25 Best Team-Building Activities To Do in Chicago for 2024
Renowned for its architecture, world-class music scene, and cuisine—including the legendary deep-dish pizza—Chicago is a city of endless possibilities.
At TeamOut, we're dedicated to curating experiences that showcase Chicago's culture and history.
As the birthplace of Modern Architecture and home to iconic neighborhoods, Chicago is waiting to be discovered. With over 580 parks and 8,300 acres of green spaces, the city offers multiple opportunities for outdoor adventures and team bonding.
Join us as we craft a tailor-made retreat that celebrates the dynamism of the Windy City! Let's create a fantastic corporate retreat experience in The Second City!
Urban Kayaks provides a legendary experience to discover Chicago from the water. Gather your crew and learn about the city’s landmarks and hidden gems along the river and lake guided tours. Choose from the Historic Chicago Tour, Twilight Paddle - Chicago Night Kayaking, and Sunset Kayak Tour. Kayak rentals are also available, as well as Fireworks Paddle, perfect for special occasions!
Location: Departure from 435 E, Chicago Riverwalk, Chicago, IL 60601
Schedule: Contact the company
Duration: 1-2.5 hours
Prices: $50/pp - $75/pp
Food on-site: No
Accessibility: No
Transport from the City Center: No
Rating: 5⭐
Recommended for:
Explore Chicago’s landmarks from the water on this unique kayak tour! The best part? You can choose between the afternoon, sunset, or night tours!
See all of Chicago from the 360 Observation Deck and spend your day 1,030 feet above the city! Elevate your team outing with impressive panoramic views of the city. If you want to take this experience to the next level, try the exhilarating TILT, the highest thrill ride in town. Complete your visit on the 94th floor at CloudBar, Chicago’s highest bar.
Location: 875 N Michigan Ave 94th floor, Chicago, IL 60611
Schedule: Sunday - Friday: 9:00 am - 11:00 pm | Saturday: 9:00 am - 2:30 pm
Duration: 1 hour
Prices: From $35/pp
Food on-site: Yes, snacks are available at the 94th floor bar
Accessibility: Wheelchair available
Transport from the City Center: Located in the city center
Rating: 4.9⭐
Recommended for: Teams that enjoy breathtaking views and unique experiences.
See Chicago from above at the 360 Observation Deck and prepare to be mesmerized by the stunning views!
Round Lake Area Park District offers outdoor challenge courses for participants of all ages, younger ones included. Sign up for The Teams Challenge Course with your squad and complete your tasks using ropes, platforms, and boards. You’ll also scale a 12-foot wall! Remember: all challenges require teamwork! The goal is for your team to apply these experiences in their everyday personal and personal lives.
Location: 814 Hart Road, Round Lake, IL 60073
Schedule: Monday - Friday: 8:00 am - 5:00 pm | Opened First Saturday of the Month only 9am-12pm
Duration: 2-4 hours
Prices: $12/pp - $15/pp
Food on-site: No
Accessibility: Contact the company
Transport from the City Center: No
Rating: 4.5⭐
Recommended for: Teams that thrive on physical activities and thrilling outdoor adventures.
Hart’s Woods Challenge Course is easily customized to your team’s needs and abilities!
Whether you have baseball fans on your team or not, this is a unique experience for everyone! Immerse your team in the home game environment of a Chicago Cubs baseball game at Wrigley Field and prepare for an exciting time together. This top-notch professional baseball team is based in Chicago and competes in Major League Baseball (MLB) as part of the National League (NL) Central Division.
Location: 1060 W Addison St, Chicago, IL 60613
Schedule: It depends on the game
Duration: Average duration of 2.5 hours
Prices: Average price of $102/pp
Food on-site: Yes
Accessibility: Wheelchair seats available
Transport from the City Center: No
Rating: 4.9⭐
Recommended for: Teams of sports enthusiasts or interested in live events.
You haven’t been to a professional baseball game yet, this is your chance! Gather your team and catch a Chicago Cubs home game!
Architecture Tour Chicago offers a signature cruise where award-winning guides will present your team with more than 50 skyscrapers, bascule bridges, and historic sites. Learn how the Great Chicago Fire jumped a river and allowed for visionaries to transform the city. You’ll see 21st century buildings such as The Trump Tower and Aqua, designed by Jeanne Gang. On Saturdays, you can choose the 2 hour-Architectural / Fireworks cruise - A favorite in town!
Location: Departure location - 465 N McClurg Ct, Chicago, IL 60611
Schedule: Tours run daily from 10:00 am to 8:00 pm
Duration: 1.5 hours
Prices: $49/pp
Food on-site: Contact the company
Accessibility: Wheelchair accessible
Transport from the City Center: No
Rating: 5⭐
Recommended for: Teams interested in architecture and eager to learn more about Chicago’s history.
River Boat Architecture Tour: Where knowledge meets stunning views and a tranquil ride.
WCF’sMission Impossible meets Night at the Museum Scavenger Hunt is centered around the exhibits at an acclaimed Chicago museum of your choice! So, pick between the Field Museum, the Museum of Science & Industry, Shedd Aquarium and Adler Planetarium for your next team adventure! Get ready for thrilling night adventures and discover popular destinations throughout the Chicagoland area!
Location: 2017 N Mendell Street, Ste 3SE, Chicago, IL 60614
Schedule:
Duration: Contact the company
Prices: Contact the company
Food on-site: No
Accessibility: Wheelchair accessible
Transport from the City Center: Public transport
Rating: 4.4⭐
Recommended for:
Exploring a museum by night? Sign your team up! It's a movie-like experience for sure!
Chicago Food & City Tours was the first of its kind. Savor the true heart of Chicago with exciting guided tours. Participants get a taste of the real deal or discover new favorites. Book a Corporate Tour, which includes transport, and taste the best Deep Dish and Italian Beef in town – though that’s not all! Taste local brews, craft cocktails, and wine selections, and get exclusive access to the kitchens and chefs driving Chicago’s food revolution.
Location: Chicago, IL
Schedule: Everyday from 8:00 am to 5:00 pm
Duration: 3-4 hours
Prices: Contact the company
Food on-site: Yes
Accessibility: Wheelchair accessible
Transport from the City Center: No
Rating: 4.9⭐
Recommended for: Foodies! And teams interested in tasting local dishes.
Savor the best dishes in town as you discover the top Chefs and restaurants in Chicago!
Enjoy views of Chicago’s lakefront, parks, and skyline as you glide through town with your team. Choose from the Lakefront/Museum Campus Tour, the Insider Tour, or the Holiday Lights Segway Tour for your next team outing and explore the city’s behind-the-scenes with an expert guide. During the holiday season, get festive Chicago views of “The Bean”, Macy’s, tree-lit Michigan Avenue, and Christkindlmarket. The best part? Segways are really easy to drive!
Location: 300 E Monroe St, Chicago, IL 60603
Schedule: Wednesday, Thursday & Saturday: 9:00 am - 10:30 pm | Friday: 9:00 am - 10.00 pm | Sunday & Tuesday: 9:00 am - 8:00 pm
Duration: 2 hours
Prices: $65/pp - $72/pp
Food on-site: No
Accessibility: No
Transport from the City Center: No
Rating: 4.6⭐
Recommended for: Teams that enjoy exploring cities, sightseeing, and trying new modes of transportation.
Gliding through town is such a thrilling way to sightsee! Give it a try with your team.
This is a local favorite for a reason! With over 60 locations in Chicagoland alone, there’s no excuse not to try this famous local delicacy. Lou Malnati's has stayed true to the original Chicago deep dish pizza recipe created in the ‘70s! “What makes this pizza so special?” you might ask. Well, it’s the flaky, buttery pizza crust, an exclusive sausage blend, vine ripened plum tomatoes from California, and Wisconsin cheese. Hungry yet?
Location: 1520 North Damen Avenue, Chicago, IL 60622 / 1120 North State Street, Chicago, IL 60610 / 3859 West Ogden Avenue, Chicago, IL 60623
Schedule: Open everyday. Check the hours for each location.
Duration: It’s up to you!
Prices: $5 - $30
Food on-site: Yes!
Accessibility: Wheelchair accessible
Transport from the City Center: Locations in the city center
Rating: 4.9⭐
Recommended for: Pizza lovers! And teams with an interest in discovering local delicacies.
Lou Malnati's is a stop you can’t miss on your trip to Chicago! You’ll thank us later.
Head to TheChopping Block for your private cooking event and elevate your crew’s bonding experience. Get ready for a hands-on, inspiring, interactive session where you’ll be divided into groups and cook a multi-course menu with the guidance of an experienced Chef! The Chopping Block also offers a food-friendly wine list, local and imported beers, as well as a full-service bar. Enjoy!
Location: 4747 N Lincoln, Chicago, IL 60625
Schedule: 11:00 am - 5:00 pm
Duration: 2 hours
Prices: Contact the company
Food on-site: Yes! You get to enjoy the meal afterwards.
Accessibility: Wheelchair accessible.
Transport from the City Center: No
Rating: 4.7⭐
Recommended for: Teams that enjoy hands-on activities and culinary experiences.
Get ready for a hands-on culinary class with your crew! The best part? You get to savor your multi-course meal afterwards.
Chicago is home to some of the best artists in the world. When it comes to street art, it is right in front of you, but you may never notice it. That’s where the Offbeat Street Art Tour comes in. Celebrate the art that sits right under your nose, whether it’s on a narrow street, or next door to a famous building. In the meantime, you’ll learn about the people behind the art and their influences.
Location: 1649 N Damen Ave, Chicago, IL 60647
Schedule: Everyday from 12:00 pm - 12:00 am
Duration: 2 hours
Prices: $40/pp
Food on-site: No
Accessibility: Contact the company
Transport from the City Center: No
Rating: 4.9⭐
Recommended for: Teams interested in learning about the local art scene and street art.
Get familiar with urban art on this Street Art Tour and immerse your team in the local art scene.
The Murder Mystery Co. is the expert of private murder mystery dinner parties in Chicago. Providing a personalized experience to every team, you can expect a one-of-a-kind event where you’ll have to reunite clues and find out who the murderer is! Everyone gets involved in the interactive comedy and each mystery dinner party is guaranteed fun.
Location: 525 West Arlington Place, Chicago, IL 60614
Schedule: Monday - Friday: 8:00 am - 8:00 pm
Duration: 2-3 hours
Prices: Contact the company
Food on-site: Yes
Accessibility: Wheelchair accessible
Transport from the City Center: No
Rating: 4.9⭐
Recommended for: Teams that enjoy problem-solving and comedy settings.
At this murder mystery dinner party, anyone can be the murderer! Ready to put your detective hat on and find out who it is?
The Escape Game Chicago offers 5 escape rooms for all skill levels! Gather your squad and prepare to put your mind to work as you complete tasks, solve problems, and overcome challenges together. Your mission? To be able to escape the room in less than one hour! Escape rooms include Prison Break, The Heist, Mysterious Market, Gold Rush, and Mission: Mars.
Location: 42 E Ontario St, Chicago, IL 60611
Schedule: Everyday from 8:00 am - 12:00 am
Duration: 1 hour
Prices: $41.99/pp
Food on-site: No
Accessibility: Wheelchair accessible
Transport from the City Center: No
Rating: 5⭐
Recommended for: Teams that like problem-solving games and enjoy friendly competition.
If your team enjoys a good, mind-blowing challenge, look no further than The Escape Game Chicago!
The Chicago Riverwalk is impossible to miss! Running more than a mile between Lake Michigan to Lake Street, enjoy everything from public art - murals and sculptures - to bird-watching with the Audubon Great Lakes Society. Savor fine wines on a patio, sip a cocktail under a tiki hut, and enjoy locally made ciders in a beer garden. We recommend City Winery‘s Riverwalk wine garden and the Community Marketplace.
Location: 22 E Wacker Dr, Chicago, IL 60601
Schedule: 24/7
Duration: It’s up to you!
Prices: Depends on where you go
Food on-site: Yes, there are multiple restaurants around the area.
Accessibility: Wheelchair accessible
Transport from the City Center: Public transport
Rating: 5⭐
Recommended for: Teams interested in exploring Chicago’s vibrant charm.
Discover Chicago like a local and stop by the multiple bars, restaurants, eateries, and galleries at the Riverwalk.
Time for a physical challenge with your squad! Head to Brooklyn BouldersWest Loop, is a 28,000 square foot facility offering group events for 5–30 climbers on Saturdays and Sundays. A team of expert climbers will lead your group through the facility and coach your party to reach new heights. You decide how to split your time between rope climbing, party room time, and bouldering.
Location: 100 S Morgan St, Chicago, IL 60607
Schedule: Monday - Friday: 7:00 am - 10:00 pm | Saturday & Sunday: 9:00 am - 8:00 pm
Duration: 2 hours
Prices: $25/pp - Day pass
Food on-site: No
Accessibility: Facilities are wheelchair accessible
Transport from the City Center: No
Rating: 4.3⭐
Recommended for: Teams looking for a thrilling indoor activity.
You don’t need to be an expert to rock climb! As long as you can climb up a ladder, you’ll be able to join in.
Searching for a theater night? Head to The Second City for the best Chicago-style sketch and improv comedy in one of the city's most popular comedy theaters. The Second City is a renowned comedy club, comedy theater, and school of improvisation. Live shows happen every night in Chicago, so you can’t miss the opportunity to laugh out loud! The best part? Improv team-building classes are available during the day!
Location: 230 W North Ave, Chicago, IL 60614
Schedule: Monday - Friday: 9:00 am - 9:00 pm | Saturday: 8:00 am - 1:00 am | Sunday: 11:00 am - 9:00 pm
Duration: It depends on the show
Prices: $39/pp - Average price
Food on-site: There are a few restaurants nearby
Accessibility: Wheelchair seats available
Transport from the City Center: Public transport
Rating: 5⭐
Recommended for: Teams with an interest in the performing arts and live comedy shows.
This comedy show is most likely one of the highlights of your trip to Chicago!
Discover the Un-Highlights at Art Institute of Chicago in an exciting Museum Hack adventure. Made for museum lovers and skeptics alike, this tour will show you a side of the museum you’ve never seen before! Who said museums can’t be fun? Renegade tour guides will take your crew on a high-energy tour through the museum’s hallowed halls where you’ll learn the stories behind a selection of art across the Art Institute’s collection.
Location: 111 S Michigan Ave, Chicago, IL 60603
Schedule: Contact the company
Duration: 2 hours
Prices: $100/pp
Food on-site: No
Accessibility: Wheelchair accessible
Transport from the City Center: No
Rating: 4.9⭐
Recommended for: Teams interested in art, culture, and immersive experiences.
Learn about hidden stories behind the art on this unique, exciting museum tour!
Here is where legends of ball games gather in Chicago. From bowling and ping pong to arcade games and karaoke, there’s something for every team at Punch Bowl Social! Venture at giant Scrabble, Jenga, Connect 4, corn hole, bocce ball, and darts. A little competition never hurt anybody, right? Sip on cocktails, savor snacks and small dishes, and have the best time with your team in a comfortable, intimate, and fun environment.
Location: 310 N. Green St., Chicago, IL 60607
Schedule: Monday - Thursday: 11:00 am - 11:00 pm | Friday & Saturday: 11:00 am - 1:00 am | Sunday: 11:00 am - 11:00 pm
Duration: It’s up to you!
Prices: It depends on what you order
Food on-site: Yes
Accessibility: Wheelchair accessible
Transport from the City Center: No
Rating: 4.8⭐
Recommended for: Teams looking for exciting indoor activities in a bar setting.
An intimate spot for mingling, playing games, and sipping on craft beers.
Are you not a team of artists? Don’t worry. This immersive team-building Firefly event is suitable for all skill levels - You just have to be creative and let it all out! If you always wanted to use a paint can to create art, this is your chance. Have a glimpse of an exciting counterculture and participate with your squad! All the colors are chosen and spray-painted by you. Are you up for it?
Location: Activity takes place anywhere in Chicago
Schedule: Contact the company
Duration: 2-3 hours
Prices: $5,000/ group of up to 25
Food on-site: No
Accessibility: Wheelchair accessible
Transport from the City Center: No
Rating: 4.9⭐
Recommended for: Teams interested in street art or that thrive with hands-on experiences.
You get to take home your art piece and hang it on your office wall!
Join Chicago Cares with your team and support New Hope Church’s weekly food pantry! Give back to the community while strengthening bonds with your colleagues. Learn about the Hermosa community and how New Hope church is actively working on addressing their needs. Being a volunteer means contributing to change. Here, you’ll also have the opportunity to build new connections with other community members, which is always a plus!
Location: Chicago Cares, 1200 W. 35th St., Unit 302
Schedule: Contact the organization
Duration: All day
Prices: Donation based
Food on-site: No
Accessibility: Wheelchair accessible
Transport from the City Center: No
Rating: 4.6⭐
Recommended for: Teams eager to support local communities in need.
Make a difference in someone’s life, even if it’s just for a day, with Chicago Cares.
Eat, drink, play shuffleboard, unwind at the rooftop - Repeat. Royal Palms Shuffleboard Club Chicago is the city’s one and only shuffleboard bar & club. It works on a walk-in basis, but you’re welcome to book a corporate party, too! Hang out, sign up for a court, play some games and enjoy a tropical cocktail. The club features 10 courts, 8 cabana booths, and 128 quarterly league teams!
Unleash your inner warrior at Bad Axe Throwing Chicago and prepare for a fun, memorable team activity. Believe it or not, everyone can throw an axe! Don’t worry if you’re not an experienced axe thrower; coaches will show you the ropes! Bad Axe also offers 'fireman axes' that you can include as part of your event.
Host your next private event at Pinstripes, your playground for upscale fun! Combining made-from-scratch Italian-American cuisine with bowling, bocce and memorable events, your team has everything they need to spend a fantastic time together! Choose from customizable ballrooms, bowling lanes or bocce courts, and the expansive patio with a cozy fireplace and prepare for delicious meals and entertainment.
Location: 435 E Illinois St, Chicago, IL 60611
Schedule: Monday - Thursday: 11:30 am - 10:00 pm | Friday: 11:30 am - 11:00 pm | Saturday: 11:00 am - 11:00 pm | Sunday: 10:00 am - 9:00 pm
Duration: It’s up to you!
Prices: $30/pp - $50/pp
Food on-site: Yes
Accessibility: Wheelchair accessible
Transport from the City Center: No
Rating: 4.8⭐
Recommended for: Teams that enjoy a mix of casual dining, bowling, and bocce in a social atmosphere.
Treat your team to dinner at Pinstripes and enjoy the tranquil setting as you savor a delicious meal.
Head to WhirlyBall and get ready to learn the rules and safety rundown before you start to play. With a referee onsite, the first thing you’ll do is select your scoop, which is used to pick up the wiffle ball and launch it at the target to score a goal for your team. Once you understand the rules and have the equipment, you’re ready to start!
Location: 1825 W Webster Ave, Chicago, IL 60614
Schedule: Monday - Thursday: 2:00 pm - 10:00 pm | Friday: 12:00 pm - 12:00 am | Saturday: 11:00 am - 12:00 am | Sunday: 11:00 am - 9:00 pm
Duration: Full-day
Prices: From $70/pp/full-day
Food on-site: Yes
Accessibility: Facilities are wheelchair accessible
Transport from the City Center: No
Rating: 4.6⭐
Recommended for: Teams that enjoy fast-paced, competitive sports experiences.
If you have never tried whirlyball before, this is your chance! Join your crew and share some quality time together.
Book your Paint and Sip session and get ready to explore majestic galaxies! Learn all about painting and elevate your skills to a new level while discovering planets, comets, and stars. This will definitely be an evening of artistic enchantment! The activity takes place at Logan Square Studio and is a combination of relaxed fun and creative exercise. Grab a drink from the bar, join your colleagues and get painting!
Location: Event location - 2768 N. Milwaukee Ave, Chicago, IL, 60647
Schedule: Monday - Friday at 7:30 pm
Duration: 2 hours
Prices: $37/pp
Food on-site: No
Accessibility: Wheelchair accessible
Transport from the City Center: No
Rating: 4.3⭐
Recommended for: Teams that enjoy creative activities and relaxed socializing.
Themed Paint & Sip sessions are a fantastic way to stimulate your creativity and bond with your group!
Want to Plan Your Next Team-Building Retreat in Chicago ? Ask our Experts!
Discover vibrant Chicago with TeamOut's curated selection of top team-building activities in the Windy City. Cheer on the Chicago Cubs at Wrigley Field, soak in views from the 360 Observation Deck, or kayak along the Chicago River. Explore Chicago like a local with TeamOut’s recommendations.
From indulging in the city's famous Deep Dish Pizza at Lou Malnati’s to strolling the Chicago Riverwalk, or unwinding with happy hour at Punch Bowl Social, there's a customized experience awaiting your team. Let TeamOut create a personalized Chicago retreat that fits your team's objectives and budget, ensuring a standout bonding experience in the heart of the Midwest.
Schedule a free call today and take your team bonding to the next level in the Second City!
Thomas Mazimann, a French entrepreneur and former international kayaking athlete, transitioned from sports to tech after moving to the U.S. He co-founded TeamOut, revolutionizing team gatherings.
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