| Near North Health Service Corporation | Chicago | E30 Health Care | $30.9M | 7 |
| LAWRENCE COUNTY MEMORIAL HOSPITAL | Lawrenceville | E20 Health Care | $30.9M | 8 |
| ONEGOAL | Chicago | O50 Youth Development | $30.8M | 12 |
| MERCY HARVARD HOSPITAL INC | Harvard | E20Z Health Care | $30.6M | 9 |
| LEGAL AID CHICAGO | Chicago | I80Z Crime & Legal-Related | $30.6M | 7 |
| INTERNATIONAL BROTHERHOOD OF ELECTRICAL WORKERS LOCAL UNION NO 134 | Chicago | — | $30.6M | 20 |
| AUTOMATIC SPRINKLER LOCAL 281 UA WELFARE FUND | Alsip | — | $30.4M | 4 |
| RIVERSIDE SENIOR LIVING CENTER | Kankakee | P75Z Human Services | $30.4M | 10 |
| AMERICAN SOCIETY OF PLASTIC SURGEONS | Arlington Heights | — | $30.3M | 14 |
| EMERGENCY NURSES ASSOCIATION | Schaumburg | B60 Education | $30.3M | 20 |
| ALLENDALE ASSOCIATION | Lake Villa | — | $30.2M | 8 |
| THE HEKTOEN INSTITUTE OF MEDICINE | Chicago | E05 Health Care | $30.2M | 7 |
| EDER FINANCIAL INC | Elgin | — | $30.1M | 5 |
| SOUTHERN ILLINOIS ELECTRIC COOPERATIVE | Dongola | — | $30.1M | 17 |
| KENNETH YOUNG CENTER | Elk Grove Village | — | $30.1M | 6 |
| Deaconess Illinois Union County Hospital Inc | Anna | E22 Health Care | $30M | 5 |
| NECA-IBEW LOCAL NO 364 WELFARE TRUST FUND | Rockford | — | $30M | 1 |
| LAND OF LINCOLN GOODWILL INDUSTRIES INC | Springfield | J32 Employment | $30M | 5 |
| ASSYRIAN NATIONAL COUNCIL OF ILLINOIS | Chicago | P200 Human Services | $29.9M | 9 |
| CEMENT MASONS INSTITUTE LOCAL 502 WELFARE TRUST FUND | Bellwood | — | $29.9M | 11 |
| Wellness West Inc | Chicago | — | $29.8M | 0 |
| Heartland Credit Union | Springfield | — | $29.7M | 12 |
| EL VALOR CORPORATION | Chicago | — | $29.7M | 7 |
| JFMC FACILITIES CORPORATION | Chicago | T020 Philanthropy, Voluntarism & Grantmaking Foundations | $29.6M | 8 |
| RAY GRAHAM ASSOCIATION FOR PEOPLE WITH DISABILITIES | Lisle | Z99 Unknown | $29.6M | 7 |
| CHICAGO THEATRE GROUP INC | Chicago | A650 Arts, Culture & Humanities | $29.4M | 9 |
| Trinity International University | Deerfield | B420 Education | $29.2M | 10 |
| ELEVEN ELEVEN FOUNDATION | Highland Park | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $29.2M | 1 |
| NORTH CENTRAL ILLINOIS LABORERS HEALTH & WELFARE FUND | Peoria | Y44 Mutual & Membership Benefit | $29.2M | 1 |
| BEVERLY FARM FOUNDATION | Godfrey | P730 Human Services | $29.1M | 3 |
| CENTER FOR TECHNOLOGY AND CIVIC LIFE | Chicago | W20 Public & Societal Benefit | $29M | 6 |
| APOSTOLIC CHRISTIAN LIFEPOINTS INC | Morton | P82 Human Services | $29M | 7 |
| Alpha USA | Carol Stream | X21 Religion-Related | $28.9M | 11 |
| ELEVATE HOUSING FOUNDATION | Lincolnwood | L20 Housing & Shelter | $28.9M | 6 |
| THE ADMIRAL AT THE LAKE | Chicago | P75 Human Services | $28.8M | 9 |
| NORTH SHORE COUNTRY DAY SCHOOL | Winnetka | — | $28.8M | 10 |
| IIT RESEARCH INSTITUTE | Chicago | U200 Science & Technology | $28.7M | 11 |
| AMERICAN ASSOCIATION OF INSURANCE SERVICES | Lisle | — | $28.6M | 10 |
| Lawrence Hall | Chicago | — | $28.6M | 7 |
| Womens Leadership Center at Williams Bay NFP | Chicago | B60 Education | $28.6M | 0 |
| Carle Eureka Hospital | Urbana | E20 Health Care | $28.5M | 24 |
| THE JOFFREY BALLET | Chicago | A630 Arts, Culture & Humanities | $28.5M | 9 |
| TASC INC | Chicago | F220 Mental Health & Crisis Intervention | $28.5M | 11 |
| BRIDGEWAY INC | Galesburg | — | $28.5M | 0 |
| HEALTHCARE ASSOCIATES CREDIT UNION | Naperville | — | $28.4M | 18 |
| THE COCA-COLA COMPANY POSTRETIREMENT BENEFITS TRUST 22-51788 | Chicago | Y43 Mutual & Membership Benefit | $28.4M | 1 |
| EASTERN ILLINOIS FOODBANK | Urbana | K310 Food, Agriculture & Nutrition | $28.3M | 1 |
| Adams Electric Cooperative | Camp Point | — | $28.3M | 16 |
| AMERICAN SOCIETY FOR CLINICAL PATHOLOGY | Chicago | — | $28.2M | 19 |
| MID-AMERICA CARPENTERS REGIONAL COUNCIL APPRENTICE AND TRAINING PROGRAM | Elk Grove Village | — | $28.2M | 8 |
