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Chicago Loop Tours and Tickets
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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15 results
Gangsters and Ghosts Tour in Chicago
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.
... More- 2 hours
- Free Cancellation
from
USD 35.00
Chicago Favorites Ultimate Food & Walking Tour
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.
... More- 3 hours
- Free Cancellation
from
USD 79.99
Likely to Sell Out
Chicago Pizza Tour
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.
... More- 3 hours 30 minutes
- Free Cancellation
from
USD 75.00
Chicago Delicious Donut Adventure by Underground Donut Tour
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.
... More- 2 hours
- Free Cancellation
from
USD 55.00
Chicago Walking Food Tour With Secret Food Tours
Explore Chicago's buzzing food scene in a small group on this 3-hour walking tour. Stroll around the 'Chicago Loop', stopping at hidden gems and hearing tales of the city from your local guide,. learning how how important the immigrants that built this town are to the food scene. Taste classic Chicago foods, from deep-dish pizza to the world-famous dipped Italian beef sandwiches. At the end, you'll enjoy a delicious Secret Dish, that will be revealed only on the day of the tour.
... More- 3 hours
- Free Cancellation
from
USD 87.87
Price varies by group size
Likely to Sell Out
Downtown Chicago Walking Pizza Tour
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.
... More- 3 hours
- Free Cancellation
from
USD 55.00
Likely to Sell Out
Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals
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.
... More- 2 hours
- Free Cancellation
from
USD 40.00
Sin and Suds Chicago Beer Tour
Explore Chicago’s Loop and South Loop neighborhoods — and get a taste of some local beverages — on this guided, 3-hour beer tour. Visit popular downtown establishments, sample some of the city’s finest brews and learn how beer goes with Chicago’s criminal past, discovering the basics of the Windy City’s vice history. From Al Capone and the local mob scene to the infamous Sands, the toughest criminal district in the city — this tour creates a unique experience that is both fun and memorable. Beer tastings plus a pizza pairing at one location included.
... More- 2 hours 45 minutes
- Free Cancellation
from
USD 75.00
Chicago Scav Hunt
Take your shot at completing this Chicago Scavenger Hunt around the Loop and River North neighborhoods including the Riverwalk.
Complete this solo or build a ScavSquad of up to 5 people and discover the city like never before!
Use clues and hints within the app to complete the objectives (if you get stuck, you can skip and go back later).
Some objectives have prizes so do your best to complete as many objectives correctly.
Once complete, you can view the Leaderboard to see how you did against others.
... More- 3 hours
- Free Cancellation
from
USD 8.00
Private Chicago Highlights Driving Tour
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.
... More- 3 hours
from
USD 190.00
Price varies by group size
Chicago Chocolate Scavenger Hunt
Chicago was once known as the “Candy Capital of the World,” and chocolate has been a rich, decadent part of the city’s culinary history longer than deep-dish pizza and Italian beef. Milton Hershey even learned how to make chocolate in Chicago at the 1893 World’s Fair and opened up his own company a year later. Also, some of the world’s most beloved chocolate treats, including Tootsie Rolls, Baby Ruth, Butterfinger, Snickers, 3 Musketeers and Milky Way, were invented or are manufactured here. And thanks to the Blommer Chocolate Factory, downtown can even smell like chocolate when the wind is right.
There are 8 delicious Loop and River North stops on our scavenger hunt. Simply read the clues and follow the directions to guess the answers to submit. Hints are provided should you need some help.
You won’t be required to buy anything, but if you need a quick pick-me-up, what’s better than chocolate? Some locations might be handing out samples, depending on the day. Happy hunting!
... More- 2 hours
- Free Cancellation
from
USD 8.00
Chicago Private Walking Food Tour With Secret Food Tours
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- 3 hours
from
USD 188.52
Price varies by group size
Private Al Capone Gangster Tour in Chicago
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.
... More- 3 hours
- Free Cancellation
from
USD 880.00
Private Speakeasy Pub Crawl in Chicago with Local Historian
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.
... More- 3 hours
- Free Cancellation
from
USD 880.00
Chicago Food Tour with The Magnificent Mile and Millennium Park
Wander through Chicago downtown exploring and gaining new food experience on this walking trip. Dive into the hospitable and authentic atmosphere of the city encountering interesting sights and visiting the principal city landmarks.
Be welcomed by the unique culinary tastes of the Windy City and fall in love with iconic treats, listening to the interesting historical and cultural facts from your guide.
On this walking tour of Chicago, revel in the incredible climate while visiting the most important landmarks of the city following your guide. You will also dive into the diversity of tastes exploring some typical Chicago food and drinks and enjoy a pleasant walk in good company, choosing your path depending on the weather.
... More- 3 hours
- Free Cancellation
from
USD 155.00
Frequently Asked QuestionsQ:What's the best way to experience Chicago Loop ?
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