| 1 | George and Beverly Rawlings Endowment Foundation INC Lagrange | $1.1B | $0 | $516.4M |
| 2 | Adam R Scripps Foundation Ft Mitchell | $841.9M | $0 | $754.6M |
| 3 | The Community Foundation of Louisville INC Louisville | $365.6M | $90.1M | $699.5M |
| 4 | Shirleys Way Louisville | $246.3M | $10.4M | $6.2M |
| 5 | Fischer Fam Foundation 2008 Charita Ble Tr Covington | $102.1M | $0 | $201.2M |
| 6 | University of Louisville Real Estate Foundation Louisville | $101.1M | $100.7M | $240.9M |
| 7 | The Rawlings Foundation INC La Grange | $96.7M | $0 | $153.7M |
| 8 | Blue Grass Community Foundation INC Lexington | $87.4M | $45.1M | $253.0M |
| 9 | The Community Foundatio of Louisville Depository INC Louisville | $68.0M | $17.9M | $22.0M |
| 10 | Smith Brothers Family Foundation INC Louisville | $56.3M | $0 | $89.7M |
| 11 | Miramar Charitable Foundation Ft Mitchell | $46.0M | $0 | $32.5M |
| 12 | Indigo Foundation INC Louisville | $40.7M | $0 | $35.3M |
| 13 | Dig Deeper Foundation INC Union | $36.8M | $0 | $44.4M |
| 14 | William Lawrence & Blanche Hughes Foundation Lexington | $35.5M | $0 | $184.1M |
| 15 | Horizon Community Funds of Northern Kentucky INC Covington | $34.9M | $13.7M | $51.2M |
| 16 | Carson-myre Charitable Foundation Paducah | $29.1M | $0 | $55.9M |
| 17 | Jewish Community of Louisville INC Louisville | $27.1M | $15.5M | $72.9M |
| 18 | Limestone Family Foundation INC Louisville | $24.4M | $0 | $11.5M |
| 19 | Scripps Family Fund for Education and the Arts Ft Mitchell | $23.5M | $0 | $29.9M |
| 20 | Yung Family Foundation the Crestview Hls | $22.9M | $0 | $10.7M |
| 21 | Hacet Foundation INC Prospect | $22.9M | $0 | $22.5M |
| 22 | Metro United Way INC Louisville | $20.8M | $16.9M | $46.4M |
| 23 | James a and Martha R Brown Charitable Foundation INC Lexington | $14.9M | $0 | $38.6M |
| 24 | Brown-forman Foundation Louisville | $12.9M | $0 | $100.1M |
| 25 | Community Foundation of West Kentucky INC Paducah | $12.8M | $12.8M | $48.5M |
| 26 | Pipe Reality Foundation INC Louisville | $12.2M | $0 | $11.7M |
| 27 | Lg&e and Ku Foundation INC Louisville | $11.5M | $0 | $24.7M |
| 28 | Harshaw Family Foundation INC Louisville | $10.7M | $0 | $14.5M |
| 29 | Claude and Betty Harris Foundation INC Louisville | $10.3M | $0 | $2.1M |
| 30 | Pediatric Endowment Fund INC Louisville | $8.7M | $1.8M | $27.2M |
| 31 | Bridgeman Charitable Group INC Louisville | $8.7M | $8.7M | $38K |
| 32 | Foundation for Appalachian Kentucky INC Hazard | $8.4M | $8.4M | $33.1M |
| 33 | Crescent Hill Family Foundation INC Louisville | $7.3M | $0 | $19.3M |
| 34 | Sam Swope Family Foundation INC Pewee Valley | $7.2M | $0 | $16.5M |
| 35 | J Rogers Badgett Sr Foundation INC Madisonville | $7.0M | $0 | $44.7M |
| 36 | Bishop Family Foundation INC Ft Thomas | $7.0M | $0 | $7.0M |
| 37 | Jefferson County Public Education Foundation Louisville | $6.9M | $1.3M | $22.2M |
| 38 | Price Foundation INC Louisville | $6.7M | $0 | $12.4M |
| 39 | Quest Services INC Morganfield | $6.7M | $6.7M | $6.1M |
| 40 | Elhapa Foundation INC Lexington | $6.1M | $0 | $35.6M |
| 41 | Fultum Foundation INC Louisville | $6.0M | $0 | $20.8M |
| 42 | Ed Gardner Tr Paducah | $5.9M | $0 | $21.8M |
| 43 | Ventas Charitable Foundation INC Louisville | $5.6M | $0 | $8.9M |
| 44 | Robert E Frazier Tri-city Area Charitable Foundation INC Lexington | $5.6M | $0 | $6.9M |
| 45 | Sar Foundation INC Louisville | $5.6M | $4.6M | $5.1M |
| 46 | Dismas Charities Foundation INC Louisville | $5.3M | $1.5M | $30.7M |
| 47 | Harry T Wilks Family Foundation Covington | $5.2M | $0 | $17.9M |
| 48 | Eleanor and Raymond Loyd Family Foundation Lexington | $5.1M | $0 | $6.7M |
| 49 | Whitaker Foundation INC Lexington | $5.1M | $0 | $20.5M |
| 50 | T W Barker Family Foundation INC Pikeville | $4.9M | $0 | $4.5M |