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Chicago Bike Adventures

Chicago Bike Adventures

Custom guided bike rides through Chicago's neighborhoods.

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      • Preservation Chicago
        • 7 Most Endangered Structures of 2017
        • 7 Most Endangered Structures of 2018
      • Southern Exposure (Lee Bey, 2019)
      • Worthmann & Steinbach
    • The Arts
      • Literature
        • The Coast of Chicago (Stuart Dybeck, 1990)
        • Indemnity Only (Sara Paretsky, 1982)
        • The Jungle (Upton Sinclair, 1906)
        • My Favorite Thing is Monsters (Emil Ferris, 2017 & 2024)
        • Native Son (Richard Wright, 1940)
        • Print Chicago
        • Sister Carrie (Theodore Dreiser, 1900)
        • So Big (Edna Ferber, 1924)
        • The Spook Who Sat by the Door (Sam Greenlee, 1969)
      • Movies
        • The Blues Brothers (1980)
        • The Dark Knight (2008)
        • Ferris Bueller’s Day Off (1986)
        • The Fugitive (1993)
        • V.I. Warshawski (1991)
        • Stranger than Fiction (2006)
        • While You Were Sleeping (1995)
      • Public Art
        • Art Sculpture
        • Monuments and Memorials
    • Chicagoland Breweries
    • History/Geography
      • 1895 Boulevard Bike Ride
      • Chicago River and Water System
      • Division Street (Studs Terkel, 1967)
      • Eastland Disaster Victims
      • Notorious Chicago
      • A People’s History of Chicago (Kevin Coval, 2017)
  • Blog
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Yelp

  •   If you want to get to know Chicago more personally, try this out. This was one of my favorite experiences during my three day stay at Chicago. I did all... read more the tourist must-dos but it was nice to bike around neighborhoods and to feel what exactly the locals see everyday. Steve was great with everything from picking out/adjusting a bike for my size to explaining fun little details of Chicago. If you love being active and want a new experience while traveling, this would be great for you.

    thumb Somang L.
    8/28/2019
  •   I found Steve of Chicago Bike Adventures on Trip Advisor. They also have a website: https://chicagobikeadventures.com/about/

    I wanted to enhance a four day holiday in Chicago... read more with something more interesting than the usual Red Bus or Architectural River Tours which, while worth doing, are things I had done before. Steve's tours involve riding cycles around the northern neighborhoods of the city for 5 hours while he explained the sights. Before the tour, you are sent a questionnaire which asks about your size, bike riding expertise, and interests: History, architecture, sports, churches, etc.

    I chose a cold day in December and was the only person on the tour which meant I got Steve all to myself. When I arrived a the beginning of the tour, Steve was waiting with a helmet and a well tuned bicycle adjusted for my size and ready to go.

    We started with a tour of the immediate neighborhood. As we rode He explained the local history and pointed out landmarks. The pace was just right, we kept moving to stay warm, it was about 30 degrees F, with stops at various points of interest. Steve teaches in the Chicago schools when he is not giving bicycle tours and we got along famously. As the tour went open we explored the University of Illinois, street art, the trendy new neighborhoods that are attracting tech workers and historical sights going back 100 years.

    One of the best things about a small group tour is the ability to get to know a local, ask questions and get a sense of what it is like to live in the city you are visiting. This is much better than hearing a recording of the points of interest as you drive by on a bus filled with other tourists.

    Later Steve took me to a local taco place for lunch. The food was very tasty and we continued our discussion of Chicago, one of the most interesting cities I know.

    After 5 hours and 12 miles of bike riding I was tired and very happy to have taken the tour. I suspect you will be just as satisfied if you take one of Steve's bike tours. Although the route is chosen carefully to minimize congested streets, you will be riding in a big city for hours so you should be comfortable riding a bicycle in traffic.
    John Kelly

    thumb John K.
    12/28/2018
  •   Absolutely loved this bike tour with Steve. Our tour was customized to what we wanted to see. Steve included stops in between our requested stops so we could learn and... read more enjoy more about this beautiful city. Steve was patient with us and accommodating to our level of bike riding, making sure we were following behind and letting us know our route ahead. Steve took pictures and put them together on a map showing where we had been. He also included photos from the movie sites we stopped at so we could compare our pictures with the movie. It was awesome! I will recommend Steve to friends and book again!!!

    thumb Stacie A.
    9/25/2023
  •   Steve created a wonderful memory for us while on a short trip to Chicago. Our group of girls had a mix of biking experience and he went out of his... read more way to ensure we all felt comfortable. This tour was a comfortable pace filled with local art and history of each space. The ability to ride through the city made us feel like a local even though my riding skills may have indicated otherwise. Thank you Steve for making us feel like a priority to you and your city. Would love to come and do this again.

    thumb Amy H.
    4/29/2021
  •   My friend from out of town wanted to visit me in Chicago for my birthday. Instead of going out to a fancy dinner, we decided to go on an... read more adventure with Chicago Bike Adventures. It was a great! I live in Chicago and love to bike. I wasn't sure if I would see anything new or unexpected on my trip because I live here, but I certainly did! Steve is extremely knowledgeable and knows about all the hidden gems! He customized the tour for just me and my friend and one other woman that joined us that day. It was great to be able to see all of the things I wanted to see (like street art, history, and planning stuff) and not get into the things I didn't care as much about. I'm sure there are many more customized adventures that he is prepared to give!

    We saw a lot of really fantastic street art. We also stopped by a brewery in Pilsen, Lo Rez. I highly recommend it! Steve was extremely knowledgeable about all of the things and places we visited. He was also very approachable and fun to ride with. He even lent someone a pair of socks so she could be a little warmer on the ride. Great guy.

    It was great how Steve knew which route to take. He clearly did a lot of research in finding the best way to get around. I ride my bike in Chicago so I know how difficult it can be getting around if you don't find a bike lane, or a less busy street. The ride that day was very pleasant and stress free.

    Oh! I should mention that it was 33 degrees when we did this trip and I still loved it! We bundled up and kept warm by moving.

    I would definitely recommend this for a visitor or a local!

    thumb Emily E.
    1/25/2019
  •   Steve is great and love the tours. My wife took me on one a couple years ago and we went again while some friends were in town last week. Great... read more way to see the city and each tour is customized based on what you are interested in learning about and how far you want to go. Highly recommend!

    thumb Jason K.
    8/16/2022
  •   A fantastic bike tour, personally tailored to your interests. We did a 3-hour ride with a group of four who signed up together, but you can also sign up alone... read more and be paired with others.

    Steve is a friendly and knowledgeable guide. We had a rider who hadn't ridden a bicycle in years and Steve's loaner bike and helmet worked out great.

    Highly recommend the "bike the boulevards" route and on through Pilsen and Chinatown. Great history and architecture.

    Thanks, Steve!

    thumb Alex H.
    7/12/2019
  •   This was by far the best day of my vacation in Chicago. A bike tour is the best way to see a city, and Steve's street art bike tour was... read more such a great experience. We saw great popular murals and tons of never seen or known about before. Steve knew the answers to all my questions about the artists, the collaborations, the backgrounds of the pieces and more. On top of that I felt very safe the whole and trusted his urban biking skills. It was truly a memorable experience and I can't wait to take my friends with me next time I go!

    thumb Naima B.
    10/29/2019
  •   I spent an amazing 4.5 hours riding 15 miles on a totally customized bike tour with Steve. He knows so much about the art, architecture, and history along the way... read more (he is a retired teacher so it's not surprising.) After I got home he even provided me with a detailed map of the ride that included photos of me along the way with informational links about the scene shown. A+ experience.

    thumb Colin K.
    8/17/2021

Airbnb

  •   This was awesome! When I signed up, I thought this would be good but turned out to exceed my expectations. Steve was super friendly from the beginning and his joy... read more of biking and sharing the city was infectious. There is no way I would've ever seen the places we visited on my own and enjoyed every minute. I've been to Chicago over a dozen times and I learned and saw more during this trip than I've ever seen. He was funny and very smart and his expertise is history showed through his stories, historical information about the city, and knowledge of the changing neighborhoods we went through. He genuinely cared that I was enjoying my time and seeing the things I was interested in. This is the best way to really 'see' the city and travel through the decades. This experience is a must! Thank you, Steve!

    thumb John
    October 5, 2019
  •   Our bike ride with Steve was great! He is very friendly and knowledgeable about Chicago history, architecture and art! We had a very pleasant experience with Steve and would definitely... read more recommend a bike ridding excursion with him. Thank you Steve!

    thumb Susan
    September 27, 2019
  •   Be sure to check on his policy regarding bad weather! The day we went, the forecast didn't look good, but he encouraged us to show up. After about 30 minutes,... read more it started raining pretty hard. We stood under a tree and he seemed to have no plan how to proceed. We were told that Steve would be bringing rain gear, but the jacket he gave me soaked through in about 5 minutes. I finally suggested we head somewhere inside. After waiting for another 30 minutes, the rain started to let up, but it looked like it could pick up again at any time. We had the choice of leaving the tour at that point because the bikes were still close enough to the storage location. If we kept going on the tour, we would have to go the whole way no matter the weather because we were responsible for getting the bikes back to the starting point. I didn't think we should be made to ride in uncomfortable weather on wet pavement, so we opted to leave but we got no refund.

    thumb Ward
    July 21, 2019
  •   Steve was an excellent guide through the streets of Chicago, with intriguing facts about all of our stops that were tailored to our group's interests. I would highly recommend this... read more bike adventure to anyone who wants to not only see the city but also understand how it came to be.

    thumb Sarah
    September 29, 2018
  •   The bike trip was great! Got to see many cool locations and learn a lot about the culture and history of Chicago. Steve is very friendly and knowledgeable will make... read more your experience a great one.

    thumb Justin
    October 25, 2019
  •   This bike tour with Steve was a great way to kick off my visit to Chicago and visit places that were off the beaten path outside of the downtown area.... read more The tour was thoughtfully planned out and allowed us to appreciate the architecture and some of the history of Chicago. Steve is very kind and accommodating, makes you feel safe and comfortable during your ride, takes pictures, and is a great guide. I would do this tour again and recommend it to those traveling to Chicago.

    thumb Rebecca
    June 7, 2024
  •   Was great tour seen lots of interesting things and great knowledge from s Steve very interesting Would recommend this tour. Cheers

    thumb James
    May 24, 2022
  •   The bike tour with Steve was great. A great way to explore a bit more than downtown Chicago and connect better with the city. Steve knows the region and its... read more history very well and he was a great guide. After the tour, he sent me a map with our route and some great pictures. Totally recommend this!

    thumb Livya
    June 11, 2023
  •   perfect experience

    thumb Sheng
    July 25, 2019
  •   Enjoyed the tour with Steve! It was great to bike around the neighborhood that I wouldn't have checked out by myself. Steve did a great job customizing the tour ... read more and sharing the stories of the city.

    thumb Jinxin
    August 29, 2022

TripAdvisor

  • star rating  Steve is a warm, fun-loving and very knowlegeable tour guide. He took us through several very cool neighborhoods, showed us awesome street art and shared countless interesting details. He is... read more a confident bike tour guide and knows the streets of Chicago well. He even managed...More

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    theworldiswide
    September 29, 2019
  • star rating  Was lucky to have a solo tour with Steve today and saw so much of the city, a lot of which I wouldn’t have had time or the prior knowledge... read more to visit on my own. He takes a lot of care over the itinerary, sending...More

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    philip_goodman
    June 14, 2019
  • star rating  I had an awesome time cruising around town with Steve. We went to places in Chicago I probably wouldn't otherwise go and learned a ton about the city. I felt... read more safe the whole time and still felt like I was in the middle of everything....More

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    avatar thumb Saltlakemike
    July 28, 2018
  • star rating  As local residents, we wanted a fun adventure over July 4th (and during the pandemic). Steve created a perfect tour!

    We went west for ethnic street art, and... read more south for architectural, social and Black history (Bronzeville, Jane Adams, Ida B. Wells) and musicians (Nat King Cole, Louis Armstrong, Thomas Dorsey, Muddy Waters). Steve is easy and spontaneous as he creates context throughout, tying many pieces together.

    We came away with a more intimate connection to our great hometown, Chicago! Hope to do another tour with Steve soon!

    tripadvisor logo
    ChicagoUrban
    July 5, 2020
  • star rating  Steve was a great tour guide as we biked through Chicago. His pre-ride survey allowed him to tailor the ride to some of our interests. We were super confident navigating... read more the streets with Steve in the front. The street art was amazing as was the ride along the old L tracks and along the lake. Highly recommend. We will be back. …

    tripadvisor logo
    AmyK
    March 1, 2021
  • star rating  I highly recommend this bike tour. Steve does a great job of gathering your info before hand and tailoring the ride to you. I was lucky to be the... read more only rider that day so the experience was very personal. Steve does a great job leading...More

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    dazelr
    September 17, 2019
  • star rating  If you're looking for a fun, informative bike tour of Chicago with friendly, knowledgeable guide then look no further! I was lucky enough to have a one to one personal... read more tour with Steve the other day. It was clear to me he takes great care...More

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    avatar thumb Costi S
    September 7, 2018
  • star rating  Steve was a great tour guide as we biked through Chicago. His pre-ride survey allowed him to tailor the ride to some of our interests. We were super confident navigating... read more the streets with Steve in the front. The street art was amazing as was the ride along the old L tracks and along the lake. Highly recommend. We will be back.

    tripadvisor logo
    amyek-6
    March 21, 2021
  • star rating  This is a great way to see more of Chicago and develop an understanding of the communities and history of the city overall. Steve takes great pictures and shares them... read more with you after the tour. Depending on the weather make sure you dress appropriately!

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    D2057BUshannonh
    March 22, 2021
  • star rating  A must if you come to Chicago. You’ll see a different side to the city and Steve will customize the experience for you. See different neighborhoods, learn about the history,... read more take great photos and enjoy

    tripadvisor logo
    ana_rg123
    March 1, 2020

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        • The Coast of Chicago (Stuart Dybeck, 1990)
        • Indemnity Only (Sara Paretsky, 1982)
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