41 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Jamestown | 1 | 27,455 | 28,673 | -0.88% | 3,085 | 9 | City |
| Pomfret | 2 | 12,569 | 13,018 | -0.29% | 287 | 44 | Town |
| Dunkirk | 3 | 12,291 | 12,731 | -0.71% | 2,704 | 5 | City |
| Fredonia | 4 | 9,205 | 9,654 | -0.97% | 1,792 | 5 | Village |
| Ellicott | 5 | 8,541 | 8,768 | -0.34% | 280 | 30 | Town |
| Busti | 6 | 7,340 | 7,537 | -0.46% | 152 | 48 | Town |
| Hanover | 7 | 6,791 | 6,971 | -0.44% | 138 | 49 | Town |
| Westfield | 8 | 4,382 | 4,553 | -0.84% | 93 | 47 | Town |
| Ellery | 9 | 4,039 | 4,123 | -0.05% | 85 | 47 | Town |
| Chautauqua | 10 | 3,940 | 3,976 | -0.33% | 58 | 67 | Town |
| Portland | 11 | 3,768 | 4,158 | -2.46% | 111 | 34 | Town |
| Carroll | 12 | 3,373 | 3,459 | -0.41% | 101 | 33 | Town |
| Lakewood | 13 | 2,917 | 2,994 | -0.55% | 1,488 | 2 | Village |
| Westfield | 14 | 2,860 | 2,995 | -0.94% | 756 | 4 | Village |
| Silver Creek | 15 | 2,555 | 2,647 | -0.74% | 2,224 | 1 | Village |
| Sheridan | 16 | 2,500 | 2,565 | -0.24% | 67 | 37 | Town |
| Ripley | 17 | 2,254 | 2,319 | -0.49% | 46 | 49 | Town |
| Falconer | 18 | 2,211 | 2,293 | -0.76% | 2,049 | 1 | Village |
| North Harmony | 19 | 2,203 | 2,195 | 0.32% | 52 | 42 | Town |
| Harmony | 20 | 2,065 | 2,112 | -0.05% | 46 | 45 | Town |
| Stockton | 21 | 1,995 | 2,037 | -0.1% | 42 | 47 | Town |
| Clymer | 22 | 1,807 | 1,762 | 0.72% | 50 | 36 | Town |
| Gerry | 23 | 1,704 | 1,782 | -0.06% | 47 | 36 | Town |
| Sherman | 24 | 1,651 | 1,625 | 0.86% | 45 | 36 | Town |
| Charlotte | 25 | 1,527 | 1,530 | -0.52% | 42 | 36 | Town |
| Ellington | 26 | 1,481 | 1,498 | -0.2% | 41 | 37 | Town |
| Mayville | 27 | 1,444 | 1,426 | 0.21% | 716 | 2 | Village |
| Kiantone | 28 | 1,362 | 1,395 | 0% | 74 | 18 | Town |
| Brocton | 29 | 1,296 | 1,341 | -0.69% | 733 | 2 | Village |
| Dunkirk | 30 | 1,183 | 1,228 | -1.58% | 190 | 6 | Town |
| Celoron | 31 | 1,047 | 1,080 | -0.66% | 1,400 | 1 | Village |
| Villenova | 32 | 1,044 | 1,059 | -0.1% | 29 | 36 | Town |
| Cherry Creek | 33 | 1,035 | 1,031 | 0.29% | 28 | 37 | Town |
| Arkwright | 34 | 994 | 1,007 | -0.5% | 28 | 36 | Town |
| French Creek | 35 | 978 | 999 | 0.2% | 27 | 36 | Town |
| Mina | 36 | 977 | 1,006 | -0.41% | 27 | 36 | Town |
| Sherman | 37 | 663 | 682 | -0.6% | 817 | 1 | Village |
| Sinclairville | 38 | 558 | 577 | -0.71% | 344 | 2 | Village |
| Cassadaga | 39 | 554 | 564 | -0.36% | 655 | 1 | Village |
| Panama | 40 | 449 | 464 | -0.66% | 203 | 2 | Village |
| Bemus Point | 41 | 301 | 313 | -0.99% | 718 | 0 | Village |
Jamestown is the largest city in Chautauqua County, with a population of 27,455.
Bemus Point is the smallest city in Chautauqua County, with a population of 301.
There are 41 cities in Chautauqua County, New York.