| The Chicago Community Trust | Chicago | $2,143,553,763 |
| John D & Catherine T Macarthur Foundation | Chicago | $613,786,298 |
| Builders Initiative | Chicago | $519,855,780 |
| Howard G Buffett Foundation | Decatur | $377,621,424 |
| Jewish Federation of Metropolitan Chicago | Chicago | $284,591,607 |
| Hunter Family Foundation | Chicago | $234,140,854 |
| The Brinson Foundation | Chicago | $183,594,091 |
| Jewish United Fund of Metropolitan Chicago | Chicago | $154,199,770 |
| Cushing Family Foundation | Chicago | $152,055,068 |
| Wayne and Nan Kocourek Foundation | Buffalo Grove | $111,313,699 |
| Robert R McCormick Foundation | Chicago | $105,305,792 |
| Crown Family Foundation | Chicago | $80,975,305 |
| Joyce Foundation | Chicago | $63,765,035 |
| Klaff Family Foundation | Chicago | $62,897,228 |
| Elks National Foundation Inc | Chicago | $61,768,710 |
| The John and Kathleen Schreiber Foundation | Lake Forest | $59,578,292 |
| Paul M Angell Family Foundation | Chicago | $54,980,497 |
| United Way of Metropolitan Chicago Inc | Chicago | $47,075,947 |
| Sunshine Charitable Foundation | Libertyville | $45,616,502 |
| Caerus Foundation Inc | Northbrook | $44,157,495 |
| Abbvie Foundation | North Chicago | $41,120,237 |
| Saul Zaentz Charitable Foundation | Glenview | $37,805,900 |
| Mercy Health Corporation | Rockford | $32,433,779 |
| Dupage Community Foundation | Downers Grove | $32,326,685 |
| Aurora Health Care Foundation Inc | Downers Grove | $25,348,262 |
| Imc Chicago Charitable Foundation | Chicago | $24,198,334 |
| Conduit Foundation | Chicago | $23,304,184 |
| Jfmc Facilities Corporation | Chicago | $22,232,129 |
| 1111 Foundation | Highland Park | $21,977,319 |
| Moose Foundation Inc | Mooseheart | $21,158,854 |
| Emerson Elec Charitable Trust | Chicago | $20,800,942 |
| Buntrock Foundation for Leadership | Oakbrook Ter | $19,877,271 |
| Pritzker Traubert Foundation | Chicago | $19,719,134 |
| Frank E Payne and Seba B Payne Foundation | Chicago | $17,217,145 |
| Tawani Charitable Distribution Fund | Chicago | $15,689,197 |
| The Walsh Foundation | Chicago | $15,685,193 |
| Peoples Support Foundation Limited | Chicago | $15,083,694 |
| Bluhm Family Charitable Foundation | Chicago | $14,929,839 |
| Trott Family Philanthropies Inc | Chicago | $14,401,070 |
| Mansueto Foundation | Chicago | $13,148,678 |
| White Pines Foundation | Champaign | $12,921,505 |
| Tracy Family Foundation | Mt Sterling | $11,693,704 |
| Richard L Duchossois Memorial Foundation | Chicago | $11,484,765 |
| Tull Fam Foundation | Chicago | $11,313,500 |
| Vivo Foundation | Libertyville | $11,180,860 |
| David F and Margaret T Grohne Family Foundation | Western Sprgs | $10,853,311 |
| State Farm Companies Foundation | Bloomington | $10,477,681 |
| Dick and Timmy Burton Foundation | PO Box Ch | $9,782,403 |
| Alphawood Foundation | Chicago | $9,136,910 |
| The Richard H Driehaus Foundation | Chicago | $8,835,016 |
| Frechette Family Foundation | Chicago | $7,240,512 |
| Ed Uihlein Family Foundation | Lake Forest | $7,204,315 |
| The Pritzker Pucker Family Foundation | Chicago | $5,444,283 |
| Antonio J Gracias Family Foundation Inc | Chicago | $4,862,228 |
| Walder Family Foundation | Skokie | $4,224,649 |
| Pritzker Family Foundation | Chicago | $4,180,922 |
| Anthony Pritzker Fam Foundation | Chicago | $3,914,238 |
| Foglia Family Foundation | Chicago | $3,869,381 |
| Julian Grace Foundation | Highland Park | $3,478,097 |
| Anahata Foundation | Chicago | $3,124,355 |
| Jackson Kemper Foundation | Hawthorn Wds | $2,253,390 |
| Scanlan Family Foundation | Chicago | $1,853,775 |
| Serr Charitable Action Tr Uw 09242002 | Chicago | $1,680,471 |
| Chicagobeyond Inc | Chicago | $500,000 |
| Terra Foundation for American Art | Chicago | $449,057 |
| Exelon Foundation | Chicago | $353,401 |
| Wayfarer Foundation | Highland Park | -$10,898,607 |