25 | 98 | 95 | 1.03% | 394 | 0.25 | City |
| Brownington | 26 | 72 | 69 | 1.41% | 595 | 0.12 | Town |
Clinton is the largest city in Henry County, with a population of 9,554.
Brownington is the smallest city in Henry County.
There are 26 cities in Henry County, Missouri.