

Chicago Loop Tours and Tickets
4,984 Reviews
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.
701 S State St, Chicago, Illinois
Tours and Tickets to Experience Chicago Loop
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17 results
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Big Bus Chicago Hop-On Hop-Off Tour
999
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 audio commentary onboard gives you insight into the city's colorful history.
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From
$44.99
From
$44.99

Gangsters and Ghosts Tour in Chicago
2468
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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From
$35.00
From
$35.00

Chicago Favorites Ultimate Food & Walking Tour
384
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. Upgrade your tour to include three pours of local craft beer.
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From
$74.99
From
$74.99

Underground Donut Tour: Chicago's First Donut Tour
386
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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From
$40.00
From
$40.00

Behind-the-Scenes Tour of Historic Chicago Theatre
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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From
$18.00
From
$18.00

Chicago Loop Secret Food Tour with Private Tour Option
264
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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From
$84.53
From
$84.53

Private Al Capone Gangster Tour in Chicago
4
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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From
$482.00
Price varies by group size
From
$482.00
Price varies by group size

Chicago Pizza Tour
279
Enjoy Chicago’s only bus guided neighborhood pizza tour. Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the best pizza. Your local guide will teach you the science behind ingredient selection and baking as you sample slices from historic pizzerias. In just a few hours, you’ll leave stuffed, and with an understanding of why pizza is such an important part of Chicago’s culture.
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From
$75.00
From
$75.00

Downtown Chicago Walking Pizza Tour
14
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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From
$49.00
From
$49.00

Private Speakeasy Pub Crawl in Chicago with Local Historian
4
Travel back in time to the 1920s, when Chicago was a prohibition era hub for lively speakeasies. Your guide, a local historian in period dress, will lead you through secret entrances to speakeasies once frequented by bank robbers and Chicago gangsters like Al Capone. Order prohibition era cocktails (additional cost) and listen to stories about bootlegging and racketeering in 1920s Chicago. Guests are welcome to come in period dress.
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From
$465.00
Price varies by group size
From
$465.00
Price varies by group size

Chicago's West Side Foodie Ride Bike Tour
82
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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From
$89.99
From
$89.99

Private Chicago Highlights Driving Tour
16
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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From
$190.00
Price varies by group size
From
$190.00
Price varies by group size

Chicago Bucktown-Wicker Park Pizza Crawl
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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From
$59.00
From
$59.00

❤️ Chicago Instagram Walking Tour (Private & All- Inclusive)
2
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!
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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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From
$265.60
Price varies by group size
From
$265.60
Price varies by group size

Saturday Chicago Pizza History and Tastings Bus Tour
6
Foodies will enjoy this tour of Chicago that focuses on one of the city’s most popular dishes: pizza. Although your guide can’t tell you once and for all whether Chicago or New York has the best pizza in the USA, they will teach you about Chicago’s ten different types of pizza, let you sample four, and give you exclusive access to pizza kitchens. A fun tour for all pizza lovers.
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From
$90.00
From
$90.00

Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals
55
Get off the beaten path to experience some of Chicago's best street art on this immersive tour. With a guide in the lead, you can leave the navigation to them and simply take in the scenery. Listen to in-depth commentary focused on the street-art community, the artists, and the history and meaning behind the art.
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From
$26.67
From
$26.67

Private Secret Food Tour of Chicago
2
Chicago is renowned for its dynamic dining scene—and this private walking tour offers a personalized introduction to its must-eats. Pick a time that works best for you, and head to Gino’s East: one of the city’s classic deep-dish pizzerias. From there, set off on a tour of the Loop, where you’ll taste sweet and savory treats—and learn about the city’s architecture, history, and culture as you go.
…More
From
$186.66
Price varies by group size
From
$186.66
Price varies by group size
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