The Pineapple School Company

Celebrating the hearts that help children learn, grow, and bloom every single day. 🍎🍍
Happy Teacher Appreciation Week from The Pineapple School! 💛

Toddler Teacher / Preschool Teacher

The Pineapple School
North Lawndale Chicago, IL

Job Type

Full-Time

Join a School Built to Help Teachers Bloom 🌱

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 children’s 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?

🍍 Supportive leadership team
🍍 Opportunities for professional development
🍍 Training available for career advancement
🍍 Positive and collaborative work culture
🍍 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

📞 Phone: 708-522-4154

Happy St Patrick’s Day from The Pineapple School Company 🍀💚🍀💚

A message from our founder and visionary!

States….
“Just mind on my purpose and heart ♥️ full!
Can’t wait to serve the North Lawndale community at our state of the art child care facility! “

Contact us to secure your spot now so you don’t be on the outside looking in when we’re open!

Book a tour at thepineappleschool.org

Dr. Seuss Week March 2-6,2026

A person’s a person, no matter how small~Dr Seuss

Monday: Happy Birthday 🎈 Dr Seuss/Watch the Cat 🐈‍⬛ in the Hat 🎩 in action

Tuesday: Cozy up with Reading/Pajama Day

Wednesday: Wacky Wednesday, wear crazy Hair, Socks, Clothes

Thursday: The Cat 🐈‍⬛ in the Hat 🎩 Wear a Hat Day

Friday: Green Eggs 🥚 and Ham, Wear Something Green

Walking into Women’s History Month and our hallway says it all. 👑✨

At Pineapple School Chicago, our founder and visionary makes it a tradition to create a powerful Women’s 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. 💛

This isn’t just decoration — it’s intention. It’s legacy. It’s leadership on display.

We’re not just teaching lessons… we’re shaping future history-makers. 🌸🍍

WELCOME TO THE PINEAPPLE SCHOOL – CHICAGO 🍍

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 don’t just provide child care.
We build foundations.

🌱 Safe & structured learning
🌱 Qualified, nurturing educators
🌱 State-of-the-art facility
🌱 A school culture where children bloom

We are proudly rooted in community and committed to excellence.

📍 North Lawndale, Chicago
📆 Now Enrolling
📞 Book Your Tour Today

This is more than a school.
This is legacy work.

Does your child feel safe… or just supervised?

Every parent wants a place where home and learning feel like one place — 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. 🍍✨

Because child care shouldn’t feel cold.
It should feel like belonging.

📍 4156 W Roosevelt Rd, Chicago
📞 833-784-3758
🌐 thepineappleschool.org

Go to our website and Schedule your tour today.
Let’s make this the place your child thrives.

❤️🍍 Happy Valentine’s Day from The Pineapple School! 🍍❤️

From our little learners to your beautiful families — today we’re celebrating LOVE, friendship, confidence, and growth. 💕

We love watching our students bloom 🌸
Make friends 🤝
Find their voices 🎤
And shine in their own unique way ✨

Childhood is filled with big feelings, big milestones, and even bigger smiles — and we are honored to walk alongside your babies every step of the way. ❤️

At The Pineapple School, love isn’t just for Valentine’s Day… it’s in every lesson, every hug, and every celebration.

🍍 Where little hearts grow big dreams.

📚 Ask about our programs today!
Because your child deserves care you can trust. ❤️✨

Championship seasons start with a solid team — and so does your child’s success. 🏆🍍
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. 💛
We provide the care. You chase the goals. Together, we win.

📚✨ Safe. Supportive. Structured.
🎯 Built for growth. Built to bloom.

📣 Ready to add your child to our winning lineup?
📞 Call us today at 833-784-3758
📝 Enroll now and secure your spot before seats fill!

🍍🏆

Happy ONE YEAR at The Pineapple School Company, Craig!!! 🎉✨ Look at our Campfire scholar growing, glowing, and doing AMAZING! 🔥📚

From those first days of getting settled to now being confident, curious, and thriving — we are SO proud of you! 💛 Your personality, progress, and sweet spirit light up the classroom every day.

Thank you to Craig’s family for trusting us with your baby. Watching him learn, explore, and bloom this year has been a true joy 🌱🍍

Here’s to even more learning, laughter, and big milestones ahead! 🚀💫