10 Thrilling Adventures To Experience In Chicago

adventurous things to do in chicago

Chicago, the Windy City, is a bustling metropolis filled with endless opportunities for adventure. Whether you're a thrill-seeker, an adrenaline junkie or simply looking for a new challenge, this city has something for you. From soaring heights to deep depths, Chicago offers an array of extraordinary experiences that will leave you feeling exhilarated and amazed. Get your heart pounding with these 10 thrilling adventures that you must experience in Chicago. Buckle up, because this ride is going to be wild!

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Skydeck Chicago

Skydeck
Source: www.archpaper.com
Characteristic Description
NameSkydeck Chicago
TypeObservation deck in Chicago, Illinois
WebsiteGo to website
Rating / Review count4.05 / 25,998
Address233 S Wacker Dr, Chicago, IL 60606
Phone(312) 875-9447
HoursSaturday - 9 AM–10 PM
Sunday(Easter) - 9 AM–10 PM
Monday - 9 AM–10 PM
Tuesday - 9 AM–10 PM
Wednesday - 9 AM–10 PM
Thursday - 9 AM–10 PM
Friday - 9 AM–10 PM

Chicago is a city that is truly full of adventures. From its iconic skyline to its rich culture, there is always something exciting to explore. For those who love heights and breathtaking views, the Skydeck Chicago is an absolute must-visit destination.

Perched atop the Willis Tower, the Skydeck Chicago offers visitors 360-degree views of the city and Lake Michigan from a height of 1,353 feet (411 meters) - making it the highest observation deck in the United States. The deck is located on the 103rd floor of the former Sears Tower, which was once the tallest building in the world.

The highlight of the Skydeck Chicago experience is the Ledge - a clear glass box that extends out 4.3 feet (1.3 meters) from the building, allowing visitors to step out into thin air and take in the view from an entirely new perspective. It is truly an experience like no other and one that is sure to leave you feeling exhilarated.

But the Skydeck Chicago isn't just about the views. The deck also offers a range of interactive exhibits and displays that showcase the history and culture of the city. You can learn about Chicago's famous architecture, sports teams, music, and even test your fear of heights with a virtual reality experience.

For those looking for an extra-special experience, the Skydeck Chicago offers a range of private events and activities. You can rent out the entire deck for a private party, propose to your loved one in the Ledge or even tie the knot with breathtaking views of the city as your backdrop.

Overall, the Skydeck Chicago is a must-visit destination for anyone looking for an adventurous and breathtaking experience in the city. Whether you are a tourist or a local, the views and experiences at the Skydeck are sure to leave you in awe and create unforgettable memories.

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Architectural Boat Tour

Architectural
Source: www.timeout.com

Chicago, a vibrant city located on the shores of Lake Michigan, is known for its architecture, delicious food, and eclectic neighborhoods. If you are looking for an adventure in Chicago, look no further than the Architectural Boat Tour.

The Architectural Boat Tour is a wonderful way to explore the city's architectural treasures from a completely unique perspective. The tour takes you on a journey down the Chicago River, where you'll see some of Chicago's most iconic buildings from the water including the Willis Tower (formerly known as the Sears Tower), Trump Tower, and the Tribune Tower.

The tour lasts approximately 90 minutes and takes you through the heart of downtown Chicago. Along the way, your knowledgeable guide will regale you with stories and history about the buildings you are passing. You'll learn about the design styles, the history of the buildings and the architects who created them.

One of the most fascinating parts of the tour is hearing about how Chicago's architecture has evolved over time. You'll discover that Chicago has been at the forefront of architecture innovation for over a century, and that the city boasts a diverse range of styles from the neoclassical to the ultra-modern.

The boats themselves are amazing, too. The tour is done on specially designed sightseeing boats which have open-air decks and enclosed lower decks with large windows, so you can take in the views no matter the weather. Plus, the boats are equipped with on-board restrooms and a concession stand that serves a variety of snacks and drinks.

If you're looking to have an adventurous day out in Chicago, the Architectural Boat Tour is a must-see experience. You'll get to see some of the city's most impressive buildings and learn about the city's rich architectural history, all while enjoying a relaxing boat ride through the heart of downtown. It's a unique way to experience Chicago, and it's sure to be a highlight of your visit to this amazing city.

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Navy
Source: navypier.org
Characteristic Description
NameNavy Pier
TypeTourist attraction in Chicago, Illinois
WebsiteGo to website
Rating / Review count5.04 / 66,793
Address600 E Grand Ave, Chicago, IL 60611
Phone(312) 595-7437
HoursSaturday - 11 AM–9 PM
Sunday(Easter) - 11 AM–7 PM
Monday - 11 AM–8 PM
Tuesday - 11 AM–8 PM
Wednesday - 11 AM–8 PM
Thursday - 11 AM–8 PM
Friday - 11 AM–9 PM
Profiles       

Chicago is a fantastic city to visit if you're looking for an adventurous atmosphere. One of the main attractions of the city is the Navy Pier Ferris Wheel, which offers a unique and exhilarating experience to all visitors.

The Navy Pier Ferris Wheel is one of the most iconic sights in Chicago, standing at a height of 196 feet and boasting over 40 gondolas that can hold up to six people each. The ride lasts for about 7 minutes and takes visitors on a breathtaking journey as they soar above the Chicago skyline, offering stunning views of Lake Michigan and the city skyline.

The Ferris Wheel was erected in 1995 and has since become one of the most popular attractions in Chicago. It is open all year round, though the operating hours may vary depending on the season. Visitors have the option to purchase tickets online or on-site.

If you're looking to make the most of your experience, it is recommended that you take the Ferris Wheel ride during sunset, as it offers a truly magical view of the city. You can also opt for a VIP gondola that comes with a glass floor, giving you a clear view of the city beneath your feet.

Aside from the Ferris Wheel, Navy Pier is also home to a variety of other thrilling activities, including a carnival-inspired amusement park, a massive indoor botanical garden, and an IMAX cinema, among other things.

In conclusion, whether you're a local or a tourist, the Navy Pier Ferris Wheel is definitely an adventure that you don't want to miss. It is a fantastic way to see the city from a unique perspective, and the experience is guaranteed to be an unforgettable one.

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Chicago Helicopter Experience

Chicago
Source: news.northropgrumman.com
Characteristic Description
NameChicago Helicopter Experience
TypeHelicopter tour agency in Chicago, Illinois
Rating / Review count4.8 / 1,141
Address1339 S Wood St, Chicago, IL 60608
Phone(312) 967-8687
Profiles

Adventurous Chicago: Experience the Skyline from Above with Chicago Helicopter Experience

Are you looking for an adventure in the Windy City? Look no further than the Chicago Helicopter Experience. This unique tour allows you to see the city from a completely different perspective- from the sky.

The Chicago Helicopter Experience takes off from the downtown heliport and offers several different tour options, ranging from a quick 12-minute flight to a more immersive 45-minute tour. Each tour takes you on a journey above the city's most iconic landmarks, such as Millennium Park, Navy Pier, and the Willis Tower.

One standout feature of the Chicago Helicopter Experience is the knowledgeable tour guides who lead each flight. These experts provide insight into the city's history and architecture, making your tour more than just a scenic flight.

The helicopters themselves are top-of-the-line, with comfortable seating and large windows, providing optimal views of the cityscape below. The pilots are all FAA certified, ensuring a safe and enjoyable flight.

But be warned- this adventure isn't for the faint of heart. The feeling of soaring over the bustling city streets below can be exhilarating, making this experience perfect for adrenaline seekers.

The Chicago Helicopter Experience isn't just limited to sightseeing tours, though. They also offer specialty flights, such as a romantic sunset tour or a thrilling "doors off" experience.

Overall, the Chicago Helicopter Experience is a must-try for adventurous tourists and locals alike. So strap on your seatbelt and get ready for a truly unique and unforgettable experience in the sky.

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Escape Rooms

Escape
Source: www.choosechicago.com

Are you looking for an exciting and thrilling experience in Chicago? Look no further than escape rooms.

In an escape room, you and your team are given a challenge to solve a series of puzzles, riddles, and brain teasers to escape from the room. The rooms are designed to be immersive, with an engaging story and detailed decorations to create an atmosphere that will transport you to another world.

One of the best places in Chicago to try escape rooms is Fox in a Box. Located in downtown Chicago, Fox in a Box offers a variety of escape rooms that cater to different interests and skill levels. Some of their popular games include the Zombie Lab, where you must find a cure for a zombie outbreak, and the Prison Break, where you must escape from a high-security prison.

The escape rooms at Fox in a Box are designed to challenge even the most seasoned adventure seekers, but they are also tailored to accommodate first-timers. The staff is helpful and friendly, providing you with hints and guidance if you get stuck or confused. You don't need any special skills or knowledge to play, just a willingness to work together and have fun.

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Tilt at 360 Chicago

Tilt
Source: www.enjoyillinois.com
Characteristic Description
Name360 CHICAGO
TypeObservation deck
WebsiteGo to website
Rating / Review count5.04 / 12,402
Address875 N Michigan Ave 94th floor, Chicago, IL 60611
Phone(888) 875-8439
HoursSaturday - 9 AM–11 PM
Sunday(Easter) - 9 AM–11 PM
Monday - 9 AM–11 PM
Tuesday - 9 AM–11 PM
Wednesday - 9 AM–11 PM
Thursday - 9 AM–11 PM
Friday - 9 AM–11 PM
Profiles           

Are you looking for a thrilling adventure in Chicago? Then you might want to try out Tilt at 360 Chicago. It's an experience that should not be missed for those seeking an adrenaline rush.

Tilt is a unique attraction that takes you to the top of the John Hancock Center in Chicago. It's a 1000-foot building with 94 floors. The building is one of the tallest in the world, and it's a popular landmark in the city. If you're looking for a breathtaking view of Chicago, there's no better place to be.

Once you reach the top of the building, you'll be taken to Tilt by elevator. Tilt is a glass-enclosed platform that tilts out of the building at a 30-degree angle. It's a fantastic experience that gives you a feeling of being suspended in mid-air.

The Tilt experience is not for the faint-hearted. It's an adventure that's sure to get your heart racing. As you tilt out of the building, you'll feel the rush of wind and the thrill of being suspended in the air. It's a fantastic experience that you'll never forget.

The Tilt experience is available every day from 9 am to 11 pm. The cost of the experience is $8 per person, and it's worth every penny. If you're planning a trip to Chicago, be sure to add Tilt to your itinerary. It's an adventure you won't want to miss.

In conclusion, Tilt at 360 Chicago is an adventurous experience that's perfect for thrill-seekers. If you're looking for a unique way to experience Chicago, then this should be on your bucket list. It's a breathtaking experience that you'll never forget.

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Kayaking on the Chicago River

Kayaking
Source: secretchicago.com

Chicago is a city that never ceases to amaze us. From the skyscrapers to the museums, it is a place that has something for everyone. However, if you are looking for something more adventurous to do in Chicago, then kayaking on the Chicago river might be just the thing for you.

One of the most popular spots to launch your kayak is from the Riverwalk. The Riverwalk stretches for nearly two miles along the south bank of the river and gives you access to some of the best views of the city's architecture. From here, you can paddle east towards Lake Michigan or west towards the Loop.

Another popular spot to launch your kayak is from the Ping Tom Memorial Park. This 17-acre park contains a pagoda, a fishing pier, and a boathouse that offers kayak rentals. From here, you can paddle through Chinatown and explore the city's diverse neighborhoods from the water.

If you are looking for a more guided experience, several tour companies offer kayak tours of the Chicago River. These tours range from one to three hours in length and provide you with an experienced guide who will point out the city's highlights along the way.

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Urban Adventure Quest Scavenger Hunt

Urban
Source: www.urbanadventurequest.com

If you are looking for an adventurous activity in Chicago, look no further than the Urban Adventure Quest scavenger hunt. This interactive and fun challenge takes participants through some of the most iconic and historic parts of the city, while solving clues and completing challenges along the way.

The scavenger hunt begins at a designated starting location, where participants will receive their challenge booklet and instructions. From there, the adventure is on, and participants are free to explore the city, solving clues and completing challenges at their own pace.

One of the best things about the Urban Adventure Quest scavenger hunt is that it can be tailored to any group or individual. Whether you are a family looking for a fun way to explore the city, a group of friends looking for a unique team-building experience, or even a solo traveler looking to see the sights in a fun way, this scavenger hunt is for you.

Some of the locations and landmarks that participants will encounter on the hunt include Grant Park, the Art Institute of Chicago, the Chicago Riverwalk, and the Magnificent Mile. Each location will have its own set of challenges and clues to solve, making the scavenger hunt both entertaining and educational.

The Urban Adventure Quest scavenger hunt is also a great way to get some fresh air and exercise, as participants will be walking and exploring the city for several hours. It is a particularly great activity for those who want to see the sights of Chicago but don't want to be stuck inside a museum or other attraction all day.

Overall, the Urban Adventure Quest scavenger hunt is an exciting and engaging activity that is perfect for anyone looking for a fun and adventurous way to explore Chicago. So gather your friends and family, put on your walking shoes, and get ready for an unforgettable adventure through the streets of Chicago.

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Chicago Riverwalk Bike Tour

Chicago
Source: www.choosechicago.com

If you're looking for an adventurous experience in Chicago, exploring the city's famous Riverwalk on a bike tour is an excellent idea. The Chicago Riverwalk, stretching from Lake Shore Drive to Lakeshore East, is a unique urban park that offers stunning views of the city's architecture and skyline along with incredible dining and shopping options.

The Bike Tour

The Riverwalk Bike Tour in Chicago is a three-hour guided experience, designed for riders of all levels, that showcases the city's history and culture. As you pedal along, you'll be able to take in the sights of some of the city's most iconic buildings, including the Wrigley Building, the Tribune Tower, and the Marina City Towers.

Along the way, you'll also learn about the city's rich history, including the Great Chicago Fire of 1871, the construction of the Willis Tower, and the founding of the city's famous Magnificent Mile shopping district. Your guide will be well-versed in Chicago's history and culture, and eager to share their knowledge with you as you ride.

The Benefits

Biking the Riverwalk offers a unique way to see the city and get some exercise at the same time. Chicago is a very bike-friendly city, with miles of bike lanes, so you can feel safe and comfortable as you ride. And because the Riverwalk is a pedestrian-only zone, you won't have to worry about competing with cars for space on the road.

Along with the exercise and the incredible views, the three-hour bike tour is also an excellent opportunity to explore Chicago's famous food scene. The tour includes stops at local restaurants and cafes, where you'll be able to sample some of the best food and drink that Chicago has to offer.

If you're eager to explore Chicago in a unique and adventurous way, a bike tour along the Riverwalk is an excellent choice. With stunning views, fascinating history, and delicious cuisine, this three-hour tour is an all-in-one experience that will leave you with unforgettable memories of the Windy City. Just be sure to wear comfortable shoes and dress appropriately for the weather, and get ready to pedal your way through one of America's most iconic cities!

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Exotic Driving Experience at Autobahn Country Club

Exotic
Source: www.thextremexperience.com
Characteristic Description
NameAutobahn Country Club
TypeCar racing track in Will County, Illinois
WebsiteGo to website
Rating / Review count4.8 / 148
Address3795 Centerpoint Way, Joliet, IL 60436
Phone(815) 722-2223
HoursSaturday - 7 AM–5 PM
Sunday(Easter) - 7 AM–5 PM
Monday - 7 AM–5 PM
Tuesday - 7 AM–5 PM
Wednesday - 7 AM–5 PM
Thursday - 7 AM–5 PM
Friday - 7 AM–5 PM
Profiles               

If you're looking for a thrilling experience in Chicago, look no further than the Autobahn Country Club. Located just 40 miles outside of the city, Autobahn offers an adrenaline-pumping exotic driving experience that will leave you feeling like a true race car driver.

The experience starts with a safety briefing and a review of the track layout. You'll then meet your instructor and pick out the car of your choice, which includes options like Audi R8s, Lamborghinis, and even a Ferrari 488 GTB.

Once you're suited up in a helmet, it's time to hit the track. Your instructor will be with you every step of the way, coaching you through the twists and turns of the course. The track at Autobahn is 3.56 miles long and features 21 turns, including a hairpin turn and a long straightaway where you can let loose and feel the power of the car.

During the experience, you'll have the opportunity to push yourself and the car to the limit, reaching speeds of up to 150 miles per hour. And don't worry if you're not an experienced racer - the instructors are there to help you navigate the track and get the most out of the car.

But the fun doesn't end when you finish your laps. Autobahn also offers a clubhouse with amenities like a bar and restaurant, as well as a pool and spa. It's the perfect way to unwind after an exciting day on the track.

If you're an adventurous thrill-seeker, the exotic driving experience at Autobahn Country Club is a must-do activity in Chicago. Book your experience today and get ready for a day of heart-pumping excitement.

Frequently asked questions

- Some popular adventurous activities in Chicago include kayaking or canoeing down the Chicago River, skydiving at iFly Indoor Skydiving, or taking a helicopter tour of the city.

- Yes, helicopter tours in Chicago are safe and operated by experienced pilots. Strict safety guidelines are followed, and passengers are provided with safety gear before the flight.

- Yes, anyone can participate in kayaking or canoeing down the Chicago River. Many rental companies offer guided tours for beginners and provide instructions on how to paddle and navigate the river safely. Life jackets are also provided for all participants.

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4 Comments

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Courtney Gates

I just got back from a trip to Chicago and let me tell you, there are so many adventurous things to do in the city. One of the highlights for me was visiting the Skydeck at the Willis Tower. It was such a thrilling experience standing on the glass ledge, 1,353 feet above the ground, and looking down at the city below. Another adventurous activity I did was kayaking on the Chicago River. It was a great way to see the city from a different perspective and get a little workout in too. Overall, Chicago is a city that is full of adventure and I highly recommend visiting if you're looking for some excitement!
Thank you for sharing your experience in Chicago! It sounds like you had an amazing time exploring the adventurous side of the city. The Skydeck at the Willis Tower is definitely a thrilling experience, and standing on the glass ledge must have been quite exhilarating. Kayaking on the Chicago River sounds like a fantastic way to get a different perspective of the city while also getting some exercise. I'm glad to hear that Chicago exceeded your expectations and provided you with plenty of excitement. Your recommendation has definitely piqued my interest and I look forward to exploring the adventurous side of Chicago myself in the future!
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Monica Trevino

I recently visited Chicago and had the most incredible time exploring all the adventurous things to do in the city. One of my favorite experiences was going on an architecture river cruise. It was so fascinating to learn about the history and architecture of the city while cruising along the Chicago River. Another adventurous activity I did was going on a bike tour of the city. I got to see so many iconic landmarks like Millennium Park and Navy Pier while getting some exercise. Chicago is definitely a city full of adventure and I can't wait to go back and discover even more!
Thank you so much for sharing your incredible experience in Chicago! It sounds like you had an amazing time exploring all the adventurous activities the city has to offer. The architecture river cruise sounds fascinating and I can imagine how captivating it must have been to learn about the history and architecture of the city while cruising along the picturesque Chicago River. The bike tour also sounds like a fantastic way to see the iconic landmarks of the city while staying active. It's wonderful to hear that Chicago has left such a lasting impression on you, and I'm sure there are many more exciting adventures waiting for you on your next visit!

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