| TRILOGY HEALTH SERVICES FOUNDATION INC | Louisville | B82 Education | $2.6M | 0 |
| ASHLAND AREA YOUNG MEN'S CHRISTIAN ASSOC | Ashland | — | $2.6M | 1 |
| COUNCIL OF STATE GOVERNMENTS | Lexington | W700 Public & Societal Benefit | $2.6M | 0 |
| KENTUCKY COALITION INC | London | W70 Public & Societal Benefit | $2.6M | 2 |
| Down Syndrome of Louisville Inc | Louisville | E86 Health Care | $2.6M | 0 |
| YOUTH WITH A MISSION LOUISVILLE INC | Louisville | X20 Religion-Related | $2.6M | 0 |
| Baptist Health Foundation Lexington Inc | Louisville | E112 Health Care | $2.6M | 8 |
| GLOBAL PEACE ALLIANCE INC | Lexington | P05 Human Services | $2.6M | 0 |
| THE MUSTARD SEED FOUNDATION | Lexington | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $2.6M | 0 |
| OWENSBORO COUNTRY CLUB | Owensboro | — | $2.6M | 0 |
| THE CLAUDE AND BETTY HARRIS FOUNDATION INC | Louisville | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.6M | 0 |
| Kentucky Chamber Foundation Inc | Frankfort | S20 Community Improvement & Capacity Building | $2.6M | 1 |
| MONTESSORI SCHOOL OF LOUISVILLE INC | Louisville | B20 Education | $2.6M | 1 |
| LUCY M YOUNG TRUST FBO BLAKELY GA PUBLIC LIBRARY C/O WILLIAM T YOUNG JR | Lexington | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.6M | 0 |
| Redwood Cooperative School | Lexington | B20 Education | $2.6M | 2 |
| SOUTHEAST KENTUCKY ECONOMIC DEVELOPMENT CORPORATION INC | Somerset | S32Z Community Improvement & Capacity Building | $2.6M | 2 |
| JEFFERSON COUNTY TEACHERS ASSOCIATION | Louisville | — | $2.6M | 2 |
| LOUISVILLE CENTRAL COMMUNITY CENTERINC | Louisville | N31Z Recreation & Sports | $2.5M | 1 |
| FRIENDS SCHOOL INC | Louisville | B21Z Education | $2.5M | 0 |
| THE AMERICAN MORGAN HORSE EDUCATIONAL CHARITABLE TRUST | Lexington | — | $2.5M | 1 |
| RIVER CITY HOUSING INC | Louisville | — | $2.5M | 1 |
| KENTUCKY MOUNTAIN BIBLE COLLEGE INC | Jackson | B40 Education | $2.5M | 2 |
| MOUNTAIN OUTREACH INC | Neon | P200 Human Services | $2.5M | 0 |
| Louisville Water Foundation | Louisville | C60 Environment | $2.5M | 0 |
| JOCKEYS' GUILD INC | Lexington | — | $2.5M | 1 |
| ICF COACH TRAINING INC | Lexington | S41 Community Improvement & Capacity Building | $2.5M | 0 |
| TEAMSTERS LOCAL UNION 651 | Lexington | — | $2.5M | 7 |
| SAFE HARBOR OF NORTHEAST KY INC | Ashland | Z99Z Unknown | $2.5M | 0 |
| NATIONAL HORSE SHOW ASSOCIATION OF AMERICA LTD | Lexington | N690 Recreation & Sports | $2.5M | 1 |
| THE CHILDREN'S ADVOCACY CENTER OF THE BLUEGRASS INC | Lexington | P620 Human Services | $2.5M | 0 |
| BISHOP FAMILY FOUNDATION INC | Ft Thomas | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.5M | 0 |
| FRANCES N ALDEN CHARITABLE TR | Louisville | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.5M | 1 |
| HALL CONTRACTING OF KENTUCKY INC MEDICAL BENEFITS TRUST | Louisville | Y43 Mutual & Membership Benefit | $2.5M | 0 |
| CORNERSTONE OF HOPE INC | Paducah | P12 Human Services | $2.5M | 1 |
| 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 |
| WORLD MISSIONS & EVANGELISM INC | Benton | — | $2.5M | 2 |
| NATIONAL STEM CELL FOUNDATION INC | Louisville | H40 Medical Research | $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 FOUNDATION INC | Louisville | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $2.5M | 0 |
| LAND BETWEEN THE LAKES ASSOCIATION INC | Golden Pond | C60Z Environment | $2.5M | 2 |
| SANCTUARY INC | Hopkinsville | — | $2.4M | 0 |
| LOUISVILLE GAS & ELECTRIC CREDIT UNION | Louisville | — | $2.4M | 1 |
| DIAGNOSTIC SHARED SERVICES INC | Prospect | E192 Health Care | $2.4M | 0 |
| Liberty Ridge Senior Living Inc | Lexington | P75 Human Services | $2.4M | 1 |
| LOUISVILLE WHEELS TRANSPORTATION INC | Louisville | P52 Human Services | $2.4M | 2 |
| KENTUCKY ASSOCIATION OF HEALTH CARE FACILITIES | Louisville | — | $2.4M | 2 |
| MCDOWELL HOME HEALTH AGENCY INC | Danville | — | $2.4M | 6 |
