Identifiers: city · community · borough · CDP
| Rank | Community | Population |
|---|---|---|
| 1 | Bridgeport (city), CT | 148,654 |
| 2 | New Haven (city), CT | 134,023 |
| 3 | West Haven (city), CT | 55,584 |
| 4 | Milford city (balance) (community), CT | 50,558 |
| 5 | Shelton (city), CT | 40,869 |
| 6 | Naugatuck (borough), CT | 31,519 |
| 7 | East Haven (CDP), CT | 27,923 |
| 8 | North Haven (CDP), CT | 24,253 |
| 9 | Ansonia (city), CT | 18,918 |
| 10 | Wallingford Center (CDP), CT | 18,278 |
| 11 | Orange (CDP), CT | 14,280 |
| 12 | Derby (city), CT | 12,325 |
| 13 | Trumbull Center (CDP), CT | 9,746 |
| 14 | Long Hill (CDP), CT | 8,039 |
| 15 | Staples (CDP), CT | 6,954 |
| 16 | Daniels Farm (CDP), CT | 6,150 |
| 17 | Branford Center (CDP), CT | 6,026 |
| 18 | Stepney (CDP), CT | 4,280 |
| 19 | Tashua (CDP), CT | 3,857 |
| 20 | Oronoque (CDP), CT | 3,790 |