12 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Whiskey Run | 1 | 1,922 | 1,957 | -0.62% | 50 | 39 | Township |
| Sterling | 2 | 1,556 | 1,603 | -0.89% | 32 | 48 | Township |
| Jennings | 3 | 1,424 | 1,465 | -0.9% | 32 | 45 | Township |
| Marengo | 4 | 808 | 825 | -0.37% | 758 | 1 | Town |
| Milltown | 5 | 801 | 791 | 0.25% | 601 | 1 | Town |
| Union | 6 | 695 | 714 | -0.86% | 16 | 42 | Township |
| English | 7 | 672 | 687 | -0.44% | 221 | 3 | Town |
| Ohio | 8 | 651 | 658 | -0.46% | 22 | 30 | Township |
| Johnson | 9 | 427 | 433 | -0.7% | 18 | 24 | Township |
| Leavenworth | 10 | 285 | 292 | -0.35% | 325 | 1 | Town |
| Boone | 11 | 131 | 138 | -1.5% | 11 | 12 | Township |
| Alton | 12 | 27 | 29 | 0% | 157 | 0 | Town |
Whiskey Run is the largest city in Crawford County, with a population of 1,922.
Alton is the smallest city in Crawford County, with a population of 27.
There are 12 cities in Crawford County, Indiana.