| United Way of Metropolitan Chicago | $1,347,400 | $1,362,895 | 85 | N/A | AI Deep Dive |
| The Night Ministry | $1,328,872 | $1,345,440 | 136 | $26.0M | AI Deep Dive |
| Fourth Presbyterian Church | $1,310,630 | $1,327,542 | 145 | N/A | AI Deep Dive |
| The Anti-Cruelty Society | $1,291,000 | $1,297,826 | 113 | N/A | AI Deep Dive |
| Cdm Media Usa, Inc. | $1,218,800 | $1,228,212 | 60 | $11.5M | AI Deep Dive |
| P&b Intermodal Crane Repair, LLC | $1,217,422 | $1,231,761 | 50 | $9.8M | AI Deep Dive |
| Saint Clement Parish | $1,202,898 | $1,222,612 | 92 | N/A | AI Deep Dive |
| Legacy Parking Company, LLC | $1,197,043 | $1,209,035 | 107 | $20.4M | AI Deep Dive |
| St. Benedict Parish and Schools/catholic Bishop of Chicago | $1,168,500 | $1,181,873 | 138 | N/A | AI Deep Dive |
| Paws Chicago | $1,153,800 | $1,169,508 | 186 | N/A | AI Deep Dive |
| Southeast Linen Associates LLC | $1,150,055 | $1,160,075 | 120 | $22.9M | AI Deep Dive |
| American Marketing Association | $1,140,700 | $1,147,029 | 64 | N/A | AI Deep Dive |
| American Marketing Association | $1,140,692 | $1,147,124 | 51 | N/A | AI Deep Dive |
| Hunt Club Inc. | $1,132,100 | $1,139,353 | 69 | $13.2M | AI Deep Dive |
| Paws Chicago | $1,116,955 | $1,128,714 | 153 | N/A | AI Deep Dive |
| Claretian Missionaries Service Corporation | $1,116,600 | $1,132,015 | 86 | N/A | AI Deep Dive |
| Neighborhood Housing Services of Chicago | $1,112,900 | $1,123,358 | 75 | N/A | AI Deep Dive |
| The Catholic Bishop of Chicago | $1,101,345 | $1,110,921 | 101 | N/A | AI Deep Dive |
| Neighborhood Housing Services of Chicago | $1,096,000 | $1,106,389 | 68 | N/A | AI Deep Dive |
| Boys %26 Girls Clubs of Chicago | $1,094,826 | $1,109,072 | 188 | N/A | AI Deep Dive |
| Ewc Waxing 5, LLC | $1,093,400 | $1,107,128 | 360 | $68.8M | AI Deep Dive |
| Equip for Equality, Inc. | $1,092,800 | $1,099,656 | 59 | N/A | AI Deep Dive |
| Franklin Monroe Administrative Services, LLC | $1,090,200 | $1,104,925 | 45 | $8.6M | AI Deep Dive |
| Southeast Linen Associates LLC | $1,085,378 | $1,091,057 | 120 | $22.9M | AI Deep Dive |
| Association for Corporate Growth Inc. | $1,082,120 | $1,050,385 | 48 | N/A | AI Deep Dive |