JAN 2023

Windy City must-do’s that are guaranteed to earn their approval and find a place on their Instagram feed!

Looking for indoor Chicago activities that your teens and tweens will love?

Need some help planning a day out with your teenage kids in Chicago?

Searching for ways to escape inclement weather while enjoying a family outing?

Don’t worry - we got you!

15 indoor Chicago attractions that teens and tweens will LOVE

We don't think anyone - even teenaged kids, who sometimes do become notoriously picky - would call Chicago "boring".

And while some of our best-known attractions, like a stroll through Maggie Daley Park or kayaking down the Chicago River, are ruled out due to the weather (or any other reason)...

There are plenty of things to do - which aren’t outdoors - for you to choose from for your outing.

From museum visits for knowledge hounds to escape room adventures for thrillseekers, and even the odd shopping excursion...

Whether it’s in freezing January, scorching July, or you’re faced with an infuriating rain that appears out of nowhere…

These are the top indoor activities in Chicago to enjoy with your children and family.

Performances by the Blue Man Group


The image is taken from the Blue Man Group’s website (

If they haven't been to one before, a performance by the Blue Man Group will be an epic experience for families with teenagers!

A combination of comedy, improv, mesmerizing soundtracks, and a whole lot of blue paint - this is a performance that'll have your kids on the edge of their seats.

If you manage to nab front-row seats, you can expect to catch some splashes (don't worry about a mess; they hand out ponchos).

A unique blend of entertainment that’ll make you completely forget whether it’s pouring down or scorching hot outside.

Website: Visit the website

Location: Check address/Plan route (for the Briar Street Theater, their venue) on Google Maps

Inquiry form: Visit their contact page

Phone: (800) 258-3626 (for ticket inquiries)

Escape room adventures at Fox in a Box


From inside our bunker-themed adventure. What do you think - will you be able to avert the nuclear weapon from being launched?

An experience that could very well be right from their favorite movie (the ones they refer to as “dope” or “lit”)...

An adventure at Chicago’s #1 escape room is a sure bet to be a hit with your children - from tweens and younger teens to those raring to get their driver’s licenses.

Choose your mission and enter your escape room.

As the clock starts ticking, you’ll have to work as a team to solve puzzles, break codes, and spot clues.

As your time dwindles, you’ll feel the pressure mounting.

Can you get to the final clue and escape the room before you’re out of time?

As far as choice of mission is concerned, we have three adventures for you to choose from - military-themed The Bunker, heist-themed The Bank, and breakout-themed The Prison.

We do have a fourth adventure known as Zodiac, but due to its intense storyline, it’s only open to those of age eighteen and above.

A perfect experience to beat the weather and bond with your kids and family in Chicago!

Website: Visit the home page

Location: Check address/Plan route on Google Maps


Phone: (312) 878-7899

Apart from escape rooms, here are some other top family-bonding activities.

Drop in at Lou Malnati’s for some deep dish pizza


Does that look like something anyone - teenage or otherwise - would want to miss?

A pizza that when you bite into, reveals a satisfying depth with layers of flavor, and emitting a gratifying aroma - no teen is going to want to miss out on that!

And that’s exactly what you can expect with a visit to good ol’ Lou Malnati’s!

 While you may need to wait a bit for your food - an unbearable thing for many teens - it will prove worth it once the food arrives, hot and tasty.

The thing about Malnati's is their crust - crunchy and soft at the same time, and you can actually taste the yeast, which is delicious!

And then there's the big dollop of juicy tomato sauce on top, making for a mouth-watering meal.

Quit worrying whether it's freezing cold or depressingly muggy outside and savor Malnati’s classic pizzas!

Website: Visit the website

Here are some popular Chicago foods you should also check out.

Grab some popcorn from Garrett Popcorn Shops


Another great comfort food to enjoy on a rainy or chilly day  - the special “Chicago Mix” from Garrett Popcorn Shops.

It sounds pretty simple - caramel popcorn with a helping of cheese - but as you may well know, the description doesn’t do it justice…you have to have it to understand the craze.

Pro tip: They have multiple locations in Chicago. The ones at Michigan Avenue and State Street tend to be the most crowded, so look for other outlets if you want to avoid lines.

Website: Visit the website

Inquiry form: Visit their contact page

Phone: (888) 476-7267

Enjoy VR experiences at Redline VR


The image is taken from Redline VR’s homepage (

Strapping on a headset and then blasting, ducking, and diving their way through an amazing virtual environment - a VR experience is a must-do for most teens and tweens.

From exploring a new world to taking on gripping missions and competing against one another - Redline offers a bevy of options for teens to choose from.

Their equipment and customer service are top-notch, and the experiences are perfect for gamers and non-gamers alike.

If you find yourself raring to join in the fun, don't hold back - it will be a great way to bond with your kids!

Website: Visit the website

Location: Check address/Plan route on Google Maps

Inquiry form: Visit their contact page

Phone: (773) 236-6868

Redline VR is a great place for team building. Here are some other team building activities for Chicago teens.

Grabbing breathtaking views from observation decks


A view from the Skydeck. Can you recognize which part of Chicago that is?

Catching panoramic views - whether it's the sheer diversity of architectural styles spread out over the city, the waters of Lake Michigan gleaming in the sunlight, or even beyond, stretching to FOUR states on clear days - from observation decks has been a family favorite for years.

The best places to observe the Chicago skyline - and beyond - from

  • Catching mesmerizing 360-degree views from 360 Chicago, an observation deck on the 94th floor of the John Hancock Building.

    • Teenagers would be especially thrilled by TILT, which literally tilts you over Michigan Avenue from the 94th floor.

  • Skydeck in the Sears (a.k.a. Willis) Tower offers sweeping views of the city and beyond from inside a clear glass balcony that extends four feet outside the 103rd floor of the tower.

Go skydiving - indoors - at iFLY Indoor Skydiving


The image is taken from their website (

Looking for an adrenaline-pumping activity that the entire family will love, conducted in a safe, indoor environment?

Head for iFLY Indoor Skydiving!

To begin with, experienced instructors will brief and guide everyone through the process.

Then everyone will be suited up and led into the wind tunnel one by one.

As the air starts to flow, you'll gradually go through the sensation of freefalling while remaining in a safe environment.

It’s an intense and exciting activity like few others.

Ready for a heart-racing and unforgettable experience on your day out in Chicago?

Website: Visit the website

Location: Check address/Plan route on Google Maps

Inquiry form: Visit their contact page

Phone: (779) 368-4359

Go indoor climbing at First Ascent


The kids may be quite good at ducking and weaving through a VR experience - but do they have what it takes to climb an actual rock face?

Challenge them to climb the walls at First Ascent!

With a variety of walls to suit all levels, First Ascent is the best place in Chicago to earn climbing laurels.

The session starts with an orientation and training by their instructors.

Then, it's time to start scaling the walls!

Who can reach the top the fastest?

* They also offer other activities, including yoga, for anyone in your group that's not into climbing.

They have multiple locations in Chicago. Visit their website and choose one for your day out.

Website: Visit the website

Inquiry form: Visit their contact page

Play indoor mini-golf


Mini golf is a classic indoor activity that is perfect for teens, and you can join in as well.

Big Mini Putt Club has a 9-hole course and a bar where you can refresh yourself while your teens tee off.

Bond with your children over a game both of you will enjoy!

Catch some improv and standup


Chicago is famous for its standup and improv, and taking your kids to a few performances can be a great way to beat the weather and bond with them.

The best teen-friendly standup and improv locations in Chicago

  • Second City is a well-known improv location in Chicago, and has hosted legends ranging from Bill Murray and Steve Carrell to Catherine O’Hara and Amy Poehler (ages 13 and above)

  • The Lincoln Lodge is a more low-key venue that has nonetheless seen the likes of Hannibal Buress and Chelsea Perretti perform. (no age limits; but they mention kids’ attendance is at parents’ risk).

  • ComedySportz Chicago takes it up a notch, with two teams of performers competing for your applause. (all ages welcomed)