| Dowd, Bloch & Bennett | Law firm | $774,016 |
| Schiele Graphics Inc. | Printing Company | $307,973 |
| UnionWare | Database Software | $179,580 |
| United States Postal Service | Postal Service Provider | $175,525 |
| True North Travel Solutions | Bus Company | $144,331 |
| AT & T | Phone Company | $143,346 |
| Berlin Rosen LTD | Consultant | $124,057 |
| Image Pointe | Promotional Item Supplier | $122,308 |
| Commerce Bank | Bank | $115,454 |
| Schuchat, Cook & Werner | Law Firm | $102,613 |
| Southwest Airlines | Airline | $101,656 |
| Action Now | Community Organization | $100,000 |
| Catering By David | Catering Service | $94,668 |
| Wickham & Wood, LLC | Law Firm | $85,138 |
| Tinley Park Hotel & Convention Center | Hotel | $77,358 |
| Tele Town Hall LLC | Call Center Services | $74,507 |
| Jason Turner | Consulting | $55,380 |
| Hustle, Inc. | Peer to Peer Messaging Service | $51,743 |
| Thomson Weir, LLC | Consultant | $50,000 |
| WareHouse Direct | Supply Company | $45,287 |
| Illinois State Medical Society | Lessor | $43,289 |
| Moxie Media | Communications Company | $38,849 |
| Crowne Plaza Hotel | Hotel | $36,154 |
| Aaron Lorence | Communication services | $35,987 |
| SEIU-CC, LLC | Call Center Services | $35,161 |
| Drury Inn & Suites | Hotel | $33,195 |
| Sunil Puri | Lessor | $33,128 |
| Juneteenth Productions | Web Media | $33,118 |
| Facebook Advertising USA | Communications Company | $31,855 |
| Eightieth Place, LLC | Lessor | $29,372 |
| Marsh & McLennan Agency LLC | Insurance Provider | $29,106 |
| The Sexton Group | Communications Company | $28,428 |
| Organization United for Respect | Civic & Social Organization | $26,000 |
| Illinois AFL-CIO | Labor Union | $25,163 |
| Construction & General Laborers Local Union No 264 | Property Lessor | $24,000 |
| Ben Ritter | Designer | $23,834 |
| Streamline Communications Corp | Communication service | $23,026 |
| AVIS Rent A Car Corporation | Car Rental Provider | $22,737 |
| Groundswell Public Strategies | Public Relations Counselors | $22,156 |
| Residence Inn | Hotel | $20,388 |
| 1800 Associates | Office Space Lessor | $19,464 |
| Wells Fargo Financial Leasing | Leasing Company | $17,644 |
| New Heights Communications, LLC | Public Relations & Communications | $15,800 |
| Peoria Labor Temple Association | Lessor | $14,866 |
| Alison Goldstein | Researcher | $14,560 |
| InstaCart | Grocery Store | $14,554 |
| Movement Communications LLC | Public Relations & Communications | $13,579 |
| American Airlines Inc | Airline | $12,861 |
| Adrian Gonzalez-Perez | Translation Service | $12,545 |
| Purchase Power | Postage Supplier | $12,313 |
| United Postal Service | Postal Service Provider | $12,245 |
| Shannon Childs | Printing Designer | $11,727 |
| Zachary Upton-Davis | Researcher | $11,647 |
| Carbon on 26th | Catering Service | $11,265 |
| Anusha Sachin Mody | Researcher | $10,999 |
| FranklinCovey Client Sales Inc | Leadership Training | $10,339 |
| Sellers Dorsey & Associates, LLC | Consulting Firm | $10,000 |
| Janet S. Hassakis | Lessor | $9,938 |
| Double Tree By Hilton | Hotel | $9,624 |
| Wyndham Suites | Hotel | $9,612 |
| Amazon | Supply Company | $9,552 |
| Smartpay LLC | Payroll Provider | $9,428 |
| West End Press, Inc | Printing Company | $8,555 |
| Comcast | Cable Company | $8,518 |
| Mad Dog Mail | Mail Service Provider | $8,330 |
| Midwest Advertising Specialties, Inc | Promotional Item Supplier | $8,184 |
| McCalister's Deli | Restaurant | $7,872 |
| Westin Hotels | Hotel | $7,460 |
| LogMein USA, Inc | Technology Company | $7,177 |
| Renaissance Htls & Resrts | Hotel | $6,874 |
| Peter Subkoviak | Consultant | $6,790 |
| Better Together LLC | Consulting Services | $6,750 |
| Language Services Associates | Translation & Localization | $6,706 |
| Hampton Inns | Hotel | $6,408 |
| Chicago Teachers Union Foundation | Union Organization | $6,349 |
| Hyatt Hotel | Hotel | $5,996 |
| Marriott | Hotel | $5,791 |
| United Airlines | Airline | $5,680 |
| City Water Light & Power | Utility Company | $5,668 |
| Busy Beaver Button Co | Printing Company | $5,588 |
| BP | Gas Station | $5,536 |
| Nipsco | Utility Company | $5,519 |
| Candlewood Suites | Hotel | $5,519 |
| Holiday Inn | Hotel | $5,350 |
