| APPRAISAL INSTITUTE | Chicago | — | $19.9M | 13 |
| Mooseheart Child City and School Inc | Mooseheart | — | $19.9M | 6 |
| LAND OF LINCOLN LEGAL AID INC | East St Louis | I80Z Crime & Legal-Related | $19.9M | 8 |
| The Buntrock Foundation for Leadership | Oakbrook Terrace | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $19.9M | 0 |
| EUROPEAN AMERICAN ASSOCIATION | Chicago | L20Z Housing & Shelter | $19.8M | 2 |
| TRI-COUNTY OPPORTUNITIES COUNCIL | Rock Falls | S200 Community Improvement & Capacity Building | $19.8M | 2 |
| PRITZKER TRAUBERT FOUNDATION | Chicago | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $19.7M | 1 |
| RADIANT LIFE MINISTRIES INC | Marion | A30Z Arts, Culture & Humanities | $19.7M | 5 |
| ST PATRICK'S RESIDENCE | Naperville | E910 Health Care | $19.7M | 6 |
| METAMORA COMMUNITY NURSING HOME | Metamora | P750 Human Services | $19.7M | 7 |
| MID-AMERICA CARPENTERS REGIONAL COUNCIL | Elk Grove Village | — | $19.7M | 7 |
| SOCIETY OF WOMEN ENGINEERS | Chicago | S41Z Community Improvement & Capacity Building | $19.7M | 9 |
| FRIENDSHIP MANOR INC | Rock Island | P750 Human Services | $19.7M | 2 |
| Rural Health Inc | Anna | E39Z Health Care | $19.6M | 7 |
| International Sanitary Supply | Rosemont | — | $19.6M | 14 |
| RENEE AND LESTER CROWN CHARITABLE TRUST | Chicago | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $19.6M | 0 |
| MIDWEST OPERATING ENGINEERS CONSTRUCTION | Countryside | — | $19.5M | 1 |
| THE ARC OF THE QUAD CITIES AREA | Rock Island | P820 Human Services | $19.5M | 4 |
| Southland College Prep Charter School | Richton Park | — | $19.5M | 5 |
| HUMAN RESOURCES DEVELOPMENT | 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 |
| MONTGOMERY PLACE | Chicago | — | $19.4M | 4 |
| THE BABY FOLD | Normal | P330 Human Services | $19.4M | 6 |
| LAKE FOREST COUNTRY DAY SCHOOL | Lake Forest | — | $19.3M | 8 |
| NATIONAL ABLE NETWORK INC | Chicago | — | $19.3M | 7 |
| Access Living of Metropolitan Chicago | Chicago | — | $19.3M | 5 |
| COVENANT HOME SERVICES | Skokie | L22 Housing & Shelter | $19.3M | 19 |
| American Planning Association | Chicago | S030 Community Improvement & Capacity Building | $19.2M | 10 |
| STEANS FAMILY FOUNDATION | Chicago | — | $19.2M | 0 |
| HOUSING FORWARD | Maywood | L99Z Housing & Shelter | $19.2M | 5 |
| HOPE CLINICAL CARE | Springfield | F30 Mental Health & Crisis Intervention | $19.1M | 3 |
| MENTAL HEALTH CENTERS | Springfield | E21 Health Care | $19.1M | 10 |
| Service Inc of Illinois | Joliet | P80Z Human Services | $19.1M | 3 |
| GREEK AMERICAN REHABILITATION AND CARE | Wheeling | — | $19.1M | 8 |
| CHRISTOPHER HOUSE | Chicago | P280 Human Services | $19M | 6 |
| CASA CENTRAL SOCIAL SERVICES CORPORATION | Chicago | P200 Human Services | $19M | 5 |
| Moose Charities Inc | Mooseheart | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $19M | 3 |
| CHADDOCK | Quincy | P20 Human Services | $19M | 3 |
| PLUMBERS & PIPEFITTING IND HEALTH & | Oak Brook | — | $19M | 5 |
| Clinton County Electric Cooperative Inc | Breese | — | $19M | 16 |
| VELA EDUCATION FUND | Deerfield | T30 Philanthropy, Voluntarism & Grantmaking Foundations | $18.9M | 5 |
| 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 |
| ILLINOIS FARM BUSINESS FARM MANAGEMENT | Urbana | — | $18.8M | 22 |
| HEARTLAND ALLIANCE INTERNATIONAL LLC | Chicago | R99 Civil Rights, Social Action & Advocacy | $18.8M | 6 |
| CHILDREN'S ADVOCACY CENTERS | 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 |