| Protein Bar INC | Accommodation and Food Services | $2,000,000 | $2,019,556 | 254 | $45.1M | AI Deep Dive |
| A. Epstein and Sons Stock Ownership Trust | Professional, Scientific, and Technical Services | $2,000,000 | $2,014,521 | 133 | $16.4M | AI Deep Dive |
| Seven-D Construction Company | Construction | $2,000,000 | $2,026,278 | 146 | $45.3M | AI Deep Dive |
| After School Matters INC | Health Care and Social Assistance | $2,000,000 | $2,024,658 | 269 | $43.6M | AI Deep Dive |
| Elevate Energy | Professional, Scientific, and Technical Services | $2,000,000 | $2,027,444 | 150 | N/A | AI Deep Dive |
| Sun-Times Media Productions LLC | Information | $2,000,000 | $2,017,589 | 163 | $27.4M | AI Deep Dive |
| Ecd Great Street Investors LLC | Accommodation and Food Services | $2,000,000 | $2,028,055 | 244 | $76.3M | AI Deep Dive |
| The Lincoln Park Zoological Society | Arts, Entertainment, and Recreation | $2,000,000 | $2,017,333 | 242 | N/A | AI Deep Dive |
| 39 Chicago Master Tenant LLC | Accommodation and Food Services | $2,000,000 | $2,017,722 | 126 | $39.4M | AI Deep Dive |
| Segal Mccambridge Singer & Mahoney Limited | Public Administration | $2,000,000 | $2,014,944 | 264 | N/A | AI Deep Dive |
| Studio Gang Architects Ltd. | Professional, Scientific, and Technical Services | $2,000,000 | $2,024,173 | 127 | $39.4M | AI Deep Dive |
| Lycee Francais De Chicago Inc. | Educational Services | $2,000,000 | $2,010,833 | 205 | N/A | AI Deep Dive |
| Association Management Center Inc. | Professional, Scientific, and Technical Services | $2,000,000 | $2,022,056 | 176 | $24.6M | AI Deep Dive |
| Envision Unlimited | Health Care and Social Assistance | $2,000,000 | $5,277,260 | 500 | N/A | AI Deep Dive |
| Fooda INC | Accommodation and Food Services | $2,000,000 | $2,020,889 | 96 | $17.9M | AI Deep Dive |
| Wolf Point Hotel Company by Hostmark Investors Limited Partn | Accommodation and Food Services | $2,000,000 | $1,034,883 | 49 | $15.3M | AI Deep Dive |
| World's Finest Chocolate Inc. | Manufacturing | $2,000,000 | $2,023,836 | 207 | $73.1M | AI Deep Dive |
| Fieldwork Inc. | Professional, Scientific, and Technical Services | $2,000,000 | $2,041,106 | 294 | $41.2M | AI Deep Dive |
| Great Lake Dental Partners LLC | Health Care and Social Assistance | $2,000,000 | $2,009,111 | 284 | $65.8M | AI Deep Dive |
| Infusion Management Group Inc. | Accommodation and Food Services | $2,000,000 | $2,015,136 | 199 | $35.3M | AI Deep Dive |
| Prime Electric Co. Inc. | Construction | $2,000,000 | $2,011,889 | 75 | $24.7M | AI Deep Dive |
| Escarpita Construction Company Inc. | Construction | $2,000,000 | $2,018,027 | 89 | $22.5M | AI Deep Dive |
| Perspectives Charter Schools | Educational Services | $2,000,000 | $2,053,808 | 227 | N/A | AI Deep Dive |
| Glotel INC | Administrative and Support and Waste Management | $2,000,000 | $2,014,611 | 156 | $24.6M | AI Deep Dive |
| Aparium Hotel Group LLC | Accommodation and Food Services | $2,000,000 | $2,033,667 | 223 | $69.7M | AI Deep Dive |