Chicago, Illinois Tours & Activities in 2026

Chicago , Illinois

From $ 12.00

Illinois Holocaust Museum presents Experience360 offers a profound journey through the narratives of survival and resilience during the Holocaust and other genocides. This immersive experience utilizes advanced technology to present first-person accounts from survivors, alongside impactful exhibits that showcase personal artifacts and historical imagery. Visitors can engage with holographic stories, explore virtual reality journeys, and reflect on the lessons of history that inspire empathy and respect. Whether you seek to learn or remember, Experience360 is a vital part of understanding our shared humanity.

Chicago , Illinois

From $ 15.00

Explore the new Old Post Office Building, whose early 20th-century design has been adaptively reused into a beautiful, modern Class A Office building. It once seemed as though the stunning architectural details of Chicago's Old Post Office would be lost to time while the building sat vacant for almost two decades. But the 2.8 million square foot building, completed in 1934, recently went through a monumental renovation and now serves as a modern multi-use event and office space that meets today's need for large, light-filled workspaces. See how historic artifacts and building details have been creatively incorporated into the Old Post Office's design including the conversion of the roof to a 3.5-acre urban rooftop park. Old places can become new spaces when a developer with vision collaborates with an award-winning architectural team.

Chicago , Illinois

From $ 30.00

Discover the rich history and culture of downtown Chicago on this guided walking tour with local expert Dave Lineal. Stroll the city's streets and enter historic buildings while gaining insight with fascinating stories. This immersive experience is perfect for those looking to deepen their understanding of Chicago's unique heritage. - Guided walking tour led by local expert Dave Lineal - Explore downtown Chicago's streets and historic interiors - Learn about the city's history, economics, and culture - Ideal for history buffs and culture enthusiasts alike

Chicago , Illinois

From $ 29.99

Millennium Park is home to some of Chicago’s most cherished museums, sculpture, and greenery. It’s also the perfect place for an evening of ghost stories. Chicago has been burned down and rebuilt, and rebuilt all over again. Which makes these ghost stories the best way to see this city for what it truly is: a place haunted by itself and what it once was. Tales of massacres, disasters, demon children, and Dillinger await you.

Chicago , Illinois

From $ 19.99

Explore Chicago at your own pace on an independent bike tour. With your half-day bike rental, pedal along Lake Michigan and visit top Chicago attractions such as Lincoln Park, Navy Pier, Millennium Park, Wrigley Field and the Shedd Aquarium. This is a fun and active way to experience the city with the whole family, and you can enjoy the flexibility to create your own itinerary with the help of your provided map.

Chicago , Illinois

From $ 6.97

The city sparkles with steel, glass and stolen art. You’ve just pulled off the heist of a lifetime, walking the streets of Chicago with Edward Hopper’s Nighthawks tucked in your bag. Now all you need is to disappear into the crowds, blend in as a tourist, and complete the handoff before anyone notices. No pressure. This thrilling self-guided quest takes you on a high-stakes escape through the iconic Eastside, from the legendary Millennium Park to striking sculptures, quiet plazas, and hidden corners. Your phone will guide you with precise directions as you solve clues, learn fascinating stories, and admire architectural marvels, all while staying one step ahead of the law. What makes this tour unique? It's an interactive thriller that turns Chicago’s art and architecture into the backdrop of your great escape combining culture, adventure, and a touch of mischief. Play solo or with friends. Walk, think, laugh, and see the city in a whole new way.

Chicago , Illinois

From $ 6.97

Get ready to explore Chicago Chinatown landmarks, hotspots, and popular restaurants all while playing the role of a brave Imperial Advisor to the Emperor of China. As you solve challenges, the story unfolds and exact directions on your phone will guide you to the next location. So, are you up for an exciting city game? Highlights include: • Explore Chinatown Square Plaza, Chinatown Mural, Chinatown Branch Chicago Public Library, and lesser-known places. • Enjoy a uniquely crafted story brought to you by our top-notch/gifted/talented writers. • Try a new type of experience, the perfect mix between a tour, outdoor escape game, and treasure hunt. After your booking, you will receive an email with instructions on how to download and play the game on your phone. We recommend that each user purchases a ticket for an optimal experience, although several people can share a phone.

Chicago , Illinois

From $ 7.99

Amy Bizzarri, author of 111 Places in Chicago That You Must Not Miss, takes you on a fascinating self-guided audio tour of hidden historical spots in Chicago's gilded Gold Coast. Peep behind the gates of the original Playboy Mansion, walk along a wooden block-paved alley, sip a Faster Pussycat in Chicago's oldest piano bar and more as you enjoy a delightful walk through time in this exclusive Chicago neighborhood. The starting point is the Chicago History Museum, located at 1601 N. Clark Street. The tour is ready whenever you are and the audio plays automatically at exactly the right time and place using your smartphone's GPS and the VoiceMap mobile app, which also works offline.

Chicago , Illinois

From $ 13.49

Welcome to Chicago’s scenic Riverwalk. Spanning from Lake Michigan west to Franklin Street. Called the city second Lakefront', the Riverwalk contains restaurants during the summer months, seating areas to relax, boat rentals, and theater-style seating for various performances. Other attractions along the Riverwalk include the Vietnam Veterans Memorial Plaza, and the McCormick Bridgehouse & Chicago River Museum and if you are lucky enough, see a bridge lift from inside the bridge house. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

Chicago , Illinois

From $ 6.97

Discover Chicago’s haunted locations by following clues and solving puzzles on your phone. As you solve challenges, the story unfolds and exact directions on your phone will guide you to the next location. Ready for an adventure? Highlights: 1. Explore historical places in Chicago such as the Chicago History Museum, the Standing Lincoln Monument and lesser-known places. 2. Enjoy a uniquely crafted story brought to you by our talented writers. 3. Visit the Couch Tomb Mausoleum, the only surviving gravesite in Lincoln Park. 4. You will learn the 14th C history of Prague through the eyes of their greatest medieval ruler and builder, Charles IV 5. Try a new type of experience, the perfect mix between a tour, outdoor escape game, and treasure hunt.

Chicago , Illinois

From $ 23.20

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Chicago , Illinois

From $ 13.49

Enjoy moving at your own pace through Chicago's Millennium Park with an app as your guide. You and your private party can stop or start the app whenever you like; pausing to explore further on your own. Take in the sights of the public art—including the famous "Cloud Gate," otherwise known to locals as "The Bean"—and hear the stories behind their creation. The GPS-enabled guide will stop and start the professional commentary automatically as you explore the area. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

Chicago , Illinois

From $ 9.99

Discover the vibrant essence of Chicago with a self-guided tour through the Loop, the city’s historic downtown. This journey unveils a blend of striking skyscrapers and hidden architectural gems, allowing you to explore at your own pace. Uncover the rich history from the Great Fire of 1871 to the architectural masterpieces that define the skyline. Stroll past renowned theaters, museums, and captivating public art pieces that contribute to the city’s creative spirit. The Loop offers a unique perspective on Chicago's past and present, whether it's your first visit or a familiar stroll. — Self-guided exploration of Chicago’s historic Loop area — Learn about the city’s architectural innovations and history — Visit iconic landmarks like the Art Institute and Millennium Park — Perfect for first-time visitors or seasoned Chicagoans alike

Chicago , Illinois

From $ 9.75

Explore haunted Chicago at your own pace and schedule. Go anytime. Why take this tour? -It's like an in person tour guide, only it's on your phone. -Tour at your own pace and schedule -Professionally produced, narrated and musically edited immersive experience -Guided by technology. Put your phone in your pocket as the smart phone tour guided you with voice turn by turn. -Great deal -See and learn about Chicago's haunted spots, tragic events, fires, and the spirits that stayed behind. -Listen again after taking the tour. -The tour never expires, go or listen (after the on location tour) anytime. This haunted adventure is a smart phone guided on location tour. You go to the first stop, open the tour, enter your experience code and press play. From there you are guided turn by turn through Huntsville. The app knows your location and seamlessly guides you each step of the way.

Chicago , Illinois

From $ 20.00

Step inside a unique and fascinating journey through Chicago’s premier indoor mushroom farm, as seen on FX/Hulu’s acclaimed series "The Bear," where our mushrooms were featured by the show’s chefs. During this tour, you'll discover how exotic culinary mushrooms are cultivated for Chicago’s top Michelin-starred restaurants and celebrated chefs. Explore 17 diverse climate-controlled grow rooms and follow every stage of the mushroom-growing process—from spore to harvest. Experience how advanced agricultural technology produces sustainable, flavorful mushrooms that grace everything from tacos to fine dining plates. This behind-the-scenes adventure is perfect for food lovers and curious minds, offering an unforgettable look at the future of farming and flavor.

Chicago , Illinois

From $ 8.13

The Best Way to Discover Chicago: Scavenger Hunt & Self-Guided Tour. Play, learn, and walk! Explore at your own pace with a 100% self-guided activity. Start anytime (24/7) with no guides or schedules. Pause for a photo at Maggie Daley Park or a visit to the Shedd Aquarium and resume whenever you're ready—even the next day. This unique team-building activity is perfect for couples, families, and groups. The "Complete City" Package - Everything you need in one app: Interactive Game: Solve puzzles and discover 10+ major attractions, plus hidden gems revealed along the way. Audio & Text: Listen to our audio guide or read the history/legends of each site. Insider Tips: Access hand-picked local restaurant and shop recommendations. What you will visit: Navy Pier, Franklin Delano Roosevelt Bridge, Maggie Daley Park, Millennium Park, The Art Institute of Chicago, Clarence F. Buckingham Memorial Fountain, Queen’s Landing, Field Museum, Shedd Aquarium, and Adler Planetarium.