Chicago Things to do

Chicago Things to do

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Climb aboard a state-of-the-art helicopter and get ready to see the Windy City from an entirely new perspective. Soar high above the city in a daytime, evening, or twilight tour for remarkable views of the Chicago cityscape. Watch the city shine below while you learn about city landmarks, history, notable events, and more. Details
TripAdvisor user rating 4.50 out of 5
479 Reviews
$158.00 $150.00
You Save: $8.00

Medieval Times Dinner and Tournament Illinois

Medieval Times Dinner and Tournament Chicago/Schaumburg Castle • Schaumburg, Chicago
One of the country’s longest-running dinner attractions, Medieval Times Dinner and Tournament Illinois offers a fun and exciting way to enjoy a meal with family or friends. Guests can enjoy a hearty four-course meal, served banquet-style (without silverware), while watching as six brave knights compete in games of skill atop their beautiful Andalusian stallions. Details
TripAdvisor user rating 4.00 out of 5
945 Reviews
$61.95 $49.94
You Save: $12.01
Immerse your family into one-of-a-kind LEGO® exhibits, rides, 4D theaters, and so much more at the LEGOLAND® Discovery Center in Chicago. Tour the LEGO® factory, ask a pro builder all of your questions, and build to your heart’s desire! From the DUPLO Village to MINILAND Chicago, there’s so much to explore. With 11+ attractions to enjoy, it’s fun for the whole family. Details
TripAdvisor user rating 3.50 out of 5
1520 Reviews
$20.50 $17.49
You Save: $3.01

Blue Man Group Chicago

Briar Street Theatre • Chicago, Northern Illinois
To say that the bald, brilliant, and hilarious Blue Man Group marches to the beat of their own drum is an understatement. This loud, bright, and over-the-top show filled with technology, sensory theatrics, comedy, music, and hijinks is the perfect form of entertainment for the entire family. To truly understand the hype over the Blue Man Group, you have to see it for yourself! Details
TripAdvisor user rating 4.50 out of 5
1118 Reviews
$69.50 $54.50
You Save: $15.00
Chicago Crime Tours offer luxurious 90-minute tours of the Windy City, revealing some of its darker history of infamous criminals and gangsters. Guests can ride comfortably in a luxury, climate-controlled bus while learning about Al Capone, John Dillinger, Terrible Tommy, and more, while seeing famous crime scenes, like the Biograph Theatre, Clark Street Bridge, Holy Name Cathedral and more. Details
TripAdvisor user rating 4.50 out of 5
1034 Reviews
$36.24

Chicago Day Bike Tours

Fat Tire Tours • Chicago, Northern Illinois
Hop on a bike and pedal from Grant Street to Lincoln Park! This tour takes you through eight prestigious neighborhoods and makes numerous stops for incredible photo opportunities. You will hear the history of Chicago from a knowledgeable guide as you appreciate the stunning city architecture and beautiful lakefront. This tour is a fantastic way to see Chicago’s most famous sites! Details
TripAdvisor user rating 5.00 out of 5
13 Reviews
$42.51

Chicago Evening Segway Tour

City Segway Tours • Chicago, Northern Illinois
Enjoy the thrill of riding a Segway while observing the beautiful sunset over Chicago’s most famous sites including Grant Park, Buckingham Fountain, Lake Michigan Lakefront. and the Museum Campus. A knowledgeable guide will keep you on your toes with fun facts and history along the way. The city skyline at nightfall is truly a spectacle to behold! This experience is a great way to spend an evening with friends and family. Details
TripAdvisor user rating 5.00 out of 5
925 Reviews
$70.85

Chicago Fireworks Segway Tour

City Segway Tours • Chicago, Northern Illinois
Hop on a Segway and glide to an exclusive viewing location for the Navy Pier's famous evening fireworks show. Not only will you beat the crowds and have a perfect vantage point, but you will also get a sightseeing experience on the way. Visit Buckingham Fountain, the Lake Michigan Lakefront, Monroe Harbor, and many other famous sites. Once the show is over, your guide can help you find the perfect nightcap. Details
TripAdvisor user rating 5.00 out of 5
925 Reviews
$76.30
An affordable and convenient way to see some of the best attractions Chicago has to offer, the Chicago Explorer Pass offers exclusive discounted rates for up to 30 days after its first use. Guests can enjoy saving up to 40% on several different hotspots, including Adler Planetarium, Art Institute of Chicago, Field Museum and Museum of Science and Industry. Details
$135.00 $81.00
You Save: $54.00

Chicago Sunset Bike Tour

Fat Tire Tours • Chicago, Northern Illinois
Enjoy a leisurely bike ride through the city as the daylight dips below the horizon on the Chicago Sunset Bike Tour! You will see iconic sites like never before as beautiful setting rays create a colorful display of light. This sightseeing experience offers incredible Skyline views and visits many hidden gems of the city. Riding a bike is the most pleasant way to travel around Chicago and is fun for all ages! Details
TripAdvisor user rating 5.00 out of 5
13 Reviews
$42.51

Historic Chicago - South Side Tour

Gray Line Chicago • Chicago, Northern Illinois
TripAdvisor user rating 3.00 out of 5
272 Reviews
$34.95

Historic Chicago Walking Bar Tour

Chicago Detours • Chicago, Northern Illinois
Presented by Chicago Detours, Historic Chicago Walking Bar Tour offers a 2.5-hour experience sampling some of the area’s best eats and drinks, seeing the beautiful architecture and learning about its history from the Prohibition era. Highlights include Tribune Tower, the famous Billy Goat Tavern, a 19th-century mansion, a former historic jazz club and speakeasy, Magnificent Mile and more. Details
TripAdvisor user rating 5.00 out of 5
721 Reviews
$36.00

Inside Chicago - Grand Tour

Gray Line Chicago • Chicago, Northern Illinois
TripAdvisor user rating 3.00 out of 5
272 Reviews
$52.95
Step into the lives of Chicago’s most notorious criminals as you embark on this nighttime tour. From the comfort of an air-conditioned bus, you’ll encounter iconic crime scenes and historic bars. Drinks are not included. On this 2.5-hour luxury bus tour through the streets of Chicago, you’ll learn about everything from the legendary Al Capone to the St. Valentine’s Day Massacre. Details
TripAdvisor user rating 4.50 out of 5
1034 Reviews
$40.82

Odyssey Chicago River

Entertainment Cruises • Chicago, Northern Illinois
Enjoy a delicious multi-course meal made from fresh ingredients as you sail the beautiful Odyssey Chicago River! See the city's most iconic buildings, and learn fun facts and history along the way. If you want a luxurious Chicago journey that is both entertaining and relaxing, this cruise is for you! With brunch, lunch, and dinner cruises available, you can choose the itinerary that works best for your schedule. Details
TripAdvisor user rating 5.00 out of 5
66 Reviews
$169.86 $148.62
You Save: $21.24

Scenic Chicago - North Side Tour

Gray Line Chicago • Chicago, Northern Illinois
TripAdvisor user rating 3.00 out of 5
272 Reviews
$34.95
Offered by Spirit Cruises, the Spirit of Chicago features a breathtaking experience for guests to view the beautiful Chicago skyline while dining, drinking and dancing at sea. The cruise ship provides a rooftop lounge, three climate-controlled interior decks with stunning panoramic windows, a live DJ and spacious dance floors, full-service bars and a delicious meal fit for any palate. Details
TripAdvisor user rating 4.00 out of 5
441 Reviews
$81.46

The Escape Game Chicago

Chicago, Northern Illinois
You’re trapped in a room with your closest friends and family. There’s 60 minutes on the clock and a world of puzzles to solve before you can escape. Do you think your group can band together to beat the clock? At Escape Game Chicago, you can choose from different themed rooms including a heist scenario and a jailbreak. Use your teamwork and communication skills to beat the challenges and escape! Details
TripAdvisor user rating 5.00 out of 5
2549 Reviews
$35.99 $33.99
You Save: $2.00

Two Hour Chicago Segway Tour

City Segway Tours • Chicago, Northern Illinois
Segway is the newest trend when it comes to touring because you can cover more ground. Plus, it’s just plain fun! You will have numerous Instagram-worthy photo opportunities as you travel to the best spots in Chi-Town including Grant Park, Buckingham Fountain, the Crown Fountain, and so much more! Your knowledgeable guide will reveal interesting facts and history of Chicago along the way. Details
TripAdvisor user rating 5.00 out of 5
925 Reviews
$70.85