| DREAMS WITH WINGS INC | Louisville | P73 Human Services | $6.9M | 1 |
| REDBANKS COLONIAL TERRACE INC | Sebree | E91 Health Care | $6.9M | 7 |
| PLUMBERS 452 HEALTH & WELFARE FUND | Lexington | — | $6.9M | 0 |
| KENTUCKY ASSOCIATION OF HEALTH PLANS INC | Lexington | — | $6.9M | 1 |
| KENTUCKY FRIED CHICKEN FOUNDATION INC | Louisville | B82 Education | $6.8M | 2 |
| KENTUCKY COMMUNITY AND TECHNICAL COLLEGE SYSTEM FOUNDATION INC | Versailles | B114 Education | $6.8M | 0 |
| CARSON-MYRE CHARITABLE FOUNDATION | Paducah | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $6.7M | 5 |
| EVOLVE502 INC | Louisville | — | $6.7M | 3 |
| WESTERN KY REFUGEE MUTUAL | Bowling Green | P84Z Human Services | $6.7M | 2 |
| LEGAL AID SOCIETY INC | Louisville | — | $6.7M | 3 |
| QUEST SERVICESINC | Morganfield | T70 Philanthropy, Voluntarism & Grantmaking Foundations | $6.6M | 2 |
| FUND FOR THE ARTS INC | Louisville | A120 Arts, Culture & Humanities | $6.5M | 2 |
| TRANSITIONS INCORPORATED | Covington | I40Z Crime & Legal-Related | $6.5M | 2 |
| BRECKINRIDGE-GRAYSON PROGRAMS INC | Leitchfield | P41Z Human Services | $6.4M | 2 |
| The Kentucky Bar Foundation Inc | Frankfort | — | $6.4M | 1 |
| WELCOME HOUSE INC | Covington | L41 Housing & Shelter | $6.4M | 2 |
| ICF CREDENTIALING AND STANDARDS INC | Lexington | S41 Community Improvement & Capacity Building | $6.4M | 0 |
| KENTUCKY HIGH SCHOOL | Lexington | N41Z Recreation & Sports | $6.4M | 2 |
| National Association of State Chief | Lexington | — | $6.4M | 0 |
| SANSBURY CARE CENTER INC | St Catharine | — | $6.4M | 1 |
| COMMUNITY SERVICES PROJECT INC | Louisville | P80 Human Services | $6.3M | 2 |
| GREATER KENTUCKY CREDIT UNION INC | Lexington | — | $6.3M | 4 |
| Appalachian College Association Inc | Lexington | B99Z Education | $6.3M | 2 |
| NEW VOCATIONS RACEHORSE ADOPTION | Lexington | D200 Animal-Related | $6.3M | 2 |
| KENTUCKY PUBLIC RADIO INC | Louisville | A340 Arts, Culture & Humanities | $6.3M | 7 |
| COMMONWEALTH REGIONAL SPECIALTY HOSPITAL INC | Bowling Green | E24 Health Care | $6.3M | 11 |
| PRESBYTERIAN CHILD WELFARE AGENCY | Buckhorn | P34Z Human Services | $6.3M | 2 |
| SOUTHEAST SOUTH-CENTRAL | London | B19 Education | $6.2M | 0 |
| SOCAYR INC | Louisville | L21 Housing & Shelter | $6.2M | 0 |
| Appalachian Research and Defense Fund of | Prestonsburg | I80Z Crime & Legal-Related | $6.2M | 4 |
| JOBS FOR KENTUCKY'S GRADUATES INC | Lexington | B90 Education | $6.2M | 1 |
| VOICES OF HOPE LEXINGTON INC | Lexington | F20 Mental Health & Crisis Intervention | $6.2M | 1 |
| THE COALITION FOR THE HOMELESS INC | Louisville | — | $6.1M | 4 |
| THE CLAUDE AND BETTY HARRIS FOUNDATION INC | Louisville | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $6.1M | 0 |
| WALDEN SCHOOL CORPORATION | Louisville | B24Z Education | $6.1M | 2 |
| ST ANTHONY'S HOSPICE INC | Henderson | — | $6.1M | 0 |
| LOUISVILLE AREA CHAMBER OF | Louisville | — | $6.1M | 2 |
| CUMBERLAND TRACE LEGAL SERVICES INC | Bowling Green | I80Z Crime & Legal-Related | $6M | 3 |
| KENTUCKY RIVER AREA DEVELOPMENT DISTRICT | Hazard | — | $6M | 1 |
| ISAAC W BERNHEIM FOUNDATION | Clermont | C360 Environment | $6M | 3 |
| MAYFIELD GRAVES LTRG INC | Mayfield | S01 Community Improvement & Capacity Building | $5.9M | 0 |
| MERCY REGIONAL EMERGENCY | Paducah | E62 Health Care | $5.9M | 1 |
| VIRGINIA CHANCE SCHOOL INC | Louisville | — | $5.9M | 1 |
| PROFESSIONAL HOME HEALTH CARE AGENCY INC | London | E92Z Health Care | $5.9M | 5 |
| HIGHPOINT CHARITABLE SERVICES INC | La Grange | K30 Food, Agriculture & Nutrition | $5.9M | 1 |
| HOPE INITIATIVE INC | Mayfield | P20 Human Services | $5.9M | 0 |
| THE KENTUCKY SCIENCE CENTER INC | Louisville | A570 Arts, Culture & Humanities | $5.9M | 5 |
| CITY OF PIKEVILLE EXPOSITION CENTER | Pikeville | W20 Public & Societal Benefit | $5.9M | 1 |
| LOUISVILLE ELECTRICAL JOINT | Louisville | — | $5.9M | 7 |
| SAYRE VILLAGE PHASE III INC | Lexington | L22Z Housing & Shelter | $5.9M | 1 |
