| Fastpace Transport LLC | Transportation and Warehousing | $320,000 | $15,146 | 1 | <$5M |  AI Deep Dive |
| Gianni, Inc. | Manufacturing | $318,750 | $321,902 | 26 | $6.8M | AI Deep Dive |
| Gianni Incorporated | Manufacturing | $318,750 | $322,619 | 26 | $6.8M | AI Deep Dive |
| Res Construction Inc. | Construction | $315,000 | $318,684 | 9 | $10.3M | AI Deep Dive |
| Performance Pressure Cleaning Service | Administrative and Support and Waste Management | $308,193 | $309,961 | 56 | $12.1M | AI Deep Dive |
| Luigis Paisans Pizza Cicero, INC | Accommodation and Food Services | $304,100 | $306,364 | 39 | $6.9M | AI Deep Dive |
| S & M Electric, Inc. | Construction | $298,240 | $300,112 | 20 | $6.6M | AI Deep Dive |
| S & M Electric Inc. | Construction | $298,240 | $300,038 | 11 | <$5M | AI Deep Dive |
| J. Nardulli Concrete, Inc. | Wholesale Trade | $293,420 | $298,875 | 130 | $39.8M | AI Deep Dive |
| Industrial Pipe and Supply Company | Manufacturing | $287,500 | $289,872 | 22 | $5.4M | AI Deep Dive |
| American Jebco Corporation | Manufacturing | $283,100 | $285,365 | 24 | $5.9M | AI Deep Dive |
| Chicago Atlantic Express Inc. | Transportation and Warehousing | $278,250 | $282,254 | 30 | $6.0M | AI Deep Dive |
| Citywide Disposal Inc. | Administrative and Support and Waste Management | $276,250 | $278,713 | 33 | $6.2M | AI Deep Dive |
| Accurate Felt & Gasket Manufacturing Co. | Manufacturing | $273,608 | $275,386 | 27 | $7.5M | AI Deep Dive |
| Robert R Andreas & Sons, Inc. | Construction | $253,668 | $255,322 | 19 | <$5M | AI Deep Dive |
| Our Lady of Charity/the Catholic Bishop of Chicago | Other Services (except Public Administration) | $251,375 | $253,414 | 35 | N/A | AI Deep Dive |
| Chicago Intermodal Transportation, Inc. | Transportation and Warehousing | $249,463 | $250,862 | 22 | $8.5M | AI Deep Dive |
| Iwema Excavating & Contracting Co. | Construction | $242,195 | $244,371 | 9 | <$5M | AI Deep Dive |
| Vend - Rite Manufacturing Co. | Manufacturing | $235,280 | $236,764 | 13 | <$5M | AI Deep Dive |
| Bhi Consulting Group, Inc. | Finance and Insurance | $232,188 | $233,703 | 37 | $19.0M | AI Deep Dive |
| P.w.s. Environmental, Inc. | Administrative and Support and Waste Management | $230,835 | $232,432 | 20 | <$5M | AI Deep Dive |
| St Frances of Rome Church | Educational Services | $230,800 | $233,570 | 42 | N/A | AI Deep Dive |
| Leon Construction Company | Construction | $229,720 | $232,917 | 13 | $14.8M | AI Deep Dive |
| La Clinica Sc | Health Care and Social Assistance | $225,000 | $226,644 | 21 | <$5M | AI Deep Dive |
| Bhi Consulting Group Inc. | Finance and Insurance | $223,955 | $226,387 | 36 | $18.5M | AI Deep Dive |