| HUMAN RESOURCES DEVELOPMENT INSTITUTE INC | Chicago | P200 Human Services | $19.4M | 9 |
| Henry Booth House | Chicago | P330 Human Services | $19.4M | 4 |
| WESTSIDE HEALTH AUTHORITY | Chicago | L20Z Housing & Shelter | $19.4M | 1 |
| MHUB SUPPORT CORPORATION | Chicago | S11 Community Improvement & Capacity Building | $19.3M | 3 |
| LAKE FOREST COUNTRY DAY SCHOOL | Lake Forest | — | $19.3M | 8 |
| NATIONAL ABLE NETWORK INC | Chicago | — | $19.3M | 7 |
| ILLINOIS SOYBEAN BOARD | Bloomington | — | $19.3M | 1 |
| COVENANT HOME SERVICES | Skokie | L22 Housing & Shelter | $19.3M | 19 |
| American Planning Association | Chicago | S030 Community Improvement & Capacity Building | $19.2M | 10 |
| MONTGOMERY PLACE | Chicago | — | $19.2M | 4 |
| HOUSING FORWARD | Maywood | L99Z Housing & Shelter | $19.2M | 5 |
| PARTNERSHIP FINANCIAL CREDIT UNION | Morton Grove | W61 Public & Societal Benefit | $19.2M | 3 |
| HOPE CLINICAL CARE | Springfield | F30 Mental Health & Crisis Intervention | $19.1M | 3 |
| MENTAL HEALTH CENTERS OF CENTRAL ILLINOIS | Springfield | E21 Health Care | $19.1M | 10 |
| NATIONAL ROOFING CONTRACTORS ASSOCIATION | Itasca | — | $19.1M | 8 |
| GREEK AMERICAN REHABILITATION AND CARE CENTRE | Wheeling | — | $19.1M | 8 |
| Moose Charities Inc | Mooseheart | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $19M | 3 |
| CHICAGO TILE INSTITUTE WELFARE FUND | Elmhurst | — | $19M | 5 |
| CHADDOCK | Quincy | P20 Human Services | $19M | 3 |
| Clinton County Electric Cooperative Inc | Breese | — | $19M | 16 |
| VELA EDUCATION FUND | Deerfield | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $18.9M | 5 |
| HSHS Good Shepherd Hospital Inc | Shelbyville | E22 Health Care | $18.9M | 10 |
| FABRICATORS & MANUFACTURERS ASSOC INTL | Elgin | X99Z Religion-Related | $18.9M | 5 |
| GOOD SAMARITAN HOME OF QUINCY | Quincy | P750 Human Services | $18.9M | 4 |
| Monroe County Electric Cooperative Inc | Waterloo | — | $18.9M | 16 |
| GREAT LAKES REGION ORGANIZING COMMITTEE | Chicago | J40 Employment | $18.9M | 5 |
| ILLINOIS FARM BUSINESS FARM MANAGEMENT ASSOCIATION | Urbana | — | $18.8M | 22 |
| CHILDREN'S ADVOCACY CENTERS OF ILLINOIS | Springfield | I72 Crime & Legal-Related | $18.8M | 0 |
| THE CHICAGO COMMUNITY LOAN FUND | Chicago | S20Z Community Improvement & Capacity Building | $18.8M | 8 |
| MHUB | Chicago | S30 Community Improvement & Capacity Building | $18.8M | 8 |
| JOHN DEERE FOUNDATION | Moline | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $18.8M | 0 |
| Southwest Chicago Christian School Association | Palos Heights | B200 Education | $18.7M | 0 |
| DEKALB AREA RETIREMENT CENTER | DeKalb | P750 Human Services | $18.7M | 3 |
| ASSOCIATION HOUSE OF CHICAGO | Chicago | P200 Human Services | $18.7M | 4 |
| FRANCISCAN SISTERS OF CHICAGO SERVICE CORPORATION | Lemont | T300 Philanthropy, Voluntarism & Grantmaking Foundations | $18.6M | 12 |
| PROFESSIONAL CONVENTION MANAGEMENT ASSOCIATION | Chicago | — | $18.6M | 14 |
| YOUTH SERVICE BUREAU OF ILLINOIS VALLEY | Ottawa | P300 Human Services | $18.6M | 3 |
| THE OAKS AT BARTLETT | Bartlett | L22 Housing & Shelter | $18.6M | 9 |
| Lester and Rosalie Anixter Center | Chicago | L21 Housing & Shelter | $18.6M | 7 |
| ELECTRICAL JOINT APPRENTICESHIP AND TRAINING TRUST FUND | Alsip | — | $18.6M | 6 |
| BERNARD ZELL ANSHE EMET DAY SCHOOL | Chicago | B240 Education | $18.6M | 7 |
| Glenkirk | Northbrook | P82 Human Services | $18.5M | 10 |
| PIERCE MORTUARY COLLEGES INC | Broadview | — | $18.5M | 9 |
| KIDS ABOVE ALL ILLINOIS FKA CHILDSERV | Chicago | — | $18.5M | 2 |
| FAIRHAVEN CHRISTIAN RETIREMENT CENTER | Rockford | L22Z Housing & Shelter | $18.5M | 5 |
| Primary Healthcare Associates SC | Harvey | E21 Health Care | $18.5M | 7 |
| RONALD MCDONALD HOUSE CHARITIES OF CHICAGOLAND & NW INDIANA | Chicago | P30 Human Services | $18.4M | 6 |
| BUILD INC | Chicago | — | $18.3M | 4 |
| KREIDER SERVICES INC | Dixon | — | $18.3M | 0 |
| BRUCE FOUNDATION | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $18.3M | 0 |
