| QUAD CITIES GOLF CLASSIC CHARITABLE | East Moline | T12 Philanthropy, Voluntarism & Grantmaking Foundations | $26.6M | 1 |
| THE JOFFREY BALLET | Chicago | A630 Arts, Culture & Humanities | $26.5M | 9 |
| WILLIAM INGERSOLL TRUST B 5758 | Macomb | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $26.5M | 1 |
| RAILROAD MAINTENANCE & INDUSTRIAL HEALTH | Springfield | — | $26.4M | 1 |
| ELEVATE HOUSING FOUNDATION | Lincolnwood | L20 Housing & Shelter | $26.4M | 1 |
| WALTER C DISSEN CHARITABLE TRUST | Lake Forest | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $26.4M | 0 |
| ILLINOIS COALITION AGAINST | Springfield | — | $26.3M | 3 |
| BUILD INC | Chicago | — | $26.2M | 4 |
| CATHOLIC CHARITIES OF THE | Crest Hill | — | $26.2M | 4 |
| COMMUNITY FOUNDATION FOR THE LAND OF LINCOLN INC | Springfield | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $26.2M | 3 |
| ALIVIO MEDICAL CENTER INC | Chicago | E220 Health Care | $26.1M | 10 |
| Chicago Cred Inc | Chicago | J20 Employment | $26.1M | 0 |
| AMERICAN ASSOCIATION OF INSURANCE | Lisle | — | $26.1M | 9 |
| UI LABS INC | Chicago | B05 Education | $26M | 12 |
| EMPLOYERS & OPERATING ENGINEERS | Swansea | — | $26M | 1 |
| Healthcare Financial Management | Downers Grove | — | $25.9M | 12 |
| ILLINOIS HEALTH AND HOSPITAL ASSOCIATION | Naperville | — | $25.8M | 10 |
| HOYLETON YOUTH AND FAMILY SERVICES | Fairview Heights | B28Z Education | $25.8M | 5 |
| SIU CREDIT UNION | Carbondale | — | $25.7M | 8 |
| STEPPENWOLF THEATRE COMPANY | Chicago | A650 Arts, Culture & Humanities | $25.6M | 12 |
| THE RAWLEY FOUNDATION XXXXX0008 | Chicago | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $25.5M | 1 |
| HEARTLAND COMMUNITY HEALTH CLINIC | Peoria | E32Z Health Care | $25.5M | 8 |
| NECA LOCAL 145 WELFARE FUND | Moline | — | $25.5M | 2 |
| EXELON CORP EMPLOYEES BENEFITS TRUST | Chicago | — | $25.4M | 1 |
| AMERICAN ASSOCIATION OF ORTHOPAEDIC | Rosemont | S41 Community Improvement & Capacity Building | $25.3M | 27 |
| SECURE COMMUNITY NETWORK INC | Chicago | M20 Public Safety, Disaster Preparedness & Relief | $25.3M | 11 |
| HSHS Holy Family Hospital | Greenville | E220 Health Care | $25.1M | 10 |
| CUNNINGHAM CHILDRENS HOME OF URBANA IL | Urbana | P200 Human Services | $24.9M | 7 |
| Elim Christian Services | Crestwood | B280 Education | $24.8M | 9 |
| EXELON CORP EMPLOYEES BENEFIT TRUST FOR | Chicago | — | $24.8M | 1 |
| MIDWAY AIRLINES' TERMINAL CONSORTIUM | Chicago | S40 Community Improvement & Capacity Building | $24.6M | 0 |
| FINANCIAL PLUS CREDIT UNION | Ottawa | W61 Public & Societal Benefit | $24.6M | 8 |
| Healthcare Associates Credit Union | Naperville | — | $24.6M | 10 |
| BOEING COMPANY CHARITABLE TRUST | Chicago | — | $24.6M | 1 |
| SCHULER EDUCATION FOUNDATION | Lake Bluff | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $24.6M | 2 |
| REVITY CREDIT UNION | Granite City | — | $24.5M | 2 |
| Primary Healthcare Associates SC | Harvey | E21 Health Care | $24.3M | 7 |
| AMERICAN RENTAL ASSOCIATION INC | Moline | — | $24.3M | 8 |
| CHICAGO JOURNEYMEN PLUMBERS' | Chicago | — | $24.3M | 40 |
| FULL CIRCLE COMMUNITIES INC | Chicago | L25 Housing & Shelter | $24.2M | 14 |
| Search Inc | Chicago | — | $24.2M | 9 |
| SOCIETY OF CRITICAL CARE MEDICINE | Mt Prospect | E020 Health Care | $24.1M | 19 |
| LITTLE FRIENDS INC | Warrenville | P700 Human Services | $24.1M | 7 |
| TULSA HILLS COMMUNITY INC | Skokie | L22 Housing & Shelter | $24M | 18 |
| UNION LEAGUE CLUB OF CHICAGO | Chicago | — | $23.8M | 2 |
| Central Baptist Village | Norridge | P750 Human Services | $23.8M | 8 |
| THE ANN & ROBERT H LURIE CHILDREN'S HOSPITAL OF CHICAGO LIABILITY PROTECTIO | Chicago | Y200 Mutual & Membership Benefit | $23.7M | 1 |
| PILLARS COMMUNITY HEALTH | Countryside | E92 Health Care | $23.7M | 7 |
| PENTA GROUP INC | Centralia | — | $23.7M | 1 |
| SUZANNE AND CHARLES GOODMAN CHARITABLE | Chicago | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $23.6M | 0 |
