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Chicago Loop Tours and Activities

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Chicago Loop
Chicago’s central business district, the Loop, is home to many of the city’s most recognizable landmarks, from museums and skyscrapers to parks and outdoor sculptures. Renowned for highlights like Grant Park, City Hall, and the Willis Tower, the Loop attracts both locals and visitors with its culture and entertainment offerings.

The Basics
Rivaled in the United States only by Manhattan’s Midtown in terms of size and scope, the Loop is Chicago’s buzzing, dynamic heart. Visit tourist destinations such as the Willis Tower (formerly known as the Sears Tower), popular landmarks such as Grant Park (which comprises Millennium Park, the Museum Campus, and other attractions), public artworks by artists like Pablo Picasso and Alexander Calder, the Chicago Theatre, the Chicago Cultural Center, and much more.

You’ll find the Loop on dozens of tour itineraries, from hop-on hop-off bus, bike, and Segway tours to themed walking tours. To see the Loop from the water’s edge, take a river cruise, which provides a speedy way to glimpse many of the Loop’s skyscrapers and other key sights.

Things to Know Before You Go
  • One of Chicago’s most famous landmarks, the Cloud Gate (nicknamed the Bean) is located in the Loop’s Millennium Park.
  • Try Chicago-style, deep-dish pizza while in the neighborhood; it’s home to popular local chains like Lou Malnati’s, Gino’s East, and Giordano’s.
  • The Loop has been featured in several blockbuster films, from The Dark Knight to Ferris Bueller’s Day Off; and movie buffs may recognize local filming locations.

How to Get There
Located at the city center, the Loop is easy to reach by numerous forms of transit, including most El lines, commuter trains, many buses, water taxis, and more. The Loop is highly walkable and also is easy to explore by foot, car, and bike.

When to Get There
Visit the Loop during daytime hours, when commuters mingle with tourists and creatives, and when the area’s museums, boutiques, and monuments are most likely to be open. If you find yourself in the neighborhood after sundown, however, be sure to stick around: The Loop’s revamped downtown theater district, and its many bars and restaurants, make it an appealing place to wind down the day.

Festivals and Events in Chicago
The Loop is host to many of Chicago’s top events and festivals. Head to the neighborhood to attend the Chicago Blues Festival, Lollapalooza, the Taste of Chicago, and more. In March, the Chicago River is dyed a vibrant shade of green to celebrate the St. Patrick’s Day Parade.
Address: 701 S State St, Chicago, Illinois, USA
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16 Tours and Activities to Experience Chicago Loop

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Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

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1275
Experience a colorful side of Chicago history with this Gangsters and Ghosts Tour. With a historian as your guide, you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$27.00
From
$27.00
Taking safety measures

Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago Hop-On Hop-Off Tour

star-4.5
701
Don’t spend time figuring out what to see in Chicago and how to get there—this hop-on hop-off tour provides a mapped-out itinerary of the city's top sights. With several strategically located stops, the tour allows you to explore the Windy City at your own pace. See the world-class Art Institute and landmark skyscrapers, while live commentary onboard gives you insight into the city's colorful history.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$26.10
From
$26.10
Taking safety measures

Chicago Favorites Ultimate Food & Walking Tour

Chicago Favorites Ultimate Food & Walking Tour

star-5
150
Stroll through downtown Chicago on this walking food tour. Visit Millennium Park, the Palmer House Hotel and other city landmarks. Taste quintessential Chicago foods such as deep-dish pizza, hot dogs, plus chocolates and pastry. All food tastings are included, and the tour covers an easy 1.5 miles (2.4 km) suitable for most fitness levels.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$62.99
From
$62.99
Taking safety measures

Chicago Loop Secret Food Tour with Private Tour Option

Chicago Loop Secret Food Tour with Private Tour Option

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245
Explore Chicago's buzzing food scene with a small group on this small group walking tour. Stroll around the 'Loop', stopping at hidden gems and hearing tales of the city from your guide. Taste classic Chicago foods, from deep-dish pizza to dipped Italian beef sandwiches.
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  • 3 hours
  • Taking safety measures
From
$193.20
From
$193.20
Taking safety measures

Underground Donut Tour: Chicago's First Donut Tour

Underground Donut Tour: Chicago's First Donut Tour

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182
Sample some of the Windy City’s tastiest donuts on this Underground Donut Tour, celebrating the magic of Chicago’s tastiest sugar-filled concoctions. Donut-lovers are sure to enjoy this visit to some of Chicago’s tastiest donut purveyors, offering a chance to savor all of your favorite varieties, on the city's only donut-themed excursion. All tastings are included, and vegan, gluten-, and nut-free options are also available.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$30.00
From
$30.00
Taking safety measures

Behind-the-Scenes Tour of Historic Chicago Theatre

Behind-the-Scenes Tour of Historic Chicago Theatre

star-4.5
21
Tour the historic Chicago Theater, a must-see city landmark, with a guide providing in-depth commentary. You'll get the most out of your visit by traveling with a guide and get access to some areas of the theater that the public never sees. Learn about its architecture, history, and famous performers throughout the years.
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  • 1 hour
  • Free Cancellation
From
$18.00
From
$18.00

Private Al Capone Gangster Tour in Chicago

Private Al Capone Gangster Tour in Chicago

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2
Chicago’s mob history has long been immortalized in popular media. Embark on this Chicago Gangster Tour to learn the true story. With an expert historian as your guide, you’ll visit notorious hangouts of John Dillinger, The Untouchables, and the legendary Al Capone. You’ll stop at former speakeasies, historic hotels, and epic crime sites like that of the Saint Valentine’s Day Massacre.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$330.00
Price varies by group size
From
$330.00
Price varies by group size
Taking safety measures

Chicago's West Side Foodie Ride Bike Tour

Chicago's West Side Foodie Ride Bike Tour

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69
Taste food from around the world on this half-day cycling and tasting tour of Chicago. Follow your biking guide through the Chicago streets, stopping for views of Chicago’s famous architecture as well as bites like Polish pierogis, locally made chocolates, and Mexican tacos.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$79.99
From
$79.99
Taking safety measures

Private Chicago Highlights Driving Tour

Private Chicago Highlights Driving Tour

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12
Get an insider’s look at the Windy City’s most iconic monuments during this 3-hour private tour. Travel through Chicago aboard a private vehicle as you discover some of the city’s top neighborhoods, including the Loop, River North, the Magnificent Mile (along Michigan Avenue), Streeterville, the Gold Coast and much more. Your private driver-guide and vehicle, bottled water and round-trip hotel transport are all included.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$190.00
Price varies by group size
From
$190.00
Price varies by group size
Taking safety measures

Underground Donut Tour of Chicago's Wicker Park

Underground Donut Tour of Chicago's Wicker Park

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17
Wicker Park is one of Chicago’s coolest and most food-oriented neighborhoods—and on this one-of-a-kind walking tour, you’ll see the sights while seeking out the best donuts that the area has to offer. Meet your guide in the morning in Wicker Park, and set out on foot. You'll visit four popular cafes and bakeries, will sample numerous creative donut flavors, and will learn more about the neighborhood. Additional drinks and treats are also available for purchase, if you wish.
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  • 2 hours
  • Free Cancellation
From
$35.00
From
$35.00

Private Chicago Instagram Walking Tour

Private Chicago Instagram Walking Tour

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1
Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, some amazing architecture, & a ton of great photos then this is the tour for you. The morning will start with meeting with your friendly local guide at the meeting point. From there your tour will begin as you start your day walking throughout Chicago and exploring the most famous locations in the city. This half-day tour will be fully packed with famous landmarks, vintage architecture, secretly located spots and much much more! ==== Full schedule 10:00 AM- Meet your Guide at the Grand Subway Station 10:10 AM- Walk along Magnificent Mile 10:20 AM- Stop at Wrigley Building & admire Tribune Tower 10:50 AM- Explore Pioneer Court 11:20 AM- Explore Millennium Park & see Cloud Gate 11:55 AM- Check out an Iconic fountain 12:20 AM- Chicago Riverwalk 1:00 PM- Explore Navy Pier 2:00 PM- Get dropped off by your guide at Millennium station
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$265.60
Price varies by group size
From
$265.60
Price varies by group size
Taking safety measures

Best of Chicago Tour Including a Deep-Dish Pizza

Best of Chicago Tour Including a Deep-Dish Pizza

star-2.5
5
Tour Chicago's sights aboard a luxury coach and enjoy some Chicago-style deep-dish pizza on this 5.5-hour guided tour. Visit sites like the Hancock Tower, the Lincoln Park Conservatory and the Loop. Pass through neighborhoods such as Wrigleyville, Lincoln Park and Gold Coast. Top off your tour with a visit to one of Chicago's most popular pizza restaurants to sample the famous Chicago-style deep dish pizza.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$74.95
From
$74.95
Taking safety measures

Chicago City Tour and Chicago River Cruise

Chicago City Tour and Chicago River Cruise

star-3.5
90
See Chicago from a new perspective during this 4-hour combined bus and boat excursion covering some of the city's most iconic sights. First discover Windy City landmarks such as the skyscrapers of the Loop, Grant Park, Shedd Aquarium, Soldier Field and the former stomping grounds of President Obama during a narrated coach tour. Then take a Chicago cruise aboard your state-of-the-art yacht, enjoying a cruise of the Chicago River that provides a unique look at the city's architecture from the water. This half-day Chicago exploration also includes hotel pickup.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$76.95
From
$76.95
Taking safety measures

Historic Chicago South Side Tour with Chicago Style Pizza

Historic Chicago South Side Tour with Chicago Style Pizza

star-5
2
See the sights of Chicago's South Side on a tour that takes you south of the Loop along Michigan Avenue and South Lake Shore Drive. Pass by attractions such as the Art Institute of Chicago, Frank Lloyd Wright's Robie House, former President Obama's home, the University of Chicago, Jackson Park, the Museum of Science and Industry, Museum Campus, and Buckingham Fountain. Then head to Exchequer Restaurant and Pub for Chicago-style pizza.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$52.95
From
$52.95
Taking safety measures

Historic Chicago South Side Tour and 360 CHICAGO Observation Deck

Historic Chicago South Side Tour and 360 CHICAGO Observation Deck

star-5
3
Discover the historical sights of South Chicago on a 2-hour group walking tour. Select the morning or afternoon start time, depending on your preference. Follow your guide to Grant Park, Buckingham Fountain, Obama's House, and other sites that define the historical South Side. Pause for photos and ask questions at any time. You also get a free ticket to the 360 Chicago Observation Deck, which you can use at anytime until 10:30pm.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$55.95
From
$55.95
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!
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  • 3 hours
From
$89.70
From
$89.70

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What's the best way to experience Chicago Loop ?