High School Teaching Positions

2026-2027 High School Teaching Positions
Chesterton Academy of the Holy Hearts

Chesterton Academy of the Holy Hearts is seeking talented and dynamic high school teachers with a passion for Catholic liberal arts education to join us for our inaugural 2026-2027 school year.  Experience with classical education or a “great books” curriculum is strongly preferred. The ideal candidate will be able to teach an array of subjects within the disciplines of science, mathematics, literature, history, theology, philosophy, and the fine arts.  Both full-time and part-time applicants are welcome for the following subjects:

HUMANITIES
Theology
Philosophy
History
Literature
Latin

MATH
Euclidean Geometry
Algebra II/Trigonometry

SCIENCE
Biology
Chemistry

FINE ARTS
Art (studio and art history and theory)
Drama/Debate
Ballroom Dancing

Qualifications:
- A bachelor's degree or higher in a relevant academic field is required.

- Three to five years of teaching experience is preferred, in addition to familiarity with and enthusiasm for Catholic classical education.

- A practicing Catholic who is able to take the Oath of Fidelity to the Magisterium of the Catholic Church.

- Excellent organizational, written, and verbal communication skills.

- Demonstrated alignment with the mission and vision of Chesterton Academy.

- Willingness to be an active participant in school life, including daily Mass, retreats, student mentorship, the House System, and school events.

- A teacher who sees education as a vocation and demonstrates a spirit of service, magnanimity, and joyful witness to the faith.

Apply
Interested candidates should submit a cover letter, resume, and three to five references using the “General Application” found on our website https://caholyhearts.org/careers.

Questions may be sent to [email protected].

About Chesterton Academy of the Holy Hearts

Chesterton Academy of the Holy Hearts is a member of the nationally recognized Chesterton Schools Network which was founded in 2008 as the result of a grass-roots movement of parents. Chesterton Academies offer a rigorous, integrated high school curriculum centered on the Incarnation of Jesus Christ. Focusing on the classics, the schools develop complete thinkers who learn to draw on faith and reason for the purpose of building a culture of life.  Learn more about Chesterton Academy of the Holy Hearts and the growing national Chesterton Schools Network at chestertonschoolsnetwork.org.