Chicago Neighborhoods Tour: Explore 10+ Areas

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
4.5
(46 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Janet_k
May 29, 2025
Diversity abounds here in Chicago. - You will learn a lot about the history of Chicago and it's neighborhoods. Steve is a great guide who knows how to give a comprehensive introduction to the diversity of this great city.
Review provided by Viator
Robin_s
Apr 15, 2025
This tour was exceptional... - This tour was exceptional and I highly recommend people to tour with Steve Johnson. The knowledge, the service and the friendliness were top notch. Thank you Steve for taking good care of us.
Review provided by Viator
Discover23929382448
Nov 18, 2024
What a great way to tour Chicago for the first time ! - Steve was prompt picking us up @ our hotel. He then covered history of the areas we visited in a relaxed, informative manner. We were encouraged to notify him when and if we wanted to stop and take pictures. Also, we were so impressed with this gentleman that we agreed to have him drive us to the airport several days later.
Review provided by Tripadvisor
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
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
556sharap
Apr 28, 2025
Chicago South Side Tour- Worst Tour Ever!! - I don't write reviews.. at all. But because of the terrible experience I had it's only right for me to leave a review to warn others. Honestly I don't even know where to begin, for starters Steve was a horrible tour guide. The tour was scheduled to start at 8:30am, that was with hotel pick up included. My friends and I didn't get picked up until 11:30am and it was a good thing that we went ahead and ate breakfast even though we were guaranteed to be taken somewhere to eat breakfast for the allegedly 8:30am start time. And even though for our party of 3 we were guaranteed a private tour, when we got picked up at our hotel there were two other people on the van, which thank goodness they were very pleasant. Steve tried to tell our party of 3 where to sit on the van instead of letting us choose where we would like to sit causing uncomfortable seating issues, so our party of 3 and the two other people on the van worked out our own seating arrangement. This seemed to have disturbed Steve to where he wanted to swap out vans. Even when everyone on the van said that we are all fine and comfortable with the seating arrangement we worked out and also the current van has better accommodations (charging ports, climate controlled, etc). This still fell on deaf ears because after about 1hr into the tour we got into a different van that was below expectations. Steve went on to show us places that we honestly didn't have no interest in seeing and these places wasn't mentioned being part of the tour. Steve had an issue when we asked questions, the tour wasn't engaging, Steve did a lot of talking and made the experience extremely boring. Also I believe Steve is hard of hearing as well which caused a communication barrier. The tour is supposed to be 4hrs and we were guaranteed to be taken somewhere for breakfast and lunch. So mind you we got picked up at 11:30am for the tour instead of 8:30am. Around 2:00pm everyone on the van was hungry as heck and Steve didn't want to stop for us to get something to eat. He went on saying that we have to have structure and there is a certain order that the tour has to be done, which was very contradictory when we was initially told that our requests will be accommodated. Steve proceeded to show us other places that we didn't care to see because we was extremely hungry. We asked several times if he can at least stop somewhere for us to get snacks but he ignored us. The last place we stopped at before we ate, myself and another person out of our group didn't want to get off the van to view whatever it was Steve wanted us to see which wasn't mentioned as one of the places that we would see when we booked the tour. So as Steve was helping the other people of the van and when myself and my friend said that we will stay on the van, Steve slammed the van door in our face while saying okay bye. We finally was taken to a soul food restaurant to eat, this was 1hr later and keep in mind the tour is 4hrs long. We was in the restaurant for about 1hr 20min. After we got done eating two of us (myself included) decided to just uber back to the hotel and not finish the tour because we just couldn't take it anymore, it was extremely boring and Steve was rude. The 1 person out of our group that did stay informed us that after we left the tour, Steve did not take them to Jennifer Hudson's child hood home, Kanye West child hood home nor Obama's house and that was because of time which that's all on Steve. So yeah, this experience was terrible and we basically wasted a great majority of our day for nothing.
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).