| Chester Construction Supply, Inc. | Manufacturing | $1,113,400 | $1,119,338 | 92 | $22.5M | AI Deep Dive |
| Three Springs Lodge Nursing Home LLC | Health Care and Social Assistance | $356,865 | $361,597 | 66 | $11.2M | AI Deep Dive |
| Roziers Chester Market Place LLC | Retail Trade | $318,500 | $320,498 | 54 | $13.5M | AI Deep Dive |
| Southwestern Illinois Bus Company LLC II | Transportation and Warehousing | $222,000 | $223,665 | 37 | $14.2M | AI Deep Dive |
| Southwestern Illnois Bus Co LLC II | Transportation and Warehousing | $220,000 | $221,332 | 28 | $10.8M | AI Deep Dive |
| Reids Harvest House Inc. | Accommodation and Food Services | $196,497 | $197,913 | 42 | $7.5M | AI Deep Dive |
| D & M Dairy Store Inc. | Agriculture, Forestry, Fishing and Hunting | $160,500 | $161,120 | 46 | $7.5M | AI Deep Dive |
| D&m Dairy Store | Wholesale Trade | $145,472 | $146,418 | 76 | $19.6M | AI Deep Dive |
| Reids' Harvest House Inc. | Accommodation and Food Services | $140,355 | $141,397 | 1 | <$5M | AI Deep Dive |
| St. Mary Catholic Church | Other Services (except Public Administration) | $137,000 | $137,593 | 23 | N/A | AI Deep Dive |
| St. Mary Catholic Church | Other Services (except Public Administration) | $137,000 | $137,837 | 23 | N/A | AI Deep Dive |
| Craig Farms Holdings | Real Estate and Rental and Leasing | $124,310 | $125,339 | 31 | <$5M | AI Deep Dive |
| St John Lutheran Church | Other Services (except Public Administration) | $121,375 | $122,053 | 33 | N/A | AI Deep Dive |
| Korando Heating & Cooling INC | Construction | $118,670 | $119,428 | 8 | <$5M | AI Deep Dive |
| Flex-Line Automation, Inc. | Manufacturing | $117,491 | $118,346 | 9 | <$5M | AI Deep Dive |
| Amrent Contracting, Inc. | Construction | $117,030 | $118,200 | 10 | $11.4M | AI Deep Dive |
| G.r.e. Construction | Construction | $106,250 | $107,112 | 8 | <$5M | AI Deep Dive |
| Philip a Miller D.m.d. | Health Care and Social Assistance | $85,000 | $85,774 | 11 | <$5M | AI Deep Dive |
| Korando Heating & Cooling Inc. | Construction | $83,922 | $84,248 | 7 | <$5M | AI Deep Dive |
| Pechacek Funeral Homes, Inc. | Other Services (except Public Administration) | $82,522 | $83,196 | 7 | <$5M | AI Deep Dive |
| Southwestern Illinois Bus Company | Transportation and Warehousing | $74,300 | $75,332 | 21 | $8.1M | AI Deep Dive |
| Chester Dairy Co | Wholesale Trade | $73,805 | $74,285 | 8 | <$5M | AI Deep Dive |
| Chester Dairy Co. | Agriculture, Forestry, Fishing and Hunting | $70,000 | $70,142 | 7 | <$5M | AI Deep Dive |
| Lmt of Illinois LLC | Health Care and Social Assistance | $69,768 | $70,054 | 6 | <$5M | AI Deep Dive |
| Lmt of Illinois, LLC | Health Care and Social Assistance | $69,700 | $70,349 | 6 | <$5M | AI Deep Dive |