Faculty Positions - Humanities, Math, Science, Theology

Job Description

Join Us in Shaping the Future of Catholic Classical Education

A Joyfully Catholic, Classical High School Forming Saints and Scholars
As we enter our 12th school year, Chesterton Academy of The Holy Family is growing and accepting applications for the 2026-2027 academic year. We are seeking passionate, talented educators to join our dynamic faculty and share in the mission of forming joyful leaders, faithful Catholics, and thoughtful scholars.

Accepting applications for faculty in Humanities, including: History, Latin, Literature, Philosophy and Mathematics & Science

Responsibilities
• Deliver engaging lessons to students while following the Chesterton Academy course curriculum with fidelity. Lesson plans are provided by the Chesterton Schools Network (CSN)
• Assess, record, and maintain student progress using the school's online grading system
• Provide written assessments, reports, and references for individual students
• Collaborate with: Department colleagues and Head of School
• Participate in school in-service education and professional development sessions
• Attend staff meetings, department meetings, and other school-related gatherings
• Supervise students outside the classroom, including: Lunch periods, After-school and School retreats

Special Qualities & Characteristics
Passion for the mission of Chesterton Academy and its three pillars:
• Spiritual formation
• Intellectual formation
• Virtue formation
• Deep appreciation for the Catholic faith and a commitment to the teachings of the Church
• Practicing Catholic, willing to take an Oath of Fidelity to the Magisterium of the Roman Catholic Church
• Strong initiative and a desire to work in a highly collaborative environment
• Excellent rapport with parents, students, and fellow staff members
Compensation & Benefits
• Competitive salary, commensurate with experience
• 401(k) retirement savings plan
• Health insurance stipend
• Generous paid time off, including approximately 26 PTO days for school holidays
• Paid sick leave included in PTO policy
• Annual professional development opportunity at the Chesterton Schools Network Summit Conference
• Additional stipends available for coaching and extracurricular responsibilities

A Calling, Not Just a Career
• If you feel called to teach truth, goodness, and beauty,
• Desire to serve in a joyfully Catholic and mission-driven community, and
• Want to help form the next generation of saints and scholars,

We invite you to apply today. This is more than a job-it is a vocation.
Chesterton Academy of The Holy Family is a religious 501(c)(3) organization.

Apply Online
www.chestertonacademyoftheholyfamily.com/careers

About the Employer

Chesterton Academy of The Holy Family is a joyfully Catholic high school offering a classical liberal arts education rooted in the Catholic intellectual tradition. As a member of the Chesterton Schools Network, the Academy forms students in faith, reason, and virtue, fostering a love for truth, goodness, and beauty. Entering its 12th academic year in 2026-2027, Chesterton Academy of The Holy Family serves families in Lisle, Illinois, near Chicago and Naperville. Our incarnational school culture is centered on daily Mass, strong faculty-student relationships, and an integrated curriculum that forms the whole person-mind, body, and soul. Affiliated with the Diocese of Joliet, the Academy is proud to contribute to the renewal of Catholic classical high school education.