| The Chicago Area Project | Chicago | I210 Crime & Legal-Related | $5.7M | 3 |
| INTERNATIONAL ASSOC OF HEAT & FROST INSULATORS & ASBESTOS WORKERS LOCAL #17 | Tinley Park | — | $5.7M | 19 |
| AMERICAN BOARD OF ORAL AND MAXILLOFACIAL SURGERY | Chicago | — | $5.7M | 4 |
| APPLE CANYON LAKE PROPERTY OWNERS ASSOCIATION | Apple River | — | $5.7M | 0 |
| DUPAGE CHILDREN'S MUSEUM | Naperville | A520 Arts, Culture & Humanities | $5.7M | 4 |
| EPIC Academy | Chicago | B29 Education | $5.7M | 6 |
| ILLINOIS HUMANITIES COUNCIL INC | Chicago | A700 Arts, Culture & Humanities | $5.6M | 3 |
| Illinois Bankers Association | Springfield | — | $5.6M | 0 |
| BRIGHT STAR COMMUNITY OUTREACH CORP | Chicago | O50 Youth Development | $5.6M | 1 |
| ROBERTSON CHARTER SCHOOL | Decatur | B29 Education | $5.6M | 1 |
| IMMIGRATION PROJECT INC | Normal | I800 Crime & Legal-Related | $5.6M | 2 |
| EDUCATIONAL ASSISTANCE LTD DBA EALGREEN | Glen Ellyn | B82Z Education | $5.6M | 3 |
| THE MANAAKI FOUNDATION | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $5.6M | 2 |
| Chicago Cubs Charities | Chicago | — | $5.6M | 3 |
| DEBORAH'S PLACE | Chicago | L410 Housing & Shelter | $5.6M | 3 |
| ILLINOIS NETWORK OF CHARTER SCHOOLS | Chicago | B99 Education | $5.6M | 5 |
| Child Care Resource & Referral | Joliet | P33 Human Services | $5.6M | 1 |
| EXELON FOUNDATION | Chicago | T21 Philanthropy, Voluntarism & Grantmaking Foundations | $5.6M | 2 |
| SHINING STAR YOUTH & COMMUNITY SERVICES | Chicago | O20 Youth Development | $5.6M | 4 |
| United Power for Action and Justice Inc | Chicago | S20 Community Improvement & Capacity Building | $5.6M | 1 |
| TRINITY UCC CHILD CARE CENTER | Chicago | P33 Human Services | $5.6M | 3 |
| BACK OF THE YARDS NEIGHBORHOOD COUNCIL | Chicago | — | $5.6M | 1 |
| THE ROGER BALDWIN FOUNDATION OF ACLU INC | Chicago | — | $5.6M | 20 |
| IPERS Sequoia Commerce Center Inc | Chicago | S47 Community Improvement & Capacity Building | $5.6M | 0 |
| LIUNA LABORERS LOCAL 68 | Lombard | — | $5.6M | 11 |
| CORPORATE LEADERSHIP CENTER NFP | Chicago | W70 Public & Societal Benefit | $5.5M | 7 |
| UNITED FOOD & COMM WORKERS CALUMET REGION INSURANCE FUND | Downers Grove | — | $5.5M | 0 |
| HALE FAMILY FOUNDATION INC C/O DAVID JACKSON | Chicago | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $5.5M | 1 |
| THE INNER VOICE INC | Chicago | P850 Human Services | $5.5M | 3 |
| PATHLIGHTS HUMAN SERVICES | Palos Heights | — | $5.5M | 2 |
| HENDERSON COUNTY RURAL HEALTH CENTER INC | Oquawka | E39Z Health Care | $5.5M | 19 |
| PAUL GALVIN MEMORIAL FOUNDATION TRUST | Chicago | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $5.5M | 0 |
| CHICAGO WOMEN IN TRADES | Chicago | — | $5.5M | 1 |
| ANGEL OF GOD RESOURCE CENTER INC | Chicago | P20 Human Services | $5.5M | 1 |
| Law Center for Better Housing | Chicago | I83Z Crime & Legal-Related | $5.5M | 2 |
| HISPANIC AMERICAN CONSTRUCTION INDUSTRY ASSOCIATION | Chicago | — | $5.5M | 3 |
| T KENDALL HUNT FAMILY FOUNDATION INC | Oak Park | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $5.5M | 0 |
| ST CLAIR COUNTRY CLUB | Belleville | — | $5.5M | 1 |
| JACK MILLER FAMILY FOUNDATION | Buffalo Grove | T20 Philanthropy, Voluntarism & Grantmaking Foundations | $5.5M | 0 |
| SMART LOCAL 265 | Carol Stream | J40 Employment | $5.5M | 24 |
| ALTERNATIVES FOR THE OLDER ADULT INC | Moline | — | $5.5M | 1 |
| Legal Council for Health Justice | Chicago | — | $5.5M | 6 |
| NORTH EAST MULTI-REGIONAL TRAINING INC | Naperville | W17P Public & Societal Benefit | $5.5M | 1 |
| SHELTER INC | Arlington Heights | L41Z Housing & Shelter | $5.5M | 1 |
| RIVERSIDE GOLF CLUB | North Riverside | — | $5.5M | 3 |
| JOHNSON FOUNDATION SPECIAL CHARITABLE TRUST | Chicago | T22 Philanthropy, Voluntarism & Grantmaking Foundations | $5.4M | 1 |
| BEER INDUSTRY LOCAL UNION NO 703 HEALTH AND WELFARE FUND | Tinley Park | — | $5.4M | 4 |
| TREE HOUSE HUMANE SOCIETY INC | Chicago | D200 Animal-Related | $5.4M | 1 |
| WOODSTOCK COURTHOUSE HISTORIC PRESERVATION FUND INC | Woodstock | A80 Arts, Culture & Humanities | $5.4M | 0 |
| HEALTH CARE COUNCIL OF ILLINOIS INC | Springfield | S41 Community Improvement & Capacity Building | $5.4M | 8 |
