When are you traveling?
Recommendations
Art & Culture Classes
Art Classes
Craft Classes
Dance Lessons
Painting Classes
Arts & Design
Architecture Tours
Art Galleries
Art Tours
Museums
Culture
Costume Dress Up Experiences
Cultural Tours
Historical Tours
Museums
Photography Tours
Pop Culture
Crime Tours
Ghost Tours
Movie Tours
Street Art Tour
Shows & Performances
Adults-only Shows
Cabaret
Comedy Shows
Dinner and Show Tickets
Family-friendly Shows
Fashion Shows
Musicals
Shows
Theater Shows
Active & Outdoor Classes
Dance Lessons
Art & Culture Classes
Art Classes
Craft Classes
Dance Lessons
Painting Classes
Food & Drink Classes
Cooking Classes
Coffee & Tea
Coffee Cruises
Desserts & Sweets
Chocolate Tours
Donut Walking Tour
Dining Experiences
Dinner
Dinner Cruises
Dinner and Show Tickets
Lunch
Lunch Cruises
Restaurants
Food & Drink Classes
Cooking Classes
Food Tours
Culinary Tour
Donut Walking Tour
Street Food Tours
Wine, Beer & Spirits
Beer & Brewery Tours
Active & Outdoor Classes
Dance Lessons
Extreme Sports
Skydiving
Fun & Games
Escape Rooms
In the Air
Helicopter Tours
Nature and Wildlife Tours
Aquariums
Nature Walks
On the Ground
Bike Rentals
Mountain Bike Tours
Scavenger Hunts
On the Water
Boat Rentals
Coffee Cruises
Dinner Cruises
Jet Boat Rentals
Lunch Cruises
Night Cruises
Power Boats
Sailing
Sightseeing Cruises
Speed Boat Rentals
Water Equipment Rentals
Holidays
Carnival
Christmas
Halloween
Mother's Day
Spring Break
Seasonal
Summer
Weddings & Celebrations
Honeymoon Packages
Amusement Parks
Theme Parks
Attractions & Museums
Aquariums
Art Galleries
Museum Tickets & Passes
Planetariums
Packages & Special Events
City Packages
Shows & Performances
Adults-only Shows
Cabaret
Comedy Shows
Dinner and Show Tickets
Family-friendly Shows
Fashion Shows
Musicals
Shows
Theater Shows
Cruises & Sailing
Coffee Cruises
Day Cruises
Dinner Cruises
Lunch Cruises
Night Cruises
Ports of Call Tours
Sailing
Shore Excursions
Sightseeing Cruises
Sunset Cruises
How to Get Around
Bike Rentals
Bike Tours
Bus Tours
Car Tours
Classic Car Tours
E-Bike Tours
Helicopter Tours
Limousine Tours
Luxury Car Tours
Mountain Bike Tours
Power Boats
Rail Tours
Rentals
Segway Tours
Self-guided Tours
Speed Boat Rentals
Walking Tours
Water Tours
Private and Luxury
Sightseeing Tours
Adventure Tours
City Tours
Hop on Hop Off Buses
Night Tours
Observation Decks
Private Sightseeing Tours
Sightseeing Cruises
Sightseeing Passes
Skip the line Tickets
Skyscrapers & Towers
Tours by Duration
Day Trips
Full-day Tours
Half-day Tours
Multi-day Tours
Services
Photo Shoots
Shopping Tours
Transfers
Airport & Hotel Transfers
Port Transfers
Transportation
Bus Services
Private Drivers
Transportation Rentals
Transportation Services
Price
Duration
Time of Day
RatingClear
Specials
Local Experiences in Chicago
The Windy City is a destination of icons—famous foods, sports teams, architectural wonders, and historic blues bars. It’s a multifaceted metropolis with a lot going on, both on and off the tourist path. Here are a few ways to experience Chicago like a local.
Highlights
Hit the waters of Lake Michigan during a private sailing excursion along Chicago’s stunning lakefront.
Explore Chicago’s top-notch craft beer scene with a ride on the Brewery Barrel Bus.
Grab a paddle and go kayaking at twilight to watch the fireworks over Navy Pier.
Skip the line at one of Chicago’s top museums, including the Art Institute of Chicago, Alder Planetarium, Museum of Science and Industry, or Field Museum.
Indulge in a favorite Chicago pastime—retail therapy—with a shop and spa tour along the Magnificent Mile.
Rent a bike and hit the pavement for a self-guided tour of Chicago’s vibrant and diverse neighborhoods.
10 Tours and Activities
30 Minute Lake Michigan Speedboat Ride
179
Zoom along the shoreline of Lake Michigan, zipping past famous landmarks as you go, during this exhilarating speedboat ride in Chicago. Climb aboard your 2,000-horsepower speed boat at Navy Pier, then hang on for the ride of a lifetime, as you zip past famous attractions like the Willis Tower, Grant Park, and Buckingham Fountain, pausing to learn a little about the history and architecture of the Windy City along the way.
…More
From
$39.21
From
$39.21
Chicago Premier Dinner Cruise on Lake Michigan
192
Take a gourmet dinner cruise on a high-end luxury yacht with the stunning skyline of Chicago serving as your backdrop. Climb aboard your recently renovated vessel, featuring a sumptuously-appointed rooftop lounge and stylish interior design, for your cruise along Lake Michigan. Then sit down for a 3-course dinner, informed by some of the world’s top celebrity chefs and composed of fresh ingredients cooked right on-board. After dinner, enjoy coffee and tea, captivating views of Chicago landmarks like the Willis (formerly Sears) Tower and Navy Pier, plus musical entertainment provided by the onboard DJ.
…More
From
$180.18
From
$180.18
Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
31
If you’ve ever dreamed of sailing away on your own private sailboat, this is the perfect excursion for you. You and up to five other invited guests will have the exclusive use of a sailboat, complete with captain and crew for the duration of your tour. Sail on Lake Michigan and enjoy the sights of Chicago’s striking skyline. If you want, you could even take a turn at the helm.
…More
From
$427.28
per group
From
$427.28
per group
Field Museum of Natural History Admission Tickets
196
Delve deep into the world of natural history with this Field Museum admission ticket in Chicago. Spend as long as you like exploring the museum's collection of more than 26 million artifacts. Get to know SUE, the world's largest T. Rex, or stroll through the sparkling Hall of Gems. Time travel through 13,000 years of history in the Americas, from the Ice Age to Inca and Aztec temples. Take advantage of the free daily tours, led by Field Museum docents.
…More
From
$27.00
From
$27.00
Chicago Craft Brewery Barrel Bus Tour
100
Learn about Chicago’s brewpub scene and taste different types of craft beer on this guided brewery tour. Visit unique breweries for craft beer samples plus an additional brewing production facility for an in-depth tour. Discover the science behind the brewing process, complete with step-by-step procedures, and enjoy plenty of beer samples throughout the tour. Round-trip transportation in a Prohibition-era-styled barrel bus is included.
…More
From
$99.60
From
$99.60
Blue Man Group at the Briar Street Theater in Chicago
105
Enjoy a performance of the legendary Blue Man Group, one of Chicago’s longest-running shows, at the Briar Street Theater. This worldwide performance troupe, whose hilarious and quirky show has earned them raves in cities around the world, has recently updated their performance with new technology. Experience the group’s gigantic tablet, the “GiPad,” as you enjoy the laugh-inducing antics, stunning visuals and high-tech stage show of this ever-changing, family friendly show. Your ticket purchase also includes a choice of seating options and show times.
…More
From
$56.69
From
$56.69
LEGOLAND Discovery Center Chicago Admission Ticket
73
Bring the kids to LEGOLAND® Discovery Center in Schaumburg for a day of brick-building adventure. With 30,000-square-feet of space this family-friendly attraction has activities for everyone: from an interactive pirate-themed playland to a factory tour where you can actually see how LEGO bricks are made. There's even a mini replica of famous Chi-town landmarks made from nearly 2-million LEGO pieces.
…More
From
$26.92
From
$26.92
Skip the Line: American Writers Museum Admission Ticket
46
Immerse yourself in American literary traditions, and enjoy a host of interactive exhibitions, during a visit to Chicago’s one-of-a-kind American Writers Museum. Conveniently located on Michigan Avenue, the museum was established in 2017, and is one of the city’s newest highlight institutions. Guarantee your admission, and prevent any travel hassles, by securing your tickets in advance. Once inside, you’ll have time to explore at your own pace.
…More
From
$14.00
From
$14.00
Chicago Full Day Bike Rental
41
Discover Chicago's many delights from the comfort of two wheels. Simply pick up your full-day bike rental with lock, map and helmet and start exploring, either solo or with friends. Make your way through Millennium Park and to historic Wrigley Field, stop for a visit at Navy Pier or spend a couple hours watching sea turtles, penguins and even a piranha at Shedd Aquarium. You get to tour Chicago independently at your own pace and leisure without having to deal with parking or public transit.
…More
From
$109.99
From
$109.99
Volo Auto Museum: Admission Ticket
21
Take a stroll through the history of automobiles at the Volo Auto Museum, just outside Chicago. Car enthusiasts, families, and history buffs will all find something fascinating to discover at the museum. It is spread over 35 acres, with 33 exhibits to explore. See the classic cars, vintage bikes, exhibits devoted to trains, military vehicles, campers…even Batmobiles and Mickey Mouse.
…More
From
$19.95
From
$19.95