39 cities
| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Coffeyville | 1 | 8,415 | 8,804 | -0.77% | 874 | 10 | City |
| Independence | 2 | 8,154 | 8,553 | -0.8% | 1,087 | 8 | City |
| Independence | 3 | 2,141 | 2,247 | -0.93% | 35 | 61 | Township |
| Cherryvale | 4 | 2,080 | 2,181 | -0.81% | 1,038 | 2 | City |
| Fawn Creek | 5 | 1,766 | 1,845 | -0.9% | 26 | 69 | Township |
| Caney | 6 | 1,698 | 1,781 | -0.82% | 1,256 | 1 | City |
| Caney | 7 | 1,075 | 1,138 | -1.19% | 16 | 67 | Township |
| Liberty | 8 | 957 | 951 | -0.62% | 15 | 64 | Township |
| Sycamore | 9 | 771 | 820 | -1.28% | 12 | 65 | Township |
| Liberty | 10 | 546 | 549 | 0.18% | 8 | 72 | Township |
| Drum Creek | 11 | 470 | 492 | -1.05% | 13 | 35 | Township |
| Liberty | 12 | 456 | 482 | -1.08% | 10 | 44 | Township |
| Cherry | 13 | 450 | 473 | -0.88% | 11 | 39 | Township |
| Liberty | 14 | 422 | 426 | 0% | 12 | 36 | Township |
| Dearing | 15 | 368 | 380 | -0.54% | 243 | 2 | City |
| Liberty | 16 | 339 | 348 | -1.17% | 10 | 35 | Township |
| Liberty | 17 | 316 | 306 | 0.64% | 7 | 44 | Township |
| Sycamore | 18 | 307 | 322 | -1.92% | 3 | 114 | Township |
| Independence | 19 | 266 | 259 | 0.76% | 7 | 37 | Township |
| West Cherry | 20 | 263 | 274 | -0.75% | 7 | 39 | Township |
| Rutland | 21 | 255 | 266 | -0.78% | 4 | 71 | Township |
| Elk City | 22 | 246 | 257 | -0.81% | 728 | 0 | City |
| Liberty | 23 | 207 | 212 | -0.48% | 6 | 34 | Township |
| Liberty | 24 | 180 | 179 | 1.69% | 3 | 66 | Township |
| Liberty | 25 | 179 | 175 | 1.13% | 5 | 36 | Township |
| Tyro | 26 | 165 | 176 | -1.2% | 361 | 0 | City |
| Liberty | 27 | 161 | 159 | 0% | 2 | 86 | Township |
| Liberty | 28 | 154 | 156 | -0.65% | 3 | 48 | Township |
| Liberty | 29 | 106 | 112 | -1.85% | 2 | 59 | Township |
| Liberty | 30 | 106 | 118 | -1.85% | 3 | 36 | Township |
| Independence | 31 | 96 | 95 | 0% | 3 | 36 | Township |
| Liberty | 32 | 93 | 98 | -1.06% | 371 | 0 | City |
| Havana | 33 | 82 | 84 | 0% | 522 | 0 | City |
| Liberty | 34 | 60 | 63 | -1.64% | 2 | 35 | Township |
| Liberty | 35 | 43 | 43 | 0% | 1 | 36 | Township |
| Liberty | 36 | 32 | 33 | 0% | 0.00 | 99 | Township |
| Independence | 37 | 24 | 27 | -4% | 1 | 35 | Township |
| Liberty | 38 | 17 | 20 | -5.56% | 0.00 | 36 | Township |
| Liberty | 39 | 15 | 16 | 0% | 0.00 | 60 | Township |
Coffeyville is the largest city in Montgomery County, with a population of 8,415.
Liberty is the smallest city in Montgomery County, with a population of 15.
There are 39 cities in Montgomery County, Kansas.