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15 Fun Things to Do in Chicago in the Winter with Kids

Winter weather can be atrocious, but in Chicago we are used to it, and try to have a supply of fun winter activities for kids ready to go at any given moment. As locals know, it is important to have plenty of activities at your disposal to entertain the kids on “snow days”, “cold days”, and good old school holidays. Here are some of our favorite things to do in Chicago in the winter with kids.

Best Things to Do in Chicago in Winter with Kids_Kids Are A Trip

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Things to Do in Chicago in the Winter with Kids

1) Chicago Museums

Chicago is a perfect city for museum hopping in the winter. Kids and adults alike will not be disappointed with the variety of choices available.

Our favorites include: Museum of Science and Industry, The Field Museum, The Art Institute, Kohl Children’s Museum, Peggy Notebaert Nature Museum, and the Children’s Museum at Navy Pier.

Field Museum-Kids Are A Trip
Sue the Dinosaur at The Field Museum

*Several museums participate in Illinois Resident Discount Days, with free or discounted admission with proof of residency. Check the museum websites for more information.

Also if you have a Bank of America Credit or Debit Card you can use it to gain free entrance to over 150 museums the first weekend of every month. Participating museums can be found here: Bank of America: Museums on Us.

2) Chicago Theater

Chicago has an incredible theater scene and if you are looking to treat your children to something special, try Broadway in Chicago.

If you are looking for something with a smaller financial investment, there are several great children’s theater companies, including: Emerald City Theatre, The Marriott Theater for Young Audiences, and the Chicago Children’s Theatre. Kids will not be disappointed with a day out to any of these venues.

3) Sporting Events

Chicago is of course home to the Blackhawks and the Bulls, but there are also other sports teams to entertain your children that cost a lot less money, but are equally as fun.

If your kids like hockey, check out a Chicago Wolves game. Do they love basketball? Why not check out a game at Northwestern or Loyola?

4) Ice Skating in Chicago

If you wear the right clothing, outdoor ice skating is actually quite fun. Some great places to try out the ice include: Millennium Park, the Maggie Daley Ice Skating Ribbon, or the Rosemont ice rink. Many park districts have their own indoor and outdoor rinks as well.

Love spending time outside in winter? Don’t miss these outdoor winter activities to do with kids!

Kids love skating at the Maggie Daley ice ribbon!

5) Sledding Hills

When it is not below freezing and there is plenty of snow on the ground, one of the best ways to spend the day is on a sledding hill. Usually we don’t make the trek anywhere except down the street, but we have enjoyed the one at Old School Preserve.

Best Kid Friendly Restaurants in Chicago

I’ve also heard great things about Dan Ryan Woods and Villa Olivia sledding hills, and we have even traveled up to Wilmot and Sunburst Winter Sports Park in Wisconsin to enjoy their snow tubing hills.


6) Indoor Water Parks

Most people from the Chicago area know about the Wisconsin Dells, and will head there in the winter to visit one of their numerous indoor water parks. In the greater Chicagoland area there is Great Wolf Lodge in Gurnee and The Water Works, a stand alone indoor water park in Schaumburg.

There’s more to Great Wolf Lodge than swimming!

7) Check out a Festival, Special Event, or Parade

One fun winter festival in Chicago is the Lunar New Year Parade in Chinatown. We head downtown to have lunch and see the celebration. It’s a great way to experience another culture’s traditions and get out of the house.

Another fun option is to join the Polar Plunge, an icy dip into Lake Michigan to raise money for Special Olympics.

Another event not to miss is Chicago’s Chicago St. Patrick’s Day Parade. One of the largest St. Patrick’s Day parades in the country, kids will love the bands and music and the opportunity to see the Chicago River turn green. And don’t miss the Chicago St. Patrick’s Day Parade at McCormick Place.

8) Day Out in the City

Why not head to the city and make a day of it? Head to Water Tower Place where you will find the American Girl and Lego stores, restaurants, and shopping galore.

Once your kids have their fill of food and toys, head across the street to the Hershey store and/or Ghirardelli store to sample some sweets. That’s what I call the perfect day out with kids!

9) Trampoline Parks

Trampoline parks are all the rage when the kids are out of school. Wall to wall trampolines, foam pits, and dodgeball let the kids exhaust all of their pent up energy. Try Xtreme Trampolines, Jump America, and Sky High Sports.

Or better yet, invest in one for your own backyard. Check out these reviews to find the best trampolines.

10) Grab a Bird’s Eye View

If you have a clear day, head to the John Hancock Observatory or Willis Tower Skydeck for spectacular views of Chicago’s winter wonderland.

11) Bowling, Bocce, or Escape Rooms

There’s a Lucky Strike bowl centrally located in downtown and several Brunswick bowling alleys throughout the Chicago suburbs. For something different, try bocce ball at Pinstripes, a unique bocce, bowling, and dining venue.

Older kids might enjoy heading to one of the Chicago Escape Rooms for a fun day out. Here’s some more ideas for indoor play spaces.

12) Indoor Playgrounds

Some of the best places for escaping the solitude of your home and finding other like minded parents are indoor playgrounds.

The Exploritorium in Skokie has a play ground, dress up area, and climbing wall. LEGOland Discovery Center has several LEGO building areas, a 4-D movie experience, and a couple of rides.

How to Save Money in Chicago with a Go City

13) Cultural Centers

In addition to the mainstream museums, Chicago also has museums dedicated to different cultures. Some of the kid friendly ones include: The Swedish American Museum, The National Hellenic Museum, and the Mitchell Museum of the American Indian.

14) Get in Touch with Your Inner Daredevil

Have your kids try out their latest circus tricks on the flying trapeze at TSNY Chicago or imagine what it would be like to jump out of a plane at iFLY Chicago Indoor Skydiving.

I have yet to do the trapeze, but the skydiving is pretty awesome! (Ages 6 and up can enjoy TSNY Chicago and at iFLY kids can be as young as 3).

15) The Good ‘Ol Standbys

When all else fails, try the local library, a trip to the movies (local chains include: AMC and Regal), story time or art classes at a community center, a paint your own pottery place, or just stay home, build a fort, pop some popcorn, and watch a movie or play a game together.

If you are still looking for more ideas, check out our Favorite Holiday Events in Chicago, Where to Eat in Chicago with Kids, and What Needs to Be on Your Chicago Bucket List. What’s your favorite thing to do in Chicago during the winter?

Book Your Flights

You can find discounted fares using sites like Momondo or Skyscanner. If you want to keep an eye on discount fares, we suggest signing up for Going, a daily newsletter with flight sales around the world.

If you travel frequently, consider investing in a Priority Pass for airport lounge access. It’s nice to have a space where you can relax before your flight.

Book Your Accommodation

We regularly use Expedia.com and Hotels.com to find lodging when we travel. It’s a great way to compare vacation rentals, hotels, and resorts.

If your family knows they want to stay in a vacation rental, we recommend looking at VRBO and Plum Guide.

Book Your Transportation

For rental car agencies, try Rentalcars.com. We tend to use Hertz simply for the quality of service.

Book Your Tours and Travel Photos

We regularly used companies like Viator and GetYourGuide to book tours when we travel. Both have great communication and a large variety of activities that work for all ages.

If you’re visiting a city with multiple attractions, be sure to check out a discount pass, such as CityPASS or Go City. Both are worthwhile investments.

Context Travel is another option and they offer more educational-based activities. The former teacher in me loves their tours.

One of our favorite things to do annually is taking photos with Flytographer. They have photographers around the world and we’ve used them on four separate occasions. This is our favorite travel souvenir.

Don’t Forget Travel Insurance

With the state of travel these days, it’s important to have some type of travel insurance to cover any unforeseen accidents, illnesses, threats, or cancellations. We always travel with insurance and would recommend SquareMouth, Travelex, or Medjet as good options. And if you want to compare different insurance options, use Travel Insurance Master to find the best policy for your group.

Photo credits: Field Museum, Skydeck at Willis Tower