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Activities & Tours: Illinois

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Chicago Small Group Food Tour

Experience the best travel stories for yourself! Join a local expert and uncover hidden gems. Join us for the ultimate foodie adventure in Chicago’s historic River North area alongside a local guide who can show you the best spots for some of the city’s best-loved dishes. From deep-dish pizza to Chicago-style hot dogs, this tour will leave you filled with delicious local foods as well as some insider knowledge into the city’s culinary history and culture.
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based on 46 reviews
See Details → Duration :2 hours
From $69
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Chicago Small-Group Night Tour with Skydeck and Boat Cruise

This small-group Best of Chicago tour highlights the best ways to experience the Windy City's most prominent sites and attractions including the breathtaking Chicago architecture illuminated at night. You'll visit the former tallest building in the world, visit Adler viewpoint and enjoy a relaxing boat tour on a Skyline cruise. You'll also experience a narrated drive through the Windy City passing by multiple points of interest including the remarkable Aqua Tower and stop at Buckingham Fountain to witness an outstanding night light show.
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based on 18 reviews
See Details → Duration :3 hours
From $209
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Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting

Discover horrific instruments of torture and execution. Get a fully audio-guided immersed experience. Explore the interactive exhibits at your own pace. Feel the chilling Ghost Hunting Experience using Ghost Hunting app.
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based on 497 reviews
See Details → Duration :1 hours 30 minutes
From $33.59
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Chicago Architecture Experience by Train

Chicago is often defined by its wild architecture, satisfying staples such as its famous deep dish pizza, and iconic sculptures like “The Bean” of Millennium Park. But how do you get from one attraction to another with ease? The Chicago “L”! With your included all-day pass in hand, you’ll receive a true local experience as we cruise from station to station on Chicago’s elevated train. You’ll learn how these tracks shaped the city, from its steam locomotive days to its current electrified system. Among the neighborhoods we’ll tour is the Chicago Loop, thronged with Chicagoans commuting to its financial, federal, and theater districts. We’ll stop at one of the oldest surviving stations on the L system as well as the impressive main hub of the Chicago Public Library. We’ll hop off the train to enjoy a small Local treat before boarding the L to explore more of Chicago’s history and enjoy some spectacular skyline views. And by the end of your tour, you’ll be an expert CTA rider!
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based on 19 reviews
See Details → Duration :2 hours
From $44.1

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Chicago Architecture Tour: Underground Pedway and the Loop

This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to the overall narrative of Chicago. On this tour, we will explore the famous and mysterious Chicago Pedway, a system of underground tunnels connecting 40 blocks downtown, popping in and out of buildings to see beautiful and fascinating interior spaces. You'll learn to use this system that most locals don't even fully know or use, and you'll be encouraged to continue exploring Chicago on your own after the tour!
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based on 164 reviews
See Details → Duration :2 hours
From $35
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Chicago Walking Tour: Historic Treasures of Chicago

Learn about the great architectural landmarks of Michigan Avenue and State Street. The 40 years between 1890 and 1930 saw the creation of some of Chicago’s the most memorable buildings, many of which are featured on this tour. After the World's Columbian Exposition of 1893, Chicago was determined to become a great cultural and commercial metropolis. This tour is a testament to that era's ambitions. See buildings by Daniel Burnham, Louis Sullivan, Holabird and Roche and other noted architects and hear the stories behind the city's architectural gems. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.
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based on 244 reviews
See Details → Duration :2 hours
From $30
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Chicago Urban Adventure River and Lake Cruise

Our popular 90-minute daytime river and lake tour, the Urban Adventure Cruise, delights family members of all ages with incredible views of Chicago's world-renowned architecture and stunning skyline. Lively, knowledgeable tour guides bring Chicago’s rich history to life with fun stories and interesting facts. Relax and unwind on a scenic tour of the city from the unique perspective of the Chicago River and Lake Michigan. Welcome aboard!
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based on 273 reviews
See Details → Duration :1 hours 30 minutes
From $42
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Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront.  Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline.  Make the experience your own.  The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route.  Three departure times offered daily.  All charters are NON-SMOKING experiences.
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based on 52 reviews
See Details → Duration :2 hours
From $483.96
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Chicago-Rosemont Indoor Skydiving with Two Flights

Feel the thrill of skydiving without jumping out of an airplane. It's true! Head to iFLY Chicago in Rosemont, a premier indoor skydiving facility powered by a state-of-the-art vertical wind tunnel. After a training session, you'll experience free-fall conditions with the help of an instructor. No experience is necessary, and afterward, you can take home a personalized flight certificate.
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based on 24 reviews
See Details → Duration :1 hours 15 minutes
From $92.69
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Downtown Chicago Walking Pizza Tour

This tour is just a short walk through great Chicago neighborhoods starting near Navy Pier and the Magnificent Mile, and then heading into the Gold Coast & River North. Compare two American pizzas vs. two Italian pizzas to understand how pizza evolved as an immigrant food. Explore Deep Dish, Roman, Neapolitan, and Artisanal pizza in just a couple of hours. Discuss how each of these styles is crafted and the differences in their ingredients, baking techniques, and ovens. Plenty of pizza to eat, come hungry!
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based on 75 reviews
See Details → Duration :2 to 3 hours
From $69
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Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

The Offbeat Street Art Tour is the first tour in Chicago that truly celebrates Chicago's street art scene. No other tour takes guests out into the streets to showcase and highlight the vibrant street art scene which many people overlook on a daily basis. We hope you join us to experience something truly unique in Chicago.
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based on 152 reviews
See Details → Duration :2 hours
From $40
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Walkin' with Colin: Chicago History, Mystery, Comedy, and Tragedy

Embark on a profound, downtown walk-around, to discover incredible stories and secrets of the city on this not to miss feet on the street experience! During our loop around "Da Loop" we will peel back the layers of this Great Big Onion Town, going in and out of extraordinary buildings, admiring amazing art and architecture along the way as we uncover how it all came to be. Expect an engaging, entertaining and wide-eye-opening tour du jour of my sweet home, Chicago.
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based on 55 reviews
See Details → Duration :2 hours
From $44
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Chicago Educational Tour and Sail Aboard a Tall Ship

The educational sail aboard Chicago's Official Flagship Windy departs at 11am Thursday thru Monday from Navy Pier. Leave the hustle and bustle behind, and enjoy a leisurely Educational Sail aboard Chicago’s Official Tall Ship. Guests will enjoy 75 minute sail where they will learn about sailing and the history of Lake Michigan and Chicago. Ideal for youth groups, children, families and adults.. Chicago's history is forever linked to the history of sailing on Lake Michigan. From these historical maritime roots, guests will be delighted with interesting facts, unique stories, and a healthy dose of whimsy. You will have a chance to help sail Chicago's famous 148' Schooner and you will be rewarded with incredible scenery and photo opportunities of the Windy City. Enjoy your time on the water — the third-largest of the Great Lakes, Lake Michigan is itself a natural wonder. Your guide will provide live audio commentary throughout the journey. This is approximately a 75 Minute sail.
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based on 74 reviews
See Details → Duration :1 hours 15 minutes
From $39
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Skip-the-Line Art Institute of Chicago Semi-Private 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 semi-private (8 Guest Maximum) 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
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based on 93 reviews
See Details → Duration :2 hours 30 minutes
From $132.5
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Chicago's West Side Foodie Ride Bike Tour

Take a detour off the beaten path, and explore the flavors of Chicago’s vibrant West Side with Bobbys's Bike Hike, America's longest running city bike tour company, who recently ranked as Top 20 Food Tours in the World by TripAdvisor and Top 10 Food Tours in America by USA Today! This 4-hour guided food and bike tour is the perfect way to learn more about Chicago's neighboroods and taste authentic Chicago dishes along the way. You’ll explore the cultural cuisines of historic Fulton Market district, Ukrainian Village, Wicker Park, and Lincoln Park for toffee and ice cream. The tour finishes with a chocolate tasting in Old Town. You’ll learn the history of these beautiful neighborhoods and the tradition behind each of the dishes sampled. Ride through Chicago's gorgeous and unique neighborhoods, plus our legendary Lakefront Trail! There is no better way to explore Chicago than by bike!
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based on 96 reviews
See Details → Duration :4 hours
From $89.99