Who will shape your teenager during their most formative years? The school you entrust your child to will form them deeply. At Chesterton Academy of Orlando, we anchor

Chesterton's Cross Country team began training at the beginning of the school year, led by two of our parents, Matt Riordan and Sarah Croke. The small but mighty

On September 30, Chesterton Academy of Orlando welcomed parents, board members, alumni, students, and donors for a special Taste & See Seminar centered on C.S. Lewis’s The Lion,

Congratulations to Kitson Archer, James Long, and Sara Cerutti, who were named Regional Scholars by CLT (Classical Learning Test). The award recognizes students who earned a score within the

Chesterton Academy of Orlando was delighted to host our 2026 Gala on Saturday, March 14, 2026 at the Rosen Plaza Hotel. It was a remarkable evening—full of beauty, conviction,

We are excited to share that the Chesterton Schools Network (CSN) has been awarded this year’s $1 million Yass Prize! It’s an extraordinary accomplishment. Considered the Pulitzer Prize

There are so many things students love about Chesterton Academy of Orlando, from our classical curriculum based around the Great Books, to our fine arts program, to our faithful

Chesterton Academy of Orlando was delighted to host our 2025Gala on Saturday, May 17, 2025 at the Rosen Plaza Hotel. It was a spectacular night, full of beauty

This semester, our Sophomore and Junior classes have been hard at work preparing two plays for your enjoyment! We hope you can attend.Make it a date night, a

There are so many things students love about Chesterton Academy of Orlando, from our classical curriculum based around the Great Books, to our fine arts program, to our faithful