| SGA Youth & Family Services NFP | Chicago | P20 Human Services | $22.9M | 3 |
| UNITED ASSOCIATION OF JOURNEYMEN & APPRENTICES OF THE PLUMBING & PIPE 597 | Chicago | — | $22.9M | 35 |
| LABORERS' INT'L UNION OF NORTH AMERICA DISTRICT COUNCIL OF CHICAGO | Burr Ridge | — | $22.9M | 17 |
| BLACKBURN UNIVERSITY | Carlinville | B42Z Education | $22.8M | 9 |
| HERITAGE BEHAVIORAL HEALTH CENTER | Decatur | F050 Mental Health & Crisis Intervention | $22.8M | 7 |
| Erikson Institute | Chicago | B300 Education | $22.7M | 11 |
| CHICAGO GRAPHIC ARTS HEALTH AND WELFARE FUND | Oak Brook | — | $22.7M | 2 |
| XS Tennis and Education Foundation | Chicago | N66 Recreation & Sports | $22.7M | 1 |
| PRAIRIE STATE LEGAL SERVICES INC | Rockford | I80Z Crime & Legal-Related | $22.7M | 7 |
| AMERICAN MASSAGE THERAPY ASSOCIATION | Evanston | — | $22.7M | 23 |
| ILLINOIS BANKERS GROUP INSURANCE TRUST | Springfield | — | $22.7M | 1 |
| CHICAGO HOUSE & SOCIAL SERVICE AGENCY | Chicago | G810 Diseases, Disorders & Medical Disciplines | $22.7M | 5 |
| Southland College Prep Charter School Inc | Richton Park | — | $22.7M | 5 |
| PLUMBERS PIPEFITTERS LOCAL 25 WELFARE FUND | Moline | — | $22.7M | 2 |
| THE BABY FOLD | Normal | P330 Human Services | $22.6M | 7 |
| THE CANNING FOUNDATION | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $22.5M | 0 |
| Girl Scouts of Greater Chicago and Northwest Indiana | Chicago | O42 Youth Development | $22.5M | 6 |
| HUMAN SERVICE CENTER | Urbana | F30Z Mental Health & Crisis Intervention | $22.5M | 16 |
| TIMOTHY PLACE NFP | Tinley Park | P75 Human Services | $22.5M | 8 |
| ASPIRA Inc of Illinois | Chicago | — | $22.5M | 11 |
| Ace Hardware Foundation | Oak Brook | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $22.5M | 0 |
| DAY CARE RESOURCES INC | Pekin | — | $22.5M | 2 |
| IRONWORKERS LOCAL 395 TRUST FUND | Oak Brook | — | $22.3M | 2 |
| LOCAL NO 4 SEIU HEALTH AND WELFARE FUND | Chicago | — | $21.9M | 5 |
| RINCON FAMILY SERVICES | Chicago | F20 Mental Health & Crisis Intervention | $21.8M | 1 |
| SKAGGS FOUNDATION FOR RESEARCH | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $21.8M | 2 |
| TAWANI CHARITABLE DISTRIBUTION FUND | Chicago | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $21.7M | 0 |
| THE RAMAMURTHY FOUNDATION | Winnetka | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $21.7M | 0 |
| Service Inc of Illinois | Joliet | P80Z Human Services | $21.7M | 5 |
| CASA CENTRAL SOCIAL SERVICES CORPORATION | Chicago | P200 Human Services | $21.6M | 6 |
| FRIENDSHIP MANOR INC | Rock Island | P750 Human Services | $21.6M | 7 |
| WILLIAM NEAL REYNOLDS RESIDUARY TRUST DTD | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $21.6M | 3 |
| ILLINOIS MASONIC CHARITIES FUND | Springfield | B820 Education | $21.6M | 2 |
| Government Finance Officers Association the United States & Canada | Chicago | W22C Public & Societal Benefit | $21.6M | 9 |
| SOUTHERN ILLINOIS LABORERS & EMPLOYERS HEALTH & WELFARE FUND | Marion | — | $21.5M | 1 |
| THE COMMERCIAL CLUB FOUNDATION | Chicago | — | $21.5M | 5 |
| NORWOOD CROSSING ASSOCIATION | Chicago | P750 Human Services | $21.4M | 8 |
| HOPE INTERNATIONAL DEVELOPMENT AGENCY | Chicago | Q21 International, Foreign Affairs & National Security | $21.4M | 1 |
| LYDIA HOME ASSOCIATION | Chicago | P700 Human Services | $21.3M | 5 |
| LESLIE SHANKMAN SCHOOL CORPORATION | Chicago | B280 Education | $21.3M | 8 |
| PEOPLE'S RESOURCE CENTER | Wheaton | — | $21.3M | 3 |
| MOUNT ZION BAPTIST WORLD MISSIONS | Fairfield | X20 Religion-Related | $21.2M | 0 |
| YOUNG MEN'S CHRISTIAN ASSOCIATION JOLIET | Joliet | — | $21.2M | 6 |
| IRON WORKERS LOCAL 8 WELFARE FUND | Oak Brook | — | $21.2M | 4 |
| R R DONNELLEY & SONS COMPANY POST-RETIREMENT MEDICAL BENEFIT TRUST #22-0584 9 | Warrenville | — | $21.1M | 1 |
| GENESIS MEDICAL CENTER ALEDO | Aledo | E22 Health Care | $21M | 13 |
| CLARK-LINDSEY VILLAGE INC | Urbana | P750 Human Services | $21M | 6 |
| Chauffeurs Teamsters & Helpers Local No 301 I B of T Health & Welfare | Waukegan | — | $21M | 4 |
| VILLA ST BENEDICT | Lisle | L22 Housing & Shelter | $20.9M | 7 |
| The Cara Program | Chicago | J200 Employment | $20.9M | 12 |
