Our school in Wicker Park, Chicago serves children from toddlerhood to kindergarten (2 to 6 years old).
We offer year-round programming and rolling admissions into our programs to meet the needs of your family.
We are excited to offer our programs in both English and Spanish, so your child can become truly bilingual.
Discover more about our accredited, authentic Montessori school with a tour today.
Quick Facts (2026)
- School Type: Montessori School
- Grades: Prekindergarten-Kindergarten
- Application Deadline: None / Rolling
- Source: Verified school update
School Overview
School Type
School Membership(s)School Assoc.
Religious Affiliation
Grades Offered
Grades Prekindergarten-Kindergarten
ADD/ADHD Support
Yes
Year Founded
2017
School Calendar
Student Body
Student Body Type
Co-ed
Academics and Faculty
Classroom Dress Code
Casual
Tuition and Acceptance Rate
Admission Deadline
None / Rolling
Application URL
School Notes
- Guidepost Wicker Park is part of an international network of Montessori schools dedicated to helping children grow through joyful learning. Our school in Wicker Park offers a nurturing and educational environment for toddlers (16 to 36 months), and young children (3 to 6 years old), with a Spanish language immersion option available. Early childhood years are the most critical time in your child's development. These years are foundational in shaping your child's future health, well-being, and happiness at school and home. Montessori education provides your child with the tools to navigate lifelong learning. Are you searching for a day care, preschool, or kindergarten in Chicago, IL? You may want to consider Guidepost Montessori. The day care years correspond to our 'Nido' program, the preschool years correspond to our ‘Toddler’ program, and the kindergarten years correspond to our 'Children's House' program. With Montessori's emphasis on helping children grow through joyful learning, Guidepost at Wicker Park can provide a nurturing environment for your child and prepare them for success at elementary school, and beyond.
Source: Verified school update
Frequently Asked Questions
When is the application deadline for Guidepost Montessori at Wicker Park?
The application deadline for Guidepost Montessori at Wicker Park is rolling (applications are reviewed as they are received year-round).
In what neighborhood is Guidepost Montessori at Wicker Park located?
Guidepost Montessori at Wicker Park is located in the West Town neighborhood of Chicago, IL. There are 9 other private schools located in West Town.
Nearby ²ÝÁñÉçÇø Schools
The nearest high school to Guidepost Montessori at Wicker Park is Josephinum Academy Of The Sacred Heart (0.4 miles away)
The nearest elementary school is St. Mary Of The Angels School (0.5 miles away)
The nearest preschool is Scuola Italiana Enrico Fermi (0.4 miles away)
Show me:
School
Location
Miles
Quick Facts
Josephinum Academy Of The Sacred Heart ![Josephinum Academy Of The Sacred Heart Photo - Library]( "Josephinum Academy Of The Sacred Heart Photo - Library")
All-girls (Catholic)
1501 North Oakley Boulevard
Chicago, IL 60622
(773) 276-1261
Chicago, IL 60622
(773) 276-1261
0.4 miles
Gr: 9-12 | 132 students Avg. class size: 12 students Sports: 7 | Extracurrculars: 20 Tuition & acceptance rate listed
Scuola Italiana Enrico Fermi
Daycare / Preschool
1510 N Claremont Ave
Chicago, IL 60622
(312) 971-8064
Chicago, IL 60622
(312) 971-8064
0.4 miles
Gr: PK-K | 24 students
St. Mary Of The Angels School ![St. Mary Of The Angels School Photo]( "St. Mary Of The Angels School Photo")
(Catholic)
1810 N Hermitage Ave
Chicago, IL 60622
(773) 486-0119
Chicago, IL 60622
(773) 486-0119
0.5 miles
Gr: PK-8 | 274 students Avg. class size: 20 students
1443 W Division Street
Chicago, IL 60642
(773) 278-4212
Chicago, IL 60642
(773) 278-4212
0.7 miles
Gr: 9-12 | 318 students Avg. class size: 18 students Sports: 9 | Extracurrculars: 27 Tuition & acceptance rate listed
Near North Montessori ![Near North Montessori Photo - An engaged learner in our Primary Class for children ages 3 years to 6 years, is receiving a lesson with a Montessori material known as the brown stair. The brown stair helps children develop their awareness of size differences]( "Near North Montessori Photo - An engaged learner in our Primary Class for children ages 3 years to 6 years, is receiving a lesson with a Montessori material known as the brown stair. The brown stair helps children develop their awareness of size differences")
Montessori School
1434 W Division Street
Chicago, IL 60642
(773) 384-1434
Chicago, IL 60642
(773) 384-1434
0.8 miles
Gr: NS-8 | 504 students Avg. class size: 27 students Sports: 10 | Extracurrculars: 7 Tuition listed
School Reviews
Endorse Guidepost Montessori at Wicker Park. Endorsements should be a few sentences in length. Please include any comments on:
- Quality of academic programs, teachers, and facilities
- Availability of music, art, sports and other extracurricular activities
- Academic or athletic awards
Recent Articles
The Social Fit Interview: Questions to Ask Students, Not Admissions
Discover how talking with current students can reveal a private school's true culture and help families assess social fit before enrolling.
AI Companions and Student Well-Being: What Parents Should Ask
Learn how AI companions may affect student well-being and discover the key questions parents should ask before embracing this emerging technology.
Is a Phone-Free ²ÝÁñÉçÇø School Right for Your Child?
Explore the benefits, challenges, and key considerations of choosing a phone-free private school for your child in 2026.
