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Things to Do with a Baby in Chicago in the Winter

Updated: Mar 24


Winter in Chicago can be magical, but it also presents unique challenges for parents seeking fun, baby-friendly activities. Don’t let the cold weather keep you cooped up! Chicago offers plenty of options to keep your little one entertained, active, and cozy during the winter months. Here’s your guide to the best things to do with a baby in Chicago in the winter.


Indoor Play Spaces Perfect for Babies This Winter

Indoor play areas are lifesavers when temperatures drop. These spots cater to babies with soft play zones and sensory activities, ensuring a safe and engaging experience:


  • Southport Fundamentals (Southport Corridor): Offers open play for all ages along with special events and classes.

  • Skip & Scoot (Multiple Locations): Features Baby Motor & Sensory Adventures classes tailored for infants.

  • Purple Monkey Playroom (Bucktown): A cozy, clean space perfect for little explorers.

  • Bubbles Academy (Bucktown): Provides open play sessions and soft play areas for babies.

  • The Music Playhouse (Lakeview): Fun, relatable music programs designed to introduce babies to rhythm and melody.

  • Wiggleworms (Lincoln Square): Interactive music classes where babies can enjoy rhythm and movement.

  • Tiny Tunes Studio (Various Locations): Music and movement classes that encourage exploration and fun.

  • Mr. Dave Music (Various Locations): Live music shows and classes designed to delight toddlers and caregivers alike.

    Bubbles Academy in Bucktown – a fun, baby-friendly play center offering music and movement classes, perfect for winter activities with your little one
    Bubbles Academy in Bucktown

Sign Up for Baby Swim Classes

Swimming isn’t just a summer activity! Many Chicago swim schools offer classes for babies as young as six months, along with open swim sessions:


Goldfish Swim School in Chicago – a baby-friendly indoor swimming pool offering swim classes, ideal for winter activities with your little one
Goldfish Swim School

Visit Libraries and Bookstores

Chicago’s libraries and bookstores are warm and welcoming spaces to engage your toddler with books, music, and interactive storytimes:


  • Chicago Public Library: Many branches host regular storytimes, singalongs, and play sessions for toddlers and have maker labs and classes. Popular locations include:

    • Harold Washington Library Center (Loop)

    • Sulzer Regional Library (Lincoln Square)

    • Bezazian Library (Uptown)

    • Woodson Regional Library (Washington Heights)

  • Three Avenues Bookshop (Lincoln Park): A charming independent bookstore offering Saturday storytime sessions for toddlers, featuring engaging books and activities.

  • Neighborhood Storytimes:

    • Women & Children First (Andersonville): Regular storytime events for toddlers with diverse and inclusive themes.

    • Volumes Bookcafe (Wicker Park): Hosts storytime events for kids along with coffee and treats for caregivers.

    • Semicolon Bookstore (West Town): A cozy space with family-friendly events and story sessions.

Be sure to check your local library and bookstore calendars for updated schedules!


Three Avenues Bookstore in Chicago – a cozy, family-friendly bookstore with a variety of children’s books, ideal for a winter outing with your baby.
Three Avenues Bookstore

Stroller-Friendly Chicago Spots for Cold Days

Introduce Your Little One to the Wonders of Museums


The Pritzker Playspace at the Chicago Children's Museum – an indoor, baby-friendly play area with interactive exhibits, perfect for winter activities with your little one
The Pritzker Playspace at the Children's Museum

Escape the Cold at Chicago's Conservatories

Chicago’s conservatories provide a warm, tropical escape during winter months:


Garfield Park Conservatory in Chicago – a lush, indoor tropical garden, ideal for stroller-friendly winter visits with your baby
Garfield Park Conservatory

Enjoy Seasonal Events and Attractions

Winter in Chicago comes alive with festive events that are baby-friendly:



Lightscape at Chicago Botanic Garden – a stunning winter light display, perfect for a magical stroller-friendly outing with your baby
Lightscape at Chicago Botanic Gardens

Free and Fun Baby Activities in Chicago During Winter: Take a Brisk Winter Stroll

On milder winter days, bundle up and head outdoors. Chicago’s parks, the 606 and lakefront trails are serene and picturesque in the winter. Ensure your baby is dressed warmly with layers, a cozy coat, and a stroller blanket.


Winter Stroller Walks
Winter Stroller Walks

Join Our Chicago Mom Group

Building a community with other moms can make winter more enjoyable for both you and your baby. Joining a mom group allows you to share experiences, gain support, and set up playdates. One excellent option is Friend of a Mom, a group that helps connect moms across Chicago. We host events where you can bond with other parents and build your community.



Tips for Winter Outings with a Baby

  • Dress in Layers: Chicago’s weather can be unpredictable, so dress your baby in layers that are easy to add or remove.

  • Pack Essentials: Bring extra diapers, wipes, and a change of clothes in case of accidents.

  • Plan Around Naps: Timing outings around your baby’s schedule ensures a smoother experience.

Bundle Up with Multiple Layers
Bundle Up with Multiple Layers

Final Thoughts

Winter in Chicago doesn’t mean hibernation. With a little planning, you and your baby can enjoy magical moments together all season long. Have a favorite winter activity with your little one? Share your suggestions in the comments below!


If you found this list helpful, please pin it, share it, and spread the word to other moms. As always, thank you for your support! 💕


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