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Chicago in a Day: Food, History and Architecture Walking Tour

Chicago in a Day: Food, History and Architecture Walking Tour

Overview

Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some of the city’s greatest hits: incredible architecture both old and new, delicious local treats and iconic Chicago dishes, a uniquely Chicago transit ride, stunning river views and much more!

City: Chicago

Sun 23 Feb

Other dates

You can choose the date already on the booking website

Starting at $104.00

Make a reservation

Sun 23 Feb

Starting at $104.00

Make a reservation

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What's Included

Transportation between tour halves

Get a taste for Chicago’s most famous food like Chicago-style hot dog

Try Deep dish pizza at a pizza place that’s an icon to Chicago

Join professional English-speaking local guide

Discover Chicago on 5 Food Stops with 5 Food Samples

Discover Chicagos’ incredible architecture both old and new

Enjoy a couple of classic made-in-Chicago snacks like Chicago-style popcorn and homemade chocolate

Additional Info

Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Transportation options are wheelchair accessible
Suitable for all physical fitness levels
In the event of road or attraction closures, your guide will do their best to work around the obstacles or take your tour to alternate locations.
Small group of a maximum of 12 people.
This is a child-friendly walking tour. Children under the age of 6 are permitted to join this tour free of charge.
Please note: food options and portion sizes will vary depending on the season and where we stop that day but the total amount of food included will be equal to a full meal.
All tours follow the latest local health authority advice. Urban Adventures has received the World Travel and Tourism Council’s Safe Travels stamp, which recognises companies that have adopted health and hygiene global standardised protocols.

What To Expect

The Chicago Theatre

We start our tour under the dazzling marquee of the Chicago Theater (where you might recognize the neon sign from the movie musical Chicago) before heading off into the bustling city.

Chicago Pedway

We’ll then head towards the Chicago Pedway. This unique feature of Chicago is used by locals and commuters daily to move about the city in a network of underground tunnels — especially necessary during the Midwest winters. We’ll head back above-ground near City Hall, and on most weekdays, be able to head inside to see the classic interior design and architecture.

Chicago Riverwalk

Weather permitting, we’ll take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building, and the Sears Tower (now known as the Willis Tower).

Chicago River

From there, we’ll either hop on the ‘L’ train. The ‘L’ train is recognized as a Chicago landmark having been featured in movies and TV shows for decades. You’ll enjoy feeling like a local as you zip past buildings and catch even more awesome views.

The Magnificent Mile

Finally, we’ll take a stroll through the beautiful lakefront parks along Michigan Avenue

Cloud Gate

We’ll end up in the picturesque Millennium Park, home to the iconic Bean sculpture. Here (or nearby), your guide will conclude your tour and point you in the right direction toward more amazing sights, great lunch spots, or a drink recommendation inside one of the most amazing spaces in the city.

Show 3 more stops

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (391)

TrinitySlocum

Dec 2022

Rich was knowledgeable and friendly. I really enjoyed the song snippets that he sang and appreciate that he was so flexible working with us around the extreme weather. All the treats we tried were exceptional! I have fallen in love with this city and can’t wait to come back!

Susan_F

Dec 2022

Dave’s genuine passion for his city, his authentic delivery, and humor add to this well curated tour of food, history, and architecture. New visitors to the city will enjoy this experience for its comprehensive and engaging overview of Chicago. Best experience on a group tour EVER.

Alyson_C

Dec 2022

What a fantastic experience! A great introduction to Chicago and its many treasures. My teenager and husband enjoyed it equally.