| 1 | The Chicago Community Trust Chicago | $4.0B | $2.5B | $6.0B |
| 2 | John D & Catherine T Macarthur Foundation Chicago | $3.9B | $0 | $9.3B |
| 3 | Builders Initiative Chicago | $2.3B | $0 | $1.7B |
| 4 | Mercy Health Corporation Rockford | $1.3B | $148.2M | $1.3B |
| 5 | Howard G Buffett Foundation Decatur | $870.1M | $0 | $395.6M |
| 6 | Paul M Angell Family Foundation Chicago | $867.0M | $0 | $903.3M |
| 7 | Joyce Foundation Chicago | $419.7M | $0 | $1.3B |
| 8 | Elks National Foundation INC Chicago | $377.2M | $61.6M | $885.0M |
| 9 | Pert Foundation Chicago | $313.3M | $311.7M | $317.3M |
| 10 | Robert R McCormick Foundation Chicago | $302.5M | $105.3M | $1.8B |
| 11 | Hunter Family Foundation Chicago | $299.7M | $0 | $420.5M |
| 12 | Terra Foundation for American Art Chicago | $279.8M | $0 | $602.9M |
| 13 | Jewish Federation of Metropolitan Chicago Chicago | $228.4M | $219.1M | $1.1B |
| 14 | Caerus Foundation INC Northbrook | $216.2M | $0 | $251.6M |
| 15 | Pritzker Family Foundation Chicago | $216.2M | $0 | $281.3M |
| 16 | Jewish United Fund of Metropolitan Chicago Chicago | $168.6M | $163.2M | $249.9M |
| 17 | Pritzker Traubert Foundation Chicago | $158.0M | $0 | $297.4M |
| 18 | Lions Clubs International Ftdn Oak Brook | $152.7M | $71.3M | $448.5M |
| 19 | The John and Kathleen Schreiber Foundation Lake Forest | $134.1M | $0 | $185.2M |
| 20 | Sue Ling Gin Foundation Tr Chicago | $128.1M | $0 | $57.6M |
| 21 | Wayne and Nan Kocourek Foundation Buffalo Grove | $107.5M | $0 | $124.9M |
| 22 | Frank E Payne and Seba B Payne Foundation Chicago | $104.4M | $0 | $164.4M |
| 23 | Crown Family Foundation Chicago | $102.5M | $63.4M | $460.5M |
| 24 | 1111 Foundation Highland Park | $95.3M | $0 | $539.8M |
| 25 | Edward Fein Charitable Tr P76693004 Chicago | $81.1M | $0 | $187.3M |
| 26 | Patricia a Bresky Family Foundation Chicago | $79.6M | $0 | $78.6M |
| 27 | The Walsh Foundation Chicago | $79.1M | $0 | $186.4M |
| 28 | Northern Trust Foundation Chicago | $78.8M | $0 | $82.0M |
| 29 | Richard L Duchossois Memorial Foundation Chicago | $76.1M | $0 | $161.4M |
| 30 | Lawyers Trust Fund of Illinois Chicago | $75.1M | $44.2M | $59.1M |
| 31 | Trott Family Philanthropies INC Chicago | $74.5M | $0 | $98.1M |
| 32 | Anthony Pritzker Fam Foundation Chicago | $74.1M | $0 | $85.7M |
| 33 | Walder Family Foundation Skokie | $72.3M | $0 | $154.6M |
| 34 | Community Foundation of Northern Illinois Rockford | $68.3M | $14.8M | $156.3M |
| 35 | Mercyhealth Development Foundation INC Rockford | $67.7M | $8.9M | $50.7M |
| 36 | Abbvie Foundation North Chicago | $67.6M | $0 | $217.7M |
| 37 | Harold B Smith Foundation Chicago | $67.5M | $0 | $71.4M |
| 38 | Cfm Foundation Quincy | $63.7M | $9.7M | $110.9M |
| 39 | Dupage Community Foundation Downers Grove | $62.8M | $32.3M | $161.8M |
| 40 | Anahata Foundation Chicago | $58.9M | $0 | $126.3M |
| 41 | United Way of Metropolitan Chicago INC Chicago | $55.1M | $47.1M | $48.8M |
| 42 | Tawani Charitable Distribution Fund Chicago | $54.0M | $0 | $117.0M |
| 43 | Emerson Elec Charitable Trust Po Box Chica | $53.6M | $0 | $24.2M |
| 44 | Christopher L & M Susan Gust Foundation Chicago | $52.8M | $0 | $63.5M |
| 45 | Antonio J Gracias Family Foundation INC Chicago | $49.6M | $0 | $90.7M |
| 46 | James S & Paula H Crown Family Foundation Chicago | $48.8M | $0 | $4.1M |
| 47 | Ednamae Walsh Charitable Tr Chicago | $48.8M | $0 | $19.4M |
| 48 | Serr Charitable Action Tr Uw 09242002 Chicago | $47.4M | $0 | $37.8M |
| 49 | 1923 Fund Lisle | $47.3M | $0 | $86.1M |
| 50 | Pritzker Family Philanthropic Fund Chicago | $47.1M | $21.1M | $201.7M |