Chicago Favorites Walking & Food Tour

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  • 2.5-3 Hours11:30am & 5:30pm
  • Ages from 1+
  • Totally Walkable
  • Length: 1.4 Miles
  • VIP Upgrade $19.99Craft Beer Tasting
Ages Pricing
Adult (12+) $69.99
Youth (4-11) $59.99
Infant (0-3) $9.99

FREE 2 Hour Bike or Kayak Rental (included with this tour purchase)Terms Below:

  • To be used within +/- 3 days of your tour booking.  

  • Bike rentals take place at Bobby’s Bike Hike World Headquarters, 540 N. Lake Shore Drive, Chicago, IL60611.  Bike shop is open year-round (excluding Thanksgiving & Christmas).

  • Kayak rentals take place at Ohio Street Beach, Bobby’s Kayak, 550 E. Grand Avenue, Chicago, IL 60611.  Kayak shop open mid-May to mid-October, weather dependent.

  • Offer excludes Saturday Bike/Kayak rentals between Memorial Day (end of May) Weekend to Labor Day (early September).  Kayaking only available from June-September)

  • No discounts for not using this activity or issues due to weather restrictions.

  • Option NOT Available for Private or Custom Group Tours

Chicago Favorite Walking & Food Tour

Taste your way through Chicago’s most famous recipes on this relaxing and fun Chicago food tour.

In an exciting three hours, you’ll feast on Chicago culinary legends such as deep-dish pizza, Italian Beef, a Chicago-style hot dog, and a delectable dessert!

All food samples are included in the ticket price. Plus, you can add a VIP Craft Beer package to any ticket and sample three of our favorite local craft beers (9oz pours).  

Not only do you get to sample some of the best Chicago food staples, but we’ll take you to the top Chicago attractions as well, making this quite possibly the best Chicago experience you can handle in 3 hours. Our expert local guides will escort you to Millennium Park, Michigan Avenue (aka ‘the Magnificent Mile’), the Chicago Riverwalk, Cloud Gate (aka ‘the Bean’), the Chicago Theater, State Street (that great street), and more.  Our food and walking tour of Chicago is an active, VIP adventure through town; the perfect way to see and taste the city in a single afternoon!

ADDED BONUS for booking this tour….Not only will you get a wonderful 3 hour walk and food touring experience, but we’ll give you an additional free 2 hour bike or kayak rental as an additional value.  This way you can maximize your entire Chicago experience by visiting more neighborhoods via a free bike rental to explore the 20-mile Lakefront Bike Trail.  Or if biking isn’t your thing, you can do a 2 hour kayak rental on the calm, clear waters of Lake Michigan (inside the break wall off Ohio Street Beach, arguably the most photo-worthy beach in Chicago)

Leave the planning to us, our tours have been awarded the following:

Top 10 Food Tours in America – USA TODAY
Top 20 Food Tour in World – TripAdvisor
Top 15 Vacation Experiences in America – Entrepreneur Magazine

What’s Included

  • Tour prices include all food samples. Beer samples can be added for an additional fee.
  • Three craft beers with the VIP Craft Beer Package
  • Storied history of Chicago’s classic dishes and the establishments that created them
  • Informative walking tour of the Windy City’s most beloved landmarks
  • Either 2 hour bike rental or 2 hour kayak rental (to be used within three days of your tour, weather permitting.)*excludes Saturdays between Memorial Day Weekend to Labor Day. Kayaking only available from June-September

What to Bring

  • Please bring an ID
  • Please bring a bottle of water. A few restaurants will serve water, but not all of them. So it’s highly recommended to bring a bottle of water.
  • Wear comfortable clothing/shoes

Important Info

  • Additional Costs might be incurred for restricted diets or changes to menu items.
  • Please arrive 15 minutes before scheduled tour time!
  • Tours run snow, rain, or shine!

Departure Locations

  • Day/Lunch Tour Departure: Lou Malnati’s Pizzeria (410 N. Michigan Ave.)
  • Evening/Dinner Tour Departure: Lou Malnati’s Pizzeria (410 N. Michigan Ave.)

What to Expect

The tour begins at one of our famous Chicago deep dish pizza restaurants. *Please take note, the 11:30am and 5:30pm can sometimes have two distinct starting locations, check your booking confirmation details.

At the pizza restaurant, you’ll meet your entertaining and energetic guide who will give you an introduction to Chicago’s epic history before indulging in a bubbling, cheesy, stuffed Chicago pizza pie as well as a locally crafted beer (for those purchasing the VIP Craft Beer Package). You’ll learn how the Goliath pizza is made and you’ll taste why locals love it and why visitors travel from all over the world to get their hands on a slice.

Go Underground and then Down Michigan Avenue

The walking portion of the tour will continue underneath one of Chicago’s most iconic old buildings, the Wrigley Building, which has been the jewel of the Magnificent Mile of Chicago since its existence. We’ll stroll down Michigan Avenue, the most bustling shopping district in Chicago.

Stroll Along the Chicago River — Italian Beef Sandwich Stop

We will then make our way to the Chicago Riverwalk where we’ll travel down the Chicago River and make a stop in the heart of Chicago’s Riverwalk to marvel at the downtown skyline and architecture. For more on Chicago architecture, these are 10 Chicago Buildings You Must See. At this stop, you’ll enjoy an Italian beef sandwich at a family-run Italian business that has been serving up the best take on this sandwich in the entire city for years.

From there you’ll walk right up to the Chicago Theatre and its famous ‘CHICAGO’ marquee. Your guide will provide running commentary throughout the tour to keep you informed and in-the-know.

Iconic Sites and History – Chicago-style Hot Dog Stop

Next, we’ll head to Billy Goat Tavern, a Chicago institution made famous by a popular SNL skit from the Belushi era. Here, you’ll feast on Chicago-style dogs, the totally unique Windy City interpretation of the hotdog. You’ll learn all about the genesis of this one-of-a-kind sandwich, and why Chicagoans are totally against pairing it with ketchup.

Visit Cloud Gate (aka ‘the Bean’)

The food tour then explores the heart of Millennium Park, home of Chicago’s most famous and beloved works of public art, including Cloud Gate (dubbed ‘the Bean’). This giant, stainless-steel masterpiece shares the park with the LED faces of The Crown Fountain and the Frank Gehry-designed Pritzker Pavilion.

Take in the Palmer House Hotel — Chicago Brownie Stop

We’ll finish the food sampling with a Chicago brownie, invented right here in Chicago. We’ll relax in the elegantly decorated lobby of the Palmer House Hotel. The Palmer House is the longest continually-operating hotel in North America, but is better known for its famous dessert invention: the brownie! Enjoy..

The walking food tour will conclude with some suggestions for the rest of your visit and other great places to eat in the downtown Chicago area.

Extra…Extra…Learn all about it

The walking and food tour concludes with expert suggestions for the remainder of your visit, guiding you to more delightful dining experiences in the vibrant downtown Chicago area. Immerse yourself in the flavors and stories that make Chicago an unparalleled destination for culinary and cultural exploration.  And don’t forget, your ticket gets you a free 2 hour bike or kayak rental so you can explore not just Chicago’s downtown area, but many of the connected lakefront neighborhoods by bike.  Or, if biking isn’t your thing you can choose to kayak on Lake Michigan inside the calm, clean waters of the breakwall at Ohio Street Beach, arguably the most photo-worthy beach in all of Chicago.


Guests who are over 21 can add-on the VIP Craft Beer Package for only $19.99, which includes three 9oz pours of our favorite local Chicago brews. For other popular Chicago food tours that include classic Chicago bites, craft beer, and bikes— check out the Bikes, Bites and Brews Signature Dish Tour or the Bikes, Bites and Brews Westside Foodie Tour.

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Extra Information

The best way to see Chicago is from the streets. Whether you are visiting the Windy City for the first time or you have lived here your entire life, there are places on our city tour you would probably never find on your own.

This tour will give you a unique look at the city from a foodie’s perspective. Have you always dreamed of eating your way through Chi-town? Then our Chicago food tours are for you. We bring you to the hottest places in town — ones you might have to wait weeks to get a reservation for on your own. Once you arrive with our local tour guide, you’re treated like a VIP.

Chefs often give our guests off-menu samples and specials that restaurant diners don’t get to order. Plus, when you embark on our Chicago Classics Food Tour, you know you’ll be burning calories as you stroll through town — so feel free to load up your plate!

  • Expert guides who keep you engaged and amused while on the tour
  • Outstanding stories about and insights into Chicago culture
  • A chance to stimulate all five senses as you walk around town
  • Accessible to people of any fitness level
  • Perfect for all ages
  • Please arrive 15 minutes before scheduled tour time!
  • Tours run snow, rain, or shine!

Partners

Lou Malnati’s Pizzeria (11:30am & 5:30pm public tour) has been a Chicagoland favorite since 1971, and was voted Best Pizza by Chicago Magazine’s Readers Choice in 2021.

Gino’s East Pizzeria (alternative pizza stop) has been a Chicagoland favorite since 1966, owes it’s quality to slowing down the entire pizza making process.

Located right next to the world-famous Millennium Park, the famous Billy Goat Tavern serves delicious Chicago-style hot dogs to Chicago locals and Millennium Park visitors every day of the week.

Specializing in Italian Beef and thin-crust pizzas, Bongiorno’s is a family-run business and takes pride in providing you with the best home-cooked Italian food and service in Chicago. They have won many awards from the Hungry Hound, Chicago Magazine, and TripAdvisor speak well for their work. We’ll visit Exchequer, located in the heart of Chicago’s Loop, specializing in Chicago-centric foods. Here you’ll get a portion of an Italian beef sandwich to sample.

Palmer House, home of the original Chicago brownie invented by Bertha Palmer. Part of the Palmer House Hotel, their brownie is a must try and we’re lucky enough to sample one on the tour.

We’ll be sampling beer along the way at each destination with the VIP Beer Upgrade.

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