Best 7 Things to Do With Teenagers in Chicago

Find big-kid fun in the Windy City

Chicago Cityscape from Chicago River Waterfront at Dusk. Small boats and tourist ferries cruising on the Chicago River.

Mlenny/Getty Images

Once your kids hit middle school and high school, they're ready for more grown-up fun. Put these activities at the top of your to-do list when visiting Chicago, the Windy City, with teenagers.

01 of 07

Roll With It, Baby

Chicago Segway tour fun with teenagers.
Absolutely Chicago Segway Tours

Sightseeing is more fun for teens when they've got their own wheels. Absolutely Chicago Segway Tours will show you around the city from behind the handlebars of a Segway.

A Segway is a two-wheeled, self-balancing, battery-powered electric vehicle that's a blast to ride. There are a dozen tour options, including the Lakefront and Museum Campus, Art and Architecture, and Lincoln Park.

Minimum age: 12

02 of 07

Go out on a Ledge

Skydeck Chicago great place to take a scary selfie.
Skydeck Chicago

Rising 100 stories up the Willis Tower, The Skydeck Chicago offers jaw-dropping, spectacular views that stretch to four states on a clear day.

A highlight is the chance to step onto The Ledge, a transparent glass box that is four feet beyond the edge of the building for a selfie dream come true.

03 of 07

Go to Dinner With a Shark

Shedd Aquarium feeding sharks.
Shedd Aquarium

One of the premium experiences at the beautiful Shedd Aquarium is the behind the scenes in wild reef Shark Feeding Tour. The tour brings you up close to reef residents from corals and sea stars to sharks and rays. It then takes you behind the scenes to experience a feeding.

Minimum age: 10 and up.

04 of 07

Catch a Play or a Musical

Chicago theater performers on stage.
League of Chicago Theaters

Chicago has a vibrant theater scene with over 200 venues ranging from storefront, low-budget theaters to major cultural centers with multi-million dollar shows. Best of all, you can often catch a play or a musical for a pittance thanks to Hot Tix, which sells half-price tickets online and at three city locations.

Continue to 5 of 7 below.
05 of 07

Shop Until You Drop

Shoppers make their way around Water Tower Place shopping center in Chicago, Illinois

Tasos Katopodis/Stringer for Getty Images

North Michigan Avenue—a.k.a. The Magnificent Mile—is a teen shopper's paradise with everything from the Apple Store, Forever 21, to Nordstrom. Be sure to take a pit stop at Garrett Popcorn Shop (625 North Michigan Ave.) for a bag of caramel, butter, cheesy popcorn mix.

06 of 07

Hit the Beach

North Avenue Beach a great place to hang out after a day of sightseeing.
North Avenue Beach

Are you visiting in the summer? After a day of sightseeing, don your swimsuit and catch some rays on Lake Michigan. North Avenue Beach boasts impressive skyline views and a nice expanse of sand for sunning. Castaways, a boat-shaped beach house, is your go-to place for ice-cream and snacks.

07 of 07

Take an Extreme Lake Cruise

Seadog Extreme Chicago a great thrill on the water.
Seadog Cruises

Lake cruises are a dime a dozen, but Seadog Extreme cruise is a thrilling adventure. The fastest tour boat on Lake Michigan combines sightseeing and commentary with wind-in-your-hair, spray-in-your-face excitement.

Minimum height: 48 inches

Was this page helpful?