Chicago Neighborhoods Small-Group Tour: North/South Side

Explore the diverse neighborhoods of Chicago on this small-group tour. Discover the hidden gems and iconic landmarks of the North Side, South Side, and more!

Duration: 4 hours, 30 minutes
Cancellation: 24 hours
Highlights
  • Hyde Park - Travelers will see the neighborhood and home of 44th President of the United States and plaque where Michelle Obama was 1st kissed! Travelers will tour the college campus of The University of Chicago that attracts students from around the world where many remain post graduation in the historical Hyde Park. In addition to the medical…
What's Included
  • Phone charging port available.
  • Headphones provided for tour guide listening.
Additional Information

This distinct Chicago tour gives tourists an opportunity to discover the vast majority of Chicago’s 77 districts and city parks. No other tour offers a sweeping view of various Chicago neighborhoods. While other tours may only showcase 1 or 2 neighborhoods, we traverse through the South Side, North Side, Southwest, Northwest and parts of Downtown,…

Location
The Chicago Theatre
North State Street
The front entrance of the Chicago Theater. **If you staying at a Chicago downtown hotel, we will pick you up from the hotel.
Cancellation Policy

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

Customer Ratings
4.6
(43 Ratings)
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Lowthorpe
Jun 15, 2024
Best guide ever! - Steve is the perfect tour guide. He is extremely knowledgeable, plus he’s respectful and polite. I could relax and soak in Chicago in comfort knowing I was in great hands. Plus. I love his long sunroof allowing an enhanced view of everything.
Review provided by Tripadvisor
Jillian_c
Apr 11, 2024
Wonderful personal tour of Chicago as a city - Steve took us through neighborhoods from downtown through the extensive South side and up into the North side, always with great running commentary on the history, people, and places in each neighborhood. Thus was exactly what we hoped for. It was even better than expected -because Steve lives and works in Chicago he was able to share personal experiences that made the tour even better. We had a wonderful time!
Review provided by Viator
Fatladythatlunches
Jan 18, 2024
If you want to see Chicago beyond the Bean, River Walk and Lake do take this Southside tour!! - We had been in Chicago for a couple of months and had done all the usual sights. We had a few days remaining and felt there was a big area south we hadn't explored at all. Enter Steve ..... what he doesn't know about the Southside is just not worth knowing. I had no idea just how many famous people were born or spent time in South Chicago. It was such an informative excursion; he drove us all the way down to the Indiana border with a really interesting commentary, identifying all the different neighbourhoods and how they came about. There were lots of stops to take pictures and a nice break in a local coffee shop. I urge you to take this trip which really gave us a much better understanding of the whole of Chicago. Oh.... and those famous people's homes you can see, past and present.... Muddy Waters, Johnny Mathis, the Marx Brothers, Pops Staples, Kanye West, Muhammad Ali, President Obama! Fantastic. Thank you, Steve. We will always remember the three reasons folk from the South travelled to Chicago... JOBS, JOBS AND JOBS!!
Review provided by Tripadvisor
Tina_l
Oct 2, 2023
Highly recommend tour of Chicago with the Best tour guide!! - Steve is Awesome. He is very knowledgeable and passionate about Chicago! Steve has a great sense of humor and makes the tour fun. He took us to popular places as well as places we would have never been able to visit if we hadn’t gone on this tour! There are so many neighborhoods in Chicago and Steve knows them all. I highly recommend taking this tour. He will also pick you up from the airport and take you back for less than an Uber.
Review provided by Viator
Jerry_l
Sep 18, 2023
Steve was great. Told us... - Steve was great. Told us a lot of history about the neighborhoods. Picked us up on time and explained everything and how it all got started . Would use him again if we could
Review provided by Viator
Robert_b
Jul 20, 2023
Friendly and very... - Friendly and very informative about Chicago neighborhoods, culture and history. Steve Johnson welcomes questions and pictures.
Review provided by Viator
Jeannefb74
Jun 24, 2023
Great insights into Chicago’s culture - Steve’s tour of Chicago neighborhoods was amazing and comprehensive. I have lived in the Chicago area for 30 years and we visited places that were totally new to me. My friend and I highly recommend this tour for anyone who is interested in Chicago’s culture and the differences and unique aspects of the individual neighborhoods throughout Chicago.
Review provided by Tripadvisor
Larry_d
May 8, 2023
Backyard tour of Chicago - We lhave lived in the midwest all our life but never took the opportunity to explore Chicago. This tour took us into neighborhoods that we would have never seen otherwise.
Review provided by Viator
Michael_h
Feb 17, 2024
Now the southside of Chicago…… - Overall, the small group tour of the north and south of Chicago with Steven was quite enjoyable. Despite a few hiccups, it provided a good overview of the city. Steven's knowledge was evident, and he shared interesting tidbits about the areas we visited. However, there were some issues, such as Steven being an hour late to pick us up due to confusion about our booking. Additionally, his driving was a bit erratic, which was concerning at times. I wish we could have made more stops along the way to explore different locations, but the tour still lasted over four hours, giving us a comprehensive glimpse of the city. It's a great option for those looking to get a taste of Chicago and plan future visits at a more leisurely pace.
Review provided by Viator
V5496omlindad
Jun 25, 2023
Bad policy - Boooo, they discriminate against solo travelers. If you don’t have two people going they won’t sign you up for the tour. Very bad and unfair policy.
Review provided by Tripadvisor
From $125
up to 5 guests
2 Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).