| Irwin Broh & Associates, Inc. | Professional, Scientific, and Technical Services | $266,765 | $269,561 | 15 | <$5M | AI Deep Dive |
| Program One Professional Building Services, INC | Administrative and Support and Waste Management | $265,600 | $268,322 | 34 | $7.4M | AI Deep Dive |
| St. John Greek Orthodox Church | Other Services (except Public Administration) | $265,000 | $267,577 | 48 | $9.2M | AI Deep Dive |
| St. John Greek Orthodox Church | Other Services (except Public Administration) | $265,000 | $267,998 | 79 | $15.1M | AI Deep Dive |
| Better Care Home Health INC | Health Care and Social Assistance | $264,930 | $268,803 | 45 | $7.7M | AI Deep Dive |
| Lipke-Kentex Corporation | Wholesale Trade | $264,160 | $266,310 | 20 | $6.1M | AI Deep Dive |
| American Hip Institute, LLC | Other Services (except Public Administration) | $262,003 | $264,368 | 22 | <$5M | AI Deep Dive |
| M & M Limousine Service, Inc. | Transportation and Warehousing | $261,426 | $264,799 | 36 | $34.9M | AI Deep Dive |
| M & M Limousine Service, Inc. | Transportation and Warehousing | $261,425 | $264,388 | 32 | $9.8M | AI Deep Dive |
| Rheumatic Disease Center Physicians, S.c. | Health Care and Social Assistance | $261,423 | $263,951 | 18 | <$5M | AI Deep Dive |
| Chicago Dial Indicator Company | Manufacturing | $260,000 | $261,389 | 31 | $8.1M | AI Deep Dive |
| St. Zachary Parish and School/catholic Bishop of Chicago | Other Services (except Public Administration) | $258,700 | $260,540 | 36 | N/A | AI Deep Dive |
| Brancato Landscaping, INC DBA Brancato Snow & Ice Management | Administrative and Support and Waste Management | $255,527 | $257,160 | 15 | <$5M | AI Deep Dive |
| A Mothers Touch Learning Academy LLC | Other Services (except Public Administration) | $252,590 | $255,753 | 24 | <$5M | AI Deep Dive |
| A Mothers Touch Learning Academy, LLC | Health Care and Social Assistance | $252,590 | $255,643 | 51 | $8.3M | AI Deep Dive |
| The Bridge Community Church | Other Services (except Public Administration) | $250,800 | $252,347 | 36 | $6.9M | AI Deep Dive |
| Bestway Charter Transportation, Inc. | Transportation and Warehousing | $247,893 | $250,534 | 25 | $9.6M | AI Deep Dive |
| Bestway Charter Transportation INC | Transportation and Warehousing | $247,893 | $250,738 | 25 | $9.6M | AI Deep Dive |
| R & R 5463 Inc. | Real Estate and Rental and Leasing | $243,694 | $246,280 | 41 | $6.2M | AI Deep Dive |
| Pavestone Brick Paving, Inc. | Construction | $238,400 | $240,489 | 27 | $8.4M | AI Deep Dive |
| Visage Screen - Print, Inc. | Retail Trade | $238,000 | $240,877 | 270 | $81.7M | AI Deep Dive |
| Cafe La Cave, INC | Accommodation and Food Services | $236,300 | $238,453 | 62 | $11.0M | AI Deep Dive |
| Entera Healthcare Ltd | Health Care and Social Assistance | $236,220 | $238,375 | 20 | <$5M | AI Deep Dive |
| Entera Healthcare Ltd | Health Care and Social Assistance | $236,215 | $239,574 | 33 | $5.7M | AI Deep Dive |
| St. Zachary Parish and School. Catholic Bishop of Chicago | Other Services (except Public Administration) | $235,562 | $237,355 | 29 | N/A | AI Deep Dive |