| HOYLETON YOUTH AND FAMILY SERVICES | Fairview Heights | B28Z Education | $34.9M | 9 |
| Lurie Children's Surgical Foundation Inc | Chicago | — | $34.8M | 15 |
| HEARTLAND ALLIANCE HEALTH | Chicago | E320 Health Care | $34.7M | 12 |
| Association for Supply Chain Management | Chicago | — | $34.6M | 7 |
| United Dairy Industry Association | Rosemont | — | $34.5M | 35 |
| New Life Centers of Chicagoland | Chicago | O50 Youth Development | $34.4M | 8 |
| ILLINOIS COALITION AGAINST SEXUAL ASSAULT | Springfield | — | $34.4M | 3 |
| SERVICE EMPLOYEES' LOCAL NO 1 | Chicago | — | $34.2M | 61 |
| BUILDING MATERIAL CHAUFFEURS TMSTRS & HELPERS WELFARE FUND OF CHICAGO | Chicago | — | $34.2M | 6 |
| NATIONAL BOARD OF OSTEOPATHIC MEDICAL EXAMINERS INC | Chicago | A99 Arts, Culture & Humanities | $34.1M | 27 |
| AMERICAN BOARD OF PSYCHIATRY AND NEUROLOGY INC | Deerfield | — | $34M | 25 |
| MENARD ELECTRIC COOPERATIVE | Petersburg | — | $34M | 18 |
| KANE COUNTY TEACHERS CREDIT UNION | Elgin | — | $33.9M | 7 |
| PATRICK G AND SHIRLEY W RYAN FOUNDATION | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $33.9M | 0 |
| MERIDIAN HOSPICE | Oak Brook | — | $33.9M | 32 |
| COVENANT HEALTH CARE CENTERS INC | Northbrook | P750 Human Services | $33.8M | 12 |
| CHALLENGE UNLIMITED INC | Alton | J30Z Employment | $33.8M | 5 |
| LAND OF LINCOLN CREDIT UNION | Decatur | — | $33.7M | 8 |
| SMART LOCAL 265 WELFARE FUND | Carol Stream | — | $33.6M | 8 |
| MedGlobal Inc | Chicago Ridge | E70 Health Care | $33.5M | 0 |
| AISC HOLDINGS INC | Chicago | — | $33.5M | 7 |
| MERCY CRYSTAL LAKE HOSPITAL AND MEDICAL CENTER INC | Crystal Lake | E22 Health Care | $33.4M | 7 |
| EDNAMAE WALSH CHARITABLE TRUST | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $33.3M | 1 |
| PIPE FITTERS TRAINING FUND LOCAL 597 | Mokena | — | $33.3M | 6 |
| QUAD CITIES GOLF CLASSIC CHARITABLE FOUNDATION | East Moline | T12 Philanthropy, Voluntarism & Grantmaking Foundations | $33.2M | 1 |
| THE HOPE SCHOOL | Springfield | B280 Education | $33.1M | 5 |
| UNIVERSITY CLUB OF CHICAGO | Chicago | — | $32.8M | 9 |
| SIU CREDIT UNION | Carbondale | — | $32.7M | 8 |
| American Health Information Management Association | Chicago | — | $32.6M | 14 |
| UFCW L1546 FOOD HANDLERS WELFARE FUND C/O ZENITH AMERICAN SOLUTIONS | Oakbrook | — | $32.5M | 0 |
| Safer Foundation | Chicago | I400 Crime & Legal-Related | $32.5M | 10 |
| McDermott Center | Chicago | — | $32.4M | 8 |
| STREATOR ONIZED CREDIT UNION | Streator | W61 Public & Societal Benefit | $32.4M | 12 |
| THE DUPAGE COMMUNITY FOUNDATION | Downers Grove | T31 Philanthropy, Voluntarism & Grantmaking Foundations | $32.3M | 4 |
| WASHINGTON AND JANE SMITH COMMUNITY - ORLAND PARK | Orland Park | L220 Housing & Shelter | $32.3M | 5 |
| CATHOLIC CHARITIES OF THE DIOCESE OF JOLIET | Crest Hill | — | $32.2M | 5 |
| THE MATHER EVANSTON | Evanston | P75 Human Services | $31.9M | 8 |
| UNITED AIRLINES TECHNICIANS AND RELATED EMPLOYEES HRA & RHA PLANS TRUST | Chicago | Y43 Mutual & Membership Benefit | $31.8M | 0 |
| PAINTERS DISTRICT COUNCIL NO 30 HEALTH AND WELFARE FUND | Aurora | — | $31.7M | 5 |
| IRONWORKERS TRI-STATE WELFARE PLAN | Schaumburg | — | $31.6M | 6 |
| Catalyst Schools | Chicago | B240 Education | $31.6M | 7 |
| MEDINAH COUNTRY CLUB | Medinah | — | $31.5M | 11 |
| COLES-MOULTRIE ELECTRIC COOPERATIVE | Mattoon | — | $31.5M | 13 |
| NECA IBEW 176 HEALTH & WELFARE FUND | Joliet | — | $31.4M | 3 |
| CHICAGO SUN-TIMES MEDIA INC | Chicago | — | $31.4M | 12 |
| AGENCY FOR COMMUNITY TRANSIT | Pontoon Beach | P52Z Human Services | $31.2M | 12 |
| FINANCIAL PLUS CREDIT UNION | Ottawa | W61 Public & Societal Benefit | $31M | 8 |
| LOCAL UNION NO 9 IBEW & OUTSIDE CONTRACTORS HEALTH & WELFARE TRUST FUND | Tinley Park | — | $31M | 5 |
| CTF ILLINOIS | Orland Park | L99 Housing & Shelter | $31M | 4 |
| Family Focus | Chicago | P460 Human Services | $31M | 7 |
