| The University of Chicago Charter School Corporation | Chicago | B20 Education | $25.2M | 13 |
| TERRA FOUNDATION FOR AMERICAN ART | Chicago | T23 Philanthropy, Voluntarism & Grantmaking Foundations | $25.1M | 16 |
| BERNARD ZELL ANSHE EMET DAY SCHOOL ENDOWMENT FUND | Chicago | — | $24.9M | 2 |
| EXELON CORP EMPLOYEES BENEFIT TRUST FOR MANAGEMENT EMPLOYEES | Chicago | — | $24.8M | 1 |
| BEATRICE P DELANY CHAR TR XXXXX7003 | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $24.8M | 1 |
| MIDWAY AIRLINES' TERMINAL CONSORTIUM | Chicago | S40 Community Improvement & Capacity Building | $24.6M | 0 |
| HEARTLAND COMMUNITY HEALTH CLINIC D/B/A HEARTLAND HEALTH SERVICES | Peoria | E32Z Health Care | $24.6M | 10 |
| ACCREDITATION ASSOCIATION FOR AMBULATORY HEALTH CARE INC | Deerfield | — | $24.6M | 18 |
| BOEING COMPANY CHARITABLE TRUST | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $24.6M | 1 |
| SCHULER EDUCATION FOUNDATION | Lake Bluff | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $24.6M | 2 |
| ALTERNATIVE SCHOOLS NETWORK | Chicago | — | $24.5M | 2 |
| Polk Bros Foundation Inc | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $24.5M | 2 |
| REVITY CREDIT UNION | Granite City | — | $24.5M | 2 |
| Community General Hospital Employee Benefit Trust | Sterling | — | $24.4M | 5 |
| PLUMBERS & PIPEFITTERS IND HEALTH & WELFARE FUND OF KANSAS | Oak Brook | — | $24.4M | 4 |
| AMERICAN RENTAL ASSOCIATION INC | Moline | — | $24.3M | 8 |
| CHICAGO JOURNEYMEN PLUMBERS' LOCAL UNION 130 UA | Chicago | — | $24.3M | 40 |
| SINNISSIPPI CENTERS INC | Dixon | F320 Mental Health & Crisis Intervention | $24.3M | 8 |
| FULL CIRCLE COMMUNITIES INC | Chicago | L25 Housing & Shelter | $24.2M | 14 |
| CHARLES W & PATRICA S BIDWILL FOUNDATI | Chicago | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $24.1M | 1 |
| 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 |
| HSHS Holy Family Hospital | Greenville | E220 Health Care | $23.9M | 10 |
| UNION LEAGUE CLUB OF CHICAGO | Chicago | — | $23.8M | 2 |
| Central Baptist Village | Norridge | P750 Human Services | $23.8M | 8 |
| CHICAGO AREA IB OF T HEALTH AND WELFARE TRUST FUND | Downers Grove | — | $23.8M | 4 |
| THE ANN & ROBERT H LURIE CHILDREN'S HOSPITAL OF CHICAGO LIABILITY PROTECTIO N PROGRAM | Chicago | Y200 Mutual & Membership Benefit | $23.7M | 1 |
| ST PATRICK'S RESIDENCE | Naperville | E910 Health Care | $23.7M | 6 |
| PILLARS COMMUNITY HEALTH | Countryside | E92 Health Care | $23.7M | 7 |
| PENTA GROUP INC | Centralia | — | $23.7M | 1 |
| SUZANNE AND CHARLES GOODMAN CHARITABLE TRUST FOR JEWISH CAUSES | Chicago | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $23.6M | 0 |
| JEWEL NAIL BOMAR TRUST XXXXX4009 | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $23.5M | 1 |
| AMERICAN COLLEGE OF SURGEONS PROFESSIONA | Chicago | S41 Community Improvement & Capacity Building | $23.5M | 2 |
| AMERICAN BOARD OF MEDICAL SPECIALTIES | Chicago | — | $23.4M | 16 |
| CEFS ECONOMIC OPPORTUNITY CORPORATION | Effingham | P200 Human Services | $23.4M | 3 |
| WEC Energy Group Inc Retiree Welfare Trust | Chicago | — | $23.4M | 1 |
| INSTITUTE FOR LATINO PROGRESS | Chicago | P800 Human Services | $23.4M | 7 |
| ROSECRANCE HEALTH NETWORK | Rockford | — | $23.4M | 8 |
| Lycee Francais de Chicago Inc | Chicago | B99Z Education | $23.3M | 7 |
| Christian Community Health Center | Chicago | T70Z Philanthropy, Voluntarism & Grantmaking Foundations | $23.3M | 5 |
| UKRAINE-MOLDOVA AMERICAN ENTERPRISE FUND | Chicago | Q32 International, Foreign Affairs & National Security | $23.3M | 6 |
| CONDUIT FOUNDATION C/O WM DOYLE JR GREENBURG TRAURIG LLP | Chicago | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $23.3M | 0 |
| AWANA CLUBS INTERNATIONAL AND AFFILIATES | St Charles | X200 Religion-Related | $23.3M | 12 |
| BLESSING CORPORATE SERVICES INC | Quincy | E21 Health Care | $23.3M | 11 |
| AMERICAN ASSOCIATION OF ORAL AND MAXILLOFACIAL SURGEONS | Rosemont | — | $23.2M | 23 |
| LIUNA CHICAGOLAND LABORERS' DISTRICT COUNCIL TRAINING AND APPRENTICE FUND | Carol Stream | — | $23.1M | 6 |
| Construction Industry Welfare Fund of Rockford Illinois | Rockford | — | $23M | 4 |
| Christianity Today International | Wheaton | X830 Religion-Related | $23M | 10 |
| M J M ELECTRIC COOPERATIVE INC | Carlinville | — | $22.9M | 17 |
