| 1 | Yale University New Haven, CT | $6.8B | $55.2B |
| 2 | Yale New Haven Hospital New Haven, CT | $4.6B | $5.4B |
| 3 | Hartford Hospital Hartford, CT | $2.7B | $2.8B |
| 4 | Americares Foundation INC Stamford, CT | $2.0B | $412.5M |
| 5 | Yale New Haven Health Services Corporation New Haven, CT | $1.1B | $3.5B |
| 6 | Save the Children Federation INC Fairfield, CT | $920.5M | $548.8M |
| 7 | General Electric Company Insurance Plan Trust Co V a Diamante Norwalk, CT | $913.9M | $18.7M |
| 8 | Bridgeport Hospital Bridgeport, CT | $910.0M | $691.4M |
| 9 | Danbury Hospital Danbury, CT | $903.8M | $905.8M |
| 10 | Saint Francis Hospital and Medical Center Hartford, CT | $876.8M | $742.8M |
| 11 | Stamford Hospital Stamford, CT | $852.4M | $1.3B |
| 12 | Dalio Family Fund INC Westport, CT | $806.9M | $4.0B |
| 13 | Hospital of Central Connecticut at New Britain General and Bradley Me New Britain, CT | $776.5M | $839.1M |
| 14 | Hartford Health Care Corporation Hartford, CT | $707.6M | $3.4B |
| 15 | Hartford Healthcare Medical Group Specialists Pllc Wethersfield, CT | $694.9M | $158.7M |
| 16 | Northeast Medical Group INC Stratford, CT | $647.0M | $117.8M |
| 17 | Svmc Holdings INC New Britain, CT | $637.9M | $372.9M |
| 18 | Connecticut Childrens Medical Center Hartford, CT | $637.6M | $1.0B |
| 19 | Quinnipiac University Hamden, CT | $595.3M | $2.0B |
| 20 | William W Backus Hospital Norwich, CT | $585.2M | $990.1M |
| 21 | Greenwich Hospital Greenwich, CT | $575.8M | $872.5M |
| 22 | Sacred Heart University Fairfield, CT | $540.0M | $1.5B |
| 23 | Middlesex Hospital Middletown, CT | $539.7M | $614.1M |
| 24 | Lawrence and Memorial Hospital INC New London, CT | $501.4M | $427.0M |
| 25 | Fairfield University Fairfield, CT | $489.3M | $1.2B |
| 26 | Wesleyan University Middletown, CT | $449.0M | $2.4B |
| 27 | Midstate Medical Center Hartford, CT | $443.4M | $517.2M |
| 28 | Norwalk Hospital Association Norwalk, CT | $433.1M | $693.8M |
| 29 | Nuvance Health Medical Practice Ct INC Danbury, CT | $423.7M | $195.9M |
| 30 | University of New Haven West Haven, CT | $379.7M | $455.1M |
| 31 | Saint Marys Hospital INC Hartford, CT | $355.8M | $221.9M |
| 32 | The Mercy Hospital INC Hartford, CT | $337.4M | $205.3M |
| 33 | Trinity Health of New England Provider Network Organization INC Hartford, CT | $290.1M | $34.7M |
| 34 | University of Hartford West Hartford, CT | $287.5M | $432.2M |
| 35 | Trinity College Hartford, CT | $272.9M | $1.2B |
| 36 | The Griffin Hospital Derby, CT | $268.3M | $209.3M |
| 37 | Stamford Health Medical Group INC Stamford, CT | $251.5M | $79.6M |
| 38 | Hartford Healthcare Medical Group INC Wethersfield, CT | $223.7M | $147.7M |
| 39 | Charlotte Hungerford Hospital Torrington, CT | $217.0M | $207.2M |
| 40 | Trinity Health of New England Corporation INC Hartford, CT | $205.4M | $548.3M |
| 41 | Connecticut College New London, CT | $191.8M | $755.0M |
| 42 | Achievement First Brooklyn Charter Schools New Haven, CT | $190.4M | $166.1M |
| 43 | Yale University Retiree Health Benefits Coverage TR New Haven, CT | $182.8M | $1.1B |
| 44 | Community Health Center Incorporated Middletown, CT | $179.5M | $124.5M |
| 45 | Area Cooperative Educational Services New Haven, CT | $176.8M | $285.3M |
| 46 | Bristol Hospital Incorporated Bristol, CT | $175.2M | $106.0M |
| 47 | Common Fund for Non-profit Organizations Wilton, CT | $173.6M | $3.6B |
| 48 | Connecticut Childrens Specialty Group INC Hartford, CT | $170.5M | $39.9M |
| 49 | Coordinated Transportation Solutions INC Trumbull, CT | $152.9M | $20.3M |
| 50 | Ufcw and Participating Employers New England Health Fund Westport, CT | $151.9M | $87.8M |