| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density (/mi²) | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Winchester | 1 | 4,811 | 4,823 | -0.12% | 1,391 | 3 | City |
| Union City | 2 | 3,450 | 3,443 | 0% | 1,529 | 2 | City |
| Parker City | 3 | 1,277 | 1,285 | -0.16% | 2,221 | 1 | Town |
| Farmland | 4 | 1,265 | 1,262 | 0% | 2,382 | 1 | Town |
| Lynn | 5 | 949 | 950 | -0.11% | 1,680 | 1 | Town |
| Ridgeville | 6 | 695 | 687 | 0.14% | 1,252 | 1 | Town |
| Saratoga | 7 | 228 | 230 | -0.44% | 860 | 0 | Town |
| Losantville | 8 | 219 | 220 | -0.45% | 1,159 | 0 | Town |
| Modoc | 9 | 159 | 159 | 0% | 1,544 | 0 | Town |
Winchester is the largest city in Randolph County, with a population of 4,811.
Modoc is the smallest city in Randolph County, with a population of 159.
There are 9 cities in Randolph County, Indiana.