| THE HOPEDALE MEDICAL FOUNDATION | Hopedale | E22I Health Care | $44.4M | 9 |
| MIDWEST MEDICAL CENTER | Galena | E11 Health Care | $44.4M | 7 |
| OPERATING ENGINEERS LOCAL 150 APPRENTICESHIP FUND | Countryside | J220 Employment | $44.3M | 6 |
| SEIU HEALTHCARE ILLINOIS & INDIANA | Chicago | — | $44.3M | 87 |
| LUTHERAN CHILD AND FAMILY SERVICES OF ILLINOIS | Oakbrook Terrace | — | $44.3M | 10 |
| Youth Guidance | Chicago | B80 Education | $44.3M | 15 |
| INTERNATIONAL BROTHERHOOD OF TEAMSTERS 710 HEALTH & WELFARE FUND | Mokena | — | $44.2M | 8 |
| LAWYERS TRUST FUND OF ILLINOIS | Chicago | T90Z Philanthropy, Voluntarism & Grantmaking Foundations | $44.2M | 4 |
| HEARTLAND HEALTH SYSTEM INC | Mattoon | E22 Health Care | $44.2M | 11 |
| Caerus Foundation Inc | Northbrook | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $44.2M | 0 |
| CHICAGO CONVENTION AND TOURISM BUREAU | Chicago | — | $44.1M | 14 |
| FREEPORT REGIONAL HEALTH CARE FOUNDATION | Freeport | E110 Health Care | $44.1M | 14 |
| ST GEORGE CORPORATION | Burr Ridge | E21 Health Care | $44M | 3 |
| The Family Institute | Evanston | — | $43.8M | 12 |
| TRINITY CHRISTIAN COLLEGE ASSOCIATION | Palos Heights | B420 Education | $43.7M | 7 |
| Good News Publishers | Wheaton | — | $43.6M | 21 |
| NAVISTAR INC RETIREE HEALTH BENEFIT TRUST | Lisle | — | $43.4M | 1 |
| ROOFERS UNION WELFARE TRUST FUND | Oak Brook | — | $43.3M | 4 |
| Deaconess Illinois Red Bud Regional Hospital Inc | 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 FUND | Warrenville | — | $42.5M | 8 |
| Shelby Electric Cooperative | Shelbyville | — | $42.3M | 16 |
| GLOBAL CHARITABLE FUND | Chicago | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $42.2M | 0 |
| Tapestry 360 Health | Chicago | — | $42.2M | 8 |
| PILSEN LITTLE VILLAGE COMMUNITY MENTAL HEALTH CENTER INC | Chicago | — | $42.2M | 5 |
| THE SOCIETY OF THORACIC SURGEONS | Chicago | — | $42.1M | 21 |
| SHAWNEE HEALTH SERVICE & DEVEL CORP | Carterville | E39Z Health Care | $42.1M | 8 |
| Carole Robertson Center for Learning | Chicago | P330 Human Services | $42.1M | 6 |
| Joliet Area Community Hospice Corp | Joliet | P74Z Human Services | $42M | 10 |
| DAUTEN FAMILY FOUNDATION C/O KENT P DAUTEN | Chicago | F70 Mental Health & Crisis Intervention | $41.9M | 0 |
| The Chicago School of Professional Psychology | Chicago | B5XZ Education | $41.9M | 14 |
| HILLSBORO AREA HOSPITAL INC | Hillsboro | E220 Health Care | $41.8M | 7 |
| UNITED FOOD & COMMERCIAL WORKERS UNION LOCAL 1546 HEALTH & WELFARE | Chicago | — | $41.8M | 12 |
| CHILDREN'S HOME ASSOCIATION OF ILLINOIS | Peoria | P73Z Human Services | $41.6M | 11 |
| LOCAL 705 IB OF T HEALTH AND WELFARE FUND | Chicago | — | $41.2M | 7 |
| REST HAVEN ILLIANA CHRISTIAN CONVALESCENT HOME | Tinley Park | E910 Health Care | $41.2M | 8 |
| American College of Chest Physicians | Glenview | — | $41M | 23 |
| CATHOLIC FRATERNAL LIFE | Belleville | — | $40.6M | 14 |
| EASTERN ILLINI ELECTRIC COOPERATIVE | Paxton | — | $40.5M | 17 |
| WINDOW TO THE WORLD COMMUNICATIONS INC | Chicago | A320 Arts, Culture & Humanities | $40.1M | 9 |
| AIDS Foundation of Chicago | Chicago | G81Z Diseases, Disorders & Medical Disciplines | $40M | 11 |
| ADVOCATE CHARITABLE FOUNDATION | Oak Brook | E122 Health Care | $40M | 25 |
| WESTERN CATHOLIC UNION | Quincy | — | $39.9M | 11 |
| UNIVERSITY OF CHICAGO RETIREE MEDICAL TRUST | Chicago | Y20 Mutual & Membership Benefit | $39.8M | 0 |
| THE ROBERT YOUNG CENTER FOR COMMUNITY MENTAL HEALTH | Moline | F30Z Mental Health & Crisis Intervention | $39.7M | 10 |
| PEORIA HOSPITALS MOBILE MEDICAL SERVICES D/B/A ADV MEDICAL TRANS OF CENTRAL IL | Peoria | E62Z Health Care | $39.7M | 11 |
| MARSHALL BROWNING HOSPITAL ASSOCIATION | Du Quoin | E220 Health Care | $39.4M | 9 |
