Things to Do with a Baby in Chicago in the Winter
- Lucie Duffy
- Nov 3, 2025
- 4 min read
Updated: Jan 3
Winter in Chicago: A Parent's Guide to Baby-Friendly Activities
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:
WonderPlay (Avondale): A modern, clean, and cozy space where babies play and parents can sip coffee.
Purple Monkey Playroom (Bucktown): A cozy, clean space perfect for little explorers.
The Family Room Chicago (Lakeview): Beautifully curated toys and plenty of space for babies to safely explore.
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.
Luna y Cielo Play Café (Logan Square): A beautiful, bilingual-inspired play café with plenty of space for little ones to explore and parents to relax.
La Casa Playroom (Brighton Park): A cozy bilingual playroom on the Southwest Side offering a warm playspace and community setting.
Skip & Scoot (Multiple Locations): Features Baby Motor & Sensory Adventures classes tailored for infants.
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 (Mag Mile): Provides open play sessions and soft play areas for babies.
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:
Foss Swim School: Lakeview
Goldfish Swim School: Roscoe Village
Big Blue Swim School: North Center
British Swim School: Multiple Locations
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. 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.
- 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!
Stroller-Friendly Chicago Spots for Cold Days
Introduce your little one to the wonders of museums:
Chicago Children’s Museum (Downtown): The Pritzker Play Space on the top floor is perfect for infants.
The Field Museum (Downtown): Offers a dedicated play space on the bottom level.
Peggy Notebaert Nature Museum (Lincoln Park): Don’t miss the enchanting butterfly house.
The Art Institute of Chicago (Downtown): A serene atmosphere where babies can take in beautiful art.
The Exploritorium (Skokie): Features a separate area for infants and multiple play spaces for older kids.
Escape the Cold at Chicago's Conservatories
Chicago’s conservatories provide a warm, tropical escape during winter months:
Garfield Park Conservatory: Wide stroller-friendly paths and lush greenery create a soothing environment.
Lincoln Park Conservatory: A peaceful spot to wander with your baby and enjoy vibrant plants.
Enjoy Seasonal Events and Attractions
Winter in Chicago comes alive with festive events that are baby-friendly:
ZooLights at Lincoln Park Zoo: Bundle up to enjoy dazzling light displays.
Winter WonderFest (Navy Pier): Perfect for families, with lights and festive activities.
Ice Skating with a Stroller (Downtown): Some rinks, like Maggie Daley Park, allow parents to skate while pushing strollers.
Winterland at Gallagher Way (Wrigley): Enjoy seasonal food, music, and visits with Santa.
Lightscape at Chicago Botanic Garden (Glencoe): A stunning display of light, music, and color.
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.
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.
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! 💕