Chicago · CHICAGO NEIGHBORHOOD WALKING TOURS
23 tours
Chicago makes this easy once somebody has thinned the field: 15 chicago neighborhood walking tours, each with its price, its running time and the one detail that decides whether it belongs in your week.
Pick your mission at The Escape Game Chicago in River North, solve puzzles for 60 minutes, and choose from 5 themed adventures for about $47.95.
“So fun! Staff is great too. We needed a little help getting thru the rooms & the hints were subtle but helpful.”
Bike Chicago’s lakefront neighborhoods with a small-group guide, 9 miles of mostly flat riding, plus stops like Lincoln Park Zoo and Old Town.
“Dan was EXCELLENT! The only thing that I would say could be approved upon is the time spent in each location. I would have loved to have spent a little more time in Old Town! Guess I’ll have to go back!”
A 3-hour Chicago bike tour through Lincoln Park, Old Town, the lakefront, and the Gold Coast, with a guide and helmet included for $59.
“Great way to see the city, learn some history and get some exercise”
River North Food Walking Tour in Chicago, $89 for a 3-hour stroll with a local guide, lunch included, and vegetarian options.
“Good tour that will also fill your belly. Started with a donut, enjoyed a taco, some beef, and of course some deep dish and ended with some gelato. Appreciated that the guide knew a thing or two about the industry and sprinkled in some history. Nice way to have lunch!”
Try indoor skydiving in Chicago's Lincoln Park, with a 1400-horsepower wind tunnel, two flights, coaching, and a certificate.
“My 16 year old nephew & I had a great time! Fun thing to do together & I got lots of "that was awesome's". That's a v8g win in teenager talk. The crew was really nice & helpful. We loved it.”
Small-group Chicago neighborhoods tour of Hyde Park, Lincoln Park, Gold Coast, Wrigley Field, and Bronzeville with round-trip transit.
“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!”
Taste your way through Chicago’s West Loop on a 2-hour walking donut tour with four bakeries, local stops, and a small-group guide.
“Emely is not just passionate about doughnuts, coffee, and baked goods, but also very knowledgeable about the area! Emely made it fun to walk through the streets and explore the West loop”
Small-group walking tour through Chicago's Old Town Triangle, from workers' cottages to Louis Sullivan rowhouses and historic churches.
“Such a fun tour! We live in the neighborhood and wanted to learn a little more about the houses we see each day. Ronnie was so informative, passionate and professional. I would definitely recommend this tour if you are looking to learn about the history of Old Town while viewing beautiful structures along the way!”
Walk Wicker Park’s workers’ cottages with a small group, follow stops on the Atlas app, and learn Chicago architecture with guide Ronnie.
“I’ve taken several tours in Chicago and this is one of my favorites. The cottages themselves were very interesting to see, and our host provided us with great historical tidbits and the context of each house, which makes the whole experience full and rich. Thanks, Ronnie!”
Lincoln Park after-dark ghost investigation in Chicago. Use EMF tools, hear 1871 fire and gangster legends. $40, 2h15.
“Loved learning the history of the park and Chicago in a very unique way. The claims found in the zoo were also very interesting to hear about”
A small-group South Side drive with real Chicago culture, from Bronzeville and Hyde Park to Chinatown, Pilsen, and Bridgeport.
“The tour was excellent, and thorough! We really got to experience Chicago! The tour guide was very knowledgeable, and had a great personality.”
A small-group walking beer tour through Chicago’s Malt Row, visiting Dovetail, Begyle, and Cultivate with tastings and discounts.
“Loved our walking brewery tour with Adam! He was incredibly knowledgeable about the history of brewing in Chicago and told us the entire history.”
Private Chicago Loop food walk with landmarks and samples like deep-dish, Italian beef, hot dogs, and sweets. $245 per group.
“I booked this tour thinking we would get to try 3 different types of deep dish pizza. I specifically noted that I was a vegetarian, but the tour guide was not aware of that when we started. The group was me and my husband and a mother and daughter (4 people total + the Read more”
Indoor skydiving at iFLY Chicago Lincoln Park gives first-timers safe freefall in a wind tunnel, with gear and a 2-minute flight.
A 2h 20m evening tour along Chicago’s Prairie Avenue, mixing haunted stories with ghost-hunting gear and Gilded Age mansion stops.
“I enjoyed the storytelling the most. Tony is an amazing tour guide and his extension knowledge of the neighborhood made the experience immersive to the imagination. I will definitely be returning next time I am in town and I will personally request Tony.”
