| ANDERSON HOSPITAL | Maryville | E200 Health Care | $229.2M | 10 |
| MEMORIAL HEALTH SYSTEM | Springfield | E21 Health Care | $226.8M | 16 |
| BRADLEY UNIVERSITY | Peoria | B430 Education | $226.4M | 15 |
| JEWISH FEDERATION OF METROPOLITAN CHICAGO | Chicago | T700 Philanthropy, Voluntarism & Grantmaking Foundations | $219.1M | 22 |
| Hyatt Hotels Corporation Welfare Benefit Trust | Chicago | — | $217.3M | 1 |
| GLOBAL TECHNOLOGY INDUSTRY ASSOCIATION INC | Oakbrook Terrace | — | $216.9M | 14 |
| COMMUNITY AND ECONOMIC DEVELOPMENT ASSOCIATION OF COOK COUNTY INC | Chicago | S20 Community Improvement & Capacity Building | $215.2M | 8 |
| THE BARACK OBAMA FOUNDATION | Chicago | A80 Arts, Culture & Humanities | $209.8M | 17 |
| Rush Oak Park Hospital Inc | Oak Park | E20 Health Care | $209.4M | 11 |
| Joint Commission on Accreditation of Healthcare Organizations | Oakbrook Terrace | E190 Health Care | $207.5M | 33 |
| Lewis University | Romeoville | B40 Education | $206.7M | 9 |
| Wheaton College | Wheaton | B420 Education | $206.5M | 15 |
| Kraft Heinz Company Group Benefit Trust I | Chicago | — | $205.5M | 1 |
| Howard Brown Health Center | Chicago | — | $205M | 13 |
| Catholic Charities of the Archdiocese of Chicago | Chicago | — | $201.5M | 17 |
| LOYOLA UNIVERSITY HEALTH SYSTEM | Maywood | E110 Health Care | $198M | 18 |
| UNITED STATES SOCCER FEDERATION | Chicago | N640 Recreation & Sports | $196.8M | 21 |
| UNITED AIRLINES PILOT RETIREE HEALTH ACCOUNT PLAN | Chicago | Y44 Mutual & Membership Benefit | $191.2M | 0 |
| Edward Health Ventures | Arlington Heights | E110 Health Care | $187.6M | 25 |
| SOUTHERN ILLINOIS POWER COOPERATIVE | Marion | — | $180.8M | 11 |
| NORTHERN ILLINOIS FOOD BANK | Geneva | K31Z Food, Agriculture & Nutrition | $180.4M | 9 |
| SIU PHYSICIANS & SURGEONS INC | Springfield | E31Z Health Care | $179.4M | 20 |
| PRAIRIE POWER INC | Springfield | — | $178.8M | 25 |
| Dairy Management Inc | Rosemont | — | $178.3M | 9 |
| St Anthony's Memorial Hospital of the Hospital Sisters of The Third Order o f St Francis | Effingham | E220 Health Care | $177M | 11 |
| Gibson Community Hospital Association | Gibson City | — | $174.8M | 12 |
| AURORA UNIVERSITY | Aurora | B430 Education | $173.8M | 9 |
| AUGUSTANA COLLEGE | Rock Island | B420 Education | $170M | 14 |
| FREEPORT MEMORIAL HOSPITAL | Freeport | E220 Health Care | $169.5M | 14 |
| PIPE FITTERS' WELFARE FUND LOCAL 597 | Chicago | — | $169.2M | 6 |
| FAIRVIEW HEIGHTS MEDICAL GROUPSC C/O BJC MEDICAL GROUP LC | Alton | E310 Health Care | $167.7M | 6 |
| Saint Anthony Hospital | Chicago | E210 Health Care | $166.7M | 16 |
| ACCESS COMMUNITY HEALTH NETWORK | Chicago | E320 Health Care | $165.6M | 14 |
| Institute for the International Education of Students | Chicago | B400 Education | $164.5M | 24 |
| JEWISH UNITED FUND OF METROPOLITAN CHICAGO | Chicago | T700 Philanthropy, Voluntarism & Grantmaking Foundations | $163.2M | 22 |
| Adventist Health Partners Inc | La Grange | — | $163M | 13 |
| Rush System for Health | Chicago | E99Z Health Care | $162.9M | 16 |
| North Central College | Naperville | B430 Education | $161.7M | 14 |
| GENESIS HEALTH SYSTEM | Silvis | E20 Health Care | $160.6M | 14 |
| ZELL FAMILY FOUNDATION | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $158.4M | 0 |
| IH MISSISSIPPI VALLEY CREDIT UNION | Moline | — | $158.2M | 15 |
| McMASTER-CARR SUPPLY CO EMPLOYEES' WELFARE TRUST | Elmhurst | — | $157.5M | 0 |
| KATHERINE SHAW BETHEA HOSPITAL | Dixon | E220 Health Care | $157.2M | 14 |
| ARIE AND IDA CROWN MEMORIAL | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $155.2M | 0 |
| SEIU HEALTHCARE IL HOME CARE & CHILD CARE FUND | Chicago | Y430 Mutual & Membership Benefit | $155.1M | 4 |
| National Council of YMCAs of the USA | Chicago | P270 Human Services | $153M | 8 |
| ELMHURST UNIVERSITY | Elmhurst | — | $152.6M | 10 |
| Metropolitan Family Services | Merrionette Park | P400 Human Services | $152.4M | 10 |
| HUMBOLDT PARK HEALTH | Chicago | E220 Health Care | $151.6M | 13 |
| SEIU LOCAL 1 & PARTICIPATING EMPLOYERS HEALTH TRUST | Chicago | — | $150.2M | 7 |