| Lutheran High School Assocation of the Greater Rockford Area | Rockford | $519,850 | $522,357 | 100 | N/A | AI Deep Dive |
| North Park Elementary School Association | Chicago | $518,705 | $521,775 | 60 | N/A | AI Deep Dive |
| North Park Elementary School | Chicago | $518,705 | $521,154 | 48 | N/A | AI Deep Dive |
| Coyne American Institute | Chicago | $518,657 | $521,467 | 37 | $7.8M | AI Deep Dive |
| Connections Day School, Inc. | Libertyville | $517,000 | $521,495 | 58 | $7.0M | AI Deep Dive |
| Joseph Academy | Des Plaines | $515,297 | $520,393 | 32 | N/A | AI Deep Dive |
| The Montessori Network | Chicago | $515,040 | $520,119 | 70 | $8.4M | AI Deep Dive |
| Central Catholic High School of Bloomington Inc. | Bloomington | $512,870 | $518,540 | 45 | N/A | AI Deep Dive |
| Central Catholic High School | Bloomington | $512,800 | $516,746 | 45 | N/A | AI Deep Dive |
| Roycemore School | Evanston | $507,371 | $511,261 | 55 | N/A | AI Deep Dive |
| Josephinum Academy | Chicago | $504,982 | $452,763 | 44 | N/A | AI Deep Dive |
| The Strategic Coach USA INC | Rosemont | $499,900 | $502,995 | 25 | <$5M | AI Deep Dive |
| The Strategic Coach USA INC | Rosemont | $499,900 | $503,064 | 30 | <$5M | AI Deep Dive |
| Calvary Academy, Inc. | South Holland | $495,100 | $498,359 | 85 | N/A | AI Deep Dive |
| Calvary Academy | South Holland | $495,100 | $497,961 | 77 | N/A | AI Deep Dive |
| Conncetions Day School South Campus Inc. | Palatine | $493,500 | $497,750 | 53 | $6.4M | AI Deep Dive |
| Catholic Bishop of Chicago Pope Francis Pope Francis Global | Chicago | $493,400 | $498,032 | 57 | $6.8M | AI Deep Dive |
| Mater Dei Catholic High School | Breese | $490,565 | $493,159 | 84 | N/A | AI Deep Dive |
| Our Lady of Mount Carmel Church | Chicago | $484,837 | $488,635 | 59 | N/A | AI Deep Dive |
| Associated Talmud Torahs of Chicago | Skokie | $481,735 | $484,397 | 39 | N/A | AI Deep Dive |
| Willows Academy | Des Plaines | $480,350 | $483,432 | 44 | N/A | AI Deep Dive |
| Willows Academy | Des Plaines | $480,300 | $478,612 | 44 | N/A | AI Deep Dive |
| Americademy, Inc. | Chicago | $479,700 | $484,628 | 54 | $7.2M | AI Deep Dive |
| Chicago Tech Academy | Chicago | $475,484 | $480,041 | 36 | N/A | AI Deep Dive |
| Associated Talmud Torahs of Chicago | Skokie | $475,357 | $477,470 | 39 | N/A | AI Deep Dive |