Chicago Things to Do

Chicago Things to Do

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Cruise around Lake Michigan or see Chicago’s famous and historic architecture with Shoreline Sightseeing. No matter which cruise experience you choose, you’re in for an exciting time. Tours include professional narration, snacks and beverages available for purchase, and unparalleled views of Chicago. Each touring vessel has been custom crafted to ensure the safety and security of passengers. Details
1 Reviews
$28.34 $24.80
You Save: $3.54
One of the country’s longest-running dinner attractions, Medieval Times Dinner and Tournament Illinois, offers a fun and exciting way to enjoy a feast with family or friends. Guests can enjoy a banquet-style four-course feast (without silverware) while watching six brave knights compete in skill games atop their beautiful Andalusian stallions. Details
1 Reviews
$65.95 $57.44
You Save: $8.51
Bring your pooch sightseeing on Mercury's Canine Cruise, a dog-friendly boat tour in Chicago! The breathless sights, cool breeze, and educational commentary will keep you entertained as you take the city from the perspective of the river and lakefronts. There's truly nothing like cruising on the water with your best friend! Details
1 Reviews
$44.00
There’s nothing more magical than Chicago during the holiday season. Embark on a walking tour through Chicago’s most festive neighborhoods and restaurants. Sample the city’s best pizza while marveling at sights and decorations along the Magnificent Mile, strolling through Christkindlmarket, and sipping on the Windy City’s best craft beer. It’ll be a holiday season unlike any other! Details
1 Reviews
$69.99 $64.99
You Save: $5.00
Discover a world of creativity, excitement and fun at LEGOLAND® Discovery Center Chicago! Build, play and learn with your family and friends in Chicago’s only two-story LEGO ultimate experience. With 12+ attractions, including a 4D cinema and a jaw-dropping Miniland Chicago cityscape, there’s something for everyone at LEGOLAND in Schaumburg. Details
1 Reviews
$24.99 $22.00
You Save: $2.99
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 35% on several different hotspots, including Adler Planetarium, Art Institute of Chicago, Field Museum, and Museum of Science and Industry. Details
2 Reviews
$64.00
Discover as many sites as you can with this All-Inclusive Go City Chicago Pass. With the Chicago Go Pass, you can enjoy a variety of attractions for guests of all ages and interests, including museum admission, theater tours, and sightseeing trips. Save money and plan your adventure through Chicago's urban jungle with this one of a kind passport! Details
1 Reviews
$114.00
This scenic Chicago riverboat tour will surround you with Chicago’s cityscape, modern architecture, and historic buildings. Guided by local experts, passengers learn about Chicago’s vast history, notable citizens, and iconic buildings, including Willis Tower, Aon Center, John Hancock Building, and more. Ideal for the whole family, this cruise is the best way to maximize your time in the city. Details
1 Reviews
$44.00
In the heart of downtown Chicago, the Writers Museum on Michigan Avenue walks you through centuries of American history & culture from the writers' perspective. The American Writers Museum-Chicago is the only museum devoted to diverse US writers and writings, with fun multi-sensory exhibits to celebrate the past and promote the future of American literature! Details
$14.00
Experience the Windy City’s iconic sights with a Big Bus Chicago hop on hop off tour and explore the city at your own pace. Enjoy panoramic top-deck views of iconic skyscrapers and Lake Michigan, and hop off to explore the Magnificent Mile, Field Museum, Adler Planetarium, and more. Download the free Big Bus app for routes and real-time tracking. Details
1 Reviews
$54.00
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 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
4 Reviews
$46.00 $43.00
You Save: $3.00
To say that the bald, brilliant and hilarious blue men march 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. To truly understand the hype over the Blue Man Group in Chicago, you have to see it for yourself! Details
7 Reviews
$67.88
Embark the bike tour that’s been recognized by National Geographic, USA Today, and the Associated Press. This leisurely bike tour of Chicago’s Near North Side neighborhoods will captivate you as you view the skyscrapers, visit Lincoln Park, and bike along the Lakefront Trail. Bring a camera along for the ride so you can capture these memories for a lifetime. Details
1 Reviews
$49.99
Experience one of the world's greatest museums with an expert tour guide! This skip-the-line guided tour explores major artworks and hidden gems from the expansive Art Institute of Chicago collection, which can be overwhelming to explore on your own. The tour begins half an hour before the museum opens allowing you to stroll among the galleries at a leisurely pace. Details
1 Reviews
$111.00 $105.00
You Save: $6.00
Explore the best of Chicago's architecture scene! This guided tour begins with a bird’s-eye view from the Skydeck at Willis Tower, then back to street level with a walking tour of the Loop, and finishes with a relaxing architecture river cruise. An expert local guide provides an insider’s look at legendary skyscrapers, Art Deco architecture and hidden gems. Details
1 Reviews
$125.00
Hop on your bike and get ready for a tasty tour through Chicago’s most diverse and delicious neighborhoods. You’ll stop at local eateries loved by locals all while learning about Chicago’s history, notable landmarks, and restaurants. This four-hour tour includes all food and beverages, along with bikes to ride if you don’t have one. Details
1 Reviews
$84.99
Get ready to sample Chicago’s iconic food, including deep dish pizza, the original chocolate brownie, and local craft beers. This walking tour brings you around to some of the most renowned restaurants and bars in the city. Along the way, you’ll come across Chicago’s landmarks, well-known neighborhoods, and historic spots. This tour is not recommended for kids under the age of 17. Details
1 Reviews
$74.99
For authentic cuisine with a rich history, embark on a Chinatown food and walking tour with Bobby’s Bike Hike, America’s longest running city bike tour company. As you stroll through Chinatown’s neighborhoods on this 2.5-hour tour, you’ll sample Cantonese dim sum and tea, try Portuguese-Chinese baked goods, and so much more. Plus, you’ll learn about the history behind the cuisine and culture. Details
1 Reviews
$62.99
Operated by Bobby’s Bike Hike, America’s longest running city bicycle tour company, this 2.5-hour bike tour brings you around to Chicago’s greatest landmarks and sights. You’ll see everything from Museum Campus to Cloud Gate, and Grant Park to Buckingham Fountain. If you’re looking to maximize your time in Chicago while staying active, this is the perfect tour for your trip. Details
1 Reviews
$49.99
Discover the largest interactive historical museum in the U.S at Medieval Torture Museum Chicago. Guests will explore some of the world's most elaborate torture devices, instruments, and execution collections. This interactive museum is not for the faint of heart. Do you have the courage to endure a visit to this unique exhibit? Details
1 Reviews
$33.59
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
1 Reviews
$51.00 $47.00
You Save: $4.00
See Chicago from the ground up and from way up high on this private Chicago walking tour! Discover more about The Windy City while taking advantage of all the city has to offer– including the expansive trails of Millennium Park, the opulent stores on Magnificent Mile, unique art and architecture that defines the city, and a stunning view of the Chicago skyline. Details
1 Reviews
$502.00

Chicago has tons of things to do for all ages and all interests. Take a sightseeing tour of the city to enjoy some of the architectural marvels and famous spots around town. Get the best views of the city by zooming up to 360 Chicago. There are also world-class museums to explore, like the Art Institute of Chicago and The Field Museum. Of course, attending a performance at one of Chicago’s historic theaters is also a great way to spend an evening in Chicago. Be sure to buy Chicago show tickets early to get the best seats!