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“Very fun and energetic tour guide! Donuts were very good and we also learned so much about the city!”
★★★★★★★★★★
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“I was only in Chicago for a couple of days and this tour covered a lot in a few hours. I’m definitely glad I did it. There was even a guy in your with us who lived in Chicago for a couple of years and…”
★★★★★★★★★★
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“This was AWESOME!! We loved it. lance our tour guide was so knowledgeable and also clearly loved living in Chicago. The food was so well selected got to try all the must haves of Chicago. Highly recommend.”
★★★★★★★★★★
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“Chicago is a beautiful city and it’s with filled with so much rich history and I would recommend going to this tour.”
★★★★★★★★★★
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“Peyton was a great host. Really interesting and knowledgable. The tour was fantastic with lots of lovely food.”
★★★★★★★★★★
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“Loved seeing the city while sampling Chicago favs!”
★★★★★★★★★★
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“Chicago Dave is awesome and his tour was better than awesome! It was like having my brother share the streets, architecture, and tastes of Chicago!! Deep dish pizza topped my list but don’t count out the hotdog!! I would be sure to add this to…”
★★★★★★★★★★
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 a great way to see the city, have some tasty bites, and get a little light cardio in for the day. I’ve been to Chicago many times and hardly ever leave the loop so it was great to see the neighborhoods. Wyatt was…”
★★★★★★★★★★
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“Our tour guide Dash was wonderful!! He shared a lot of history, took us to the best spots for each food item and took us on the train as a surprise. I highly recommend this tour if you are looking for something to do for…”
★★★★★★★★★★
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“This tour was great. Amazing pizza, fun history, and a super interesting guide, James. I would recommend this tour over and over.”
★★★★★★★★★★
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“Great tour, highly recommended! Dave was a thoroughly engaging, and knowledgeable guide who clearly has a passion for history and architecture. My only recommendation is to include the food stops earlier in the tour since it's unlikely that guests have eaten lunch prior to a…”
★★★★★★★★★★
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“AJ was an amazing tour guide. Good instructions before the ride for safety and tips. Almost too much food to eat!! We had a great time seeing different areas of the shoreline part of the city. Our youngest was 12 and our oldest was 57,…”
★★★★★★★★★★
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“So good! And so much food! It was so worth it and we are happy we booked the tour”
★★★★★★★★★★
97 reviews3 hoursFrom $84by Bobby's Bike Hike-Chicago Bike, Walking and Food Tours & Bike/Kayak Rental
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