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Chicago Bike Adventures

Chicago Bike Adventures

Custom guided bike rides through Chicago's neighborhoods.

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        • 7 Most Endangered Structures of 2018
      • Southern Exposure (Lee Bey, 2019)
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    • 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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Category: Out of Chicago

RAGBRAI 2023

August 22, 2023September 12, 2023 SteveLeave a Comment on RAGBRAI 2023
A large number of cyclists going down then up a hill in the rural distance.

RAGBRAI, 20,000+ riders & 500 miles

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Posted in Out of Chicago, PhotosTagged Iowa, Out of Chicago, RAGBRAI

A Geneva to Batavia Spin (10 Photos)

May 15, 2023August 22, 2023 SteveLeave a Comment on A Geneva to Batavia Spin (10 Photos)
A tour bike standing in front of a massive yellow and green accent brick Streamline Moderne three story factory with five story central entryway tower.

A brief two hours along the Fox River

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Posted in Out of Chicago, PhotosTagged batavia, frank d chase, geneva, midcentury modern, public sculpture, rail road bridges, raymond orput, solon beman, streamline moderne, vasilion architects

CBA in OKC (18 Photos)

August 26, 2019September 16, 2019 SteveLeave a Comment on CBA in OKC (18 Photos)
A tour bike standing below a metal scissor tail fly catcher sculpture with the OKC skyline in the background.

Summer visit to Oklahoma City leads to a slightly off brand post.

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Posted in Out of Chicago, PhotosTagged okc, photos, street art

Archives

A book cover for 100 Things to do in Illinois Before You Die with blue text that says We're in the Book!

Yelp

  •   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

  •   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

  •   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

  •   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 was amazing. Very personable and knowledge about all things Chicago. We did the street art and west side tour 1/2 day tour. We ended up riding... read more about 9 miles and he offered to extend it, but we had a prior dinner engagement. He even sent a detailed map of our tour plus some excellent photos he took along the way. Highly recommend!

    thumb Edmund C.
    12/17/2024

  •   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

  •   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

  •   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

  •   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

  •   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

TripAdvisor

  • star rating  Great Customized Bike Tour of Chicago - I spent an amazing 4.5 hours touring Chicago neighborhoods with Steve. He knows an amazing amount about the art, architecture, and history along the ride. He totally customizes the tour... read more based on your interests. After the trip he provided me with a detailed map of the route with photos of some of the stops and with informational links. A+ experience.

    tripadvisor logo
    avatar thumb ColinKnightMD
    August 17, 2021

  • star rating  Great time - Nice guy, knows a lot about Chicago. And you see parts of Chicago you would not without him. Knows about buildings and streetart. Had a great time.

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    avatar thumb Luc K
    May 18, 2023

  • star rating  Eckhart Park, not Wicker Park - To clear up some confusion here, this is indeed a fabulous house, but Eckhart Park (park district) is in the city of Chicago and Wicker Park is a southern suburb... read more of Chicago.

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    avatar thumb Jeannie J
    February 12, 2024

  • star rating  Great way to see Chicago!!! - We had a great time with Steve, who was informative but kept it fun! Great route and the only way to see and understand the History of Chicago. Would strongly... read more recommend this as a must do activity.

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    avatar thumb I3968DGjamesc
    May 28, 2025

  • star rating  Definitely Book a Chicago Bike Tour With Steve - Highly recommend taking advantage of this great way to see Chicago neighborhoods up close. Biking is a great way to comfortably cover a lot of ground and really connect with... read more this very bikeable city. Steve was a great guide, organized, informative, balanced the pace, and was very communicative leading up to our meeting. And the bikes were comfortable too. This was one of the highlights of our Chicago visit and of our two week road trip!

    tripadvisor logo
    avatar thumb Beth S
    November 11, 2025

  • star rating  Awesome Chicago Street Tour - Steve did a fantastic job touring us through Chicago. We appreciated the pre-ride survey Steve sent so that we could provide input on what we wanted to see. ... read more Awesome job Steve!

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    avatar thumb StillerSt
    August 30, 2025

  • star rating  Our great hometown, Chicago! - 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
    avatar thumb ChicagoUrban
    July 5, 2020

  • star rating  Great Addition to My Trip - 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!

    tripadvisor logo
    avatar thumb D2057BUshannonh
    March 22, 2021

  • star rating  Fantastic ride! - 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
    avatar thumb amyek-6
    March 21, 2021

  • star rating  Brilliant full day tour of Chigago - Over many years, and countless cities, the first, and most important research for me is a bike tour. This is simply the best way to find your bearings and cram... read more in as much as you can, preferably with a knowledgeable guide. Steve gets full marks on all counts. The fact that you get a full day, and not the usual 3-4 hours justifies the cost. As the weather was unpredictable and we only had a window of two days, Steves flexibility and communication was the key. We had a fabulous 6+ hours, just three of us and all the places we wished to experience and view duly noted and planned meticulously! Can't recommend this venture enough, by far the best cycling tour ever undertaken.
    You really do meet as strangers and leave as friends. Great to get Garmin routing and pics taken along the route, and sent to us two days after arriving back home to the UK. There are other tours available, but not like this!

    tripadvisor logo
    avatar thumb markwZ7248RV
    March 24, 2023

Airbnb

  •   We loved this tour and really felt that we got much better sense of Chicago because of it. Steve tailored the tour to our interests and had great info about... read more the history and architecture of the areas we explored. We used Steve’s bikes and found them to be well maintained and comfortable to ride. Even our 14 and 15 year old sons gave the tour a big thumbs up. Thank you Steve!

    thumb Satara
    July 1, 2024

  •   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 1, 2024

  •   Steve was great. You are asked to fill out a form before the trip, so that Steve can adjust the tour to specific interests and abilities. Steve was easy to... read more communicate with and gave us a wonderful taste of Chicago on bikes. I would totally do this again and have Steve show us around a different part of Chicago.

    thumb Blake
    April 1, 2024

  •   What a great few hours biking around spots in Chicago I would never have seen otherwise! Steve was the perfect guide. He was super responsive and easy to... read more communicate with and tailored the experience based on what I really wanted to see and to learn about Chicago beyond the more touristy spots. It was just the right amount of biking and the route felt super safe and accessible on that front. Highly recommend.

    thumb Michele
    October 1, 2024

  •   Steve was great. He provided a survey up front to learn about our interests in advance of the tour and went out of his way to effortlessly swing by a... read more few esoteric places upon requests we had during the tour. He was super friendly, kind, and knowledgeable. We felt comfortable on the bikes and we do not cycle in our home city. He has an immaculate storage unit with a bike library. We felt like we had a friend in the city to show us around which was fantastic.

    thumb Wendy
    August 1, 2024

  •   I enjoyed a personalized bike rid through Chicago with Steve. This was a great way to see other parts of Chicago without hoards of tourists. Based on my interests, there... read more were trips to various neighborhoods to see architectural gems, street art, parks and other areas worth biking. Steve was personable and a great guide.

    thumb Jeff
    October 1, 2024

  •   Great experience. I appreciate how thoughtful the route and information shared was.

    thumb Joel
    August 1, 2024

  •   Great tour

    thumb Nellie
    July 1, 2024

  •   Great way see part of Chicago ...Being active bonus too...also accomodated my schedule so can join awesome bike ride...Steve personilization of journey adds special touch!

    thumb Olga
    September 1, 2024

  •   Steve was amazing. The best sightseeing experience we had in Chicago. We learn a lot about the local culture, the history of the city and all this in a pleasant... read more and interesting way. I want to go back to do more tours with Steve. Worth every minute.

    thumb Márcia
    October 1, 2024

architecture art deco austin avondale bridgeport brighton park bronzeville bucktown chinatown church conversions churches douglas east garfield park englewood Frank Lloyd Wright fulton market historic schools humboldt park lake view lawndale lincoln park literature little village logan square loop maps memorials monuments movable bridges movie locations near west side noble square pilsen prairie school public art schools sculpture street art uic ukrainian village uptown washington park west garfield park west town wicker park

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      • Adapted Synagogues
      • Bank Buildings
      • Christian Scientist Churches
      • Church Conversions
      • Disused Firehouses
      • Frank Lloyd Wright
      • Green & White Brick
      • Historic Public Schools
      • Michaelsen & Rognstad
      • Movie Theaters
      • Movable Bridges
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        • 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)
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        • Stranger than Fiction (2006)
        • While You Were Sleeping (1995)
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        • Art Sculpture
        • Monuments and Memorials
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      • 1895 Boulevard Bike Ride
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