Enroll or Express Interest

During the next several months, while we onboard our inaugural headmaster we welcome all interested prospective students to apply for the 2020-2021 academic year. We also encourage families of younger students who are interested in learning more about our Chesterton academy to contact us.


Express Interest

  • We’re so excited to meet our first class of Chesterton students! If you think your child might be one of them, please connect with us.

  • Join our community of enthusiastic and prayerful families committed to creating a joyful, classical, Catholic high school.

Attend our Open House

  • Parents and students are invited to attend an Open House at O’Connor Hall.

  • You will have an opportunity to learn more about the day-in-the-life of a Chesterton student.

  • This event is open to all prospective families and students!

Apply and Enroll

  • Early enrollment opens November 4th.

  • To secure your student’s placement for the inaugural 2020-2021 school year, a registration fee of $750 must be received at the school’s Business Office. (Only checks will be accepted.)

  • Your registration fee will be applied toward the tuition for the 2020-2021 school year.

  • Stay tuned for more important dates and deadlines!


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 2020-21 academic year has not been finalized, but will probably be between $7,000 to $8,000.  

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

While we hope to offer financial aid to families who qualify, our funds are limited this first year. Please feel free to speak with us about your financial needs when inquiring about Chesterton Academy.

Placement Exam

All students are required to take a placement exam as part of the application and enrollment process. The placement exam is used as a diagnostic tool to ensure students are placed in the appropriate section of math or Latin, and to help identify areas of academic strengths and opportunities for growth.


Chesterton Academy administers the Classic Learning Text 8 as its placement exam for incoming freshmen. The placement exam covers:

  • Verbal reasoning skills

  • Grammar and writing skills

  • Quantitive reasoning skills

  • An optional Latin exam is also offered



Frequently Asked Questions

Life at Chesterton Academy

+ What will the daily schedule be?


+ How will lunch be provided?

Students bring their own cold lunch and may use school microwaves to heat meals.

+ How will the "houses" in the house system be assigned?

During a special ceremony on a first day of school, new students draw a house name and are welcomed by their new housemates. Siblings are typically assigned to the same house, unless otherwise requested. Once a house has been chosen for a student, they will remain in that house until they graduate.

+ Will Chesterton accept transfer students?

Chesterton Academy welcomes transfer students each year who come from public, private, homeschool, and online high school environments. Our Headmaster will work closely with each transfer student to ensure their success as they transition to Chesterton.

+ What will the homework policy be?

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 three free periods per week to accommodate our students. They may use this time to study or to take a break as needed.

+ What school supplies will students need?


Preparing for Your First Day

+ What kind of transportation will be available?

The school facilitates carpooling by creating an interactive map which is sent to families prior to the beginning of the new school year. The map helps families easily connect with one another in their geographic area.

+ What will your uniform policy be?

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. We will inform all of families prior to the start of school as to where uniforms can be purchased.

+ Will Chesterton require summer reading?

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

+ Will a school supply list be given out?

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

+ When is student and parent orientation?