| INSTITUTE OF REAL ESTATE MANAGEMENT | Chicago | S47Z Community Improvement & Capacity Building | $14.1M | 11 |
| Silver Cross Health System | New Lenox | E020 Health Care | $14.1M | 11 |
| R J SAMULSKI INNOVATION FOUNDATION INC | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $14.1M | 0 |
| Hamill Charitable Trust | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $14.1M | 0 |
| U F C W UNIONS & EMPLOYERS MIDWEST HEALTH BENEFITS FUND | Downers Grove | — | $14.1M | 4 |
| THE COVE SCHOOL INC | Northbrook | B28Z Education | $14.1M | 7 |
| CARWYTHEN CHARITABLE TRUST DATED 8/7/2019 | Chicago | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $14.1M | 0 |
| BCMW COMMUNITY SERVICES INC | Centralia | S50Z Community Improvement & Capacity Building | $14.1M | 4 |
| BLEEDING & CLOTTING DISORDERS INSTITUTE | Peoria | E50 Health Care | $14M | 8 |
| CENTER RESOURCES FOR TEACHING AND LEARNING | Arlington Heights | B19 Education | $14M | 8 |
| CONNECTIONS FOR THE HOMELESS INC | Evanston | L41Z Housing & Shelter | $14M | 6 |
| The Anti-Cruelty Society | Chicago | D200 Animal-Related | $14M | 8 |
| J S FRANK FOUNDATION | Deerfield | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $14M | 0 |
| Community Health Improvement Center | Decatur | E320 Health Care | $14M | 12 |
| Western Illinois University Foundation | MacOmb | B43I Education | $14M | 3 |
| INTERNATIONAL ASSOCIATION OF MACHINISTS & AEROSPACE WORKERS | Elk Grove Village | — | $14M | 36 |
| OLD TOWN SCHOOL OF FOLK MUSIC | Chicago | A6E0 Arts, Culture & Humanities | $14M | 6 |
| THE WILLIAM H MINER FOUNDATION | Chicago | T900 Philanthropy, Voluntarism & Grantmaking Foundations | $14M | 3 |
| REFUGEEONE | Chicago | X20Z Religion-Related | $13.9M | 2 |
| FEATHERFIST | Chicago | P20Z Human Services | $13.9M | 0 |
| CRISTO REY NETWORK | Chicago | B12 Education | $13.8M | 7 |
| SPARC | Springfield | — | $13.8M | 5 |
| ASSOCIATION FOR CORPORATE GROWTH - GROUP | Chicago | — | $13.8M | 17 |
| Illiana Financial Credit Union | Calumet City | W61 Public & Societal Benefit | $13.8M | 4 |
| PUERTO RICAN CULTURAL CENTER | Chicago | — | $13.8M | 0 |
| TABOR HILLS HEALTH CARE FACILITY INC | Naperville | F20Z Mental Health & Crisis Intervention | $13.8M | 19 |
| AMERICAN NUCLEAR SOCIETY INCORPORATED | Westmont | U03 Science & Technology | $13.8M | 8 |
| LUNGEVITY FOUNDATION INC | Chicago | H124 Medical Research | $13.8M | 9 |
| TAZEWELL COUNTY RESOURCE CENTERS INC | Pekin | P820 Human Services | $13.7M | 4 |
| Illinois Assistive Technology Program | Springfield | T99Z Philanthropy, Voluntarism & Grantmaking Foundations | $13.7M | 1 |
| Toyota Technological Institute at Chicago | Chicago | B50 Education | $13.7M | 9 |
| AMERICAN COLLEGE OF ALLERGY ASTHMA & IMMUNOLOGY INC | Arlington Heights | — | $13.7M | 9 |
| Motorola Solutions Foundation | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $13.6M | 0 |
| THE FUND FOR THE BOYS & GIRLS CLUBS OF CHICAGO | Chicago | O11 Youth Development | $13.6M | 0 |
| METALS SERVICE CENTER INSTITUTE | Rolling Meadows | S05 Community Improvement & Capacity Building | $13.6M | 7 |
| FOUNDATION FOR SARCOIDOSIS RESEARCH | Chicago | T31 Philanthropy, Voluntarism & Grantmaking Foundations | $13.6M | 2 |
| MAKE-A-WISH FOUNDATION OF ILLINOIS INC | Chicago | — | $13.6M | 8 |
| GLAZING EMPLOYERS & GLAZIERS UNION LOCAL NO 27 HEALTH AND WELFARE FUND | Lyons | — | $13.6M | 5 |
| WASHINGTON AND JANE SMITH HOME | Chicago | L220 Housing & Shelter | $13.6M | 8 |
| ABSHER CHARITABLE FOUNDATION INC | Carmi | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $13.6M | 1 |
| REAL CLEAR FOUNDATION | Northbrook | B82 Education | $13.5M | 2 |
| INDIAN HILL CLUB | Winnetka | — | $13.5M | 7 |
| STALEY CREDIT UNION | Decatur | — | $13.5M | 4 |
| ACCLIVUS INC | Chicago | E70 Health Care | $13.5M | 4 |
| SHEET METAL WORKERS LOCAL #91 HEALTH & WELFARE FUND | Rock Island | — | $13.5M | 0 |
| RALLA KLEPAK PERFORMING ARTS FOUNDATION | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $13.5M | 3 |
| THE KNIGHT FAMILY FOUNDATION C/O RLK PARTNERS LLC | Lake Forest | N64 Recreation & Sports | $13.4M | 0 |
| ATKINSON FAMILY FOUNDATION | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $13.4M | 0 |
| ERIE NEIGHBORHOOD HOUSE | Chicago | P280 Human Services | $13.4M | 4 |
| THE LAMBS FARM INC | Libertyville | J33 Employment | $13.4M | 4 |
