| Citybase, Inc. | Information | $2,043,500 | $2,067,126 | 97 | $16.3M | AI Deep Dive |
| Fettes, Love & Sieben, Inc. | Construction | $2,040,400 | $1,617,600 | 56 | $17.7M | AI Deep Dive |
| Watersaver Faucet Co. | Manufacturing | $2,040,032 | $2,065,192 | 189 | $46.2M | AI Deep Dive |
| Roa Management, LLC | Unknown | $2,035,700 | $2,059,846 | 138 | N/A | AI Deep Dive |
| Evive Health, LLC | Information | $2,034,000 | $2,057,238 | 116 | $19.5M | AI Deep Dive |
| Tampico Beverages INC | Manufacturing | $2,032,500 | $1,644,067 | 72 | $25.4M | AI Deep Dive |
| Lycee Francais De Chicago INC | Educational Services | $2,031,900 | $2,055,436 | 203 | N/A | AI Deep Dive |
| Whitehouse Post Productions, LLC | Information | $2,031,800 | $2,059,399 | 167 | $28.0M | AI Deep Dive |
| Bernard Zell Anshe Emet Day School | Educational Services | $2,031,421 | $1,871,261 | 129 | N/A | AI Deep Dive |
| Nexum, Inc. | Wholesale Trade | $2,029,400 | $2,053,133 | 87 | $26.7M | AI Deep Dive |
| The Museum of Contemporary Art | Arts, Entertainment, and Recreation | $2,027,756 | $2,051,200 | 249 | N/A | AI Deep Dive |
| After School Matters INC | Educational Services | $2,022,735 | $2,045,899 | 339 | $45.2M | AI Deep Dive |
| Wavicle Data Solutions LLC | Professional, Scientific, and Technical Services | $2,022,575 | $2,044,740 | 141 | $29.2M | AI Deep Dive |
| The Joffrey Ballet | Arts, Entertainment, and Recreation | $2,019,225 | $2,042,641 | 167 | N/A | AI Deep Dive |
| Chicago Review Press, Inc. | Information | $2,018,300 | $2,042,239 | 196 | $32.9M | AI Deep Dive |
| Chinese American Service League, INC | Health Care and Social Assistance | $2,014,310 | $2,036,803 | 500 | N/A | AI Deep Dive |
| Mzi Electric, Inc. | Construction | $2,011,275 | $2,034,516 | 63 | $20.7M | AI Deep Dive |
| Daubert Chemical Company, Inc. | Manufacturing | $2,009,500 | $2,034,663 | 100 | $99.2M | AI Deep Dive |
| Omeda Holdings LLC | Information | $2,008,900 | $2,033,397 | 150 | $25.2M | AI Deep Dive |
| Chicago Theatre Group INC | Arts, Entertainment, and Recreation | $2,000,000 | $2,012,889 | 150 | $24.6M | AI Deep Dive |
| Agency Ea L.l.c. | Professional, Scientific, and Technical Services | $2,000,000 | $2,012,389 | 75 | $8.4M | AI Deep Dive |
| Museum of Science and Industry | Arts, Entertainment, and Recreation | $2,000,000 | $2,021,833 | 227 | N/A | AI Deep Dive |
| Cave Enterprises Operations LLC | Accommodation and Food Services | $2,000,000 | $2,009,556 | 300 | $53.3M | AI Deep Dive |
| Roti Restaurants LLC | Accommodation and Food Services | $2,000,000 | $2,028,274 | 300 | $53.3M | AI Deep Dive |
| Pine Roofing Company Inc. | Construction | $2,000,000 | $2,018,573 | 88 | $29.0M | AI Deep Dive |