Private tour in Chicago Colleen

Walking Art, Architecture and History Tour

5.0

(4) reviews

-
Hours icon 2 hours
Walking
Private tour for 1-6 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 2 hours
Walking
Private tour for 1-6 people
Your party size

1

View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later

Colleen

5.0

Guide rating

14

Reviews

Tours delivered

11 hrs

Avg. response time

Welcome to Chicago, friends! I absolutely love showing off everything beautiful, fun and exciting in my home city. I'm a life-long Chicagoan and have been a professional guide since 2017 working for over 5 different tour companies. I give walking architecture tours, food tours, ghost tours, boat tours and tours through some of our amazing museums! I have degrees in Theater and Psychology, and after college I trained at many of the comedy theaters throughout Chicago, including Second City. I currently perform in improv shows at two theaters and coach a college team, so I would love to take you out to see some comedy in this city! Chicago has spectacular views, stunning architecture and many hidden treasures that I can show you. Throughout my tours I'll recite intriguing stories, enlightening you about Chicago's compelling history. I point out all of the best places to eat while I recommend the most fun attractions and must-sees for your trip. I'm great at tailoring my tours to my guests' interests, even on the spot as we chat and can't wait to show you everything Chicago has to offer! I am a seasoned performer with a Theater degree from Loyola University Chicago so I know how to entertain you on my tours. I have been a member of the Chicago Tour Guide Professional Association since 2019. Most of my tours do not have restrictions. I have a private vehicle that I use for tours, but if its a larger group I may rent a more comfortable vehicle.

Have a question or want to customize this tour? Message Colleen

Overview of your Chicago tour

Chicago's architecture is world renowned and our legendary downtown area is filled with major famous artworks! I'll show you incredible interiors with rich histories and opportunities for amazing photos! This tour is a great way to get the lay of the land and a local's perspective on the best things to do downtown! You'll get to visit our iconic buildings and understand how Chicago became the birthplace of skyscrapers. Be amazed by our glamourous shopping district and one of our oldest buildings that survived the Great Chicago Fire. We can visit the Bean and Chicago's Cultural Center on our way to visit the recognizable Chicago sculptures. I'll enlighten you with the tales of how Chicago became the major metropolis it is today and how we received world recognition at our World's Fair celebrations, while showing off our newer cultural attractions. With years of experience walking through downtown I know where the best sights are and how to show you the best time!

Recent Reviews

Ivan C.United States
June 2026

Tour was informative and guide was chill and pleasant. My cousin who has lived in Chicago for the past 30 years was on the tour and found out things she didn't know.

Michael S.United States
April 2025

Colleen provided an amazing tour of Chicago architecture covering the last 150 years! She expertly guided the tour in an unhurried, but efficient fashion. I was able to see many beautiful and intriguing details of these majestic buildings. Stone, marble, steel, and glass revealed their many stories. The tour included seeing Al Capone's safety deposit box, a sparkling Tiffiany glass decorated dome, a million-dollar cube, and a glowing Frank Lloyd Wright lobby! The history and beauty of these fantastic buildings came to life!

Tomas L.
February 2025

Colleen was amazing! Friendly, knowledgeable and authentic. She personalised it to our needs and interests too!

Missy S.United States
September 2024

We visited Chicago for my birthday and i wanted a walking tour. There were 6 of us. Colleen met us at the condo and it was a fabulous tour down miracle mile and around the public arts sculptures and paintings. She did not disappoint this family at all. She was engaging and very easy to talk to. She and I were in constant contact once I booked. Highly recommend Colleen !

Your Chicago tour itinerary

I'll meet you at your downtown hotel, or wherever is convenient for you near our downtown area. This tour is highly customizable for sights in the Loop and River North area. The following includes several opportunities for this tour, based on your starting/ending location some will not be included: -Chicago Cultural Center -Millenuim Park -Magnificent Mile -Navy Pier -Water Tower -Dearborn St. Public Art -Riverwalk -Architecture: Art Deco, Beaux Art, Modernism, Post-modernism and more! -Sculptures, Mosaics and Tiffany Domes -Even More!

Want to customize this tour?

Tell your guide which places matter to you, skip what doesn't, and tailor the experience for your group's needs. Not finding what you want? Message your guide to build something unique.

Transport details
Type: Walking

We will walk between sights and buildings. There will be opportunities to rest and take breaks as needed.

What's included
Private Guide
What's not included
Other: Personal expenses. You are responsible for any extras you would like to purchase along the tour.
Public Transportation
Food Drinks Snacks
Tickets
Private Transportation
Tastings
Private Transportation With Driver
Equipment
Classes Workshop
Accommodation
Services
Meeting location

53 West Jackson Boulevard, Chicago, Illinois, 60604, United States

Monadnock Building 53 W. Jackson St. Chicago, IL 60604

  • You can request a specific meeting location (for example, your hotel) during the checkout.
Other details
Tour categories
Art And Culture
History
Architecture
City Highlights
Tour reference number
1223884
Languages
English
Activity level
Light

Traveller reviews

5.0

FAQs

Who is this private tour in Chicago best suited for?

This private tour in Chicago is perfect for travellers interested in art, architecture, and history. It's ideal for those who want to explore the city's downtown area and learn about its iconic buildings and cultural attractions. If you're looking to connect with a local for deeper insights, Colleen will provide a unique perspective on the best things to do downtown.

What should I bring or wear?

Can this private tour in Chicago be customized to focus on what I want to see and skip places I've already visited?

How long is the tour, and can the start time or duration be adjusted?

Where does the tour start and end?

Is transportation included?

How much walking is involved, and is it suitable for kids, seniors, or travellers with mobility concerns?

What happens if a site is closed, crowded, or the weather changes?

What languages is this tour offered in?

AI-generated. Please confirm details with your guide

-
Hours icon 2 hours
Walking
Private tour for 1-6 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 2 hours
Walking
Private tour for 1-6 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
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