56 cities
| City | Rank | 2025 Pop. ↓ | 2020 Pop. | Annual Change | Density | Area (mi²) | Type |
|---|---|---|---|---|---|---|---|
| Burlington | 1 | 44,353 | 44,743 | -0.18% | 4,305 | 10 | City |
| Burlington | 2 | 44,353 | 44,745 | -0.18% | 4,305 | 10 | City |
| South Burlington | 3 | 22,087 | 20,201 | 1.72% | 1,344 | 16 | City |
| South Burlington | 4 | 22,087 | 20,215 | 1.72% | 1,344 | 16 | City |
| Colchester | 5 | 17,972 | 17,515 | 0.93% | 495 | 36 | Town |
| Colchester | 6 | 17,972 | 17,502 | 0.93% | 495 | 36 | Town |
| Essex | 7 | 11,492 | 11,494 | -0.04% | 335 | 34 | Town |
| Essex | 8 | 11,492 | 11,495 | -0.04% | 335 | 34 | Town |
| Essex Junction | 9 | 10,837 | 10,603 | 0.46% | 2,372 | 5 | City |
| Essex Junction | 10 | 10,837 | 10,587 | 0.46% | 2,372 | 5 | City |
| Milton | 11 | 10,830 | 10,727 | 0.26% | 210 | 52 | Town |
| Milton | 12 | 10,830 | 10,741 | 0.26% | 210 | 52 | Town |
| Williston | 13 | 10,048 | 10,114 | -0.43% | 330 | 30 | Town |
| Williston | 14 | 10,048 | 10,156 | -0.43% | 330 | 30 | Town |
| Winooski | 15 | 8,450 | 8,003 | 0.96% | 6,119 | 1 | City |
| Winooski | 16 | 8,450 | 8,048 | 0.96% | 6,119 | 1 | City |
| Shelburne | 17 | 8,215 | 7,803 | 1.1% | 338 | 24 | Town |
| Shelburne | 18 | 8,215 | 7,802 | 1.1% | 338 | 24 | Town |
| Shelburne | 19 | 7,596 | 6,008 | 6.55% | 1,059 | 7 | CDP |
| Fairfax | 20 | 5,424 | 5,021 | 0.97% | 136 | 40 | Town |
| Fairfax | 21 | 5,424 | 5,050 | 0.97% | 136 | 40 | Town |
| Jericho | 22 | 5,109 | 5,093 | 0.02% | 144 | 35 | Town |
| Jericho | 23 | 5,109 | 5,095 | 0.02% | 144 | 35 | Town |
| Hinesburg | 24 | 4,771 | 4,706 | 0.61% | 121 | 39 | Town |
| Hinesburg | 25 | 4,771 | 4,701 | 0.61% | 121 | 39 | Town |
| Milton | 26 | 4,175 | 3,913 | 3.86% | 1,340 | 3 | CDP |
| Richmond | 27 | 4,167 | 4,163 | 0.24% | 129 | 32 | Town |
| Richmond | 28 | 4,167 | 4,159 | 0.24% | 129 | 32 | Town |
| Charlotte | 29 | 3,894 | 3,914 | -0.08% | 94 | 41 | Town |
| Charlotte | 30 | 3,894 | 3,912 | -0.08% | 94 | 41 | Town |
| Cambridge | 31 | 3,637 | 3,831 | -1.3% | 58 | 63 | Town |
| Cambridge | 32 | 3,637 | 3,823 | -1.3% | 58 | 63 | Town |
| Underhill | 33 | 3,121 | 3,149 | -0.06% | 61 | 51 | Town |
| Underhill | 34 | 3,121 | 3,147 | -0.06% | 61 | 51 | Town |
| Westford | 35 | 2,123 | 2,068 | 0.66% | 55 | 39 | Town |
| Westford | 36 | 2,123 | 2,070 | 0.66% | 55 | 39 | Town |
| Huntington | 37 | 1,943 | 1,928 | 0.36% | 51 | 38 | Town |
| Huntington | 38 | 1,943 | 1,927 | 0.36% | 51 | 38 | Town |
| Bolton | 39 | 1,291 | 1,295 | -0.08% | 31 | 42 | Town |
| Bolton | 40 | 1,291 | 1,295 | -0.08% | 31 | 42 | Town |
| Fairfax | 41 | 1,100 | 1,145 | 7.11% | 581 | 2 | CDP |
| Hinesburg | 42 | 988 | 595 | 7.16% | 794 | 1 | CDP |
| St. George | 43 | 850 | 790 | 2.16% | 232 | 4 | Town |
| St. George | 44 | 850 | 791 | 2.16% | 232 | 4 | Town |
| Underhill Flats | 45 | 812 | 781 | 7.12% | 1,086 | 1 | CDP |
| Huntington | 46 | 736 | 584 | 7.13% | 895 | 1 | CDP |
| Richmond | 47 | 680 | 824 | -0.44% | 543 | 1 | CDP |
| St. George | 48 | 556 | 401 | 7.13% | 621 | 1 | CDP |
| West Charlotte | 49 | 279 | 172 | 7.31% | 400 | 1 | CDP |
| Westford | 50 | 254 | 117 | 7.17% | 218 | 1 | CDP |
| Bolton Valley | 51 | 206 | 223 | 7.29% | 472 | 0 | CDP |
| East Charlotte | 52 | 201 | 145 | 6.91% | 473 | 0 | CDP |
| Cambridge | 53 | 192 | 201 | -1.03% | 155 | 1 | Village |
| Cambridge | 54 | 192 | 200 | -1.03% | 155 | 1 | Village |
| Underhill Center | 55 | 70 | 34 | 7.69% | 327 | 0 | CDP |
| Bolton | 56 | 46 | 50 | 6.98% | 676 | 0 | CDP |
Burlington is the largest city in Chittenden County, with a population of 44,353.
Bolton is the smallest city in Chittenden County, with a population of 46.
There are 56 cities in Chittenden County, Vermont.