05/05/2026
Celebrating the hearts that help children learn, grow, and bloom every single day. ๐๐
Happy Teacher Appreciation Week from The Pineapple School! ๐
Providing your child with a Happy & Welcoming environment within a Safe, Fun & Healthy Program.
05/05/2026
Celebrating the hearts that help children learn, grow, and bloom every single day. ๐๐
Happy Teacher Appreciation Week from The Pineapple School! ๐
04/16/2026
Toddler Teacher / Preschool Teacher
The Pineapple School
North Lawndale Chicago, IL
Job Type
Full-Time
Join a School Built to Help Teachers Bloom ๐ฑ
The Pineapple School is seeking passionate Toddler Teachers and Preschool Teachers who love working with young children and want to be part of a supportive, mission-driven learning community.
At The Pineapple School Company, we believe great teachers shape the future, which is why we invest in our educators through training, support, and professional growth opportunities.
If you are passionate about early childhood education and want to make a meaningful impact in the lives of children, we would love to meet you.
Responsibilities
* Provide a safe, nurturing, and engaging learning environment
* Support childrenโs social, emotional, and cognitive development
* Implement age-appropriate learning activities
* Maintain a structured and organized classroom
* Build positive relationships with children, families, and staff
* Follow all Illinois DCFS childcare licensing guidelines
* Supervise children and ensure their safety at all times
Qualifications
* Previous child care experience required
* CDA (Child Development Associate) preferred
* Willingness to obtain CDA if not currently certified (training available)
* Passion for working with young children
* Strong communication and teamwork skills
* Reliable, patient, and nurturing
Why Join The Pineapple School?
๐ Supportive leadership team
๐ Opportunities for professional development
๐ Training available for career advancement
๐ Positive and collaborative work culture
๐ Opportunity to grow with a developing early learning center
We believe your passion deserves more than minimum wage and we are committed to supporting teachers who are dedicated to early childhood education.
How to Apply
Apply online today:
thepineappleschool.org/recruitment
๐ Phone: 708-522-4154
03/17/2026
Happy St Patrickโs Day from The Pineapple School Company ๐๐๐๐
03/13/2026
A message from our founder and visionary!
Statesโฆ.
โJust mind on my purpose and heart โฅ๏ธ full!
Canโt wait to serve the North Lawndale community at our state of the art child care facility! โ
Contact us to secure your spot now so you donโt be on the outside looking in when weโre open!
Book a tour at thepineappleschool.org
03/01/2026
Dr. Seuss Week March 2-6,2026
A personโs a person, no matter how small~Dr Seuss
Monday: Happy Birthday ๐ Dr Seuss/Watch the Cat ๐โโฌ in the Hat ๐ฉ in action
Tuesday: Cozy up with Reading/Pajama Day
Wednesday: Wacky Wednesday, wear crazy Hair, Socks, Clothes
Thursday: The Cat ๐โโฌ in the Hat ๐ฉ Wear a Hat Day
Friday: Green Eggs ๐ฅ and Ham, Wear Something Green
03/01/2026
Walking into Womenโs History Month and our hallway says it all. ๐โจ
At Pineapple School Chicago, our founder and visionary makes it a tradition to create a powerful Womenโs History Month bulletin board right in the hallway for our children to see every day.
Because representation matters.
Because little eyes are always watching.
Because the girls in our classrooms deserve to see women who look like them making history. ๐
This isnโt just decoration โ itโs intention. Itโs legacy. Itโs leadership on display.
Weโre not just teaching lessonsโฆ weโre shaping future history-makers. ๐ธ๐
02/26/2026
WELCOME TO THE PINEAPPLE SCHOOL โ CHICAGO ๐
We are a premier early learning center located in the heart of North Lawndale, Chicago.
Built from vision.
Built from faith.
Built for our community.
At Pineapple School, we donโt just provide child care.
We build foundations.
๐ฑ Safe & structured learning
๐ฑ Qualified, nurturing educators
๐ฑ State-of-the-art facility
๐ฑ A school culture where children bloom
We are proudly rooted in community and committed to excellence.
๐ North Lawndale, Chicago
๐ Now Enrolling
๐ Book Your Tour Today
This is more than a school.
This is legacy work.
02/18/2026
Does your child feel safeโฆ or just supervised?
Every parent wants a place where home and learning feel like one place โ not just somewhere to pass the time.
At The Pineapple School, your child is welcomed, nurtured, and academically prepared in a warm environment designed to help them grow with confidence. ๐โจ
Because child care shouldnโt feel cold.
It should feel like belonging.
๐ 4156 W Roosevelt Rd, Chicago
๐ 833-784-3758
๐ thepineappleschool.org
Go to our website and Schedule your tour today.
Letโs make this the place your child thrives.
02/13/2026
โค๏ธ๐ Happy Valentineโs Day from The Pineapple School! ๐โค๏ธ
From our little learners to your beautiful families โ today weโre celebrating LOVE, friendship, confidence, and growth. ๐
We love watching our students bloom ๐ธ
Make friends ๐ค
Find their voices ๐ค
And shine in their own unique way โจ
Childhood is filled with big feelings, big milestones, and even bigger smiles โ and we are honored to walk alongside your babies every step of the way. โค๏ธ
At The Pineapple School, love isnโt just for Valentineโs Dayโฆ itโs in every lesson, every hug, and every celebration.
๐ Where little hearts grow big dreams.
๐ Ask about our programs today!
Because your child deserves care you can trust. โค๏ธโจ
02/09/2026
Championship seasons start with a solid team โ and so does your childโs success. ๐๐
At The Pineapple School, we believe winning starts with consistent care, strong structure, and a classroom lineup parents can count on ALL year long.
Because even MVP parents need a team behind them. ๐
We provide the care. You chase the goals. Together, we win.
๐โจ Safe. Supportive. Structured.
๐ฏ Built for growth. Built to bloom.
๐ฃ Ready to add your child to our winning lineup?
๐ Call us today at 833-784-3758
๐ Enroll now and secure your spot before seats fill!
๐๐
02/05/2026
Happy ONE YEAR at The Pineapple School Company, Craig!!! ๐โจ Look at our Campfire scholar growing, glowing, and doing AMAZING! ๐ฅ๐
From those first days of getting settled to now being confident, curious, and thriving โ we are SO proud of you! ๐ Your personality, progress, and sweet spirit light up the classroom every day.
Thank you to Craigโs family for trusting us with your baby. Watching him learn, explore, and bloom this year has been a true joy ๐ฑ๐
Hereโs to even more learning, laughter, and big milestones ahead! ๐๐ซ
| Monday | 6am - 7pm |
| Tuesday | 6am - 7pm |
| Wednesday | 6am - 7pm |
| Thursday | 6am - 7pm |
| Friday | 6am - 7pm |