Activities & Tours: Illinois

Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck

On your Private Chicago Half Day Highlights tour, visit all the city’s major sites, including favourites such as the Magnificent Mile, Millennium Park and Hancock Tower. Your guide is a local who has plenty of tales about Chicago life together with an in-depth knowledge of its character. As you journey down the Magnificent Mile, you will learn how Chicago has earned each of its nicknames, including the City of Broad Shoulders, the Second City, and of course, the Windy City. Lastly, your guide will escort you to the Hancock Tower to bid on your adieus. You will then travel to the top of the Hancock Tower’s Observation Deck, where you can enjoy 360-degree views of the entire city at your own leisure.

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based on 2 reviews

See Details → Duration :3 hours
From $200

2-Hour Haunted Segway Tour of Chicago

Learn about Chicago’s haunted past and see its mysterious sights as you glide through the city on a segway at night. Venture through the dark with your local guide, and see alleys, hotels, and sites of some of the most gruesome disasters and murders in Chicago’s history. During your spooky adventure through the city, you’ll also see Chicago's famous landmarks lit up in glistening lights. Join in the Halloween fun all October long! Costumed guides and ghoulish tales--this haunting good-time is not to be missed!

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based on 36 reviews

See Details → Duration :2 hours
From $78.48

Chicago Sunset Segway Tour

Ease into the evening with a relaxing glide through the parks and lakefront in Chicago. This evening ride offers cooler temperatures and beautiful sunset views as well as views of Chicago's world-famous skyline and graceful lakefront. This segway tour departs near Millennium Park as dusk arrives and passes sights like Buckingham Fountain, Chicago’s majestic lakefront, and the Museum Campus.

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based on 21 reviews

See Details → Duration :1 hours 30 minutes
From $75

Chicago Private Foodie Tour: Windy City Faves

Our Chicago Foodie Lovers Tour will take you to the most iconic and delicious spots in Chicago all in one day. If you are looking for a little bit of culture, great photos, and a ton of delicious food then this is the tour for you. The day will start with meeting with your friendly local guide. From there your tour will begin as you start your day walking throughout Chicago and dining at the most famous and delicious food spots in Chicago. This half-day tour will be fully packed with famous landmarks, yummy food and much much more! ==== Full schedule 11:00 AM - Meet your guide at the Grand subway station 11:05 AM - Taste a famous Portillos hotdog 11:45 AM - Enjoy an Al’s Italian Beef Sandwich 12:35 PM - Drool lover a Chicago favorite... deep dish pizza 1:25 PM - Take some Garrett's Popcorn to go 1:35 PM - Check out Tribune Tower and Wrigley Building 2:05 PM - Try the delicious Do-rite Donuts 2:20 PM - Walk to Buckingham Fountain 3:00 - Get dropped off at the Millennium Subway Station

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based on 6 reviews

See Details → Duration :4 hours
From $288

Private Custom City Tour in Chicago

Let us put the Custom in Chicago Custom Tours. What are your must-see venues? What would personalize your excursion? We’ll plan your tour and make it happen, and also provide suggestions based on your interests.

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based on 1 reviews

See Details → Duration :3 hours
From $880

Private Chicago Highlights Driving Tour

See Chicago’s most essential landmarks from the comfort of a private vehicle on this 3-hour jaunt around town. Your guide will pick you up directly from your Chicago accommodation, after which you’ll be whisked away to see the sights. From the storied Magnificent Mile to the glamour of the Gold Coast, you’ll encounter the best of the Windy City. This private tour is available in Portuguese, English, or Spanish, and kicks off promptly at 9am.

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based on 38 reviews

See Details → Duration :3 hours
From $190

Your Way or the Highway: 2-hour Customized Private Walking Tour in Chicago

Enjoy a private 2-hour walking tour with Belgian-American tour guide Leentje. She will introduce you to the city she calls home since 2014. Every tour is different and custom-made. Tours are available in English, French, or Dutch. Focus can be on public or street art, architecture, food, and much more!

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based on 28 reviews

See Details → Duration :2 hours
From $220

Chicago 6-Hour City Tour by Sedan

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city

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based on 2 reviews

See Details → Duration :6 hours
From $960

4-Hour Chicago City Tour by SUV

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city

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based on 1 reviews

See Details → Duration :4 hours
From $800

Private Haunted History of Chicago Ghost Tour

Up for more of a spooky perspective of the Windy City? Boy, does it deliver. We have curated a unique and underground ghost tour, providing you with the rare opportunity to visit many of Chicago’s notable haunted locations. • Murder Castle: the hotel designed specifically for murdering people in the late 1800s by America’s first mass serial killer: H.H. Holmes. • Death Alley: Peruse a haunting pathway where hundreds of theater patrons were stacked after perishing in the great fire at the Iroquois Theater • Old Congress Hotel: Once the full time residence of its former owner, Al Capone, there are ghosts and spirits that haunt the hallways of this famed location. Different from other tours, our Haunted Chicago Tour is guided by a historian, providing insight into the historical events, information, persons, and rumors of the past.

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based on 1 reviews

See Details → Duration :3 hours
From $880

Chicago Insider Segway Tour

This is a tour like no other! Our newest Segway adventure is completely unique and will cover the good, the bad, the ugly and the totally weird stories of Chicago. We will travel back through the ages as you discover the city through the lens of the Chicago Syndicate, hear the whispers of the city’s elite (or politicians), and be entertained by stories that are rarely told. You’ll think “No, really I never would have known!” Glide around Millennium Park, through the new neighborhood of Lakeshore East, and along the Lakefront as we unveil Chicago’s forgotten past in two hours! Your imagination will come alive as you hear stories of the Chicago Mob, the truth behind the 1968 Democratic National Convention, innovations that changed history, and so much more!

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based on 51 reviews

See Details → Duration :2 hours 20 minutes
From $79.99

Chicago Walking Tour: Modern Architecture

Looking for iconic Mid-Century Modern architecture? What better place than Chicago with its triumvirate of modern architects (Mies van der Rohe, Bertrand Goldberg and SOM) and a city ready and willing to accept them. Find out what set these buildings apart from their predecessors and how they helped set the stage for the future. If you’re interested in iconic buildings, public art, urban planning or government this is your tour. Find out the stories behind inland steel, Marina city, the IBM building and other "Mad Men" worthy skyscrapers. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

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based on 29 reviews

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

Sin and Suds Chicago Beer Tour

Explore Chicago's Loop and South Loop neighborhoods located right downtown. You'll visit renowned neighborhood establishments, sample delicious beer, and learn how well beer pairs with Chicago’s vice history - including gambling, saloons, crime bosses like Al Capone, and other nefarious activities in the 1800s and 1900s!

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based on 68 reviews

See Details → Duration :2 hours 45 minutes
From $75

Fright Hike: Chicago Halloween Bike Tour

Come get spooked on Bobby’s Fright Hike! Bobby’s Bike Hike is America’s longest running city bicycle company, and this is Chicago’s premiere Halloween ghost tour. Hop on two wheels and follow Bobby’s expert tour guides through some of the most paranormal and frightening spots in the Windy City. This 3-hour guided bicycle tour explores the uber-haunted John Hancock Center, the site of the SS Eastland Disaster (one of the deadliest shipwrecks in American history), the 200-year old ghosts of the Congress Plaza Hotel, and more! This is the perfect outdoor activity for anyone looking to explore Chicago after dark. Connect with your inner ghost hunter and sign up today!

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based on 5 reviews

See Details → Duration :3 hours
From $54.99

Chicago Private Instagram Car Tour (Private & All-Inclusive)

If you're looking for an exciting and stress-free day exploring the wonders of Chicago, then this is the tour for you. We can’t wait to show you around! The morning will start with a private pickup from your hotel by one of our friendly, local guides. From there your tour will begin as you start your drive in one of our comfortable and spacious vehicles. This full-day tour will be fully packed with famous landmarks, vintage architecture, secret spots and much much more! ==== Full schedule 10:00 AM – Pick up from Hotel 10:15 AM – Check out Buckingham Fountain 10:45 AM – Arrive at Michigan Avenue Bridge 11:15 AM – Awe at the Chicago Cultural Center 12:15 PM – See Cloud Gate and explore Millennium park 1:00 PM – Lunch time 2:00 PM – Go to Chicago Theater 2:30 PM – See Garfield Park Conservatory 3:00 PM – Check out the Greetings from Chicago mural 3:30 PM – Snap a cool pic outside of Wrigley Field 3:45 PM – Return to hotel 4:00 PM – Arrive at hotel

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based on 1 reviews

See Details → Duration :6 hours
From $750

Activities & Tours: Illinois

Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck

2-Hour Haunted Segway Tour of Chicago

Chicago Sunset Segway Tour

Chicago Private Foodie Tour: Windy City Faves

Private Custom City Tour in Chicago

Private Chicago Highlights Driving Tour

Your Way or the Highway: 2-hour Customized Private Walking Tour in Chicago

Chicago 6-Hour City Tour by Sedan

4-Hour Chicago City Tour by SUV

Private Haunted History of Chicago Ghost Tour

Chicago Insider Segway Tour

Chicago Walking Tour: Modern Architecture

Sin and Suds Chicago Beer Tour

Fright Hike: Chicago Halloween Bike Tour

Chicago Private Instagram Car Tour (Private & All-Inclusive)

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