| City | Rank | 2026 Pop. ↓ | 2020 Pop. | Annual Change | Density (/mi²) | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Jamestown | 1 | 27,450 | 28,666 | -0.77% | 3,084 | 9 | City |
| Pomfret | 2 | 12,579 | 13,022 | -0.21% | 287 | 44 | Town |
| Dunkirk | 3 | 12,242 | 12,731 | -0.68% | 2,694 | 5 | City |
| Fredonia | 4 | 9,195 | 9,672 | -0.95% | 1,790 | 5 | Village |
| Ellicott | 5 | 8,531 | 8,773 | -0.32% | 280 | 30 | Town |
| Busti | 6 | 7,330 | 7,553 | -0.53% | 152 | 48 | Town |
| Hanover | 7 | 6,782 | 6,960 | -0.38% | 138 | 49 | Town |
| Westfield | 8 | 4,410 | 4,560 | -0.29% | 94 | 47 | Town |
| Ellery | 9 | 4,051 | 4,116 | -0.05% | 85 | 47 | Town |
| Chautauqua | 10 | 4,023 | 3,983 | 0.7% | 60 | 67 | Town |
| Portland | 11 | 3,758 | 4,159 | -4.28% | 110 | 34 | Town |
| Carroll | 12 | 3,379 | 3,459 | -0.3% | 101 | 33 | Town |
| Lakewood | 13 | 2,907 | 2,997 | -0.51% | 1,483 | 2 | Village |
| Westfield | 14 | 2,863 | 2,996 | -0.87% | 757 | 4 | Village |
| Silver Creek | 15 | 2,558 | 2,658 | -0.66% | 2,226 | 1 | Village |
| Sheridan | 16 | 2,489 | 2,565 | -0.48% | 67 | 37 | Town |
| Ripley | 17 | 2,242 | 2,319 | -0.58% | 46 | 49 | Town |
| North Harmony | 18 | 2,199 | 2,190 | 0.09% | 52 | 42 | Town |
| Falconer | 19 | 2,194 | 2,286 | -0.72% | 2,033 | 1 | Village |
| Harmony | 20 | 2,056 | 2,111 | -0.34% | 46 | 45 | Town |
| Stockton | 21 | 1,996 | 2,038 | -0.15% | 42 | 47 | Town |
| Clymer | 22 | 1,817 | 1,764 | 0.55% | 50 | 36 | Town |
| Gerry | 23 | 1,714 | 1,789 | -0.23% | 47 | 36 | Town |
| Sherman | 24 | 1,641 | 1,618 | 0.31% | 45 | 36 | Town |
| Charlotte | 25 | 1,541 | 1,531 | -0.13% | 42 | 36 | Town |
| Mayville | 26 | 1,478 | 1,428 | 0.27% | 733 | 2 | Village |
| Ellington | 27 | 1,470 | 1,492 | -0.47% | 40 | 37 | Town |
| Kiantone | 28 | 1,351 | 1,383 | 0% | 74 | 18 | Town |
| Brocton | 29 | 1,302 | 1,345 | -0.61% | 736 | 2 | Village |
| Dunkirk | 30 | 1,196 | 1,229 | -0.5% | 193 | 6 | Town |
| Celoron | 31 | 1,042 | 1,079 | -0.67% | 1,393 | 1 | Village |
| Villenova | 32 | 1,042 | 1,062 | -0.48% | 29 | 36 | Town |
| Cherry Creek | 33 | 1,029 | 1,034 | -0.48% | 28 | 37 | Town |
| French Creek | 34 | 991 | 1,003 | 0.3% | 27 | 36 | Town |
| Arkwright | 35 | 989 | 1,005 | -0.5% | 28 | 36 | Town |
| Mina | 36 | 975 | 1,007 | -0.51% | 27 | 36 | Town |
| Sherman | 37 | 645 | 668 | -0.62% | 794 | 1 | Village |
| Sinclairville | 38 | 563 | 584 | -0.71% | 347 | 2 | Village |
| Cassadaga | 39 | 551 | 562 | -0.36% | 651 | 1 | Village |
| Panama | 40 | 446 | 463 | -0.67% | 202 | 2 | Village |
| Bemus Point | 41 | 303 | 313 | -0.66% | 723 | 0 | Village |
Jamestown is the largest city in Chautauqua County, with a population of 27,450.
Bemus Point is the smallest city in Chautauqua County, with a population of 303.
There are 41 cities in Chautauqua County, New York.