| NATIONAL ASSOCIATION OF STATE TECHNOLOGY DIRECTORS | Lexington | Z99Z Unknown | $2.5M | 0 |
| COALITION FOR COLLEGE COST SAVINGS | Versailles | B02 Education | $2.5M | 2 |
| FAIRHAVEN RESCUE MISSION | Covington | — | $2.5M | 1 |
| NATIONAL STEM CELL FOUNDATION INC | Louisville | H40 Medical Research | $2.5M | 2 |
| Cornerstone International Inc | Wilmore | X20 Religion-Related | $2.5M | 2 |
| GREEN FORESTS WORK INC | Lexington | C36 Environment | $2.5M | 0 |
| BLUEGRASS BOYS' RANCH | Lexington | P72Z Human Services | $2.5M | 1 |
| THE OWSLEY BROWN III PHILANTHROPIC | Louisville | — | $2.5M | 0 |
| SANCTUARY INC | Hopkinsville | — | $2.4M | 0 |
| DIAGNOSTIC SHARED SERVICES INC | Prospect | E192 Health Care | $2.4M | 0 |
| Liberty Ridge Senior Living Inc | Lexington | P75 Human Services | $2.4M | 1 |
| KENTUCKY ASSOCIATION OF HEALTH | Louisville | — | $2.4M | 2 |
| MCDOWELL HOME HEALTH AGENCY INC | Danville | — | $2.4M | 6 |
| AMERICAN SADDLEBRED HORSE AND BREEDERS | Lexington | D030 Animal-Related | $2.4M | 1 |
| SOUTH PARK COUNTRY CLUB | Fairdale | — | $2.4M | 0 |
| AMEN HOUSE INC | Georgetown | — | $2.4M | 0 |
| NATIONAL HISPANIC CAUCUS OF STATE LEGISLATORS | Lexington | R99 Civil Rights, Social Action & Advocacy | $2.4M | 0 |
| JAMES AND JOE LAMKIN SCHOLARSHIP FUND | Clinton | B82 Education | $2.4M | 0 |
| KEMBA LOUISVILLE CREDIT UNION | Louisville | — | $2.4M | 1 |
| GOVERNOR'S SCHOLARS PROGRAM INC | Frankfort | — | $2.4M | 1 |
| INTERNATIONAL ASSN OF BRIDGE STRUCTURAL | Louisville | — | $2.4M | 7 |
| BLUEGRASS REGIONAL RECYCLING CORP | Richmond | C022 Environment | $2.4M | 1 |
| MULTI-PURPOSE COMMUNITY ACTION AGENCY INC | Shelbyville | P81Z Human Services | $2.4M | 2 |
| INA B BOND ASHBOURNE CHARITABLE FUND | Louisville | — | $2.4M | 0 |
| FEEDING KENTUCKY INC | Frankfort | K31 Food, Agriculture & Nutrition | $2.4M | 0 |
| KENTUCKY SOCIETY OF | Louisville | — | $2.3M | 1 |
| HARLAN COUNTY BOYS & GIRLS CLUB INC | Harlan | O23 Youth Development | $2.3M | 1 |
| THE AMERICAN MORGAN HORSE EDUCATIONAL | Lexington | — | $2.3M | 1 |
| LEE INITIATIVE INC | Louisville | J20 Employment | $2.3M | 2 |
| EKENTUCKY ADVANCED MANUFACTURING | Paintsville | C60 Environment | $2.3M | 1 |
| LEXINGTON THEATRE COMPANY | Lexington | A65 Arts, Culture & Humanities | $2.3M | 2 |
| PARKLAND MANOR INC | Leitchfield | L22Z Housing & Shelter | $2.3M | 0 |
| NEW BEGINNINGS BLUEGRASS INC | Lexington | F99 Mental Health & Crisis Intervention | $2.3M | 3 |
| AUTOMOTIVE INDUSTRY TRUST | Lexington | Y43 Mutual & Membership Benefit | $2.3M | 0 |
| CALLOWAY COUNTY FIRE-RESCUE INC | Murray | — | $2.3M | 0 |
| KENTUCKY CIVIC ENGAGEMENT TABLE | Louisville | S21 Community Improvement & Capacity Building | $2.3M | 1 |
| C E AND S FOUNDATION INC | Louisville | — | $2.3M | 1 |
| HALL CONTRACTING OF KENTUCKY INC | Louisville | Y43 Mutual & Membership Benefit | $2.3M | 0 |
| LOUISVILLE METRO POLICE FOUNDATION INC | Louisville | I01 Crime & Legal-Related | $2.3M | 0 |
| HAND IN HAND MINISTRIES INC | Louisville | X20 Religion-Related | $2.3M | 1 |
| CATHOLIC CHARITIES OF THE DIOCESE OF | Covington | E400 Health Care | $2.3M | 1 |
| United Methodist Mountain Mission in Kentucky Inc | Jackson | X21Z Religion-Related | $2.3M | 3 |
| FOREST HILLS VILLAGE INC | Paducah | — | $2.3M | 0 |
| PRICE FOUNDATION INC | Louisville | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $2.3M | 0 |
| OPEN DOOR OF HOPE INC | Shelbyville | P20 Human Services | $2.3M | 0 |
| HOLLY HILL CHILDREN'S HOME INC | California | P730 Human Services | $2.3M | 3 |
| URBAN LEAGUE OF LEXINGTON-FAYETTE | Lexington | P22Z Human Services | $2.3M | 1 |
| GLOBAL GAME CHANGERS CHILDREN'S | Louisville | B90 Education | $2.3M | 1 |
| HOPKINSVILLE-CHRISTIAN COUNTY FAMILY YMCA INC | Hopkinsville | P27 Human Services | $2.3M | 0 |
| THE CLEVELAND HOME INC DBA LIFE | Versailles | P20 Human Services | $2.3M | 0 |
