| Sigma Chi Foundation | Other Services (except Public Administration) | $417,687 | $420,450 | 21 | N/A | AI Deep Dive |
| Yes Whey LLC | Manufacturing | $411,400 | $414,920 | 24 | $8.5M | AI Deep Dive |
| Evanston Athletic Club Inc. | Arts, Entertainment, and Recreation | $400,500 | $405,723 | 120 | $16.8M | AI Deep Dive |
| Bernard Food Industries Inc. | Manufacturing | $400,000 | $404,900 | 48 | $16.9M | AI Deep Dive |
| Evanston Athletic Club, Inc. | Arts, Entertainment, and Recreation | $396,300 | $402,675 | 169 | $23.7M | AI Deep Dive |
| Jennings Realty Inc. | Real Estate and Rental and Leasing | $393,000 | $396,690 | 25 | <$5M | AI Deep Dive |
| Redline Resources Inc. | Administrative and Support and Waste Management | $387,107 | $390,943 | 27 | <$5M | AI Deep Dive |
| Emergency Medical Specialists, S.c. | Health Care and Social Assistance | $381,250 | $385,235 | 15 | <$5M | AI Deep Dive |
| Oscar Isberian Rugs INC | Retail Trade | $377,362 | $355,076 | 43 | $7.8M | AI Deep Dive |
| Rushville Nursing and Rehabilitation Center LLC | Health Care and Social Assistance | $371,100 | $375,285 | 62 | $10.5M | AI Deep Dive |
| Benvenuti and Stein, Inc. | Construction | $367,500 | $369,736 | 22 | $6.7M | AI Deep Dive |
| Mhf Evanston Operating LLC | Accommodation and Food Services | $367,300 | $372,945 | 44 | $13.8M | AI Deep Dive |
| Morgante Wilson Architects Ltd | Professional, Scientific, and Technical Services | $360,648 | $525,899 | 31 | $9.6M | AI Deep Dive |
| Beth Emet the Free Synagogue | Other Services (except Public Administration) | $357,512 | $360,783 | 92 | N/A | AI Deep Dive |
| Christian Methodist Episcopal Church | Other Services (except Public Administration) | $355,000 | $358,165 | 26 | <$5M | AI Deep Dive |
| Bloxroute Labs, Inc. | Professional, Scientific, and Technical Services | $352,500 | $356,035 | 16 | <$5M | AI Deep Dive |
| Infant Welfare Society of Evanston | Health Care and Social Assistance | $350,000 | $352,878 | 40 | N/A | AI Deep Dive |
| Hanold Associates LLC | Administrative and Support and Waste Management | $344,197 | $348,198 | 14 | <$5M | AI Deep Dive |
| Romano Brothers and Company | Finance and Insurance | $341,900 | $344,426 | 15 | $7.7M | AI Deep Dive |
| Twice & Thrice LLC | Accommodation and Food Services | $341,082 | $343,004 | 38 | $6.7M | AI Deep Dive |
| Mdcc LLC | Accommodation and Food Services | $338,289 | $340,356 | 52 | $9.2M | AI Deep Dive |
| Christian Methodist Episcopal Church | Other Services (except Public Administration) | $338,076 | $358,542 | 45 | $8.6M | AI Deep Dive |
| John J Cahill INC | Construction | $337,995 | $342,887 | 31 | $9.8M | AI Deep Dive |
| John J Cahill, INC | Construction | $337,995 | $339,516 | 31 | $9.8M | AI Deep Dive |
| Oscar Isberian Rugs INC | Retail Trade | $335,639 | $338,576 | 29 | $5.3M | AI Deep Dive |