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
(50 Ratings)
5 stars
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1 star
Heather_s
Nov 5, 2025
An authentic tour... - An authentic tour experience from a guide who loves Chicago. You will learn a lot and be entertained.
Review provided by Viator
Allison_o
Sep 29, 2025
Excellent overview of Chicago - Steve will take you on a comprehensive tour of the area around downtown Chicago and surrounding neighborhoods-we covered about 100 blocks over 5+ hours. I did not find any other tours of the area and would never have found all these sights on my own - it may seem a bit expensive but is truly worth it as you will see so much with a local character providing history and perspective. Steve is a real character and very amusing- and definitely knows his city. We did have some hiccups- he was not aware we had reservations for the tour but as soon as I called him he came to pick us up. So I recommended that you call him to confirm at the number listed on the reservation! (And I agree with prior comments about the driving -a little erratic at time's but on observing other drivers it may just be Chicago drivers ). I definitely recommend this tour if you want a good overview of Chicago!
Review provided by Viator
Erik_l
Aug 3, 2025
Extremely fascinating... - Extremely fascinating locals tour that gives you a look and insight into Chicago that you would never get on most tourist trap bus/boat tours. We were able to drive by and experience several neighborhoods that you could never find on your own.
Review provided by Viator
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
Dana_h
Oct 13, 2025
Raw. Authentic. Erratic. - Raw. Authentic. A character. Non-touristy. Famous stars homes and non-tourist neighborhoods, but I had to ask to cut the tour short. Erratic driving. Hazard lights on for half the tour. Scared me. Got car sick with all the quick and sharp and erratic turns. Had my eyes closed at least 10% of time as scarey drivers. Hit a curb at least once and cut across lanes in very scary ways more times than I could keep track. He was hard of hearing and had to really speak up question and it was just a 4 seater sedan car. Could6nt hear his hazard lights were on for 50% of the tour until we told him. Needs a hearing aid as 70 years young. In addition, other reviews warned of Steve, owner and only guide, not being aware of Viatar bookings. We got nothing but a Viatar confirmation once paid. No further communication unlike other tours booked. I got worried and started 8 hours before the tour to leave texts, voice messages and an email. I finally got a call back 1 hour before the tour from a very grumpy Steve on how was he supposed to respond while he was sleeping. The message Steve should of heard is why not change your business model to send a quick IM (instant message or text) in the Viatar app to those who booked to establish a persinal connection? This is a 4 hour tour in the car with one strange guy - so one might need the comfort, safety and security of knowing he will really be there and that the tour is really on.
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).