| ROOFERS UNION WELFARE TRUST FUND | Oak Brook | — | $43.3M | 4 |
| Deaconess Illinois Red Bud Regional | Red Bud | E22 Health Care | $43.2M | 5 |
| ACHIEVEMENT UNLIMITED INC | Galesburg | L99 Housing & Shelter | $43.1M | 3 |
| PROCTOR HEALTH SYSTEMS | Urbana | E300 Health Care | $43M | 15 |
| COVENANT LIVING AT WINDSOR PARK | Carol Stream | P750 Human Services | $43M | 18 |
| LIFESONG FOR ORPHANS INC | Gridley | Q330 International, Foreign Affairs & National Security | $42.8M | 2 |
| IBEW ELECTRIAL WORKERS GENERAL WELFARE | Warrenville | — | $42.5M | 8 |
| Lutheran Child and Family Services | Oakbrook Terrace | — | $42.4M | 7 |
| Shelby Electric Cooperative | Shelbyville | — | $42.3M | 16 |
| THE SOCIETY OF THORACIC SURGEONS | Chicago | — | $42.1M | 21 |
| SHAWNEE HEALTH SERVICE & DEVEL CORP | Carterville | E39Z Health Care | $42.1M | 8 |
| Joliet Area Community Hospice Corp | Joliet | P74Z Human Services | $42M | 10 |
| PILSEN LITTLE VILLAGE COMMUNITY MENTAL HEALTH CENTER INC | Chicago | — | $41.9M | 3 |
| SEIU HEALTHCARE ILLINOIS & INDIANA | Chicago | — | $41.9M | 55 |
| TRINITY CHRISTIAN COLLEGE ASSOCIATION | Palos Heights | B420 Education | $41.9M | 6 |
| The Chicago School of Professional | Chicago | B5XZ Education | $41.9M | 14 |
| HILLSBORO AREA HOSPITAL INC | Hillsboro | E220 Health Care | $41.8M | 7 |
| UNITED FOOD & COMMERCIAL WORKERS UNION | Chicago | — | $41.8M | 12 |
| DISTINCTIVE SCHOOLS OF ILLINOIS | Chicago | B24 Education | $41.7M | 18 |
| American Health Information Management Association | Chicago | — | $41.6M | 10 |
| ALLIANCE FOR CLINICAL TRIALS IN ONCOLOGY | Chicago | H31Z Medical Research | $41.5M | 8 |
| LOCAL 705 IB OF T HEALTH AND | Chicago | — | $41.2M | 7 |
| REST HAVEN ILLIANA CHRISTIAN | Tinley Park | E910 Health Care | $41.2M | 8 |
| AbbVie Foundation | North Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $41.1M | 0 |
| American College of Chest Physicians | Glenview | — | $41M | 23 |
| GLOBAL CHARITABLE FUND | Chicago | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $40.9M | 0 |
| CATHOLIC FRATERNAL LIFE | Belleville | — | $40.6M | 14 |
| EASTERN ILLINI ELECTRIC COOPERATIVE | Paxton | — | $40.5M | 18 |
| PrimeCare Community Health Inc | Chicago | — | $40.2M | 10 |
| The Family Institute | Evanston | — | $40.1M | 10 |
| SDCO Hills of Corona Inc | Chicago | — | $40.1M | 0 |
| ADVOCATE CHARITABLE FOUNDATION | Oak Brook | E122 Health Care | $40M | 25 |
| PEORIA HOSPITALS MOBILE MEDICAL SERVICES | Peoria | E62Z Health Care | $39.7M | 11 |
| CHICAGO SUN-TIMES MEDIA INC | Chicago | — | $39.5M | 11 |
| MARSHALL BROWNING HOSPITAL ASSOCIATION | Du Quoin | E220 Health Care | $39.4M | 9 |
| Tapestry 360 Health | Chicago | — | $39.4M | 9 |
| Safer Foundation | Chicago | I400 Crime & Legal-Related | $39.2M | 12 |
| AGEGUIDE NORTHEASTERN ILLINOIS | Lombard | K36Z Food, Agriculture & Nutrition | $39.1M | 1 |
| WINDOW TO THE WORLD COMMUNICATIONS INC | Chicago | A320 Arts, Culture & Humanities | $39.1M | 7 |
| THE ROBERT YOUNG CENTER FOR COMMUNITY | Moline | F30Z Mental Health & Crisis Intervention | $39.1M | 10 |
| UNITED AIRLINES TECHNICIANS AND RELATED | Chicago | Y43 Mutual & Membership Benefit | $39M | 0 |
| Carole Robertson Center for Learning | Chicago | P330 Human Services | $38.8M | 6 |
| STRUCTURAL IRON WORKERS LOCAL 1 WELFARE | Forest Park | — | $38.8M | 4 |
| BRAVEN INC | Chicago | O50 Youth Development | $38.7M | 8 |
| MILESTONE INC | Loves Park | P82Z Human Services | $38.7M | 5 |
| COMMUNITY INVESTMENT CORPORATION | Chicago | L200 Housing & Shelter | $38.6M | 11 |
| COMMUNITY LIVING OPTIONS INC | Galesburg | P820 Human Services | $38.6M | 6 |
| AFTER SCHOOL MATTERS INC | Chicago | B80 Education | $38.5M | 14 |
| Illinois College of Optometry | Chicago | B500 Education | $38.5M | 13 |
| SOUTHERN ILLINOIS UNIVERSITY FOUNDATION | Carbondale | B110 Education | $38.4M | 6 |
