10+ things to do in Chicago with teens

It's never easy planning a vacation that keeps everyone happy, but we think Chicago has got you covered. Read on for our top tips and crowd-pleasers for teenagers.

Published: July 18, 2024
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Searching for a fantastic city to take your teenagers to? Look no further than Chicago! There's amazing art and architecture, intriguing museums, dazzling sky-high views and so much more for teens to get stuck into. Plus, we think the grown-ups will have a fabulous time too...

If you’re looking for things to do in Chicago with teens, check out our list of the top attractions and activities, including...

  •  
  • Shedd Aquarium
  • Skydeck Chicago
  • 360 CHICAGO
  • Navy Pier Centennial Wheel
  • The Field Museum
  • Adler Planetarium
  • Brookfield Zoo
  • Ride a Bike around Millennium Park
  • and more...

Head to the Shedd Aquarium

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Trust us, the Shedd Aquarium is the mother of all aquariums. This is one of the most popular things to do in Chicago for a reason. Your teens will be able to enjoy seeing animals that hail from waterways and ecosystems all across the globe, from the nearby Great Lakes to the vast rivers of Asia.

One of our favorite nifty things about Shedd is the Caribbean Reef exhibit, where visitors can actually take a 360-degree tour of an underwater reef community – it’s a stunning up-close sight and is almost as good as snorkeling in Hawaii.

Bonus for everyone: you can skip the line with our Chicago pass, which is a huge benefit during busy tourist seasons. It will keep you and your teens from driving each other crazy during a long wait!

Get a bird’s eye view of the city

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Your whole family will love the stunning, panoramic views of one of the country’s most beautiful cities. So visit Skydeck Chicago today! Even the most skeptical teenagers will be amazed at 'The Ledge', an all-glass balcony that puts visitors four feet out from the edge of the building into space!

Looking for another perspective, and maybe a little more interactivity with your amazing views? Try 360 CHICAGO for another vantage point that’s equally as cool. 360 CHICAGO is also conveniently located near a good deal of shopping hotspots. What's not to love?

Stroll Navy Pier and ride the Centennial Wheel

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There's nothing like a good old-fashioned boardwalk stroll. And you don't need to hit up the Jersey Shore to find one! You and the teens will love spending some time at Navy Pier. There is a slew of activities to choose from, including the Centennial Wheel and a bunch of fun rides.

There are also plenty of places to eat and pick up fun souvenirs to remember your trip to Chicago. Want some more ideas? Check out our post on things to do at Navy Pier and nearby spots.

Snap photos on the architecture river cruise

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Chicago is an amazing city for architecture. With a diversity of influences and an eclectic building history, the skyline of Chicago is quite remarkable. One of our favorite ways to survey this beautiful scenery is on an Architecture River Cruise that highlights the city's architectural history.

Teens will relish the chance to get that awesome photo, and it's fun for everyone to be able to identify famous Chicago buildings.

Explore the famous museums

Field museum

Teens into natural history and science will find much to love in Chicago's museum scene. The Field Museum is one of the world's most prestigious natural history museums, featuring tons of fascinating stuff, from gemstones to fossils (like the largest intact T-Rex skeleton - above).

For astronomy buffs, the Adler Planetarium is amazingly fun. Or, for fans of general-interest scientific subjects, the Museum of Science and Industry is filled with interactive exhibits like a 40-foot indoor tornado.

Get inspired by art

Artsy teens (and their parents!) won't want to miss out on the chance to visit Chicago's top-rated museum. The Art Institute of Chicago is an international favorite and draws in so many people to its amazing collections of art and artifacts that span the entire globe and all across history.

Be especially sure to check out the Modern Wing. Designed by famed architect Renzo Piano and filled with only the most exciting modern and contemporary art, it's the place to be.

Insider Tip: Download their innovative mobile guide to help navigate the museum.

Chill with animals at the Brookfield Zoo

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For fans of animals, Chicago is a delightful destination. The Brookfield Zoo features a diversity of animal exhibits, a massive nature park, and a fun animal-themed carousel. Teens will especially appreciate majestic creatures like big cats. Or, if you prefer to stay closer to the city, Lincoln Park offers a fun, small-scale zoo with an equally entertaining selection of animals. If you're really feeling like letting loose and acting like a little kid again, there are also some fun rides.

Ride a bike around Millennium Park

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Encourage the kids to enjoy the great outdoors during the warmer months with a refreshing bike ride around the city. Pedal leisurely along the waterfront, throughout Millennium Park, or along the 26 miles of gorgeous trails that wind around the lakefront. It’s also a great activity that teens can pursue independently, giving them some “alone time” amidst a family vacation.

Shop ‘til they drop

Chicago is also a shopper’s paradise. Whether they’re on a tight budget or have some cash to spend, teens will love the chance to explore Chicago’s amazing shopping districts. Even window shopping alone can be a real treat! From the Magnificent Mile and its unique mix of high-end couture and fast fashion to the more traditional offerings of the Water Tower Place Mall, there’s a store to suit every taste.

Save on admission to Chicago attractions teens will love

Many of these teen-friendly Chicago attractions are included on Go City® Chicago passes. Choose as you go from dozens of top attractions and save on combined admission vs. paying at the gate. Discover our full line-up of Chicago attractions from 360 CHICAGO to the Architecture River Cruise.

🤩 >> If you want to see and do as much as you can, our All-Inclusive Pass is for you.    

😎 >> If you want to pick just a few attractions and visit at your own pace, our Explorer Pass is the perfect option. 

Katie Sagal
Go City Travel Expert

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Things to do in Wicker Park Chicago
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Things to do in Wicker Park, Chicago

Feeling hip? Chicago's Wicker Park is one of the coolest places in the city. If you're visiting Chi-Town from out-of-town or simply a local who doesn't know, why not find out why? Here's our guide to Wicker Park, which highlights some of the best things to do! Including: Exploring the outdoors Classic arcade fun Refreshing beverages Poignant performances Comedy clubs and more! Go exploring! Firstly, if you're new to the area, get out there and explore! There are plenty of green spaces that are worth your time. Wicker Park is a park named after Wicker Park the place. Once you've wrapped your head around that one, you'll find one of Chicago's coziest but classiest outdoor spaces. Pack a picnic basket and go enjoy the ambiance! Lots of events also occur throughout the year, like film screenings, markets, and live performances. Or, for a more urban escape, follow the abandoned 606 train tracks. The 606 has become a tourist destination in its own right, with a winding walk that will take you past some of the city's most recognizable landmarks. It's also full of creative street art for you to check out, and put on your socials if you crave the attention of others so incessantly. Alongside the fantastic views, there are a wealth of events on all year round, from bakesales to outdoor exercise classes. So, go explore. Right now! Play on, player Fancy trying your hand at some retro arcade video games, air hockey, and other '80s entertainment? Then check out Emporium at Wicker Park! Bring some friends along and get to grips with some classic arcade games. Then, when you've lost all your lives, hop on a pool table and play a few rounds, challenge them to a spot of foosball, or get clinking at one of the many pinball tables. Then, to wet your whistle, grab a refreshing craft beer from the bar, or maybe a bite to eat if you need to refuel. They even have live music on occasion, if you need some tunes to get your pinball fingers pumping. Emporium is awesome, and easily one of the best things to do in Wicker Park if you're visiting Chicago! Grab a drink After all that activity, you might want to just sit back, relax, and get a refreshing drink or two down your gullet. Well, Wicker Park has got you covered, with a wide variety of relaxed watering holes that'll help you take the edge off. One of Wicker Park's most popular is Phyllis Musical Inn, a saloon-style pub with countless beers on tap, live music, and a massive garden where you can soak up the rays when the weather's good. Or, if you want to stuff it down with brown, head to Whiskey Business. Besides a delightful and grandiose selection of whiskeys, they also serve a mean cocktail, local craft beers, and you can enjoy it all on their vibrant rooftop! Or, if you fancy something fancy and a little pricier, check out The Violet Hour. This stylish, sophisticated joint has a bevy of master craftsmen who can whip you up whatever you desire, all paired with delicious bites. Catch a secret show If you like your music raw, and your favorite acts unheard-of, then wade through the cool and pull up a pew at Hideout. This Wicker Park hang spot features local acts and up-and-coming artists from the world of alternative music. On any given week, expect to see post-punk one day and then acoustic indie the next. If you like your venues grungy, your music noisy, and your beer just the way it should be, head down to The Hideout and see if you discover your new favorite artist. Just don't expect they'll have any merch. That's for posers, bro. Have a laugh We all like the giggle. It's said that laughter is the best natural way to gain a six-pack. And you don't even have to do anything, just laugh. How awesome is that? If you want to work on your six-pack and laugh till your sides hurt, why not check out The Comedy Clubhouse? Widely thought of as the premier Chicago comedy club, it's one of the best things to do in Wicker Park. You'll find a slew of shows on there, from stand-up gigs to improv shows. Many comedians you find on cable comedy greats like Parks and Rec and The Office cut their teeth at this very club, so you have some idea of the quality you can expect when you visit. Pair all them funnies with some refreshing drinks and delicious pizza, and you've got yourself a night out right there. Dig in the crates This one's for the collectors. If you're a muso and big into vinyl, do yourself a favor and check out Reckless Records. Inside, you'll find wall-to-wall rare vinyl from bygone eras, new EPs from up-and-coming artists, and even old movies if you're so inclined. A lot of it's second-hand, understandably, so make sure to check your purchases before you wreck your purchases. Or, God forbid, they wreck you. If you want to lose multiple hours and come away with a collection to make all of your weird friends froth at the mouth, go check out Reckless Records. Get artistic Need to be inspired? Go check out some of Wicker Park's quirky art galleries! The Flat Iron Building has a whole collection of galleries where you'll find mind-blowing, or mind-altering, works from local artists. If you like your art with a hint of street, check out The Vertical Gallery for some thought-provoking pieces on modern life, local culture, and antiestablishmentism. Or, if you like more experimental art, or are at least open to it, head to Johalla Projects. Step inside, and you'll find a huge gallery space filled with images, sculptures, movies, and paintings. Now that's art, baby. Grab a bite And finally, this one's for the hungry. Luckily for you, Wicker Park has a handful of great restaurants to get some chow. If you want some southern fun with your food, check our Ina Mae's delicious menu full of New Orleans-inspired dishes. Their potato salad is to die for. Want to go even further south? Try Antique Taco, which offers a selection of gourmet tacos and Mexican appetizers, alongside some tequila-based cocktails to wash it down. Or, if you want your mind blown with some New American cuisine, a few dollars more will get you a delicious meal at Schwa. Many locals think it's the best restaurant in town. Best you find out for yourself! And that was our list of the best things to do in Wicker Park when you visit Chicago!
Dom Bewley
pilsen chicago
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Things to do in Pilsen, Chicago

Do you like your neighborhoods to have the perfect mix of cool, community, and culture? Then give Pilsen a go! This district of Chicago has some great and unique entertainment opportunities for travelers and locals alike. So, if you're visiting Chi-Town on vacation, these are the best things to do in Pilsen! Including Live music BBQ with a glamorous twist Some culture Parks Street art and more! Get live We begin today with music. Live music, to be exact! Nothing quite beats seeing a band jam in the flesh, and lucky for you, Pilsen has a few awesome venues to check out. One of Pilsen's oldest landmarks is Thalia Hall, which is over 120 years old and still going strong! This powerhouse of live entertainment hosts comedy greats like Dave Chappelle as well as huge bands like The Smashing Pumpkins, among many others. In recent years, the addition of several bars, restaurants, and alternative stages have grown Thalia Hall's entertainment opportunities. So go check out what's on when you're visiting Chicago. If you prefer your music noisier, your performance wilder, and your gigs more carefree, then check out The Dojo. Chicago's premier underground music venue hosts local noise bands, leftfield artists, and much more. Every weekend they have new and exciting alternative acts gracing the stage, so head down there and see what all the fuss is about! Carnival BBQ BBQ is the backbone of America. For decades, we've ventured out of our abodes, fired up the grill, and invited friends and family over for a cookout. Nothing brings the community together better than BBQ. And Pilsen has a quality BBQ joint with a musical twist. We're talking about Honkey Tonk BBQ, where hungry souls can go to fill their bellies and their minds, thanks to the jazz and blues parties they host most nights. Chow down on some delicious BBQ meat, and then work off the calories through the night. But one Saturday a month, they mix things up a bit, as the place is taken over by an improv burlesque quintet. They'll have you dancing and laughing in no time. Easily one of the best things to do in Pilsen when you visit Chicago! Get cultural Next, let's switch gears to something more cultural. If you're looking for some inspirational, mind-opening experiences, then Pilsen's got you covered. At the National Museum of Mexican Art, you'll find art from Mexicans both in the US and across the border. Chicago is known as the 'Mexico of the Midwest', and this museum is a testament to the artistry of many Mexicans who now call Chi-Town home. Wander through over 7000 pieces, and learn about the stories that helped create them. Or, if your tastes lie a little leftfield and you want something exclusive, then House of the Apocalypse might be just what you're looking for. Only open for four hours every month, this weird and wonderful collection of artwork is quite the sight. Featuring sci-fi and post-apocalypse influences, House of Apocalypse's collection is something you won't quite find anywhere else. Street art named desire If you prefer your artwork of the outdoor, urban variety, or simply want to peruse in the glow of the sun, then go check out the massive collection of street art on 16th Street. Brought together thanks to a collaboration between multiple local institutions, you'll find a wealth of works from global street artists. In fact, this collaboration has helped restore a lot of the area, which was once derelict and dirty. So, two birds with one stone then! At the same time, it's ensured that Pilsen remains true to its roots, and doesn't sway too far into the gentrification we've seen happening all over America and other parts of the world. Pilsen is community-first, and always should be. More eateries! And when all that activity brings on the hunger prangs, Pilsen's got some great restaurants to sate your grumbling tummy. Head to Barrio for some authentic Mexican cuisine and a whole menu dedicated to tequila-based cocktails! What some fresh, farm-to-table dishes at a reasonable price? Go check out Dusek's Tavern. Their fixed menu of exciting, New-American cuisine means you get delicious food and a great price. In the market for some delicious East-Asian delights? Give HaiSous Vietnamese Kitchen a look. With a mix of street food, fixed dishes, unique family recipes, and a fine line of cocktails to boot, it's a must-visit for anyone visiting Pilsen. Drinks After all of those activities and food, the next stop on your Pilsen journey should be one of its many watering holes. Thankfully, Pilsen is full of them, so you have the pick of the litter. Want some classic pub food, refreshing craft beer, and cool aesthetic on your night out? Skylark's the one. Want to try something a little kookier? How does a hidden basement bar with creative punches sound? That's Punch House, which has a whole menu full of fruity punches to try, as well as sandwiches, all rolled into a retro-vintage vibe. Doesn't get more Pilsen than that! Or, grab a slice of pizza and pick from any number of craft beers at The Green Room Tap. Whichever way you decide to go, you're bound to have a blast! Find a park-ing spot Let's end this list on a walk through some of Chicago's green and pleasant land. Of course, we're talking about parks. And, of course, Pilsen's got its share of great ones! Firstly, there's Harrison Park, which has a gym, indoor pool, and even meeting rooms housed within the Fieldhouse. So, if you like to get active, you can do it inside or out. Beyond that, you'll find over 18 acres of sweet green space to go sit, have a jog, or prepare a picnic. Look out of the bust of Emiliano Zapata, one of the biggest names of the Mexican Revolution. Or, check out Dvorak Park, which boasts a baseball field, its own pool and unique water feature, soccer pitches, playgrounds, and a whole heap of comfortable, welcoming grass. You may even catch the odd performance there on the right day, as there's a big art scene that calls the park home. The playground is perfect for kids, if you're bringing the little ones. And that's our list of the best things to do in Pilsen, Chicago!
Dom Bewley

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