49 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Jamestown | 1 | 27,497 | 28,667 | -0.84% | 3,090 | 9 | City |
| Pomfret | 2 | 12,694 | 13,022 | -0.29% | 290 | 44 | Town |
| Dunkirk | 3 | 12,250 | 12,729 | -0.78% | 2,695 | 5 | City |
| Fredonia | 4 | 9,319 | 9,658 | -0.72% | 1,814 | 5 | Village |
| Ellicott | 5 | 8,527 | 8,770 | -0.42% | 280 | 30 | Town |
| Busti | 6 | 7,376 | 7,539 | -0.24% | 153 | 48 | Town |
| Hanover | 7 | 6,798 | 6,963 | -0.32% | 138 | 49 | Town |
| Westfield | 8 | 4,426 | 4,553 | -0.36% | 94 | 47 | Town |
| Ellery | 9 | 4,014 | 4,123 | -0.35% | 85 | 47 | Town |
| Chautauqua | 10 | 3,948 | 3,977 | -0.2% | 59 | 67 | Town |
| Portland | 11 | 3,867 | 4,162 | -1.28% | 114 | 34 | Town |
| Carroll | 12 | 3,373 | 3,459 | -0.38% | 101 | 33 | Town |
| Lakewood | 13 | 2,916 | 2,996 | -0.55% | 1,488 | 2 | Village |
| Westfield | 14 | 2,870 | 2,995 | -0.86% | 758 | 4 | Village |
| Jamestown West | 15 | 2,632 | 2,421 | 0.57% | 1,044 | 3 | CDP |
| Silver Creek | 16 | 2,542 | 2,644 | -0.78% | 2,212 | 1 | Village |
| Sheridan | 17 | 2,494 | 2,566 | -0.44% | 67 | 37 | Town |
| Ripley | 18 | 2,274 | 2,318 | -0.18% | 47 | 49 | Town |
| Falconer | 19 | 2,206 | 2,293 | -0.76% | 2,044 | 1 | Village |
| North Harmony | 20 | 2,202 | 2,193 | 0.36% | 52 | 42 | Town |
| Harmony | 21 | 2,045 | 2,113 | -0.49% | 45 | 45 | Town |
| Stockton | 22 | 1,993 | 2,043 | -0.25% | 42 | 47 | Town |
| Frewsburg | 23 | 1,887 | 1,719 | -0.05% | 565 | 3 | CDP |
| Clymer | 24 | 1,799 | 1,763 | 0.62% | 50 | 36 | Town |
| Gerry | 25 | 1,660 | 1,782 | -1.43% | 46 | 36 | Town |
| Sherman | 26 | 1,624 | 1,626 | 0% | 45 | 36 | Town |
| Charlotte | 27 | 1,559 | 1,532 | 0.39% | 43 | 36 | Town |
| Mayville | 28 | 1,476 | 1,428 | 0.68% | 732 | 2 | Village |
| Ellington | 29 | 1,470 | 1,497 | -0.47% | 40 | 37 | Town |
| Kiantone | 30 | 1,350 | 1,392 | -0.44% | 74 | 18 | Town |
| Brocton | 31 | 1,297 | 1,341 | -0.69% | 733 | 2 | Village |
| Dunkirk | 32 | 1,243 | 1,228 | 0.89% | 200 | 6 | Town |
| Villenova | 33 | 1,046 | 1,057 | 0.1% | 29 | 36 | Town |
| Celoron | 34 | 1,040 | 1,082 | -0.76% | 1,390 | 1 | Village |
| Cherry Creek | 35 | 1,025 | 1,035 | -0.49% | 28 | 37 | Town |
| Arkwright | 36 | 1,005 | 1,006 | 0.1% | 28 | 36 | Town |
| Ripley | 37 | 987 | 838 | 0.82% | 719 | 1 | CDP |
| Mina | 38 | 978 | 1,007 | -0.41% | 27 | 36 | Town |
| French Creek | 39 | 964 | 1,001 | -0.62% | 27 | 36 | Town |
| Forestville | 40 | 665 | 820 | 7.09% | 630 | 1 | CDP |
| Sherman | 41 | 663 | 683 | -0.6% | 817 | 1 | Village |
| Sinclairville | 42 | 560 | 577 | -0.53% | 345 | 2 | Village |
| Cassadaga | 43 | 558 | 570 | -0.36% | 660 | 1 | Village |
| Panama | 44 | 448 | 465 | -0.67% | 203 | 2 | Village |
| Cherry Creek | 45 | 386 | 484 | 7.22% | 283 | 1 | CDP |
| Bemus Point | 46 | 303 | 315 | -0.66% | 723 | 0 | Village |
| Chautauqua | 47 | 291 | 303 | 2.46% | 680 | 0 | CDP |
| Busti | 48 | 227 | 223 | -4.62% | 100 | 2 | CDP |
| Kennedy | 49 | 161 | 261 | -11.54% | 79 | 2 | CDP |
Jamestown is the largest city in Chautauqua County, with a population of 27,497.
Kennedy is the smallest city in Chautauqua County, with a population of 161.
There are 49 cities in Chautauqua County, New York.