Top 14 Food Experiences in Chicago

1.Chicago Favorites Ultimate Food and Walking Tour

★★★★★★★★★★5.0 · 1,962 reviews · 3 hours (approx.) · from $84Our pick

Walk 1.5 miles through Chicago’s Loop with an English-speaking guide such as Gabe, Fran, Jessika, or Kevin. Taste deep-dish pizza, a Chicago hot dog, Italian beef, Garrett popcorn, and a brownie or gelato. Your ticket also includes a two-hour bike or kayak rental, with seasonal limits.

“A great opportunity to taste local cusine which was all fantastic, also there was opportunity to buy drinks in the venues but water was also provided. Jessika's knowledge of the city was great and the opportunity to see the city sights during the tour as we walked was great, we all had a great evening😃👍”

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2.Chicago in a Day: Food, History & Architecture Walking Tour

★★★★★★★★★★5.0 · 1,153 reviews · 4 hours 30 minutes (approx.) · from $100

Spend about 4.5 hours walking from the Chicago Theatre through the Pedway, Riverwalk, Magnificent Mile, and Millennium Park. Guides such as Dave, Dash, Rich, and John mix Chicago history with deep-dish pizza, popcorn, hot dog, and Italian beef tastings. Expect 3 to 4 miles on foot and a full meal’s worth of food.

“Dave was very knowledgeable & friendly. Freezing outside but still was able to provide a great experience both inside & outside! I would do this tour again.”

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3.Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

★★★★★★★★★★5.0 · 870 reviews · 3 hours (approx.) · from $84

Spend about three hours walking Chicago’s Loop with a guide such as Danny, Lance, Eliot, or Mike. Taste deep-dish pizza, Italian beef, a Chicago hot dog, popcorn, brownie, churro, and a secret dish while visiting the Rookery, Willis Tower, Federal Plaza, and Millennium Park.

“Come hungry!! Wonderful food and great choices!! We enjoyed all the history about Chicago’s different foods and learning a bit about the building they were houses in. Light walking around the loop area and a great kid of mains and sweets. Danny was a wonderful guide and was very knowledgeable! He kept the tour on a great schedule and had our food ready at each stop so no time was wasted. There was a bit more time to savour the food at the mains which was wonderful - highly recommend!!”

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4.Chicago’s Chinatown Food and Walking Tour

★★★★★★★★★★5.0 · 600 reviews · 3 hours (approx.) · from $79

Meet an English-speaking guide such as Joe, Greg, Lillian, York, or Mickey for a three-hour Chinatown food walk. Expect five substantial tastings, from dim sum and hand-pulled noodles to cumin lamb flatbread and egg tarts, plus stops at Chinatown Square, Pui Tak Center, the Gateway, and Nine Dragon Wall.

“Great tour with plenty of stops and Chinatown history throughout. I was stuffed by the end! Great pace as well.”

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5.Chicago Gangster and Food Walking Tour

★★★★★★★★★★5.0 · 471 reviews · from $79

Walk from River North to the Gold Coast with a guide such as Taka, Avery, Baylor, or Ty. See a gangster-era tunnel, bullet holes at Holy Name Cathedral, and taste steak, deep dish pizza, and a Chicago hot dog. Groups are capped at 15.

“Had a great tour with Baylor. We were the only ones on this tour so had all of her knowledge directed at us only. Interesting tour and Baylor was very chatty and friendly!”

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6.Gangsters and Food Tasting Walking Tour

★★★★★★★★★★4.6 · 228 reviews · 2 hours · from $81

Walk about one mile through Chicago’s River North with an English-speaking guide such as Alan, Baylor, Talia, or Peyton. Taste steak, deep dish and tavern-style pizza, and a Chicago hot dog while visiting gangster sites, a former brothel, a cathedral, and an old Capone-era tunnel.

“We had a great time on this tour and the food was so good! Our tour guide, Talia was extraordinary and very knowledgeable about mob history! Definitely worth going!!”

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7.Classic Food & Walking Tour with Free Bike or Kayak

★★★★★★★★★★4.9 · 145 reviews · 3 hours · from $84

Spend three relaxed hours tasting deep dish, a Chicago dog, Italian beef, brownie or gelato, and Garrett’s popcorn while your local guide leads you through downtown sights. Guides such as Jeff, Julia, James, and Gabe are known for lively city stories. Your ticket also includes a two-hour bike or kayak rental.

“Gabe made it so fun & interesting. Felt very safe. He was great at navigating around crowds, etc. We plan on repeating this tour with friends!!”

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8.Chicago’s West Side Foodie Ride Bike Tour

★★★★★★★★★★5.0 · 112 reviews · 4 hours (approx.) · from $99

Join a small group of up to 14 for a four-hour Chicago bike-and-food tour from Streeterville through Fulton Market, West Loop, Wicker Park, Bucktown, Ukrainian Village, and Old Town. Guides such as Wyatt, Joe, Tryfon, Lou, and Gabe lead the ride, with enough tastings for lunch.

“I absolutely loved this west side bike ride! I did another one last time I was in the area. Good food, good people, and good brews 😋💕 Feel safe since you are with a group and the guides are all knowledgeable!”

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9.Chicago Food Tour: Taste the City’s Most Iconic Eats

★★★★★★★★★★5.0 · 111 reviews · 2 hours (approx.) · from $78

Meet at The Chicago Theatre and spend about two hours tasting a Chicago-style hot dog, pizza, and Italian beef. Guides such as Dash, Dave, Rich, and Kevin bring local stories to the walk through River North, the Riverwalk, and the Loop. Vegetarian food is available with advance notice.

“Fantastic tour! Loved learning about the local “flavors” of Chicago! Tour guide was very knowledgeable and friendly.”

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10.Food, History and Architecture Tour

★★★★★★★★★★4.8 · 104 reviews · from $99

Spend 4.5 hours walking Chicago with a local guide such as Chicago Dave, Daniel, Dash, or Rich. Explore the Pedway, Riverwalk, famous buildings, and Millennium Park, then eat a full meal’s worth of Chicago classics in a small group of up to 12.

“Great way to get an overview of Chicago when having a short time.”

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11.Chicago Family Food and Bike Tour with Top Attractions

★★★★★★★★★★5.0 · 98 reviews · 4 hours (approx.) · from $79

Ride about nine miles with a guide through Chicago’s lakefront, Gold Coast, parks, Riverwalk, Millennium Park, Grant Park, and Navy Pier. The four-hour tour includes bike, helmet, and enough samples of deep dish, hot dogs, Italian beef, and gelato to make a hearty lunch.

“This was a lot of fun riding through the city streets and to see all lights at night. Mark was our guide and he was great! The night our family took the tour was a night that Navy Pier shot off fireworks, so that was an additional bonus. Our family enjoyed very much, so I would say it was well worth the cost and would recommend that anyone who enjoys riding should work this in to their agenda. The only concern I would voice is that I believe one guide to be responsible for 20 bikers at night is too much responsibility! I would recommend that an additional guide be…”

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12.Taste of Chinatown Food and Cultural Walking Tour

★★★★★★★★★★4.9 · 97 reviews · 3 hours · from $84

Spend three hours walking Chicago’s Chinatown with a local guide such as Jeff or York, tasting dim sum, noodles, dry chili chicken, cumin lamb flatbread, and egg tarts. The relaxed route mixes five generous food stops with stories about Chinese-American culture and neighborhood landmarks.

“Really good experience.The guide was approachable and knowledgeable.All the food stops were different and the guide explained the dishes. We would never had travelled to China Town without the tour so again win win.”

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13.The Ultimate Foodie Walking Tour with Tasty Stops

★★★★★★★★★★4.6 · 92 reviews · from $75Best value

Spend two hours with an English-speaking guide such as Dash, Rich, or Dave, sampling three Chicago classics in the Loop: a Chicago-style hot dog, deep-dish pizza, and Italian beef. Expect about 1.5 miles of walking, local history, and practical dining tips.

“The tour was fantastic. The host Dave went above and beyond. Highly recommended.”

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14.River North Food Walking Tour

★★★★★★★★★★4.5 · 88 reviews · 3 hours (approx.) · from $89

Spend three hours walking Chicago’s River North with a local guide, stopping for doughnuts, Lou Malnati’s deep dish, tacos, Italian beef, and dessert. Expect a hearty lunch, neighborhood stories, and a small group of up to 14. Vegetarian choices are available with advance notice.

“Along with the food, you get stories and info about the food, and great general info about Chicago. More than enough food to be a long lunch. Lots of walking but plenty to see and stories enjoy along the way so it goes by easily. End of tour is different location than starting point (20 min walk away), so plan accordingly when considering parking or your next activity. We had a great time.”

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