Chicago is an amazing city to visit with a family, but it is a great place for teens. Teenagers will enjoy the variety of things to see and do from Broadway shows to high speed boat tours on Lake Michigan to shopping on the Magnificent Mile. No matter their interests, there’s sure to be something they all like. Here are some of our favorite things to do in Chicago with teens.
*Disclosure: This post may contain affiliate links, which means we may receive a commission if you click a link and purchase something that we have recommended. Please check out our disclosure policy for more details. Thank you for your support!
What to do in Chicago with Teens and Tweens
1. Get your STEM on at the Museum of Science and Industry (MSI)
The Museum of Science and Industry was built in 1893 for Chicago’s World Fair, and today is home to an abundant collection of artifacts. There are thousands of interactive exhibits with everything from history to the human body.
Teens will love the World War II era submarine (U-505), a re-created coal mine, and a massive indoor tornado, but those are only a few of the highlights. It’s a fun place to spend the day in Chicago with teens.
2. See a show at one of Chicago’s world class theaters
Chicago has a bit of everything when it comes to theater. There are Broadway shows, musicals, plays, and comedies. Literally, there’s something appropriate for all ages year round.
If your kid is a theater buff, be sure to check these out.
3. Admire one of the best art collections in the world at The Art Institute of Chicago
The Art Institute of Chicago has been chosen time and time again as one of the premier art museums in the world. If you’re in Chicago with a teenager who loves art, this is the place to be.
The collections span from ancient times to modern day, and includes works of artists from Monet to Diego Rivera and more. The architecture inside is just as stunning, so allow plenty of time to take it all in.
NOTE: To save money when visiting The Art Institute and other popular attractions, consider investing in a CityPASS.
A CityPASS offers discounted admission on five of Chicago’s top attractions including The Art Institute, Shedd Aquarium, the Museum of Science and Industry, the Field Museum, Skydeck Chicago, and Adler Planetarium. You can buy your pass here.
4. Pose for obligatory selfies in Millennium Park
No family trip to Chicago would be complete without a visit to Millennium Park. The park is home to the famous Cloud Gate sculpture (aka The Chicago Bean), Crown Fountain, the Lurie Garden, and Jay Pritzker Pavilion.
If you’re planning a teenage trip to Chicago, you’ll want to include these spots. All of these provide beautiful backdrops for Chicago selfies.
Adjacent to the park is Maggie Daley Park, a 20 acre park with a playground, climbing wall, mini golf, tennis courts, and a skating ribbon. In Chicago teens are never too old to explore the park!
Other plenty of places in Chicago to take selfies including: Wrigley Field for baseball fans, Buckingham Fountain in Grant Park, and Navy Pier with restaurants, boats, and the Centennial Wheel ferris wheel.
5. Try an Escape Room
There are several Escape Rooms in downtown Chicago. Typically each challenge requires “teams” to solve a themed puzzle in a set amount of time (usually an hour).
Not only is this a fun way to spend time as a family, it’s exciting to race against the clock and see if you have what it takes to solve the clues. An escape game is a fun thing to do in Chicago with tweens and teens!
6. Head up high for the ultimate Chicago views at 360 CHICAGO or the Skydeck
There are two different ways to see the city from some of the tallest buildings in downtown. 360 CHICAGO is located 1000 feet above Michigan Avenue in the John Hancock building, some 94 floors above street level.
Thrill seekers will love TILT, the moving platform that literally “tilts” riders away from the building in a glass enclosed box for a view unlike any other.
Skydeck is located on the 103rd floor of the Willis tower, the tallest building in the Western Hemisphere. This Chicago observation deck is where visitors come for the “Ledge”, glass boxes that extend outside of the building providing 360 degree views of the city.
It’s not for the faint of heart, but it’s definitely one of the fun things to do in Chicago with a teenager.
7. See how Chicago was built on an Architecture River Cruise
The Chicago Architecture Foundation leads a tour on the Chicago River that’s consistently voted one of the top tours in the city.
Along the way, experienced docents point out the architectural highlights of the city (there are many) and tell the history of how Chicago through the years. Another idea is to take a kayak tour on the Chicago River and see the buildings from your boat.
8. Go for a high speed Lake Michigan cruise on the Seadog
Seadog Extreme Thrill Ride is one of the most exciting boats on Lake Michigan and teens will love it. The boat gets up to 45 mph as it zooms over the waves. Drivers twist and turn so riders are splashed and bounced around.
The ride is 30 minutes long, so it’s a fun and quick way to see the city from the water. It’s the ultimate way to see Chicago with teens.
9. Take a tour, any tour
Teens are the perfect age for tours, and Chicago has plenty of them. Segway tours are a different way to see the city and there are several tour companies and itineraries, so choose the one that fits your group.
Another fun way to see the city is via kayak with several options to row along the Chicago River and even Lake Michigan.
There’s an Underground Donut Tour that samples some of the city’s finest donuts and allows you to burn off calories walking between each shop. The Chicago Food tour hits all the city favorites including deep dish pizza and Chicago hot dogs.
Bobby’s Bike Hike has a variety of riding tours, but we like the ones that go off the beaten path like this Lakefront Neighborhoods Bike Tour.
There’s even a guided Chicago Pedway Walking tour that shows off the indoor underground downtown architecture. This is a great one for a rainy day with teens in Chicago.
For a super unique experience, consider taking a Chicago helicopter tour and seeing the city from above. It’s a beautiful perspective of the Windy City.
10. Walk, ride, skate the 606
The 606 is a former railroad track that has been converted to a multi-use trail through the Chicago neighborhoods of Wicker Park and Bucktown.
There are wall murals, sculptures, and small parks along the 2.7 mile trail and occasional events like block parties and star gazing. Grab a bite at one of the local spots like Mindy’s Hot Chocolate or Small Cheval and call it a day.
11. Explore Chicago’s ethnic neighborhoods
Chicago is a city of immigrants and as such there are enclaves in the city settled by people from around the world.
There’s Chinatown, Pilsen (Mexican), Andersonville (Swedish), Little Italy, and Bronzeville (African American) to name a few. Each area offers a wealth of shopping, eating, and history that will entertain even the pickiest teens.
Where to Eat in Chicago with Teens (and Tweens)
There are so many great places to eat with kids in Chicago, but what about teens? Here are some spots we think they will love: Big Star (think tacos and honky tonk), Quartino (quality Italian food in a casual setting), Summer House Santa Monica (it’s like a little bit of California in the heart of Chicago), Piece Pizza (because it is Chicago after all), Portillo’s Hot Dogs.
If the whole family can’t agree on what they want, head to one of the Chicago food halls: Latinicity, Time Out Market, or Revival Food Hall.
Looking for a quick snack? Don’t miss Garrett Popcorn shops and their Chicago mix popcorn. If your kid has a sweet tooth, don’t miss the ice cream and Ghirardelli, the Nutella cafe, or Sweet Mandy B’s bakery. Young people won’t be disappointed.
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 Scott’s Cheap Flights, 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 Hotels.com and Expedia.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. Tiqets is another place to purchase tickets for attractions.
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 take 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, threat 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.