| Pauly Imports, Inc. | Retail Trade | $344,257 | $347,865 | 31 | $7.8M | AI Deep Dive |
| Highland Park Electric Co. | Construction | $330,000 | $332,233 | 20 | $6.6M | AI Deep Dive |
| The Carpet Group, Inc. | Wholesale Trade | $324,967 | $327,329 | 19 | $5.8M | AI Deep Dive |
| Franklin Capital Holdings LLC | Finance and Insurance | $295,100 | $0 | 18 | $9.2M | AI Deep Dive |
| Sf Investments INC | Finance and Insurance | $293,911 | $297,152 | 13 | $6.7M | AI Deep Dive |
| Advanced Medicine Integration of Illinoi | Health Care and Social Assistance | $293,472 | $295,589 | 15 | <$5M | AI Deep Dive |
| Fields Italian Cars Inc. | Retail Trade | $292,910 | $70,318 | 22 | $5.5M | AI Deep Dive |
| Little Tommys Plumbing Shop INC | Construction | $290,950 | $294,183 | 13 | <$5M | AI Deep Dive |
| Di Vinci Painters Inc. | Construction | $278,714 | $280,464 | 19 | <$5M | AI Deep Dive |
| Max's Hospitality Group LLC | Accommodation and Food Services | $274,248 | $277,981 | 63 | $11.2M | AI Deep Dive |
| P.e.l., Inc. | Retail Trade | $273,900 | $277,065 | 29 | <$5M | AI Deep Dive |
| Di Vinci Painters, INC | Real Estate and Rental and Leasing | $257,000 | $258,706 | 18 | <$5M | AI Deep Dive |
| Craftwood Lumber Company | Retail Trade | $256,600 | $259,936 | 28 | $5.8M | AI Deep Dive |
| Makom Solel Lakeside | Other Services (except Public Administration) | $253,200 | $254,907 | 40 | N/A | AI Deep Dive |
| Carefree Comfort INC | Construction | $252,777 | $254,139 | 17 | $5.4M | AI Deep Dive |
| Makom Solel Lakeside | Other Services (except Public Administration) | $252,000 | $254,375 | 43 | N/A | AI Deep Dive |
| Rix of Highland Park INC | Other Services (except Public Administration) | $251,530 | $252,851 | 17 | <$5M | AI Deep Dive |
| About Face Designs, Inc. | Wholesale Trade | $250,213 | $253,297 | 12 | <$5M | AI Deep Dive |
| About Face Designs Inc. | Wholesale Trade | $250,213 | $253,256 | 12 | <$5M | AI Deep Dive |
| Highland Park Montessori School INC | Health Care and Social Assistance | $247,162 | $249,544 | 40 | N/A | AI Deep Dive |
| Buss Enterprises Inc. | Other Services (except Public Administration) | $246,735 | $248,133 | 17 | <$5M | AI Deep Dive |
| Ultimate Paint Shop II Inc. | Other Services (except Public Administration) | $246,177 | $247,066 | 14 | <$5M | AI Deep Dive |
| Pinnacle Performance INC | Arts, Entertainment, and Recreation | $245,120 | $246,945 | 28 | <$5M | AI Deep Dive |
| Pinnacle Performance INC | Arts, Entertainment, and Recreation | $245,120 | $246,829 | 28 | <$5M | AI Deep Dive |
| Blue Sun Construction LLC | Construction | $243,100 | $15,150 | 7 | <$5M | AI Deep Dive |