Illinois Best Tours and Activities

Chicago Walking Tour: Modern Architecture
Chicago Walking Tour: Modern Architecture
         
Chicago, IL
2 hours
from 18 USD
Explore Chicago's international, modern and postmodern movements, from the powerful, minimalist work of Mies van der Rohe's to contemporary styles that incorporate new, environmentally-sustainable technology. A great 2 hour tour for architecture buffs as well as anyone with a simple interest in the buildings of Chicago.
Chicago Walking Tour: Historic Loop Skyscrapers
Chicago Walking Tour: Historic Loop Skyscrapers
         
Chicago, IL
2 hours
from 18 USD
Perhaps Chicago's most identifiable claim to fame resides in its architecture. The prototype of the modern industrial metropolis arose from the charred landscape left by the Great Fire of 1871. Many of Chicago's surviving buildings are the forefathers of the great modern skyscrapers and on this walking tour you will discover the historic beginnings of the Chicago School of Architecture and the earliest skyscrapers, built between the 1870s and the 1930s.>
Chicago Walking Tour: Art Deco Architecture
Chicago Walking Tour: Art Deco Architecture
         
Chicago, IL
2 hours
from 18 USD
Discover the opulent exteriors and interiors of the Roaring '20s Jazz Deco and the classic finishes of Art Moderne buildings in this 2 hour tour. Learn of Chicago's influence on the international Art Deco movement, and trace the history of lively architectural heritage.
Lake Michigan Sightseeing Cruise
Lake Michigan Sightseeing Cruise
         
Chicago, IL
30 minutes
from 20 USD
Admire all of Chicago's fabulous lakefront sights and attractions on this 30-minute Lake Michigan boat tour. Cruise along Lake Michigan and take in amazing views of the cities famous skyscrapers from a great vantage point. Feel free to bring a lunch and enjoy drinks from the onboard bar as you relax on this sightseeing cruise.
Chicago Pedway Walking Tour
Chicago Pedway Walking Tour
         
Chicago, IL
90 minutes
from 20 USD
Explore Chicago by following the heated tunnels, walkways and passages that connect the city's famous landmarks and buildings. Your comedic guide takes you on an interesting, informative and humorous walk while highlighting Chicago's well-known and lesser-known landmarks from a different perspective.
Chicago Walking Tour: Inside the Architecture of the Loop
Chicago Walking Tour: Inside the Architecture of the Loop
         
Chicago, IL
2 hours
from 26 USD
Get an in-depth look at Chicago Loop architecture on a walking tour that takes you inside landmark buildings in the design-rich city. Appreciate the interiors of the Marshall Fields Building, Chase Tower, Chicago Cultural Center and more, plus see public art by Chagall and Picasso. Stroll through elegant lobbies, under glittering domes and into the sprawling network of Chicago Pedway tunnels.
Chicago North Side Tour
Chicago North Side Tour
         
Chicago, IL
2 hours
from 29 USD
This is the tour for those looking to experience the vitality and excitement of Chicago. You'll tour through Chicago's main business section, one of the financial centers of the world and always bustling with activity. You'll tour the famous "Loop" and State Street - the great street where Chicago's fame began.
Chicago South Side Tour with Optional River Cruise
Chicago South Side Tour with Optional River Cruise
         
Chicago, IL
2 hours
from 29 USD
Here is a tour full of interest, history, and beauty. You'll travel through Grant Park, the front lawn of the city and site of Soldier Field, Adler Planetarium with its sky dome, the Joseph Petrillo outdoor band-shell where Chicagoans listen to fine music throughout the summer nights, the Art Institute of Chicago, world renowned for the largest collection of impressionistic art, Orchestra Hall, home of the famous Chicago Symphony Orchestra, the world's largest aquarium, the Shedd Aquarium, and the Field Museum of Natural History, renowned for the size and scope of its collections. And looking over from these sig…
Chicago Walking Tour: Tiffany Art Glass Landmarks
Chicago Walking Tour: Tiffany Art Glass Landmarks
         
Chicago, IL
2 hours
from 30 USD
This tour explores the art glass designed, crafted or installed by the Tiffany Glass and Decorating Company, Louis Comfort Tiffany and his contemporaries, in four late 19th Century Chicago landmarks:
Chicago Film Tour
Chicago Film Tour
         
Chicago, IL
2 hours
from 30 USD
Movie buff or not, you'll see the best of Chicago on this movie tour of the city! Travel by luxury air-conditioned coach through 30 miles of Chicago to see the exact locations where dozens of the greatest movies and most popular blockbusters of the past 100 years were filmed! Not only will you see the locations where the movies were shot, but you will also get a tour of favorite Chicago neighborhoods like Gold Coast, Wrigleyville, Old Town, Lincoln Park and more!
Chicago City Hop on Hop off Tour
Chicago City Hop on Hop off Tour
         
Chicago, IL
Flexible
from 33 USD
See all the sights of Chicago at your own pace! On a Chicago City Hop-on Hop-off Tour you can get off the bus at any scheduled stop to visit Chicago's most popular attractions, then pick up the tour where you left off or get on at any other regular stop on the route. For individuals and families, this is the best way to see the sites in a day!
Chicago Architecture River Cruise
Chicago Architecture River Cruise
         
Chicago, IL
60 minutes
from 34 USD
Experience one of the world's most beautiful cities on a 1-hour cruise on the historic Chicago River. On this architecture cruise, head down the main branch of the Chicago River, up the north branch to the East Bank Club, and then south past Willis Tower to the old Post Office Building. Take in magnificent city skyline views as you see more than 40 notable buildings, including the John Hancock Center and the Wrigley Building, and learn about their distinctive architecture from your onboard guide, an expert in architecture.
Bucktown and Wicker Park Beer Tour
Bucktown and Wicker Park Beer Tour
         
Chicago, IL
3 hours
from 34 USD
Discover Chicago's finest beer on this 3-hour walking tour of the Bucktown and Wicker Park neighborhoods. With a knowledgeable guide, learn about Chicago's history related to immigration and brewing - from the late 1600s to the present day - and visit bars, restaurants and other locally owned establishments to sample craft beer. You'll also enjoy a Chicago-style hotdog and get a look at some of the city's historical architecture. You can book this tour without the beer tastings, if you wish.
Lakeview and Lincoln Park Beer Tour
Lakeview and Lincoln Park Beer Tour
         
Chicago, IL
3 hours
from 34 USD
Sample local and international beer while exploring two iconic Chicago neighborhoods on this 3-hour walking tour. With an in-the-know guide, explore Lakeview and Lincoln Park, stopping at several bars and other venues for tastings of Midwestern craft brews, from porters to lagers, as well as some Irish Guinness. You'll toast Chicago's rich brewing heritage as you learn about its past and present beer culture and watch a home-brewing demo. Plus, enjoy one of your tastings paired with bacon!
Chicago Crime and Mob Tour
Chicago Crime and Mob Tour
         
Chicago, IL
90 minutes
from 36 USD
Some of the world's most notorious criminals, mobsters and gangsters bamboozled their way through Chicago. On this Chicago crime tour, escape into the city's criminal underworld as you investigate stories about Al Capone, The Untouchables, the Chicago Mob and more.
Historic Chicago Walking Bar Tour
Historic Chicago Walking Bar Tour
         
Chicago, IL
2.5 hours
from 36 USD
Explore downtown Chicago on a pub crawl with an educational twist! Your expert guide shares entertaining facts about the history of jazz, theater, social clubs, and the Prohibition era in the Windy City as you take in historic buildings and architecture. Use iPads to view historic photos and videos that accompany your guide's stories as you stop in both famous and hidden bars for drinks and appetizers. A short walk allows plenty of time to see Chicago's famous architecture and pubs on this tour - great for visitors and locals alike!
Chicago Sightseeing Tour with Optional Boat Cruise
Chicago Sightseeing Tour with Optional Boat Cruise
         
Chicago, IL
Varies
from 37 USD
Don't miss Chicago's famous sights and fabulous views on this small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like the Willis (Sears) Tower, Wrigley Field, downtown Chicago (known as 'the Loop') and more! Along the way, your guide will provide historical and informational commentary about the area and its beautiful attractions. You also have the option to upgrade to include a 60-minute boat tour down the Chicago River! This open-top boat offers the perfect vantage point to admire the city's renowned architecture.
Seadog Haunted Chicago Cruise
Seadog Haunted Chicago Cruise
         
Chicago, IL
75 minutes
from 38 USD
Do something different this Halloween holiday and take a spooky ghost cruise through one of the worlds most haunted cities. With costumed narrators leading the 75-minute tour, you'll head out onto Lake Michigan and the Chicago River while hearing creepy stories. Learn about strange happenings at the Hancock building and traumatic historic events like the Fort Dearborn Massacre. Get goose bumps when you hear tales of the Curse of Captain Jack Kaplan, the Eastland Disaster and Samuel Insull's ghost. There's a lot of fun mixed in with the scary stuff and kids are encouraged to come along in fancy dress.
Chicago Lincoln Park Bike Adventure
Chicago Lincoln Park Bike Adventure
         
Chicago, IL
3 hours
from 40 USD
Enjoy the car-free lakefront trail and explore Chicago's beaches, parks, lagoons, and gorgeous Lincoln Park Zoo (free admission). This tour offers a diverse mix of nature and attractions. Top sights include: The Chicago Lakefront, Navy Pier, North Avenue Beach, Lincoln Park Zoo and the Conservatory. Easy riding and kid-friendly, great fun for the whole family!
Cupcake Walking Tour in Chicago
Cupcake Walking Tour in Chicago
         
Chicago, IL
2 hours
from 40 USD
Satisfy your sweet tooth on this cupcake walking tour in Chicago, one of the birthplaces of the modern gourmet cupcake craze. Your local guide will take you to several artisanal shops, bakeries and dessert boutiques along the Magnificent Mile to sample delicious gourmet cupcakes and authentic Italian gelato.