Chicago Winter Vacation Guide: Best Getaways and Activities for Families
Chicago isn't called the windy city for nothing! The chill factor in the winter can make it tricky to find fun things to do with kids each and every day of Christmas vacation and long weekends. From cool winter sports to indoor playgrounds, winter day trips to city staycations, we've rounded up the best things to do in Chicago on winter break(s)!
These ideas include the best Chicago museums, favorite tubing spots, and amazing indoor playgrounds— all guaranteed to make every day a fun day.


Winter Break Fun for Kids in Chicago
Boston Guides
Activity Guides
- Beaches & Lakes
- Best Of Lists
- Birthday Parties
- Boats
- Boredom Busters
- Camps
- Childcare
- Christmas/Hanukkah
- City Guides
- City Hacks
- Classes & Enrichment
- Community
- Crafts & Recipes
- Earth Kids
- Easter
- Fairs & Festivals
- Fall Activities
- Family Travel
- Farms & U-Pick
- Free Activities
- GoList
- Halloween
- Holidays
- Hotels & Resorts
- Indoor Activities
- Museums
- News & Openings
- Outdoors
- Parent Talk
- Parks & Playgrounds
- Play Gyms & Sports Centers
- Pools & Spray Parks
- Preschools & Schools
- Restaurants
- Shows
- Skiing & Winter Sports
- Special Needs
- Special Occasions
- Sports
- Spring Activities
- STEM
- Stores & Services
- Summer Activities
- Theme & Water Parks
- Trains, Dinos & Heroes
- TV, Film & Movies
- Virtual
- Visitors Guide
- Weekend Events
- Weekend Trips
- Winter Activities
- Zoos & Gardens
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Mommy Poppins is a family activity website that helps people find things to do with kids.