| GREATER KENTUCKY CREDIT UNION INC | Lexington | — | $6.3M | 4 |
| NEW VOCATIONS RACEHORSE ADOPTION | Lexington | D200 Animal-Related | $6.3M | 2 |
| 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 EDUCATIONAL COOPERATIVE | London | B19 Education | $6.2M | 0 |
| Appalachian Research and Defense Fund of Kentucky Inc | Prestonsburg | I80Z Crime & Legal-Related | $6.2M | 4 |
| COMMUNITY SERVICES PROJECT INC | Louisville | P80 Human Services | $6.2M | 2 |
| St Anthony's Hospice Inc | Henderson | — | $6.2M | 0 |
| JOBS FOR KENTUCKY'S GRADUATES INC | Lexington | B90 Education | $6.2M | 1 |
| OUR LADY OF GOOD COUNSEL CHURCH | Verona | X22 Religion-Related | $6.1M | 0 |
| THE COALITION FOR THE HOMELESS INC | Louisville | — | $6.1M | 4 |
| LAKE FOREST COUNTRY CLUB INC | Louisville | N50 Recreation & Sports | $6.1M | 5 |
| ION CENTER FOR VIOLENCE PREVENTION | Covington | P43Z Human Services | $6.1M | 2 |
| LEGAL AID SOCIETY INC | Louisville | — | $6.1M | 4 |
| WALDEN SCHOOL CORPORATION | Louisville | B24Z Education | $6.1M | 2 |
| LOUISVILLE AREA CHAMBER OF COMMERCE INC | Louisville | — | $6.1M | 2 |
| MUHAMMAD ALI MUSEUM AND EDUCATION CENTER | Louisville | A500 Arts, Culture & Humanities | $6M | 2 |
| ISAAC W BERNHEIM FOUNDATION | Clermont | C360 Environment | $6M | 3 |
| LOUISVILLE FREE PUBLIC LIBRARY FOUNDATION INC | Louisville | B70 Education | $5.9M | 1 |
| MERCY REGIONAL EMERGENCY MEDICAL SYSTEM LLC | 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 CORPORATION | Pikeville | W20 Public & Societal Benefit | $5.9M | 1 |
| LOUISVILLE ELECTRICAL JOINT APPRENTICESHIP AND TRAINING COMMITTEE | Louisville | — | $5.9M | 7 |
| SAYRE VILLAGE PHASE III INC | Lexington | L22Z Housing & Shelter | $5.9M | 1 |
| FLETCHER GROUP INC | London | F20 Mental Health & Crisis Intervention | $5.9M | 3 |
| RIVERVALLEY CONSULTING SERVICES INC | Owensboro | W02 Public & Societal Benefit | $5.9M | 6 |
| HARLAN COUNTY COMMUNITY ACTION AGENCY INC | Harlan | P20Z Human Services | $5.9M | 0 |
| THOROUGHBRED AFTERCARE ALLIANCE FOUNDATION INC | Lexington | D20 Animal-Related | $5.9M | 0 |
| MCCREADY MANOR INC | Richmond | L220 Housing & Shelter | $5.9M | 3 |
| J ROGERS BADGETT SR FOUNDATION INC | Madisonville | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $5.8M | 2 |
| Rowan Water Inc | Morehead | — | $5.8M | 6 |
| FAITH COMMUNITY PHARMACY INC | Newport | E60 Health Care | $5.8M | 1 |
| RONALD MCDONALD HOUSE CHARITIES OF KENTUCKIANA INC | Louisville | E86Z Health Care | $5.8M | 3 |
| Family Nurturing Center of Kentucky | Florence | — | $5.7M | 2 |
| CENTRAL KENTUCKY EDUCATIONAL COOPERATIVE | 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 |
| THE CENTER FOR WOMEN AND FAMILIES INC | Louisville | P620 Human Services | $5.7M | 2 |
| UNITED STEELWORKERS OF AMERICA HEALTH AND WELFARE FUND | Lexington | — | $5.7M | 0 |
| CHRISTS HANDS INC | Harlan | K30 Food, Agriculture & Nutrition | $5.7M | 1 |
| FRONTIER NURSING SERVICE INCORPORATED | Versailles | E110 Health Care | $5.6M | 4 |
| HILLTOPPER ATHLETIC FOUNDATION INC | Bowling Green | N41Z Recreation & Sports | $5.6M | 0 |
| LIVE THE DREAM DEVELOPMENT INC % CATHERINE MILLER EXEC DIRECTOR | Bowling Green | L25 Housing & Shelter | $5.6M | 0 |
| HUNTING CREEK COUNTRY CLUB INC | Prospect | — | $5.6M | 2 |
| FINISHING FUND MANAGEMENT | Prospect | X20 Religion-Related | $5.6M | 0 |
| SOCIETY OF ST VINCENT DE PAUL COUNCIL OF NORTHERN KENTUCKY | Erlanger | P20 Human Services | $5.6M | 1 |