Best of Chicago: Architecture & Highlights City Private Tour

Discover the iconic architecture of Chicago on a small group walking tour. Explore famous buildings, enjoy stunning views of the Chicago River, and indulge in local treats.

Duration: 2 hours
Cancellation: 1 day learn more
Highlights
  • The Chicago Theatre - This is where your tour begins - underneath the iconic neon sign made famous in both movies and musicals! Here, you’ll meet your guide and then set off through bustling downtown Chicago.
What's Included
  • Local English-speaking guide
  • Train pass
  • Snacks
What's Not Included
  • Gratuities
  • Additional food and drink
  • Souvenirs or personal shopping
Additional Information

Get the best of Chicago with a local guide on this walking tour featuring the city’s best neighborhoods, top attractions, and the Chicago ‘L’!

We’ll start by exploring the Chicago Loop, home to an array of mind-blowing architecture. See the Willis Tower, Union Station just across the river, and admire the Beaux-Arts beauty of the Art Institute of Chicago. No downtown Chicago experience is complete without a stop at Millennium Park’s Cloud Gate, AKA The Bean.

We’ll then head north to stroll along the Chicago Riverwalk before exploring the River North neighborhood, home of the iconic Wrigley Building.

Over in the Magnificent Mile district, grab post-tour tickets for the Museum of Contemporary Art or brave the 94 floors up to 360 CHICAGO observation deck. End your tour here or nearby in the attraction- and entertainment-filled Navy Pier.

During your tour, your guide will treat you to a local snack as well as a $5 train pass so we can really maximize our time sightseeing in Chicago!

Location
The Chicago Theatre
North State Street
The Chicago Theatre (underneath the marquee).
Cancellation Policy

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

Customer Ratings
4.9
(91 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Barbarape8188dn
Aug 20, 2024
Wondrous ! - Rich was great. Fun & informative!! I have a gimpy foot and was able to walk comfortably. The ride on L was a bonus. Thanks!!!
Review provided by Tripadvisor
Robin_r
Jul 24, 2024
Discovering Hidden Gems in Downtown Chicago - Great walking from a very personable and knowledgeable guide. While we were hesitant to take a walking tour, we were glad that we did. It afforded us an opportunity to go inside a lot of beautiful “hidden” gems in the area together with an informed narrator. The walking was not a burden at all because we had so many stops to take in the awesome beauty that we discovered along the way. We would highly recommend this tour and our guide, Dave Lifton. ⭐️⭐️⭐️⭐️⭐️
Review provided by Viator
Explore453559
Jul 5, 2024
Food and architecture - Absolutely a great tour and tour guide. We certainly suggest to do this tour with Rich. Make sure you go hungry because you will eat alot. He will also give you lots of food and activities to do while visiting
Review provided by Tripadvisor
Eduard
May 26, 2024
A great time on the L Train Tour With Kevin - Kevin was excellent 👌👍 He was friendly and very knowledgeable. Even with a sprained ankle, did an amazing job on the tour.
Review provided by Tripadvisor
Onair40757008998
May 7, 2024
Great experience - Very flexible and knowledgeable. Was willing and able to modify the tour to accommodate what we wanted to see. It was just myself and 1 friend on the tour and we were able to go to the art gallery and explore with the guide.
Review provided by Tripadvisor
Sightseer66229432274
May 6, 2024
Friendly and informative tour of chicago - Our tour with Kevin was great. He had good energy and remembered our names. He was flexible and thoughtful and we learned a lot from our tour. Would recommend!!
Review provided by Tripadvisor
45abenaa
Apr 15, 2024
Great tour - I hade a great time during this tour, I’ve been doing tours for a few years now and you can tell when you with pro. He spoke clearly and loudly over all the hustle and bustle made us laugh and had great knowledge of Chicago. The food was great and he gave us great suggestions on where else to check out while I’m here!
Review provided by Tripadvisor
P4517bxrebeccah
Apr 8, 2024
Wow - Was very knowledgeable and the city was beautiful. Will definitely be back to visit. Gave us some great tips on where to eat also.
Review provided by Tripadvisor
Robertjc8423gb
Jan 15, 2024
Chicago Architecture - Terrific tour - Dahs was familiar with both the usual masterpieces and the hidden gems. He also gave the historical and cultural contexts of the architectural works.
Review provided by Tripadvisor
Jajanbali
Dec 10, 2023
No Ketchup on Chicago Hot Dogs? Now We Know Why!!! - One of the highlights of our visit to Chicago last October! Our 2-part 5-hour walking tour with guide Tall Dave was informative and fun. The first half was an exceptional architectural tour that included many hidden gems along with lots of fascinating fun historical facts that made everything come to life. The second half was a food tour although we did get some surprise treats in the first half, including Frango chocolate mints and Garretts popcorn. OMG, luckily I live too far away to become addicted to these, although I did buy some to share with friends. (OK I ate them all myself. 😂 ) We had Chicago-style hot dogs (no ketchup), Italian beef sandwiches and Lou Malnati’s deep dish pizza. Everything was delicious (although we in the end, we preferred Giordano’s deep dish. (Sorry, Tall Dave. 😛 We still loved your tour!)
Review provided by Tripadvisor
Select Date and Tickets
up to 12 guests
1
Traveler
September 2024
Sun
Mon
Tue
Wed
Thu
Fri
Sat
Today