| Community Education in Excellence INC | Lombard | $375,000 | $376,644 | 55 | $7.3M | AI Deep Dive |
| Northern Baptist Theological Seminary | Lisle | $374,162 | $377,498 | 44 | $5.3M | AI Deep Dive |
| Schoolhouse 4 Math LLC | Winnetka | $373,962 | $378,553 | 136 | $17.7M | AI Deep Dive |
| Scribeconnect, LLC | Carbondale | $371,627 | $375,240 | 127 | $26.7M | AI Deep Dive |
| German International School Chicago Nfp | Chicago | $368,800 | $371,538 | 30 | N/A | AI Deep Dive |
| St. Teresa High School | Decatur | $363,900 | $366,043 | 41 | N/A | AI Deep Dive |
| Schoolhouse 4 Math | Northfield | $363,611 | $366,055 | 122 | $15.9M | AI Deep Dive |
| 42 North Group, Inc. | Lombard | $362,038 | $367,719 | 35 | <$5M | AI Deep Dive |
| St Cajetan Parish | Chicago | $358,555 | $361,394 | 50 | N/A | AI Deep Dive |
| Turkish American Society of Chicago | Mount Prospect | $358,460 | $361,662 | 40 | <$5M | AI Deep Dive |
| Viking Gymnastics, Ltd. | Niles | $357,857 | $361,656 | 79 | $10.3M | AI Deep Dive |
| 42 North Group Inc. | Lombard | $357,020 | $360,660 | 36 | <$5M | AI Deep Dive |
| Montessori Education Centers Associated INC | Clarendon Hills | $356,700 | $359,485 | 28 | <$5M | AI Deep Dive |
| Montessori Education Centers Associated, INC | Clarendon Hills | $356,700 | $359,661 | 48 | $5.8M | AI Deep Dive |
| Directions Training Center Inc. | Oak Brook | $355,427 | $357,497 | 21 | <$5M | AI Deep Dive |
| Flying High Gymnastics Inc. | Countryside | $355,388 | $358,625 | 88 | $11.4M | AI Deep Dive |
| Flying High Gymnastics, Inc. | Lagrange | $355,387 | $358,013 | 88 | $11.4M | AI Deep Dive |
| Elgin Charter School Initiative | Elgin | $354,792 | $359,266 | 35 | N/A | AI Deep Dive |
| Comptia Tech Career Academy | Downers Grove | $351,434 | $355,519 | 20 | N/A | AI Deep Dive |
| The High School of St Thomas More - Tab5892 | Champaign | $350,332 | $353,163 | 44 | N/A | AI Deep Dive |
| The High School of St. Thomas More of Champaign, Inc. | Champaign | $350,300 | $354,542 | 44 | N/A | AI Deep Dive |
| Francenter INC | Darien | $350,000 | $352,576 | 48 | N/A | AI Deep Dive |
| Meadville Theological School of Lombard College | Chicago | $349,470 | $352,033 | 20 | N/A | AI Deep Dive |
| Schoolmates Nfp | Chicago | $346,102 | $348,359 | 38 | <$5M | AI Deep Dive |
| Arthroscopy Association of North America | Rosemont | $345,500 | $347,535 | 21 | N/A | AI Deep Dive |