For those looking for adventures in Chicago, the Windy City has so much more to offer than deep-dish pizza and architecture tours. Adrenaline seekers of all kinds will have no trouble finding an experience to get their hearts pumping! And this curated list features some of the most adventurous things to do in Chicago!
Soar above the skyscrapers, race across the water, or get competitive with your friends on your Windy City adventure.
Start your Chicago adventures 1,030 feet above the Magnificent Mile at TILT. This one-of-a-kind thrill ride slowly tilts you outward at a 30-degree angle with nothing to block your face-first view of Chicago's skyline. There’s nothing like the rush (or the views) you’ll get when you’re looking down at the city from the 94th floor.
Ditch the leisurely stroll along Navy Pier and head out for a thrilling speedboat tour with Seadog Cruises. Choose from several available tours, including the Extreme Thrill Rides tour that zips across Lake Michigan at up to 45 mph. Tours are available daily throughout the warmer months. Just be sure to pack some extra clothes in case things get a little wet!
Challenge yourself to a climb year-round at one of Chicago’s many climbing gyms. In the winter, find a gym that works for your skill level and location with a quick search for nearby climbing gyms. In the summer months, check out the Climbing Wall at Maggie Daley Park. The unique bouldering and climbing structures at the park were custom-designed for all skill levels to enjoy.
Go on an urban paddling adventure designed by Chicago locals with Urban Kayaks. You’ll explore the city from a totally different perspective with guided tours and fully-equipped rentals. Add even more excitement to your water-front experience when you book a sunset or twilight tour. All skill levels are welcome to choose between lakefront or riverwalk locations during warmer months.
Adventurous couples and small groups can choose to tour the skyline from above with Fly Heli in Chicago. Choose from a variety of daytime flights for a bird’s-eye view of the city and Lake Michigan, or hop on a nighttime tour to see the city lights. Be sure to book the Chicago Christmas Lights Tour during the Christmas season, or schedule the Marry Me Helicopter Experience for an unforgettable proposal!
The Forge: Lemont Quarries was voted one of the one of the 10 best aerial adventure parks in the United States and is located just outside Chicago in Lemont, IL. The 300-acre park includes ziplines, climbing walls, and ropes courses. Plan an adventurous day out with the whole family at The Forge, where you’ll find activities for all ages and skill levels
What exciting game combines elements of bumper cars, lacrosse, and basketball to create one of Chicago's most unique indoor adventures? Whirlyball, of course! This fast-paced team sport will get your adrenaline pumping and keep you laughing the whole time. Enjoy delicious food and drinks at the on-site restaurant while you’re waiting for your adventure to begin.
During winter months, take your Chicago adventure to the ice! Book some time on one of the many outdoor and indoor rinks in the city, or challenge yourself on the quarter-mile skating ribbon at Maggie Daley Park. You’ll navigate curves and changes in elevation on this winding, frozen path. Skate rentals are available on-site. Be sure to book your skating time ahead for this popular winter adventure.
Book the ultimate stress-relieving adventure at the Purge Rage Rooms at Kanya Lounge. Safely smash everything from bottles to printers in controlled demolition zones. You’ll be sure to get your adrenaline fix while letting off some steam in one of the three custom-made rage rooms.
During the summer months, rent a jet ski from Jet Ski Chicago and zoom across Lake Michigan for an extra dose of adrenaline. Race along the shoreline and see views of Chicago's skyline from the water. Drivers must be 18 years old and up, but children that are at least 42 inches tall can ride as passengers.
Extreme thrill-seekers looking for one of the most adventurous things to do in Chicago can take the ultimate leap from 13,500 feet with Skydive Chicago in nearby Ottawa. On clear days, you’ll be able to spot the Chicago skyline during your jump while experiencing the pure adrenaline rush of a freefall. First-time skydivers will receive thorough training before being securely harnessed to an instructor for an unforgettable adventure in the skies over Illinois.
Adventure seekers of all ages can bounce, flip, and soar at Altitude Trampoline Park. Test your trapeze skills over a soft foam pit, challenge friends to extreme dodgeball, or balance your way across the log roll. Be sure to check out special events like glow nights, or invite your friends to join you for a fun and adventurous birthday party.
Get your adrenaline pumping and compete with your friends at Bad Axe Throwing in the West Loop. Trained axe coaches will teach proper technique for a fun and safe adventure. Walk-ins are welcome, but it’s a good idea to book a lane in advance, especially on weekends. Food and drinks are available on-site.
Put your problem-solving skills to the test under pressure at the Chicago Escape Room Adventures. You and your friends will be trapped in themed rooms where you'll need to solve puzzles and decode clues in order to escape. Coordinate a prison break or pull of a heist before time runs out!
Get your heart racing and start planning your next Chicago adventures now! Book your tickets to experience TILT at 360 CHICAGO and get ready for an unforgettable adrenaline rush.
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