At Chesterbrook Academy Preschool on Oswego Rd. in Naperville, we offer the perfect balance of learning and play in an educational and fun child care environment for children ages 6 weeks through Pre-K.
Our preschool uses our Links to Learning curriculum to prepare children for elementary school and life.
We are committed to providing outstanding child care, daycare and preschool education to children in the Oswego, Boulder Hill, Montgomery, Sugar Grove, Churchill, Yorkville, Aurora, Woodbridge, and Bolingbrook communities and beyond.
Learn more by visiting our school in person. We are conveniently located near the intersection of Rickert Dr. & Sequoia Rd.
Quick Facts (2026)
- School Type: Early Childhood / Day Care
- Grades: Nursery/Preschool-Prekindergarten
- Application Deadline: None / Rolling
- Source: National Center for Education Statistics (NCES)
School Overview
School Type
Grades Offered
Grades Nursery/Preschool-Prekindergarten
Year Founded
2002
Student Body
Student Body Type
Co-ed
Tuition and Acceptance Rate
Admission Deadline
None / Rolling
Source: National Center for Education Statistics (NCES)
Frequently Asked Questions
When is the application deadline for Chesterbrook Academy Oswego-Naperville?
The application deadline for Chesterbrook Academy Oswego-Naperville is rolling (applications are reviewed as they are received year-round).
Nearby ²ÝÁñÉçÇø Schools
The nearest high school and elementary school to Chesterbrook Academy Oswego-Naperville is Covenant Classical School (0.0 miles away)
The nearest preschool is Kensington School Of Naperville (0.7 miles away)
Show me:
School
Location
Miles
Quick Facts
1571 Oswego Road
Naperville, IL 60540
(630) 983-7500
Naperville, IL 60540
(630) 983-7500
- miles
Gr: K-10 | 125 students Avg. class size: 14 students Sports: 1 | Extracurrculars: 23 Tuition & acceptance rate listed
Kensington School Of Naperville
Daycare / Preschool
1915 Three Farms Avenue
Naperville, IL 60540
(630) 922-9600
Naperville, IL 60540
(630) 922-9600
0.7 miles
Gr: NS | 525 students
1239 Rickert Dr.
Naperville, IL 60540
(630) 778-8767
Naperville, IL 60540
(630) 778-8767
0.9 miles
Gr: NS-PK | 110 students
1155 Aurora Avenue
Naperville, IL 60540
(630) 961-6125
Naperville, IL 60540
(630) 961-6125
1.1 miles
Gr: PK-8 | 510 students Avg. class size: 20 students Sports: 5 | Extracurrculars: 10 Tuition & acceptance rate listed
Peter Pan Early Learning Center
Alternative School
24w760 75th St
Naperville, IL 60565
(630) 962-3950
Naperville, IL 60565
(630) 962-3950
1.3 miles
Gr: K | 38 students Tuition listed
School
Location
Miles
Quick Facts
1571 Oswego Road
Naperville, IL 60540
(630) 983-7500
Naperville, IL 60540
(630) 983-7500
- miles
Gr: K-10 | 125 students Avg. class size: 14 students Sports: 1 | Extracurrculars: 23 Tuition & acceptance rate listed
Turning Pointe Cn Day School ![Turning Pointe Cn Day School Photo]( "Turning Pointe Cn Day School Photo")
Special Education School
1500 W Ogden Ave
Naperville, IL 60540
(630) 570-7948
Naperville, IL 60540
(630) 570-7948
1.7 miles
Gr: 1-12 | 30 students Avg. class size: 5 students
Brightmont Academy - Naperville ![Brightmont Academy - Naperville Photo - Brightmont Academy Naperville offers one-to-one learning with personalized instruction tailored to each student's goals and pace.]( "Brightmont Academy - Naperville Photo - Brightmont Academy Naperville offers one-to-one learning with personalized instruction tailored to each student's goals and pace.")
Special Program Emphasis
445 Jackson Ave.
Naperville, IL 60540
(331) 260-0334
Naperville, IL 60540
(331) 260-0334
1.8 miles
Gr: 1-12 Avg. class size: 1 student Extracurrculars: 2 Tuition & acceptance rate listed
1451 Raymond Drive
Naperville, IL 60563
(630) 637-9622
Naperville, IL 60563
(630) 637-9622
2.3 miles
Gr: PK-12 | 134 students Avg. class size: 10 students Sports: 1 | Extracurrculars: 15 Tuition & acceptance rate listed
High Road Of Naperville
Special Education School
1220 Bond St
Naperville, IL 60563
(630) 355-0200
Naperville, IL 60563
(630) 355-0200
2.5 miles
Gr: 1-12 | 84 students Tuition listed
School
Location
Miles
Quick Facts
1571 Oswego Road
Naperville, IL 60540
(630) 983-7500
Naperville, IL 60540
(630) 983-7500
- miles
Gr: K-10 | 125 students Avg. class size: 14 students Sports: 1 | Extracurrculars: 23 Tuition & acceptance rate listed
1155 Aurora Avenue
Naperville, IL 60540
(630) 961-6125
Naperville, IL 60540
(630) 961-6125
1.1 miles
Gr: PK-8 | 510 students Avg. class size: 20 students Sports: 5 | Extracurrculars: 10 Tuition & acceptance rate listed
Turning Pointe Cn Day School ![Turning Pointe Cn Day School Photo]( "Turning Pointe Cn Day School Photo")
Special Education School
1500 W Ogden Ave
Naperville, IL 60540
(630) 570-7948
Naperville, IL 60540
(630) 570-7948
1.7 miles
Gr: 1-12 | 30 students Avg. class size: 5 students
Brightmont Academy - Naperville ![Brightmont Academy - Naperville Photo - Brightmont Academy Naperville offers one-to-one learning with personalized instruction tailored to each student's goals and pace.]( "Brightmont Academy - Naperville Photo - Brightmont Academy Naperville offers one-to-one learning with personalized instruction tailored to each student's goals and pace.")
Special Program Emphasis
445 Jackson Ave.
Naperville, IL 60540
(331) 260-0334
Naperville, IL 60540
(331) 260-0334
1.8 miles
Gr: 1-12 Avg. class size: 1 student Extracurrculars: 2 Tuition & acceptance rate listed
9s200 Route 59
Naperville, IL 60564
(630) 375-8600
Naperville, IL 60564
(630) 375-8600
1.9 miles
Gr: NS-8 | 222 students Sports: 4 | Extracurrculars: 1 Tuition listed
School
Location
Miles
Quick Facts
Kensington School Of Naperville
Daycare / Preschool
1915 Three Farms Avenue
Naperville, IL 60540
(630) 922-9600
Naperville, IL 60540
(630) 922-9600
0.7 miles
Gr: NS | 525 students
1239 Rickert Dr.
Naperville, IL 60540
(630) 778-8767
Naperville, IL 60540
(630) 778-8767
0.9 miles
Gr: NS-PK | 110 students
1155 Aurora Avenue
Naperville, IL 60540
(630) 961-6125
Naperville, IL 60540
(630) 961-6125
1.1 miles
Gr: PK-8 | 510 students Avg. class size: 20 students Sports: 5 | Extracurrculars: 10 Tuition & acceptance rate listed
Peter Pan Early Learning Center
Alternative School
24w760 75th St
Naperville, IL 60565
(630) 962-3950
Naperville, IL 60565
(630) 962-3950
1.3 miles
Gr: K | 38 students Tuition listed
Casa Dei Bambini
Montessori School
4393 Liberty St
Aurora, IL 60504
(630) 907-7554
Aurora, IL 60504
(630) 907-7554
1.5 miles
Gr: PK-K | 69 students
School
(Math and Reading Proficiency)
(Math and Reading Proficiency)
Location
Miles
Quick Facts
(Math: 20-24% | Reading: 45-49%)
Rank:
Rank:
7/
Top 50%10
8411 Fox River Dr, Millbrook J
Newark, IL 60541
(630) 553-5435
Newark, IL 60541
(630) 553-5435
9166.8 miles
Gr: 5-8 | 89 students Student-Teacher Ratio: 11:1 Minority enrollment: 22%
(Math: 12% | Reading: 15-19%)
Rank:
Rank:
4/
Bottom 50%10
704 W Abe St
Plano, IL 60545
(630) 552-3178
Plano, IL 60545
(630) 552-3178
9167.1 miles
Gr: 9-12 | 757 students Student-Teacher Ratio: 14:1 Minority enrollment: 69%
Alternative School
704 W Abe St
Plano, IL 60545
(630) 552-3178
Plano, IL 60545
(630) 552-3178
9167.2 miles
Gr: 9-12
(Math: 15-19% | Reading: 55-59%)
Rank:
Rank:
7/
Top 50%10
47w984 Route 30
Big Rock, IL 60511
(630) 556-4190
Big Rock, IL 60511
(630) 556-4190
9167.4 miles
Gr: 5-8 | 216 students Student-Teacher Ratio: 10:1 Minority enrollment: 15%
(Math: 10-14% | Reading: ≤5%)
Rank:
Rank:
2/
Bottom 50%10
800 S West St
Plano, IL 60545
(630) 552-3234
Plano, IL 60545
(630) 552-3234
9167.7 miles
Gr: 2-3 | 351 students Student-Teacher Ratio: 13:1 Minority enrollment: 67%
School Reviews
Endorse Chesterbrook Academy Oswego-Naperville. 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
Ask Current Parents What Admissions Won't Answer
Learn how to ask current private school parents revealing questions about culture, academics, communication, costs, discipline, and community life before deciding whether a school truly fits your family well.
When School Anxiety Is Really a School Fit Problem
Learn when school anxiety may signal a poor school fit, how parents can identify academic or social mismatches, and when changing private schools deserves serious consideration for families today.
Will My Child Find Their People? Evaluating School Culture
Learn how to evaluate private school culture, student belonging, friendships, teacher relationships, social dynamics, and authentic community fit so your child can find the right place to thrive and connect.
