Activities & Tours: Illinois

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich history and architectural heritage features highlights from Wendella's full-length architecture tours. Hop aboard our world class vessels as our local authentic tour guides showcase our amazing city.

...More

based on 994 reviews

See Details → Duration :45 minutes
From $28

Chicago: Gangsters and Ghosts Walking Tour

Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right from the locations that started it all? This tour visits the locations frequented by some of Chicago's most notorious gangsters along with many of the most haunted locations in Chicago! You can get the best of both worlds with this 2 in 1, history-based guided walking tour of Chicago’s gangsters and ghost stories, right from the famous Chicago Loop Vice District! Tour departs from 71 E Wacker Drive.

...More

based on 5598 reviews

See Details → Duration :2 hours
From $35

Chicago Crime and Mob Bus Tour

Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Walking tour paths explore historic crime scenes with great photo opportunities. True crime stories about Chicago Gangster Al Capone, The Untouchables, The Chicago Mob, Prohibition, John Dillinger, Frank “The Enforcer” Nitti, Cap George Streeter, Leopold & Loeb, H.H. Holmes and more. Visit historic landmark buildings like: The Biograph Theater, Holy Name Cathedral, Cook County Criminal Court House, Harry Caray’s Italian Steakhouse, etc. Tour famous Chicago neighborhoods: Streeterville, River North, Gold Coast, Lincoln Park, Old Town, Loop and Magnificent Mile. Locals and tourists agree that this educational and entertaining thing to do in Chicago is a unique cultural experience.

...More

based on 2319 reviews

See Details → Duration :130 to 2 hours
From $49

Chicago River Cocktail Cruise

When in Chicago, cruising down the Chicago River is a must. Except with us, you’ll be taking in the architecture of the buildings that line the beautiful river. We provide detailed explanations of the construction and history of over 50 significant buildings, wrapping up at the end of the river. The Chicago River Cocktail Cruise allows you to experience an architecture tour with a cocktail in your hand! Your cruise includes either one or two drinks, with your choice of premium spirits, beer, or wine. Additional drinks are available for purchase.

...More

based on 12 reviews

See Details → Duration :1 hours 30 minutes
From $59

Chicago in a Day: Food, History and Architecture Walking Tour

Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some of the city’s greatest hits: incredible architecture both old and new, delicious local treats and iconic Chicago dishes, a uniquely Chicago transit ride, stunning river views and much more!

...More

based on 735 reviews

See Details → Duration :5 hours
From $131.54

Chicago Gangster and Food Walking Tour

Taste some of Chicago's most iconic foods while walking through one of the Prohibition Era’s most fashionable and notorious neighborhoods. Sample prime steak, deep dish pizza and the world famous “Chicago hot dog" while treading the streets of Capone’s closest friends and dreaded enemies. Even visit an old tunnel used by prohibition gangsters in the basement of one of the establishments! Learn about Chicago's world famous cuisine and the gangsters who ate it all in one special unique tour!

...More

based on 285 reviews

See Details → Duration :2 hours
From $75

2-Hour Guided Segway Tour of Chicago

2 hours of being a kid again!!! Take a Segway tour with us and discover how beautiful Chicago truly is. Ride through some of Chicago's most popular destinations with an experienced guide. We will glide through scenic and historic downtown Chicago and explore the beautiful Grant Park, around the Buckingham Fountain, near the Museum Campus and near the lakefront. Or take our Riverwalk tour to explore the Chicago River to view Navy Pier and famous Chicago bridges, traveling up historic Michigan Avenue and passing by Millennium Park. No matter which tour you choose, it will be a memory lasting a lifetime!

...More

based on 335 reviews

See Details → Duration :2 hours
From $65

Field Museum of Natural History Admission Tickets

Explore over 40 million artifacts, including SUE, the world’s largest, most complete T. rex ever discovered! Discover 23 mummies in a recreated Egyptian tomb, our dazzling Gem Hall or journey to the powerful Aztec empire! Meet Maximo our newest titanosaur at over two stories tall! The health of our guests and staff is always our top priority and we welcome you back to safely explore nearly half a million square feet of open gallery space.

...More

based on 323 reviews

See Details → Duration :4 hours
From $27

Chicago City Minibus Tour

Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early skyscraper "The Rookery" (Frank Lloyd Wright architecture), Museum Campus (for the BEST skyline view in town) and The Buckingham Fountain. You'll also see The Magnificent Mile, Lincoln Park, The Chicago River, Millennium Park, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical and informational and at times humorous commentary about the area and its many attractions. The small-group atmosphere with maximum of 10 people ensures a more personal experience.

...More

based on 244 reviews

See Details → Duration :2 hours
From $47.95

Private 45-Minute Chicago Skyline Helicopter Tour

This tour is unique as it offers the ability for you and two of your friends or family (a total of 3 passengers) to experience what it is like to fly over the city of Chicago on a 45 minute thrill seeking guided tour. The price is the total for all 3 passengers (saving you money compared to other operators who charge per person.)

...More

based on 109 reviews

See Details → Duration :45 minutes
From $849

Chicago Architecture Walking Tour: Dazzling Interiors of the Loop

Explore some of the most stunning interior spaces you’ll ever see – spaces you’d surely pass by without a second glance if you weren’t shown them by a seasoned, in-the-know tour guide. Ranging from stained glass mosaics from the turn of the century to soaring Art Deco spaces from the Roaring 20s, these spaces are some of the most beautiful in the city -- and open to us to explore!

...More

based on 809 reviews

See Details → Duration :2 hours
From $35

Chicago's Secret Interiors Architectural Tour

Embark on a unique journey with our Chicago architecture tour, where we unveil the city's exterior marvels and its lesser-known, stunning interior wonders. Led by experts, you'll explore hidden treasures such as intricate domes, dazzling mosaics, and exquisite craftsmanship seldom seen by the public eye. Discover the ingenious solutions architects and engineers devised to overcome structural and lighting challenges, aiming to leave an indelible mark on the city's skyline. As we navigate through the iconic edifices of Chicago's Loop, immerse yourself in the rich narratives of magnates, miscreants, and stars who frequented these spaces in the Gilded Age and Roaring Twenties. Join us for an unparalleled architectural adventure.

...More

based on 49 reviews

See Details → Duration :2 hours
From $29

Field Museum of Natural History All-Access Pass

Delve deep into the world of natural history with this Field Museum All Access Pass in Chicago. Your pass includes access to all ticketed exhibitions. 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. Don't forget to meet Maximo, the museum's newest titanosaur at over two stories tall!

...More

based on 100 reviews

See Details → Duration :1 to 8 hours
From $41

Art Institute of Chicago Skip-the-Line Guided Museum Tour

The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2.5 hour exclusive guided museum tour, you’ll be able to skip the line and explore it’s most famous pieces with the help of an engaging guide who will lead the way. Highlights Generally Include: (if artwork is not on loan or being restored etc.) Paris Street, Rainy Day by Gustave Caillebotte Sunday on La Grande Jatte - Georges Seurat Sky Above Clouds - Georgia O'Keefe Nighthawks - Edward Hopper A Picture of Dorian Gray - Ivan Albright America Windows - Marc Chagall The Old Guitarist - Pablo Picasso Inventions of Monsters - Salvador Dali Four Mona Lisas - Andy Warhol

...More

based on 144 reviews

See Details → Duration :2 hours 30 minutes
From $132.5

360 Chicago Observation Deck Sip and View Ticket

360 CHICAGO Observation Deck sits 1,000 feet over Chicago’s legendary Michigan Avenue. Located on the 94th floor of 875 N. Michigan (formerly the John Hancock Center), 360 CHICAGO gives you the opportunity to experience what 'Travel & Leisure Magazine' voted one of the best views in America. 360 CHICAGO’s concourse level includes an interactive exhibit highlighting the history of Chicago and the vibrant cultures and businesses across Chicago neighborhoods. Explore Chicago beyond downtown after watching a short documentary titled 3 of 77 featuring an immersive view of three Chicago neighborhoods. While taking in the views enjoy a beverage from the newly renovated CloudBar. Serving up iconic Chicago snacks, like Garrett’s popcorn, and neighborhood-inspired cocktails with local brewery, Moody Tongue on tap. Guests receive one beverage from the Sip Menu with their ticket. *TILT not included in the purchase of your general admission ticket. MUST UPGRADE ON SITE.

...More

based on 17 reviews

See Details → Duration :2 hours
From $43.5

Activities & Tours: Illinois

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Chicago: Gangsters and Ghosts Walking Tour

Chicago Crime and Mob Bus Tour

Chicago River Cocktail Cruise

Chicago in a Day: Food, History and Architecture Walking Tour

Chicago Gangster and Food Walking Tour

2-Hour Guided Segway Tour of Chicago

Field Museum of Natural History Admission Tickets

Chicago City Minibus Tour

Private 45-Minute Chicago Skyline Helicopter Tour

Chicago Architecture Walking Tour: Dazzling Interiors of the Loop

Chicago's Secret Interiors Architectural Tour

Field Museum of Natural History All-Access Pass

Art Institute of Chicago Skip-the-Line Guided Museum Tour

360 Chicago Observation Deck Sip and View Ticket

Partner Resources

How it works

Travel

Insurance

Adventure

Contact