| Live Marketing, Inc. | Administrative and Support and Waste Management | $292,200 | $294,846 | 15 | <$5M | AI Deep Dive |
| International Refining & Manufacturing Co | Manufacturing | $290,657 | $292,587 | 17 | $16.9M | AI Deep Dive |
| Dept. 11, Inc. | Professional, Scientific, and Technical Services | $290,023 | $34,646 | 17 | <$5M | AI Deep Dive |
| Davis Street Group LLC | Accommodation and Food Services | $289,137 | $293,003 | 20 | <$5M | AI Deep Dive |
| Arlen Music Consultants INC | Educational Services | $288,400 | $291,640 | 22 | <$5M | AI Deep Dive |
| Pope John Xxiii School/the Catholic Bishop of Chicago | Educational Services | $286,795 | $288,755 | 33 | N/A | AI Deep Dive |
| Sola Group Inc. | Information | $283,775 | $286,415 | 14 | <$5M | AI Deep Dive |
| Farmhouse Culture Inc. | Manufacturing | $282,383 | $285,324 | 9 | <$5M | AI Deep Dive |
| Tag's Bakery Inc. | Accommodation and Food Services | $280,000 | $282,956 | 26 | <$5M | AI Deep Dive |
| International Refining & Manufacturing Co. | Manufacturing | $277,937 | $279,072 | 16 | $15.9M | AI Deep Dive |
| Agate Publishing, Inc. | Information | $277,664 | $280,241 | 22 | <$5M | AI Deep Dive |
| The Shortest Track Company | Information | $273,532 | $275,893 | 15 | <$5M | AI Deep Dive |
| Sarfatty Associates, Ltd. | Professional, Scientific, and Technical Services | $272,400 | $274,166 | 17 | $5.3M | AI Deep Dive |
| Sarfatty Associates Ltd. | Professional, Scientific, and Technical Services | $272,400 | $274,284 | 17 | $5.3M | AI Deep Dive |
| Society to Improve Diagnosis in Medicine | Other Services (except Public Administration) | $271,739 | $273,712 | 13 | N/A | AI Deep Dive |
| 624 Davis Hospitality LLC | Accommodation and Food Services | $271,323 | $273,637 | 30 | $5.3M | AI Deep Dive |
| Therapyed Ltd. | Health Care and Social Assistance | $270,000 | $273,638 | 42 | $7.5M | AI Deep Dive |
| Found Investment LLC | Accommodation and Food Services | $267,765 | $270,361 | 22 | <$5M | AI Deep Dive |
| Over the Rainbow Association | Construction | $263,700 | $266,518 | 25 | N/A | AI Deep Dive |
| Pie and Coffee LLC | Accommodation and Food Services | $259,000 | $263,584 | 28 | <$5M | AI Deep Dive |
| Umbrellas On the Beach, Inc. | Professional, Scientific, and Technical Services | $257,525 | $258,929 | 11 | <$5M | AI Deep Dive |
| First United Methodist Church of Evanston | Other Services (except Public Administration) | $253,505 | $255,603 | 27 | N/A | AI Deep Dive |
| Crescent Moon Kitchen Inc. | Accommodation and Food Services | $252,777 | $255,115 | 17 | <$5M | AI Deep Dive |
| Mdcc, LLC | Accommodation and Food Services | $244,257 | $247,107 | 52 | $9.2M | AI Deep Dive |
| Forcade Associates, INC | Professional, Scientific, and Technical Services | $242,960 | $226,745 | 12 | <$5M | AI Deep Dive |