Careers at Chesterton

Immediately accepting and currently interviewing Administrative and Staff applications:

About Chesterton Academy of the Holy Family

  • Chesterton Academy of The Holy Family (CATHF) is a vibrant and faith-based Catholic high school dedicated to providing a classical liberal arts education that nurtures intellectual, moral, and spiritual development. Founded in 2015, we are proud members of the Chesterton Schools Network (CSN), embodying the joyful pursuit of truth, goodness, and beauty. CATHF is located in the Chicago suburb of Lisle, IL. The upcoming 2024-2025 academic year marks our 10th anniversary. We are a member of the Chesterton Schools Network and are the 4th school to open; this year there are 54 schools worldwide. Therefore, we follow the specific curriculum for each subject, as well as branding guidelines, set forth by the Chesterton Schools Network. Read more about our curriculum here.

  • As we are a classical high school, the ability and desire to teach in various disciplines is considered an asset. In addition to teaching, you will have other responsibilities such as disciplining, advising, monitoring, mentoring at a club meeting, and helping build a different and unique culture. You will be required to attend daily Mass and several events outside the school day (sports, concerts, plays, meetings, etc.). All of this responsibility will help to build a culture of life. Participating in community life is essential to your work at Chesterton Academy of The Holy Family.

  • Chesterton Academy of The Holy Family admits students of any race, color, national origin, and ethnic origin to all the rights, privileges, programs, and activities generally accorded or made available to students at the school. It does not discriminate based on race, color, national origin, and ethnic origin in the administration of its educational policies, admission policies, scholarship and loan programs, and athletic and other school-administered programs.

Accepting Faculty and Coaching applications for the 2024-25 academic year:

Math, Science, Theology, and Humanities Teachers
Ladies and Men’s Soccer, Volleyball and Basketball
Men’s Rugby and Golf
Men’s Volleyball for 2023 - 24 Spring Season

To apply for a position at Chesterton Academy of The Holy Family:

Applications for all positions can be submitted on the employment application form. We will not accept applications sent to us via email.

Interested candidates are asked to reflect on the Chesterton Academy of The Holy Family website before applying for a position. If, after prayerful consideration, an applicant believes he or she can support and embrace the mission of the school, applicants are to complete and submit the following via this link:

  • A completed candidate questionnaire, cover letter expressing their position of interest, current resume, essay and references.

  • Provide a maximum one-page typed response to the following: “Having reflected on Chesterton Academy of The Holy Family’s mission, which articulates our identity as a Catholic school and then explain in what specific ways you anticipate supporting and advancing our school’s mission.”

  • List of three to five professional references with name, relationship, phone number and email address (references will not be contacted without the candidate’s permission).

Please be sure to use only the employment application form to apply for a position. If there is a need and a fit, we’ll reach out to you for an interview. We are unable to respond to emails and phone calls about the status of an application.