8 Food Tours in Chicago to Book This Year

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

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

Walk Chicago’s Loop with a local food guide, tasting sausage deep dish, Italian beef, a hot dog, popcorn, brownie, and a secret dish. The route includes the Rookery, Willis Tower, Federal Plaza, Palmer House, and Millennium Park. Groups are capped at 12, with private tours available.

“Spend a few hours learning about Chicago history, architecture and food! We walked around the Loop, filled our stomachs with sweet and savory, and enjoyed learning about the city. Our tour guide, Mike, was knowledgeable, friendly, and funny. Would definitely recommend this tour!”

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2.Chicago Gangster and Food Walking Tour

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

Spend about two hours walking from River North toward Gold Coast, stopping for Chicago prime-cut steak, deep dish pizza, and an old-school Chicago dog. Your guide may be Ty, Baylor, Avery, or Taka, and will connect food stops with Al Capone-era hideouts, a secret tunnel, and bullet marks at Holy Name Cathedral.

“Taka was great! Knowledgeable and kept us moving with lots of super info! Delicious food too— definitely could make it a lunch or early dinner!”

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3.Chicago Pizza Tour

★★★★★★★★★★5.0 · 454 reviews · 3 hours 30 minutes (approx.) · from $89

Meet your guide downtown at 11 a.m. for a four-stop pizza tour covering deep dish, tavern style, coal-fired, and New Haven pies. You’ll ride a bus through Chicago neighborhoods, hear stories about pizza and the city, and return to 61 E Madison St. Guides may include James, Jamie, John, or Joe.

“Amazing tour of the traditional "Chicago" pizzas! The history of pizza along with different styles and tastes of pizzas made the afternoon so enjoyable! The owner of Chicago Pizza Tours, John, was our guide for the tour- and let me tell you- we've been on tours all over the US and internationally, and John was hands down one of the best! We're rather local to Chicago and loved learning about what we already though we were well versed in. Thank you, John for making this your craft!”

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4.Chicago: 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, or Talia. Taste steak, deep dish pizza, tavern-style pizza, and a Chicago hot dog while visiting a Capone-era tunnel, a former gangster brothel, and sites tied to mob violence. Tastings add up to a full lunch.

“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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5.Chicago: Classic Food Walking Tour with Bike or Kayak Rental

★★★★★★★★★★4.8 · 135 reviews · from $80

Walk downtown Chicago with a local guide such as Joe, Julia, James, Gabe, or Brooke, stopping for deep-dish pizza, a Chicago hot dog, Italian beef, and a brownie. You will also see Millennium Park, the Bean, the Riverwalk, and the Magnificent Mile, then receive a free two-hour bike or seasonal kayak rental.

“We were the only people so we had a very personal tour of typical Chicago foods. Our guide Ditto was friendly and very informative with lots of interesting stories about the city, the people and the food. We even got to see some extra things which was a bonus.”

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6.Chicago: 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 English-speaking guide, tasting dim sum, Xi’an-style cumin lamb, dry chili chicken, hand-pulled noodles, and a Portuguese-style egg tart. Guides such as Jeff and York mix food with Chinese-American history, while stops include the Gateway Arch, Nine Dragon Wall, Zodiac Plaza, and Pui Tak Center.

“We really enjoyed our tour. Our guide Jeff was very knowledgeable and fun to be with. The food was very good and do much of it.”

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7.Chicago: The Ultimate Foodie Walking Tour with Tasty Stops

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

Meet your English-speaking guide under the Chicago Theatre marquee for a two-hour tasting walk through Chicago’s food traditions. Sample a Chicago-style hot dog, deep-dish pizza, and Italian beef sandwich, while guides such as Dash, Dave, Rich, and Kelly add architecture, local history, and practical dining tips. The group is limited to 12 people.

“Delicious food, we were shown places we would otherwise never have found ourselves. The guide was very friendly, enthusiastic and informative on many topics, not just about food 🙂”

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8.Chicago: Secret Food Tour

★★★★★★★★★★4.8 · 68 reviews · from $94

Spend three hours tasting Chicago classics at six Loop stops, from deep dish pizza and an all-beef hot dog to Italian beef and a modern brownie. Your English-speaking guide also leads you through Harold Washington Library and shares city stories. Danny, Sue, Ben, Justin, and Lance have all guided recent tours.

“Danny was a fantastic guide. Food was amazing. We had a fantastic day! Paige and Leann”

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