| Hamilton Memorial Hospital | Health Care and Social Assistance | $1,250,000 | $1,261,712 | 190 | $37.7M | AI Deep Dive |
| Thomas Brothers Partnerhsip | Agriculture, Forestry, Fishing and Hunting | $196,350 | $198,426 | 8 | <$5M | AI Deep Dive |
| Trade Industries2 | Health Care and Social Assistance | $183,500 | $184,330 | 59 | N/A | AI Deep Dive |
| Teffertiller Motors INC | Retail Trade | $166,547 | $167,382 | 23 | $5.8M | AI Deep Dive |
| Les Mccormick Trucking INC | Transportation and Warehousing | $118,500 | $119,545 | 13 | <$5M | AI Deep Dive |
| Star Mechanical Contractors LLC | Wholesale Trade | $105,900 | $106,915 | 5 | <$5M | AI Deep Dive |
| Rdj Thomas Farms Partnership | Agriculture, Forestry, Fishing and Hunting | $104,125 | $105,018 | 6 | <$5M | AI Deep Dive |
| Star Mechanical Contractors LLC | Construction | $101,395 | $102,192 | 5 | <$5M | AI Deep Dive |
| Nathan Birkner | Other Services (except Public Administration) | $63,648 | $63,856 | 7 | <$5M | AI Deep Dive |
| Tequila of Mcleansboro INC | Accommodation and Food Services | $60,800 | $61,366 | 21 | <$5M | AI Deep Dive |
| Brad Miller | Agriculture, Forestry, Fishing and Hunting | $45,143 | $45,333 | 5 | <$5M | AI Deep Dive |
| Natalie Burke | Other Services (except Public Administration) | $44,500 | $44,846 | 7 | <$5M | AI Deep Dive |
| Gregory Muehlenbein | Agriculture, Forestry, Fishing and Hunting | $42,971 | $43,158 | 1 | <$5M | AI Deep Dive |
| Hunts Hardware Grocery, LLC | Retail Trade | $31,600 | $31,752 | 8 | <$5M | AI Deep Dive |
| Jeremy Waller | Construction | $31,201 | $31,328 | 2 | <$5M | AI Deep Dive |
| Jeremy Waller | Construction | $31,201 | $31,356 | 2 | <$5M | AI Deep Dive |
| Knight Family Farms LLC | Agriculture, Forestry, Fishing and Hunting | $29,778 | $29,912 | 5 | <$5M | AI Deep Dive |
| Knight Family Farms LLC | Agriculture, Forestry, Fishing and Hunting | $29,778 | $29,928 | 5 | <$5M | AI Deep Dive |
| E a Masonry INC | Construction | $29,000 | $29,173 | 4 | <$5M | AI Deep Dive |
| Nitroship, LLC | Arts, Entertainment, and Recreation | $27,200 | $27,401 | 3 | <$5M | AI Deep Dive |
| Autens Pizza House INC | Accommodation and Food Services | $25,471 | $25,641 | 8 | <$5M | AI Deep Dive |
| Daniel Birkner | Agriculture, Forestry, Fishing and Hunting | $24,599 | $24,727 | 1 | <$5M | AI Deep Dive |
| Daniel Birkner | Agriculture, Forestry, Fishing and Hunting | $24,599 | $24,701 | 1 | <$5M | AI Deep Dive |
| Miller Seed Solutions LLC | Wholesale Trade | $24,190 | $24,272 | 3 | <$5M | AI Deep Dive |
| Darrel E Staller | Transportation and Warehousing | $23,900 | $24,064 | 1 | <$5M | AI Deep Dive |