Your Next Steps

Shadow at Chesterton

  • Prospective students are encouraged to spend a full shadow day at Chesterton Academy.

  • Students are paired with an Ambassador to experience our classes and joyful atmosphere.

  • Contact us to schedule a time that's convenient for you.

Attend an Open House 

  • Parents and students are invited to attend an Open House at Chesterton Academy.

  • You'll meet our faculty and students, learn about our curriculum, and explore our sports and other student activities.

  • View upcoming opportunities and RSVP.

Apply and Enroll

  • Our application process is completed online through Option C.

  • After the online application is complete, our headmaster will meet one-on-one with you and your student to get to know you and answer any questions that you may have.

An Affordable Education

Tuition & Fees

Chesterton Academy is committed to offering an outstanding high school education at an affordable cost to families. Tuition for the 2019-20 academic year is $7,475 per student. Families with siblings at Chesterton Academy receive a tuition discount. 

Because tuition does not cover the full cost of an education at Chesterton, families are expected to aid in fundraising efforts throughout the school year.

Financial Aid

Scholarships and tuition assistance are available to families who apply and qualify for aid. Chesterton Academy utilizes the services of FACTS to help us allocate fairly our limited aid dollars.

The student application process must be completed in full before being considered for tuition assistance. Click here to learn more or to apply online for financial aid.

Admissions Events

Frequently Asked Questions

Life at Chesterton Academy


8am to 3pm


Students bring their own cold lunch or order hot lunch in advance. Options vary by the day of the week and include items such as: sub sandwiches, pasta lunch, hot dogs, and cheese pizza.


At the beginning of the school year, new students are welcomed into one of our two houses by their new housemates. Siblings are typically assigned to the same house, unless otherwise requested. Once a house has been chosen for a student, he or she will remain in that house until graduation.


Chesterton Academy welcomes transfer students each year who come from public, private, homeschool, and online high school environments. We work closely with each transfer student to support success in this transition to Chesterton.


Our students come from a wide range of educational backgrounds, including parochial schools, public schools, charter schools, homeschool, and online high schools.


Chesterton Academy works to limit assigned homework to an hour and a half of homework per evening. We seek to be efficient in the learning process such that students have time in the evenings to spend with their family and to commit to extracurricular activities and after-school jobs. We also build the class schedule to include two free periods per week to accommodate our students. They may use this time to study or to take a break as needed.

Preparing for Your First Day


Students who live within 15 miles of Chesterton Academy of Rochester are eligible for busing through their home school district. Download a transportation form from your district’s website and submit it to the district by April 1.


The tradition of school uniforms goes back to Medieval times when caps and gowns were required at universities. Thus, all students regardless of background would dress alike, and all would show an outward sign of their dedication to the task of learning together within the university community. In other words, from the very beginning, uniforms have been in support of three goals: modesty, professionalism, and community, or school spirit. Our uniform policy aims at the same three goals. Uniforms may be purchased from Stitchworks on Culver Road in Rochester. Spirit wear is available online at


Chesterton students are required to read classical works over the summer each year. Reading assignments and study guides are available online. All students will have a quiz or graded assignment on their assigned works within the first week of the school year in their literature class.


The school supply list is released in July together with details on summer reading assignments.


All new students are required to attend an orientation session in uniform at their campus on Thursday, August 29. Students will have an opportunity to meet their faculty, review their class schedule, set up their lockers and ask questions prior to the first day of school.


All new parents are asked to attend an in-depth orientation session on Tuesday, August 27 at the Edina campus. This important session provides parents with information and resources needed to help their student thrive at Chesterton. Parents are also asked to attend the Welcome Back evening with all Chesterton Academy parents on Thursday, August 29.