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Top Chicago Walking Tours - page 2

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77 results | All Chicago Tours

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Chicago's Chinatown Food and Walking Tour

Chicago's Chinatown Food and Walking Tour

star-4.5
42
Explore Chicago's Chinese food scene on this walking tour in the Chinatown district. With a guide, learn about the cuisine of different regions of China and how Chinese culture has influenced Chicago and other areas. Enjoy included tastings from restaurants and other food venues in Chinatown—a great way to start a night out in the city.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$64.99
From
$64.99
Taking safety measures

Best of Chicago: History & Culture Tour with Chocolate and Popcorn
Likely to Sell OutLikely to Sell Out

Best of Chicago: History & Culture Tour with Chocolate and Popcorn

star-5
39
The Windy City is known for its spectacular architecture and eclectic food scene. Experience both on this tour through the downtown that combines sights with nibbles. Take in famous landmarks like the Wrigley Building, Tribune Tower, and Cloud Gate on foot and with the scenic L train or water taxi along the Chicago River. Taste popcorn and chocolate from two beloved city eateries during the tour.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$51.50
From
$51.50
Taking safety measures

Chicago Walking Tour: A Walk Through Time

Chicago Walking Tour: A Walk Through Time

star-5
24
Travel through architectural history on this walking tour that covers Chicago's most famous buildings in chronological order. With a guide in the lead, there's no need to fuss over maps or worry about directions. Simply stroll along and listen to the in-depth guided commentary on Chicago's architectural history; you'll learn about each building and its importance in the architectural canon.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$30.00
From
$30.00
Taking safety measures

Chicago Chinatown History & Culture Tour

Chicago Chinatown History & Culture Tour

star-5
21
Spend some time in Chicago’s vibrant Chinatown, learning the history of the buildings and people who formed it. Visit landmarks like Nine Dragon Wall, the Chinese Buddhist Temple, St. Therese Catholic Church, Chinese Zodiac Park, and more. This tour is a great introduction to Chinatown. Make a note of all the interesting stores and bakeries you pass so you can go back on your own after the tour.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$20.00
From
$20.00

Architectural Boat Tour plus Walking Tour in Chinatown

Architectural Boat Tour plus Walking Tour in Chinatown

star-5
21
Enjoy the opportunity to experience Chicago in the best two ways: by boat and on foot through one of Chicago’s unique neighborhoods, Chinatown. First, after meeting near the point where it all began — which is now the tail end of the famous Magnificent Mile — you’ll take part in the most popular tourist activity in Chicago, enjoying breathtaking views along the Chicago River on a relaxing and informative 35-minute ride. Your expert guide will tell you about the architecture and history along the way using a personal sound system with discreet individual listening devices. We’ll spend the rest of our tour on foot exploring Chinatown, learning about its history, its architecture, and its food. NOTE: This is not a food-tasting tour, though we purposely end in this neighborhood so that you can stay and eat after the tour, which we highly recommend!
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Taking safety measures

Windy City Ghost Tour

Windy City Ghost Tour

star-4.5
16
Windy City Ghosts walking Ghost Tour provides a look into the darkness that lurks below Chicago’s busy streets. Our Ghost Tour transports you back in time to an era of gangsters, bootleggers, bank robbers, and jazz babies. Windy City Ghosts nightly Ghost Tours take you through Lincoln Park, a beautiful North Side neighborhood with a twisted past. Learn about the forgotten burial ground that is the foundation of this bustling neighborhood. Check the bathroom mirrors in the Lion House of the Lincoln Park Zoo to make sure the ghost of a Victorian woman in white isn’t standing right behind you. Learn what spirit haunted Al Capone to the end of his days. On our Ghost Tour, you’ll hear the strange and disturbing tales associated with each of our carefully selected tour stops.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$24.09
From
$24.09
Taking safety measures

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

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

star-5
14
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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$200.00
per group
From
$200.00
per group
Taking safety measures

Chicago Walking Tour: Historic Treasures of Chicago

Chicago Walking Tour: Historic Treasures of Chicago

star-5
14
Get an insider's introduction to Chicago's most celebrated buildings during this architecture-focused walking tour of Michigan Avenue and State Street. Revisit the heyday of the skyscraper and visit stunning, Art Deco-era interiors, from the Palmer House Hotel to the Chicago Cultural Center. Admission to the Chicago Architecture Center is included, with an introduction by the docent.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$30.00
From
$30.00
Taking safety measures

Lonely Planet Experiences: River North Historical Food Tour
Likely to Sell OutLikely to Sell Out

Lonely Planet Experiences: River North Historical Food Tour

star-5
11
Get to know the food offerings in River North on this small-group walking tour. As you explore, listen to in-depth commentary from your guide on the culinary history of Chicago and the culture of the River North neighborhood. With a small group of just 12 fellow food-lovers, you'll enjoy personalized attention and the chance to chat about your favorite tastings. Samples include the classic Italian beef, a Chicago-style hot dog, and the famous deep dish pizza.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$60.96
From
$60.96
Taking safety measures

Frank Lloyd Wright Robie House Admission
Likely to Sell OutLikely to Sell Out

Frank Lloyd Wright Robie House Admission

star-5
14
The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture. This Prairie style masterpiece is now a UNESCO World Heritage Site on the 20th Century Architecture of Frank Lloyd Wright List. Discover the residence Wright described as “a cornerstone of modern architecture” on guided tours that take in both the exterior and interior of the building. Inspired by the expansive landscape of the Midwest prairie, Wright’s Robie House is the most famous of the architect’s groundbreaking Prairie houses. Public tours are available Thursday - Monday. The museum is closed Tuesday and Wednesday. Save when you book directly at Visit to learn more.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$27.00
From
$27.00
Taking safety measures

Haunted Chicago Ghost and Pub Walking Tour
Likely to Sell OutLikely to Sell Out

Haunted Chicago Ghost and Pub Walking Tour

star-4.5
10
Enjoy a memorable Chicago experience on this haunted pub tour. Your costumed guide, dressed as a Flapper or 1920s Gangster, will lead you on a mile-long journey while telling spooky stories of forgotten cemeteries, lingering spirits, and more. Stop at three different bars for drinks (at own expense) as you learn the secret tales behind Chicago’s haunted past.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$31.50
From
$31.50
Taking safety measures

Art Institute of Chicago Skip-the-Line Guided Tour Semi-Private - Max 8 People

Art Institute of Chicago Skip-the-Line Guided Tour Semi-Private - Max 8 People

star-5
17
The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2 to 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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  • 2 hours to 2 hours 30 minutes
  • Free Cancellation
From
$100.70
Price varies by group size
From
$100.70
Price varies by group size

Chicago Bucktown-Wicker Park Pizza Crawl

Chicago Bucktown-Wicker Park Pizza Crawl

star-5
7
Immerse yourself in Chicago’s bounty of pizza offerings, and learn about the Windy City’s pizza traditions beyond the classic deep-dish, on this small-group walking tour. Designed by a James Beard Award-winning food journalist, this tour takes place in the city’s vibrant and hip Bucktown and Wicker Park neighborhoods. Meet your group prior to lunch, and be sure to come hungry: you’ll visit four different pizzerias, and will enjoy tastes at each one. As you go, meet the chefs behind the pizza, and learn about Chicago’s culinary traditions.
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  • 3 hours
  • Taking safety measures
From
$59.00
From
$59.00
Taking safety measures

Train & Walking Tour: Chicago's Prairie District - Street of the Elite

Train & Walking Tour: Chicago's Prairie District - Street of the Elite

star-5
7
Step off the typical tourist trail, and discover one of Chicago’s oldest and most scenic neighborhoods, on this walking tour of the Prairie District. Meet your guide in the morning at the Chicago Athletic Association, and set off with just a small group for company. The Prairie District is just a short L ride away; you can look forward to seeing the Second Presbyterian Church, Glessner House, Motor Row, and otherwise discovering how Chicagoans lived at the turn of the 20th century.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$90.00
From
$90.00
Taking safety measures

Art Institute of Chicago Private Guided Tour with Skip-the-Line Ticket

Art Institute of Chicago Private Guided Tour with Skip-the-Line Ticket

star-5
10
The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2 to 2.5 hour private 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
  • 2 hours to 2 hours 30 minutes
  • Free Cancellation
From
$153.70
Price varies by group size
From
$153.70
Price varies by group size

Chicago West Loop Pizza Crawl

Chicago West Loop Pizza Crawl

star-5
5
Immerse yourself in the pizza culture of Chicago with this tour de force of the city's 10 pizza styles. Go beyond deep dish with commentary from your food-loving guide and tastes of four different types over the course of the half-day tour. Learn about some of the most interesting Chicago neighborhoods and their culinary history.
More
  • 3 hours
  • Taking safety measures
From
$59.00
From
$59.00
Taking safety measures

Hire Photographer, Professional Photo shoot - Chicago

Hire Photographer, Professional Photo shoot - Chicago

star-5
4
Glamorous professional photo shoot in unique Chicago locations. The Photo Experience will create amazing photo memories from your holiday. You will be able to see undiscovered locations, and get the best photo story from your Chicago visit. We can tailor each photo shoot to meet your requirements. Our Photoshoots are ideal for any Tourists - Solo Traveler - Couples - Groups - Hen/Bachelorette & Stag/Bachelor Parties - Families - Secret proposal/Engagement - Honeymoon - Experienced Influencers and Models - New Influencers and Models What's Included: A Private online viewing gallery - 1 hour = 20 professionally edited photos* - 2 hours = 30 professionally edited photos* - 3 hours = 40 professionally edited photos* - 4 hours = 50 professionally edited photos* * same set of images - A unique location professional shoot experience for your holiday - DELIVERY - Up to 14 days after photoshoot. What's Excluded: - Transportation - Entry fees
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$135.46
Price varies by group size
From
$135.46
Price varies by group size
Taking safety measures

West Town Instagram Hot Spots Tour By Native 312

West Town Instagram Hot Spots Tour By Native 312

star-5
3
Our tours are not only personable (due to small group sizes), but also create an immersive experience with our knowledge and expertise in street art. What better way to explore a new neighborhood but with a local artist in tow to give expert commentary on the vibrant history and culture of the Chicago Art Scene.
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  • 1 hour 30 minutes to 1 hour 45 minutes
  • Free Cancellation
  • Taking safety measures
From
$25.00
From
$25.00
Taking safety measures

Private Frida & Friends tour in Pilsen

Private Frida & Friends tour in Pilsen

star-5
4
Discover Pilsen and its local art, street art, food and people. We will visit a traditional bakery and taqueria and enjoy the art of many great local artists. And then there are the hundreds of cool murals in the neighborhood. We may even meet one of the street artists or stop by an artist studio (on request).
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$213.34
per group
From
$213.34
per group
Taking safety measures

Train & Walking Tour of Chicago Loop: Home of the Modern Skyscraper

Train & Walking Tour of Chicago Loop: Home of the Modern Skyscraper

star-5
2
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 twelve years later into its present-day use. We then venture a few blocks to tour the Harold Washington Chicago Public Library, the design of which was the winner of a competition to design a new library for the City of Chicago.  Leaving the library, we'll view three Chicago landmarks built in the late 1800s, then we visit the beautiful Marquette Building, the Field Building (built on the site of the world's first modern skyscraper, the Home Insurance Building) 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) and 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.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$50.00
From
$50.00
Taking safety measures

Downtown Chicago Walking Pizza Tour

Downtown Chicago Walking Pizza Tour

star-5
5
Immerse yourself in the taste and culture of pizza on this Chicago walking tour that focuses on the food Chicago does best. You'll be with a group of 16, which gives you lots of access to your guide and time to ask questions. Sink your teeth into different styles—deep dish, grandma-style, Neapolitan, Roman, and pan style—then decide which one you like best.
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  • 2 to 3 hours
  • Free Cancellation
  • Taking safety measures
From
$49.00
From
$49.00
Taking safety measures

Private Secret Food Tour of Chicago

Private Secret Food Tour of Chicago

star-5
2
We are Chi-Town foodies of the first order, and we're so excited to share with you all the culinary delights this historic Midwestern city has to offer. There is so much to share about Chicago: historic enclaves, stunning architecture, an extensive collection of publicly displayed civic artwork, and a culinary style steeped in history. We will discover each facet of this unique city as we eat and explore Chicago's Loop District. As a private tour, everything works around you! Our start times are much more easy going, dates can open up. It's a much more intimate and cozy experience. No need to shout over other tourists, you will have every question answered, and leave feeling like a native yourself!
More
  • 3 hours
From
$103.36
Price varies by group size
From
$103.36
Price varies by group size

Magnificent Mile Photo Shoot and Walking Tour
Likely to Sell OutLikely to Sell Out

Magnificent Mile Photo Shoot and Walking Tour

star-5
1
Rather than taking selfies everywhere you go or trusting a stranger to take a picture for you, leave capturing the special moments to us. You will be escorted by a local professional photographer who will guide you through your chosen route and will take pictures of your experience so you can return home with the ultimate souvenir. Your photo tour includes: -Your choice of a 30 minute, 1-hour, or 2-hour private tour with a professional photographer -High-resolution edited images delivered via a private online gallery within 1-2 days -Enjoy unlimited access to your photos and download as many as you would like with no expiration date *not all stops may be included depending on the length of time you select.
More
  • 30 minutes to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$150.00
per group
From
$150.00
per group
Taking safety measures

Navy Pier Photo Shoot and Walking Tour
Likely to Sell OutLikely to Sell Out

Navy Pier Photo Shoot and Walking Tour

star-5
1
Rather than taking selfies everywhere you go or trusting a stranger to take a picture for you, leave capturing the special moments to us. You will be escorted by a local professional photographer who will guide you through your chosen route and will take pictures of your experience so you can return home with the ultimate souvenir. Your photo tour includes: -1 or 2-hour private session with a professional, local photographer -High-resolution edited images delivered via a private online gallery within 24-48 hours
More
  • 1 to 2 hours
  • Free Cancellation
From
$200.00
per group
From
$200.00
per group

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