Chicago is one of the largest and most influential education hubs in the United States. With thousands of publics, private, charter, and specialized schools, Chicago teaching jobs offer educators a rare mix of career stability, professional growth, competitive salaries, and meaningful impact. Whether you are a newly certified teacher, an experienced educator seeking advancement, or a professional transitioning into teaching, Chicago presents unmatched opportunities across grade levels and subject areas.
Driven by ongoing education reform, diversity initiatives, and digital learning expansion, the demand for skilled teachers in Chicago continues to rise. From Chicago Public Schools (CPS) to private academies and higher education institutions, teaching careers in the city are more dynamic than ever.
Key Takeaways
- Chicago offers teaching jobs across public, private, charter, and higher education institutions
- CPS provides strong salaries, pensions, and long-term job security
- High demand exists for STEM, special education, and bilingual teachers
- Teachers in Chicago benefit from clear promotion and leadership pathways
- Online platforms make applying for Chicago teaching jobs easier than ever

Why Chicago Is a Top City for Teaching Careers
Chicago stands out as a teaching destination because it combines scale, diversity, and institutional support. Educators here work with students from different cultural, economic, and linguistic backgrounds, gaining experience that strengthens both teaching skills and career prospects.
What Makes Chicago Unique for Teachers
- One of the largest public school systems in the U.S.
- Strong teachers’ unions and contractual protections
- Continuous professional development programs
- Access to nationally recognized universities and training centers
- Opportunities to influence education policy and reform
Teaching in Chicago is not just a job—it’s a profession with purpose.
Types of Chicago Teaching Jobs Available
Chicago’s education system is broad, allowing educators to find roles that match their expertise, passion, and career goals.
1. Chicago Public Schools (CPS) Teaching Jobs
CPS is the third-largest school district in the United States and the biggest employer of teachers in the city.
Popular CPS Teaching Roles
- Elementary School Teachers
- High School Subject Specialists
- Special Education Teachers
- ESL and Bilingual Teachers
- Career & Technical Education (CTE) Instructors
CPS teaching jobs offer structured pay scales, tenure options, and union-protected benefits, making them highly competitive.
2. Private School Teaching Jobs in Chicago
Private schools offer smaller class sizes and more curriculum flexibility.
Common Positions
- Montessori Teachers
- International Baccalaureate (IB) Educators
- Religious Studies Teachers
- Early Childhood Educators
Private teaching roles often emphasize innovation, personalized instruction, and academic excellence.
3. Charter School Teaching Jobs
Charter schools blend public funding with operational independence.
Why Teachers Choose Charter Schools
- Greater classroom autonomy
- Performance-based incentives
- Innovative teaching models
- Faster leadership opportunities
Charter teaching jobs suit educators who thrive in fast-paced, results-driven environments.
4. Higher Education & College Teaching Jobs
Chicago is home to world-class universities and community colleges.
Available Roles
- Adjunct Professors
- Lecturers
- Academic Researchers
- Teaching Fellows
These roles are ideal for educators with advanced degrees and subject specialization.
5. Special Education & Support Roles
Special education remains one of the most in-demand teaching fields in Chicago.
High-Demand Positions
- Special Education Teachers
- Learning Disability Specialists
- Behavioral Interventionists
- School Counselors
These jobs often come with additional pay incentives and strong job security.
Salary Expectations for Chicago Teaching Jobs
Teacher salaries in Chicago are among the highest in the Midwest.
| Teaching Level | Average Annual Salary |
|---|---|
| Elementary School | $58,000 – $82,000 |
| High School | $60,000 – $88,000 |
| Special Education | $65,000 – $95,000 |
| Charter Schools | $55,000 – $85,000 |
| College / University | $70,000 – $120,000 |
💡 Experienced CPS teachers can earn six-figure salaries with longevity and credentials.
Benefits of Teaching Jobs in Chicago
Teaching in Chicago comes with strong financial and personal benefits.
Key Benefits
- Pension plans through the Teachers’ Retirement System (TRS)
- Comprehensive health insurance
- Paid summers, holidays, and breaks
- Job security through tenure
- Tuition reimbursement and certifications
These benefits make Chicago teaching jobs more stable than many private-sector careers.
How to Apply for Chicago Teaching Jobs
The application process depends on the institution, but CPS follows a centralized system.
Application Steps
- Complete a teaching certification (Illinois license required)
- Create a profile on CPS or school-specific portals
- Upload resume, transcripts, and credentials
- Attend interviews and demo lessons
- Clear background checks and onboarding
📌 Pro Tip: Schools value teachers who demonstrate classroom management skills and community engagement.
Most In-Demand Teaching Subjects in Chicago
Certain subjects consistently see higher demand.
High-Demand Areas
- Mathematics
- Science (Biology, Chemistry, Physics)
- Special Education
- ESL / Bilingual Education
- Computer Science & STEM
Teachers in these areas enjoy faster hiring and higher salary potential.
Career Growth and Promotion Opportunities
Teaching careers in Chicago don’t stop in the classroom.
Advancement Paths
- Lead Teacher
- Instructional Coach
- Department Head
- Assistant Principal
- Principal or Administrator
Chicago strongly supports leadership training and certification programs.
Why Teaching in Chicago Is Personally Rewarding
Beyond salary and benefits, Chicago offers a fulfilling teaching experience.
- Diverse student communities
- Strong parent-teacher engagement
- Cultural enrichment opportunities
- Professional respect and recognition
- Impact on large-scale education outcomes
Teachers in Chicago play a direct role in shaping the future workforce.
Tips to Get Hired Faster for Chicago Teaching Jobs
- Customize your resume for each school
- Highlight student achievement outcomes
- Prepare a strong demo lesson
- Emphasize classroom management skills
- Show commitment to equity and inclusion
Schools value passion, preparation, and adaptability.
Future Outlook for Chicago Teaching Jobs
The future remains promising.
- Continued teacher retirements creating vacancies
- Increased funding for public education
- Growth in digital and hybrid learning
- Expansion of early childhood education
- Ongoing demand for special education professionals
Teaching jobs in Chicago will remain secure and in demand for years to come.
Final Thoughts
If you are looking for a teaching career that offers financial stability, professional growth, and social impact, Chicago teaching jobs are an excellent choice. With one of the strongest education infrastructures in the country, Chicago empowers educators to grow, lead, and make a lasting difference. Whether you are just starting or ready to advance, Chicago welcomes teachers who are committed to excellence.
FAQs
Do I need an Illinois teaching license to work in Chicago?
Yes, most teaching positions require a valid Illinois Professional Educator License (PEL).
Are Chicago teaching jobs unionized?
Most CPS teaching jobs are union-protected under the Chicago Teachers Union (CTU).
Can out-of-state teachers apply in Chicago?
Yes, but you must transfer or obtain Illinois certification.
Are there teaching jobs available year-round?
Yes, hiring occurs year-round, with peak recruitment before the academic year.
Do Chicago teachers receive pensions?
Yes, CPS teachers are enrolled in the Teachers’ Retirement System (TRS).