| BOYS & GIRLS CLUB OF GLASGOWBARREN | Glasgow | O23 Youth Development | $3.8M | 1 |
| WORKWELL INDUSTRIES INC | Louisville | J330 Employment | $3.8M | 1 |
| GIRL SCOUTS OF KENTUCKY'S WILDERNESS | Lexington | — | $3.7M | 1 |
| Hopkins County Family Young Men's Christian Association Inc | Madisonville | P27Z Human Services | $3.7M | 0 |
| INTERNATIONAL SPA ASSOCIATION | Lexington | — | $3.7M | 0 |
| FORT MITCHELL COUNTRY CLUB | Ft Mitchell | — | $3.7M | 1 |
| YOUNG MENS CHRISTIAN ASSOCIATION OF PARIS BOURBON COUNTY INC | Paris | P27Z Human Services | $3.7M | 1 |
| UNIVERSITY OF KENTUCKY ALUMNI ASSOCIATION INC | Lexington | B840 Education | $3.7M | 1 |
| BOWLING GREEN WARREN COUNTY HUMANE | Bowling Green | D200 Animal-Related | $3.7M | 0 |
| NORTHERN KENTUCKY UNIVERSITY RESEARCH | Highland Heights | B11 Education | $3.7M | 8 |
| SCKY FOUNDATION FOR WORKFORCE | Bowlng Green | J20 Employment | $3.6M | 1 |
| ACCESS VENTURES INC | Louisville | S12 Community Improvement & Capacity Building | $3.6M | 1 |
| CROSSROADS MISSIONS | Louisville | P28Z Human Services | $3.6M | 1 |
| KENTUCKY YOUTH ADVOCATES INC | Louisville | R200 Civil Rights, Social Action & Advocacy | $3.6M | 1 |
| ASSOCIATION OF STATE DAM SAFETY | Lexington | M030 Public Safety, Disaster Preparedness & Relief | $3.6M | 1 |
| MUHAMMAD ALI MUSEUM AND EDUCATION CENTER | Louisville | A500 Arts, Culture & Humanities | $3.6M | 3 |
| THE BOYS & GIRLS CLUBS INC | Louisville | — | $3.6M | 2 |
| LOUMED INC | Louisville | S20 Community Improvement & Capacity Building | $3.6M | 1 |
| Alternative Residences Three Inc VOCA Corporation | Louisville | P82Z Human Services | $3.6M | 0 |
| RAPE VICTIM SERVICES INC | Paducah | — | $3.6M | 1 |
| ARH ADVANCED CARE INC | Lexington | E20 Health Care | $3.6M | 5 |
| COMMUNITY FOUNDATION OF SOUTH | Bowling Green | T31 Philanthropy, Voluntarism & Grantmaking Foundations | $3.5M | 1 |
| Brown-Forman Foundation | Louisville | T21 Philanthropy, Voluntarism & Grantmaking Foundations | $3.5M | 0 |
| WILDWOOD COUNTRY CLUB INC | Louisville | — | $3.5M | 0 |
| PARAMOUNT ARTS CENTER INC | Ashland | Z99Z Unknown | $3.5M | 0 |
| LDG DEVELOPMENT FOUNDATION INC | Louisville | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $3.5M | 0 |
| SHAPING OUR APPALACHIAN REGION INC | Pikeville | S30 Community Improvement & Capacity Building | $3.5M | 0 |
| ADVENTUROUS MINDS PRODUCE EXTRAORDINARY | Louisville | A68 Arts, Culture & Humanities | $3.5M | 3 |
| Meredith-Dunn School Inc | Louisville | — | $3.5M | 3 |
| KENTUCKY SOYBEAN | Princeton | K20 Food, Agriculture & Nutrition | $3.5M | 1 |
| INTERNATIONAL BLUEGRASS MUSIC MUSEUM | Owensboro | A500 Arts, Culture & Humanities | $3.5M | 0 |
| Palliative Care Center of the Bluegrass Inc | Lexington | P74 Human Services | $3.4M | 3 |
| ANDY'S OUTREACH FUND INC | Louisville | P20 Human Services | $3.4M | 0 |
| KENTUCKY MEDICAL LOGISTICS INC | Ashland | M41 Public Safety, Disaster Preparedness & Relief | $3.4M | 5 |
| CUMBERLAND RIVER HOMES INC | Salem | P82 Human Services | $3.4M | 1 |
| WESTERN KENTUCKY REGIONAL BLOOD CENTER | Owensboro | E61Z Health Care | $3.4M | 1 |
| THE EDITH & HENRY HEUSER HEARING | Louisville | H42 Medical Research | $3.4M | 1 |
| CHRISTIAN EDUCATORS INC | Hopkinsville | B200 Education | $3.4M | 0 |
| INT'L ASSOC OF IRON WORKERS | Hebron | — | $3.4M | 5 |
| POTTER CHILDREN'S HOME | Bowling Green | — | $3.4M | 2 |
| JEWISH FAMILY & CAREER SERVICES OF | Louisville | P200 Human Services | $3.4M | 1 |
| PREVENTION RESEARCH INSTITUTE INC | Lexington | F21Z Mental Health & Crisis Intervention | $3.4M | 8 |
| BOWLING GREEN COUNTRY CLUB | Bowling Green | — | $3.4M | 1 |
| GATEWAY JUVENILE DIVERSION PROJECT INC | Mt Sterling | I44Z Crime & Legal-Related | $3.3M | 5 |
| HELPING HANDS HEALTH CLINIC INC | Elkton | E30 Health Care | $3.3M | 0 |
| SHEET METAL WORKERS INTERNATIONAL ASSN | Louisville | J40 Employment | $3.3M | 13 |
| THE DEPAUL SCHOOL INC | Louisville | B280 Education | $3.3M | 2 |
| RED BIRD MISSION INC | Beverly | — | $3.3M | 1 |
| FRONTIER HOUSING INC | Morehead | — | $3.3M | 0 |
| B & D QUINN FAMILY CHARITABLE FOUNDATION | Glasgow | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $3.3M | 0 |
