| Wolcott School | Chicago | $702,900 | $711,823 | 48 | $5.8M | AI Deep Dive |
| Brehm Preparatory School, INC | Carbondale | $700,000 | $704,200 | 62 | $7.4M | AI Deep Dive |
| Brehm Preparatory School Inc. | Carbondale | $700,000 | $702,917 | 64 | $7.7M | AI Deep Dive |
| Christ the King Jesuit College Preparatory School | Chicago | $695,692 | $704,060 | 66 | N/A | AI Deep Dive |
| Christian Heritage Academy | Northfield | $693,800 | $697,577 | 63 | N/A | AI Deep Dive |
| American Academy of Art College INC | Chicago | $692,125 | $697,104 | 102 | $12.2M | AI Deep Dive |
| American Academy of Art College, INC | Chicago | $692,100 | $702,212 | 102 | $12.2M | AI Deep Dive |
| Northridge Preparatory School INC | Niles | $686,700 | $670,920 | 43 | N/A | AI Deep Dive |
| Lawrence Ragan Communications INC | Chicago | $676,702 | $678,887 | 23 | <$5M | AI Deep Dive |
| Lawrence Ragan Communications INC | Chicago | $676,700 | $681,117 | 36 | <$5M | AI Deep Dive |
| Chicago Education Partnership | Chicago | $672,187 | $676,201 | 65 | N/A | AI Deep Dive |
| Beacon Academy, a Montessori High School | Evanston | $671,300 | $676,577 | 47 | $5.6M | AI Deep Dive |
| Learn by Doing, Inc. | Chicago | $657,156 | $662,053 | 44 | $5.7M | AI Deep Dive |
| Spertus College of Judaica | Chicago | $656,962 | $661,264 | 41 | N/A | AI Deep Dive |
| Professional Diversity Network Inc. | Chicago | $651,078 | $655,129 | 41 | <$5M | AI Deep Dive |
| Chicago Theological Seminary | Chicago | $650,465 | $658,795 | 66 | N/A | AI Deep Dive |
| Human Resource Devlpmt Services INC | Lincolnwood | $647,700 | $653,064 | 30 | <$5M | AI Deep Dive |
| Woodlands Academy of the Sacred Heart, Lake Forest, Illinois | Lake Forest | $640,000 | $644,018 | 56 | N/A | AI Deep Dive |
| Resurrection College Prep High School | Chicago | $627,000 | $634,198 | 64 | N/A | AI Deep Dive |
| United Investments of Illinois, Inc. | Sandwich | $626,800 | $632,232 | 66 | $13.9M | AI Deep Dive |
| Baker Demonstration School | Wilmette | $625,721 | $632,066 | 55 | N/A | AI Deep Dive |
| Urban Initiatives, Inc. | Chicago | $625,240 | $633,924 | 103 | N/A | AI Deep Dive |
| Chicago Collegiate INC | Chicago | $623,500 | $628,228 | 45 | N/A | AI Deep Dive |
| Ic Catholic Prep | Elmhurst | $621,900 | $626,599 | 155 | N/A | AI Deep Dive |
| American School of Correspondence | Lansing | $620,687 | $624,337 | 52 | $10.9M | AI Deep Dive |