| FLETCHER GROUP INC | London | F20 Mental Health & Crisis Intervention | $5.9M | 3 |
| LUTHER F CARSON FOUR RIVERS CENTER INC | Paducah | A61 Arts, Culture & Humanities | $5.9M | 2 |
| RIVERVALLEY CONSULTING SERVICES INC | Owensboro | W02 Public & Societal Benefit | $5.9M | 6 |
| THOROUGHBRED AFTERCARE ALLIANCE | Lexington | D20 Animal-Related | $5.9M | 0 |
| J ROGERS BADGETT SR FOUNDATION INC | Madisonville | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $5.8M | 2 |
| FAITH COMMUNITY PHARMACY INC | Newport | E60 Health Care | $5.8M | 1 |
| RONALD MCDONALD HOUSE CHARITIES OF | Louisville | E86Z Health Care | $5.8M | 3 |
| Family Nurturing Center of Kentucky | Florence | — | $5.7M | 2 |
| CENTRAL KENTUCKY EDUCATIONAL | Lexington | B90 Education | $5.7M | 1 |
| PUZZLE PIECES INC | Owensboro | P71 Human Services | $5.7M | 0 |
| A PLUS FAMILY HEALTHCARE LLC | Brownsville | E22 Health Care | $5.7M | 12 |
| SOUTHEASTERN WATER ASSOCIATION INC | Somerset | — | $5.7M | 0 |
| UNITED STEELWORKERS OF AMERICA | Lexington | — | $5.7M | 0 |
| THE FRATERNITY OF PHI GAMMA DELTA INC | Lexington | — | $5.6M | 3 |
| FINISHING FUND MANAGEMENT | Prospect | X20 Religion-Related | $5.6M | 0 |
| CINCINNATI REGIONAL TOURISM NETWORK | Covington | S41 Community Improvement & Capacity Building | $5.6M | 0 |
| SOCIETY OF ST VINCENT DE PAUL | Erlanger | P20 Human Services | $5.6M | 1 |
| ION CENTER FOR VIOLENCE PREVENTION | Covington | P43Z Human Services | $5.6M | 2 |
| ARTS OF SOUTHERN KENTUCKY INC | Bowling Green | A61 Arts, Culture & Humanities | $5.5M | 3 |
| APPALACHIAN FOOTHILLS HOUSING AGENC | Wurtland | L80Z Housing & Shelter | $5.5M | 0 |
| DOE VALLEY ASSOCIATION INC | Brandenburg | — | $5.5M | 2 |
| PROJECT CAMP INC | Scottsville | E86 Health Care | $5.5M | 1 |
| SOS INTERNATIONAL INC | Louisville | — | $5.5M | 1 |
| GOODENOUGH COLLABORATION TRUST | Lexington | — | $5.5M | 1 |
| DELTA DENTAL OF KENTUCKY FOUNDATION INC | Louisville | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $5.5M | 1 |
| BRIDGEHAVEN INC | Louisville | F30Z Mental Health & Crisis Intervention | $5.5M | 5 |
| CHRISTIAN BENEVOLENT OUTREACH INC | Lexington | L200 Housing & Shelter | $5.4M | 5 |
| HUNTING CREEK COUNTRY CLUB INC | Prospect | — | $5.4M | 3 |
| UNITED STATES DRESSAGE FEDERATION | Lexington | — | $5.3M | 1 |
| LIFELINE RECOVERY CENTER INC | Paducah | P20 Human Services | $5.3M | 1 |
| LEXINGTON HUMANE SOCIETY | Lexington | D200 Animal-Related | $5.3M | 1 |
| Honorable Order of Kentucky Colonels Inc | Louisville | S820 Community Improvement & Capacity Building | $5.3M | 2 |
| 21ST CENTURY PARKS INC | Louisville | N32 Recreation & Sports | $5.3M | 4 |
| CEDAR LAKE FOUNDATION INC | Louisville | P112 Human Services | $5.3M | 4 |
| WEST KENTUCKY ALLIED SERVICES | Mayfield | — | $5.2M | 0 |
| CATALYTIC DEVELOPMENT FUNDING CORP OF | Covington | S31 Community Improvement & Capacity Building | $5.2M | 3 |
| SOUTHWEST CENTER | Louisville | P82Z Human Services | $5.2M | 0 |
| MCCREADY MANOR INC | Richmond | L220 Housing & Shelter | $5.1M | 0 |
| CARE GUIDE PARTNERS INC | Louisville | E92 Health Care | $5.1M | 10 |
| LEXINGTON CEMETERY COMPANY | Lexington | — | $5.1M | 2 |
| KENTUCKY BANKERS ASSOCIATION | Louisville | — | $5.1M | 6 |
| BLUEGRASS CENTER FOR AUTISM INC | Louisville | B28 Education | $5.1M | 1 |
| AMBULANCE INC OF LAUREL COUNTY | London | E62Z Health Care | $5.1M | 4 |
| HARLAN COUNTY COMMUNITY | Harlan | P20Z Human Services | $5.1M | 0 |
| Clear Creek Baptist Bible College Inc | Pineville | — | $5.1M | 23 |
| LAKE FOREST COUNTRY CLUB INC | Louisville | N50 Recreation & Sports | $5M | 5 |
| ST JOHN CENTER INC | Louisville | — | $5M | 1 |
| APPALACHIAN RESTORATION PROJECT INC | Barbourville | F20 Mental Health & Crisis Intervention | $5M | 4 |
| KENTUCKY SCHOOL BOARDS ASSOCIATION | Frankfort | — | $5M | 2 |
| Shawnee Christian Health Center Inc | Louisville | E32 Health Care | $5M | 8 |
