Tom B.United States
Bob knows Chicago and took us to neighborhoods we’ve never been like China Town, the U of Chicago Archaeology Museum and the National Mexican Museum. We ran out of time and Bob didn’t want to continue after the 4 hour timeframe.
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Private tour in Chicago Bob K
Chicago Day Tour by car
5.0
(10) reviews
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4 hours
Private transportation
Private tour for 1-4 people
Your party size
1
Tour date
View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later
-
4 hours
Private transportation
Private tour for 1-4 people
Your party size
1
View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later
Bob K.
4.9
Guide rating
115
Reviews
Tours delivered
9 hrs
Avg. response time
The Experience Create your own memories, giving you a front row seat, Making you the Star in your own movie! Hello my name is Bob , a life long adventurer & avid traveler. I will make your time in Chicago a very special time to treasure. Born & raised in the City, I know that I can open doors to a one of a kind memorable experience. I am an Artist having traveled all over the U. S. doing Art Fairs & internationally as Artist for Club Med. I have an intimate vision & understanding of what visiting & touring a new place is all about. I was artist for the State of Illinois. Artist in residence for the development of the Museum Campus. I have a Master's in Historic Preservation from the Art Institute of Chicago. After 20 years, I recently retired from the City of Chicago as Director of Community Outreach. My intimate knowledge of the inner workings of the city allow me to offer a total immersive experience, not available on other tours. From wherever you come from, I will make you feel comfortable, safe and at home. I was artist for the State of Illinois for the turn of the Century I was Artist in Residence for the development of the Museum Campus I recently retired from the City of Chicago , after 20 years as Director of Community Outreach Worked closely with the mayor's wife, Maggie Daley on art projects for Youth throughout the city. I am considered a great raconteur & storyteller. Some tours will use transportation either Uber or I will get a car.
Have a question or want to customize this tour? Message Bob K.
North side/Southside-Eastside/Westside Chicago Tour in a comfortable 5 seat SUV
Overview of your Chicago tour
Giving tours of specific areas in Chicago, I realized I could consolidate one tour by car to give you an overview of Chicago the City by the Sea. Chicago is an embarrassment of riches. The unique & amazing things to see in this city are astounding. My many years of living & working for the City of Chicago has made me the go to guy for all the neighborhoods & sites to experience & visit. I want to share with you the excitement I feel driving around the city. I will point out major sites , while we are in the comfort of a car. I know all the streets, enabling us to tour in comfort seeing all the city has to offer. Let me share with you the highlights of this exciting Metropolis!
Recent Reviews
Michael F.United States
You can not got wrong with Bob! He has a wealth of knowledge and a super personality. We saw more than we could have imagined during our tour without being rushed. It seems like he knows every important person and building in the city. Plus he brings the energy. It exceeded my family's expecations.
Jim S.United States
Bob is excellent! He is very knowledgeable and made Chicago come to life in a much more interesting and entertaining way. We highly recommend Bob to anyone who wants to know more about his great city.
Jay J.United States
Bob was very knowledgeable, He knew a lot about the architecture and historical facts about some of the old buildings, He took us on an inside tour of the Chicago cultural center. (The details in the architecture ere amazing!). He answered our questions. We enjoyed the tour .we appreciated his promptness at the pick up site and he was flexible with his itinerary.
Frances G.United States
If you want an artist’s view of Chicago, Bob is the guide for you! I As we drove through the city he described the neighborhoods. He has incredible knowledge about the history and architecture of Chicago. It was real advantage to have a tour guide who grew up in the town, and knew all the special places that most tour guides wouldn’t bring you to. Bob is also an artist well known in Chicago, and it was truly interesting to hear his thoughts about the art in some of the places we visited. Thank you, Bob!
Sherry C.United States
What a wonderful day we had! Bob K. was the best guide we've ever encountered! I really love Chicago now that we had the pleasure of seeing it through his eyes! He made it so interesting and fun! I loved how excited he still gets showing off the gorgeous architecture of his city! Wow! Loved every minute we spent with him and felt so lucky we picked him to show us the city he grew up in!
Your Chicago tour itinerary
I will pick you up at a designated location in a comfortable SUV with seating for four. All the time pointing out & talking about the areas we are in. - Westside: Fulton Market/ Randolph St. experiencing the vitality of this ever changing area. - We will drive through Greek Town to the University Of Illinois Campus to Little Italy, - Southside:Pilsen, a Mexican Community known for its murals which we will see. - The vibrant Chinatown & the Chicago River, seeing its wonderful transformation. - The Original Gold Coast with the oldest house & a Church adorned with Tiffany windows. - Drive north through the downtown, by the Eastside, seeing the all the fabulous sites! - Going over the river to the The spectacular Northside, it's historic neighborhoods & historical sites. - We will drive through Lincoln Park seeing the zoo, museums & views. - Old town with its quaint charm. Contact me for customization
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: Private Transportation / Category: Suv
I will have a 4 passenger SUV
What's included
Private Guide
Private Transportation
What's not included
Other: Personal expenses.
Meeting location
Chicago, Illinois, United States
Airport: ,Cruise: ,ByGuide: A place convenient for the guests
- You can request a specific meeting location (for example, your hotel) during the checkout.
Other details
Tour categories
City Highlights
History
Tour reference number
1011600
Languages
EnglishActivity level
Minimal
Traveller reviews
5.0
FAQs
Who is this private tour in Chicago best suited for?
This private tour in Chicago is perfect for travellers who want to explore the city's diverse neighbourhoods and iconic sites in comfort. It's ideal for those interested in a comprehensive overview of Chicago's vibrant culture and history, all from the comfort of a car. Bob K. offers insights into the city's unique areas, making it a great choice for anyone looking to connect with a local expert.
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?
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
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4 hours
Private transportation
Private tour for 1-4 people
Your party size
1
Tour date
View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later
-
4 hours
Private transportation
Private tour for 1-4 people
Your party size
1
Tour date
View our cancellation policiesUpgrade for total flexibility with Last-Minute Cancellation
Book with a depositSecure your tour today and pay your balance later
More tours in Chicago by Bob K.
Explore more of Chicago
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Book with a deposit
If your tour is valued over $200 USD and booked at least 45 days before the tour date, you can book with a 20% deposit!
How it works
- Your credit card will be authorized only for the deposit amount.
- Funds will not be withdrawn until your tour booking is fully processed.
- The remaining balance will automatically be charged to your credit card 30 days before your tour date.