All City Tours in Chicago

Chicago Loop Interior Architecture Walking Tour
Tour ∙ 2 hrs
 ∙ From 
28 USD

Chicago Loop Interior Architecture Walking Tour

(5)
Step inside magnificent lobbies, corridors and the underground Pedway passages on an in-depth Chicago interior architecture tour. The total walking distance is 0.5 miles.
From
28 USD
1893 Chicago World's Fair Walking Tour with Bars
Tour ∙ 2.8 hrs
 ∙ From 
58 USD

1893 Chicago World's Fair Walking Tour with Bars

(3)
Grab a few drinks while experiencing incredible architecture, historical stories of turn-of-the-century Chicago, and visual scavenger hunts.
From
58 USD
Walking Tour of Chicago’s Historical Bars
Tour ∙ 2.5 hrs
 ∙ From 
41 USD

Walking Tour of Chicago’s Historical Bars

(2)
Join us for a historical Chicago pub crawl with an educational twist! You’ll explore the city’s entertainment history and learn about prohibition, jazz, theatre, vices and social clubs, all while staying mostly indoors.
From
41 USD
A Holiday Tour of Drinks, Daleys and Dead Guys
Tour ∙ 3 hrs
 ∙ From 
36 USD

A Holiday Tour of Drinks, Daleys and Dead Guys

On this special holiday walking tour, we'll see some classic holiday sights, and get the off-the-beaten path stories of Christmas' past over a couple drinks.
From
36 USD
UnHighlights Tour of the Art Institute of Chicago
Tour ∙ 2 hrs
 ∙ From 
59 USD

UnHighlights Tour of the Art Institute of Chicago

See the Art Institute of Chicago in a whole new light with our highly interactive, subversive, fun, non-traditional museum tour!
From
59 USD

Customer feedback about City Tours in Chicago

Rating 5.0 based on 10 reviews

I
Fun, interactive, and educational tour!
I was on the Loop Interior Architecture tour with Chicago Detours this past weekend, and it was a very fun, interactive, and educational tour! The roadmap they put together was thoughtful from starting at a building surrounded by architecture history, to ending at the beautiful Chicago cultural center across from the Millenium Park. And in between, they took us to some of the most beautiful and interesting buildings in Chicago - who would have thought, a church inside of a skyscraper? We also got to explore part of the Chicago pedway (which is great since it was cold that day). And I really enjoy the pictures and movie clips on the iPad. For me - those pictures and movie clips put things within the context of where they were before and where they are now. Our lead, Alex, was so knowledgeable and fun. I was always interested in history - and he didn't disappoint offering not just history you got to read in books, but also pop culture tidbits related to them. I so enjoyed this, and plann
Chicago Loop Interior Architecture Walking Tour
B
Best Architecure Tour, absolutely the best
I went on a architecture tour with this group I consider myself an architecture enthusiast and I still learned so much. The tour was very professional and had aspects to suit anyone. The company had spent years going through archives and books to find information that even google cannot find for you. Plus we got to go into a church inside a 22 story skyscraper, the Chase bank headquarters, and even the Chicago pedway. The pedway is pretty much a series of tunnels under the city that goes for over 5 miles, plus the tunnel goes under buildings and is one of the coolest parts of the tour. The tour guide who's name is Alex Bean was funny and enthusiastic. I will never forget the eternal flame that was surrounded by pigeons who where using it to warm up. Mr Bean also told us that once a pigeon on fire flew over him when he was teaching a tour. All in all I highly reccomend this tour that helps you appreciate Chicago more than the average tourist.

Chicago Loop Interior Architecture Walking Tour
W
Chicago World's Fair of 1893 Tour
Amanda, our tour guide, really knew her history. She did a lot of research in order to put this fascinating tour together. Walking along and inside historical monuments, you'll learn how they connected to the1893's world fair, and developed afterwards. With the help of an iPad pictures are shown from the archives to illustrate the times and places we're informed about. Some nice games, played with your fellow walkers, give the right amount of distraction to keep you fresh and on your toes since it relies on your new found memories. The food and drinks are consumed in the most beautiful bars I've seen in Chicago (and will make you want to return there later on). So, a very good choice if you're looking for some fun & informative hours.

1893 Chicago World's Fair Walking Tour with Bars
M
1893 Tour... Bravo!
As I spend most of my free time in the area this tour takes place in, I always appreciate new ways of seeing the seemingly familiar. This tour brought back a flood of memories for me and gave me access to buildings I've entered, yet never explored in depth. Amanda our guide, was a fact machine! As an avid follower of all things Chicago vintage (blogs etc), new facts and tales are always welcome.

I never knew the Berghoff had such delicious chili, another added bonus of course!

Looking forward to jumping on some of this company's other offerings down the road. This tour is a fun and engaging way to start one's exploration of Chicago.

1893 Chicago World's Fair Walking Tour with Bars
S
Inside out and around the Loop
Great walking tour. Really gives a different perspective of architecture from the inside out, moving through indoor lobbies, street/sidewalk spaces and Pedway. It is ok for any kind of weather. Our tour guide, Alex, was so interesting that in the church in the skyscraper another tour stopped to listen to him. Encompasses a great deal of Chicago history and we learned the many spaces, places and ways downtown that can help one see changes and meaningful moments. As a Chicagoan, all the things we saw were familiar to me but received added emphasis and value of knowledge.

Chicago Loop Interior Architecture Walking Tour
A
Delightful way to tour the city
We attended the 1893 Worlds Fair Tour with Bars and Food. I thought I knew the city well, but my wife wanted to take the tour. Our tour guide, Amanda was extremely knowledgeable, kept our group entertained, moving along, and I learned a great deal about Chicago. Some of our interior tours included building I had spent time in, and in each case, she showed me things I had not seen or known about. The included food and drink was sufficient to count as dinner. We will be taking some of their other tours in the future. The 3 hour tour flew by.

1893 Chicago World's Fair Walking Tour with Bars
L
Loop Interior Tour...FANTASTIC!
Having never been on any type of tour in Chicago before, we weren't sure what to expect. Wow! We were we blown away by all of the fascinating things we discovered while on our Interior Loop tour yesterday. Elizabeth was a FANTASTIC guide! Chicago architecture and history rolled up into a fun/informative walk. Loved it! Can't wait to try some of the other tours that they offer!

Chicago Loop Interior Architecture Walking Tour
M
Historic Bar Walking Tour
The tour was a lot of fun but the details are what made it for me. From the very beginning of the tour we were encouraged to really look at buildings to find details that told their stories. From all of the amazing info to the spot on coordination of food and drink I had a blast. Definitely check it out!

Walking Tour of Chicago’s Historical Bars
K
Don't miss this one!
I had one evening in Chicago following a business meeting. Traveling alone, I wanted a quick way to see the city in the evening. The historic bar tour was AWESOME!! Our tour guide Elizabeth was phenomenal. I even ended up grabbing a drink with some Canadians in my group after. Totally made my trip!

Walking Tour of Chicago’s Historical Bars
S
Wonderful tour!
We had a wonderful time on our walking tour. It was enlightening and entertaining and we would gladly do it again. Thanks!
Chicago Loop Interior Architecture Walking Tour

Tours & activities in popular destinations

Amsterdam

Amsterdam

210 tours & activities
Barcelona

Barcelona

195 tours & activities
Berlin

Berlin

162 tours & activities
Brussels

Brussels

71 tours & activities
Budapest

Budapest

152 tours & activities
Copenhagen

Copenhagen

110 tours & activities
Istanbul

Istanbul

478 tours & activities
London

London

300 tours & activities
Los Angeles

Los Angeles

38 tours & activities
Madrid

Madrid

82 tours & activities
Milan

Milan

107 tours & activities
Moscow

Moscow

320 tours & activities
Munich

Munich

86 tours & activities
New York

New York

125 tours & activities
Paris

Paris

171 tours & activities
Prague

Prague

257 tours & activities
Rio de Janeiro

Rio de Janeiro

51 tours & activities
Rome

Rome

172 tours & activities
Vienna

Vienna

115 tours & activities
Warsaw

Warsaw

97 tours & activities