Explore Chicago’s top sights and iconic foods on this 3-hour walking tour, including deep-dish pizza, hot dogs, and scenic landmarks, with expert guides.
Most Popular★ 5.0“Gabe gave us a great tour…not only food but the city, the architecture and history of the city. My husband and I cannot recommend this tour enough. Ask for Gabe!”
★★★★★★★★★★
1,962 reviews3 hours (approx.)From $84.99by Bobby's Bike Hike - Chicago
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Discover Chicago’s best donuts on a 2-hour walking tour through the Loop, sampling top bakeries with knowledgeable guides and inclusive options.
★ 5.0“Such a delicious way to get to know a city. Lauren is very knowledgeable and fun. Getting to know other folks is a treat”
★★★★★★★★★★
1,389 reviews2 hours (approx.)From $70.00by Underground Donut Tour
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Discover Chicago’s top landmarks, architecture, and local foods in a compact 5-hour tour. Perfect for first-timers seeking an authentic city intro.
★ 5.0“Great city tour! Chicago Dave was awesome and full Of information, it was fun and easy! Would highly recommend. Learned a lot about Chicago!”
★★★★★★★★★★
1,153 reviews4 hours 30 minutes (approx.)From $100.95by Intrepid Urban Adventures - USA
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Discover Chicago’s iconic sights and delicious local foods on this 3-hour guided walking tour, sampling classic bites from deep-dish pizza to Italian beef.
★ 5.0“Our guide Danny was excellent. He had so much information to share with the group about Chicago in general, several famous buildings, the restaurants we visited and the food we ate. At the beginning, he had all of our names memorized and kept good track…”
★★★★★★★★★★
870 reviews3 hours (approx.)From $84.99by Secret Food Tours
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Discover Chicago's vibrant Chinatown through a 3-hour guided walking tour featuring authentic food tastings, cultural insights, and historic sights.
★ 5.0“Amazing tour guide named Wyatt. The tour was great. The food was amazing. They were accommodating to food allergies”
★★★★★★★★★★
600 reviews3 hours (approx.)From $79.99by Bobby's Bike Hike - Chicago
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Discover Chicago’s diverse pizza scene on this guided 3.5-hour tour exploring four neighborhoods, sampling iconic styles from deep dish to coal-fired.
★ 5.0“It was one of the best food tours I have ever been and I will be going back next year trust me. The owner is Joe is so amazing he taught us so much history about the pizza industry in Chicago. The pizza was so…”
★★★★★★★★★★
454 reviews3 hours 30 minutes (approx.)From $89.00by Chicago Pizza Tour
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Discover Chicago’s gangster past and iconic foods on this 2-hour walking tour with tastings, historic hideouts, and stories of Capone’s era.
★ 4.6“our guide Baykor was very nice and had time for us. it was a good tour”
★★★★★★★★★★
228 reviews2 hoursFrom $81by Chicago Gangsters and Ghosts Tours
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Discover Chicago's iconic flavors and sights on a 3-hour guided food tour, with free bike or kayak rentals, led by friendly, knowledgeable guides.
★ 4.9“Jeff was amazing he made us all feel like family. He memorized all our names. My family loved his passion for Chicago”
★★★★★★★★★★
145 reviews3 hoursFrom $84by Bobby's Bike Hike-Chicago Bike, Walking and Food Tours & Bike/Kayak Rental
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Discover Chicago’s architecture, food, and history on a 4.5-hour guided walking tour. Enjoy tastings, iconic landmarks, and insider stories with a small group.
★ 4.8“One of the best city tours I have done. I have been to Chicago many many times and I learned oodles. Chicago Dave made the tour interactive. They keep it a small group, so no microphones and headsets. Dave was born and raised in the…”
★★★★★★★★★★
113 reviews4.5 hoursFrom $89by Intrepid Urban Adventures
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Experience Chicago’s diverse neighborhoods and cuisines on this 4-hour bike tour, sampling local foods, enjoying scenic views, and exploring vibrant districts.
★ 5.0“This was an awesome tour: great food, great company, and a fantastic tour guide. I felt very safe riding around Chicago with Gabe, our tour guide. He made the tour alot of fun with interesting and entertaining narration of the history of the areas we…”
★★★★★★★★★★
112 reviews4 hours (approx.)From $99.00by Bobby's Bike Hike - Chicago
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Discover Chicago’s iconic foods and landmarks on this 2-hour guided tour blending tastings of hot dogs, deep-dish pizza, and more in River North.
★ 5.0“I enjoyed the Rich’s knowledge of the city and history of food. I also enjoyed meeting other people from other states and countries.”
★★★★★★★★★★
111 reviews2 hours (approx.)From $78.01by Intrepid Urban Adventures - USA
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Discover Chicago’s best pizza styles on this engaging 2-3 hour walking tour through River North, the Loop, and Magnificent Mile, led by expert guides.
★ 5.0“Don’t eat before you go!! You will be plenty surprised at the amount of pizza you will be able to sample.”
★★★★★★★★★★
106 reviews2 to 3 hours (approx.)From $69.00by Chicago Pizza Tour
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Explore Chicago’s architecture, history, and iconic dishes on a small-group tour, combining insider stories, landmarks, and local flavors for a memorable experience.
★ 4.8“Chicago Dave was a great guide and the tour was fun and provided lots of information about Chicago. Born and bred in the city, Dave loves Chicago and brings a passion to his tour that really stands out. I would highly recommend this tour.”
★★★★★★★★★★
104 reviewsFrom $99by Intrepid Urban Adventures
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Explore Chicago on a guided bike tour blending top sights with delicious local foods. Perfect for first-timers and families seeking authentic experiences.
★ 5.0“Seeing the different neighborhoods while riding a bike and tasting different foods.Great activity for the whole family.”
★★★★★★★★★★
98 reviews4 hours (approx.)From $79.00by Bobby's Bike Hike - Chicago
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Discover Chicago's Chinatown through a 2.5-hour food walking tour featuring authentic regional dishes, cultural insights, and lively guides for an enriching experience.
★ 4.9“What a delicious informative Tour. The Guide, Jeff, was brilliant, informative and had very good knowledge about the topic spiked with personal suggestions”
★★★★★★★★★★
97 reviews3 hoursFrom $84by Bobby's Bike Hike-Chicago Bike, Walking and Food Tours & Bike/Kayak Rental
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