Activities & Tours: Illinois

Excellent Quality

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

Lakefront Segway Tour in Chicago

Segways are amazingly fun, and Chicago's lakefront, parks, and skyline are absolutely gorgeous! Add our smart, entertaining tour guides to the mix, and you have the experience of a lifetime!

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based on 129 reviews

See Details → Duration :1 hours 30 minutes
From $64

Haunted Chicago Booze and Boos Ghost Walking Tour

Join this Chicago haunted pub tour which is a combination ghost tour and pub crawl that will take you on a walking tour to explore the fascinating history of Chicago and hear some of its most famous and creepy haunted stories. A costumed guide will lead tour goers on a 2.5-hour journey, offering glimpses into the past and revealing the stories of long-dead phantoms and specters who still call Chicago home. You'll visit several different bars and have time to enjoy a delicious libation (at own expense) as the guide tells them about all the spooky happenings and great history of this town! *Tour route and drink stops are subject to availability. *All guests must be 21+ with Valid ID. Alcohol is not included.

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based on 24 reviews

See Details → Duration :2 hours 30 minutes
From $35.87

Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour

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 56 reviews

See Details → Duration :2 hours
From $39.6

Original Price : 44

Saving Amount : 4.4

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

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 21 reviews

See Details → Duration :2 hours
From $49

Chicago Architecture Walking Tour: Incredible Art Deco Interiors

Though the Art Deco style throws us back in time, it’s actually a futuristic style — it’s meant to make people in the 1920s think of the future. The gleaming materials, the perfect precision of the details… it’s the epitome of glitz, glam, and elegance. On this tour, you’ll walk in the footsteps of those high on the potential of the future, before the infamous Crash of ‘29. We’ll explore several stunning interior spaces within the Loop and near the Chicago River, going inside not only the great Art Deco buildings of the Loop, but also a few buildings you’ll recognize from popular boat tours. But the great thing is that you’ll go where most boat tour guests won’t ever go: inside these gorgeous Art Deco buildings, where you’ll be amazed by the beauty that people don’t know is right there behind closed doors.

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based on 15 reviews

See Details → Duration :2 hours
From $35

Chicago-Style Holiday Hike: Festive Food and Walking Tour

There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Holiday Hike is a 3hr guided walking and food tour through the Chicago Loop, brought to you by Bobby's Bike Hike, internationally recognized for their tours. You’ll get to sample the Windy City’s favorite winter treats; including a slice of deep dish pizza, Chicago-style hot dog, Italian Beef, chocolate brownie, and hot apple cider. Upon arrival, you can add a VIP holiday craft beer package for $19.99/person. Our entertaining guides will get your holiday spirit primed with plenty of food and knowledge. Did you know Rudolph the red-nosed reindeer was a story created in Chicago? You’ll see the Christmas window displays at the original Marshall Field’s department store, Chicago's city Christmas tree, the ice skating rink at Millennium Park, and the legendary Christkindlmarket, a traditional German Christmas Market. No other tour offers such an all-inclusive experience of Chicago during the holidays!

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based on 54 reviews

See Details → Duration :3 hours
From $79.99

Walking Tour of Chicago Loop: Home of the Modern Skyscraper

We start our tour at one of the most interesting buildings in the Loop — the Fine Arts Building. Built in 1884 as a showroom and office complex, the building was converted later into its present-day use. Then we're off to the Harold Washington Chicago Public Library, the design of which was the winner of a competition to design a new library for the city. From there, we'll view three Chicago landmarks built in the late 1800s, then visit the beautiful Marquette Building, the Field Building (built on the site of the world's first modern skyscraper) and then see the amazing atrium lobby of the world-renowned Rookery Building. Next, we're off to the beautifully-restored Quincy L stop (authentic 1897 design) to take the train to our last stops. We visit the iconic Macy's to see the beautiful Tiffany mosaic then we wrap up the tour at the Cultural Center to experience the world's largest Tiffany dome. Make a day of it and book our Pedway or Historic Pubs tour for the afternoon!

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based on 33 reviews

See Details → Duration :3 hours 30 minutes
From $60

Chicago Full Day Bike Rental

Explore Chicago at your own pace on an independent bike tour. With your full-day bike rental, pedal along Lake Michigan and visit top Chicago attractions such as Lincoln Park, Navy Pier, Millennium Park, Wrigley Field and the Shedd Aquarium. This is a fun and active way to experience the city with the whole family, and you can enjoy the flexibility to create your own itinerary with the help of your provided map.

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based on 45 reviews

See Details → Duration :1 days
From $29.99

Chicago Walking Tour: A Walk Through Time

Want a quick introduction to Chicago’s magnificent architecture? This 90-minute tour takes a comprehensive look at the city’s architectural history by viewing buildings in chronological order, from early skyscrapers to new supertall high rises. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

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based on 142 reviews

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

Chicago River Architecture Walking Tour

Immerse yourself along the Chicago River and admire the astonishing architecture and landmarks that have shaped the Windy City and beyond. Our expert guides will show you Chicago through a new lens and explore this city’s history, architecture, and legacy with you.

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based on 25 reviews

See Details → Duration :1 hours 30 minutes
From $34

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

Chicago Walking Tour: The Magnificent Mile

Discover how a dirt road known as Pine Street transformed into a "Paris on the Prairie" and later into the Magnificent Mile, the city’s premier shopping district. Hear the secrets and stories behind the striking buildings on North Michigan Avenue that have become architectural icons. Developed over the past 100 years, the street includes historically-inspired architecture in Parisian, Gothic, neoclassical and Art Deco styles sprinkled among Modern and 21st Century buildings. You’ll see skyscrapers, vertical malls, hotels, residential towers and some buildings that were designed to embody the brands sold inside. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

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based on 20 reviews

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

Chicago Walking Tour: Tiffany Treasures

Learn about the life and work of Louis Comfort Tiffany as we visit some of Chicago’s most magnificent art-glass and mosaic installations, each designed and crafted by the Tiffany Glass and Decorating Company. In the late 19th Century, the Arts and Crafts movement revived an interest in decorative glass. New, well-regarded homes and public buildings from the era were considered incomplete without decorative glass or mosaics. Louis Comfort Tiffany, the preeminent practitioner of this art, gained great exposure for a chapel he designed for the 1893 World's Columbian Exposition in Chicago. Today, the city is home to one of the largest collections of Tiffany art glass in the United States. This tour introduces some remarkable examples of Tiffany's work. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

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based on 40 reviews

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

Activities & Tours: Illinois

Downtown Chicago Walking Pizza Tour

Lakefront Segway Tour in Chicago

Haunted Chicago Booze and Boos Ghost Walking Tour

Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour

Chicago-Rosemont Indoor Skydiving with Two Flights

Chicago Architecture Experience by Train

Chicago Architecture Walking Tour: Incredible Art Deco Interiors

Chicago-Style Holiday Hike: Festive Food and Walking Tour

Walking Tour of Chicago Loop: Home of the Modern Skyscraper

Chicago Full Day Bike Rental

Chicago Walking Tour: A Walk Through Time

Chicago River Architecture Walking Tour

Chicago's West Side Foodie Ride Bike Tour

Chicago Walking Tour: The Magnificent Mile

Chicago Walking Tour: Tiffany Treasures

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