Best Things to Do with Kids This Winter in Chicagoland

When chilly temps hit the Chicago area, we’re ready for snow, polar vortexes and anything in between. But when dealing with brutal Midwest winters, it doesn’t mean the family fun has to stop!

Winter in Chicagoland still brings exciting seasonal activities that you can’t experience any other time of the year. That’s why we’ve rounded up the best things to do this winter with kids in our handy guide below.

Keep scrolling to find all the cool wintertime activities like sledding hills and skating rinks. Plus, we’ve included indoor activities for the days you want to stay warm and fun ways to celebrate your favorite holidays such as Christmas, Hanukkah, Valentine’s Day and more.

Enjoy! ❄




Remember, the days are shorter during this time of year, so come out from under the covers and make the most of it. We’ve shared some of our favorite activities whether that would be twinkling lights during the holiday season or skiing when there’s snow on the ground.

Here are some of our favorite winter activities the whole family will love.

New Chicagoland Museum Exhibits to Check Out

Legos, underwater creatures and more!

Family Theater Shows Not to Miss in Chicagoland

Enjoy the theater scene in Chicago!

Warm Up This Season with These Winter-Themed Books

Read these winter-themed children's books with a cup of hot cocoa!

Yummy Snow Treats for Families to Make

Kids love to snack on snow, so why not make the most of a snowy situation?

Winter Weekend Getaways Near Chicago

Here are four winter weekend getaways your family will love.

Where to Dine Outdoors This Winter

Dine outdoors with the family at these winter-approved spots.

Best Hot Chocolate You Can Only Find in Chicagoland

Go ahead and indulge in a cup of hot cocoa!

Ski, Snowboard and Snow Tube Spots Worth the Drive from Chicago

Hit the slopes at these ski resorts for outdoor winter fun.



We know, we know, not all winter days make us want to spend all our time outside. You want to spend some time at home relaxing, but we also want to avoid cabin fever. That’s where indoor attractions come to the rescue.

From local theater and museums to indoor playgrounds, you can have lots of fun at these local places.

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Winter is packed with so many holidays, especially at the end of the year. If you’re planning Christmas, Hanukkah or New Year’s Eve, we’ve got you covered with family guides. You’ll also find fun ideas for Lunar New Year, Martin Luther King, Jr. Day or even Groundhog Day.

Ways to Celebrate Valentine’s Day with Kids

Show your kids some extra love with these sweet ideas.

Martin Luther King Jr. Day 2022 Guide for Chicago Families

Here are some ideas to explain the significance of Martin Luther King Jr.'s impact.

Christmas 2021 Guide for Chicago Families

Have the best Christmas with these kid-friendly activities.

Kwanzaa 2021 Guide for Chicago Families

This family guide has you covered with recipes, crafts and more.

New Year’s Eve 2021 Guide for Chicago Families

Welcome 2022 with these kid-friendly activities.

Hanukkah 2021 Guide for Chicago Families

Here are some ideas to celebrate the Festival of Lights.



Chicago winters can be brutal, so it’s important to keep your family safe when you’re out of the house. We’ve provided some tips below on how to winterize your house (and car), how to keep your child warm and driving safely.

You can also find important health tips during cold and flu season, and some updates on the COVID-19 pandemic.

Winter Accidents to Avoid with Kids

When the crazy winter weather hits, you want to make sure your kids are safe.

Important Tips for Driving Safely in Winter

These tips can help you have a save road trip, even through a snowy winter night.

How to Winterize a House: Tips and Advice

Winter is officially on its way, so we spoke to a plumbing, electrical and heating and cooling expert for the answers.

How to Navigate the Holidays as COVID-19 Lingers

With a little prep, you can safely celebrate the holidays during the COVID-19 pandemic.

2021 Flu Season Recommendations for Kids

For kids 12 and older, flu shot can be done at the same time as COVID vaccine.
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