Chicago Favorites Ultimate Food and Walking Tour

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Summary
Experience Details
What You’ll Experience
Where to Meet
Reviews
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Duration
3 hours
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Number of Guests
1 - 15 guests
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Language
English
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Digital Ticket
Mobile or paper ticket accepted

Discover Chicago's rich flavors and iconic sites on this ultimate food and walking tour. Enjoy local favorites like deep-dish pizza while exploring landmarks like Millennium Park and more.

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For each guest that attends this experience, byFood will donate
10 meals

Experience Details

The perfect tour for first timers to Chicago or those who want to explore Chicago's famous foods along with the city's top attractions, all on one tour. Stroll the beautiful streets of downtown Chicago & taste the Windy City’s favorite eats! Bobby’s Bike Hike, whose food tours are ranked Top 10 in America (USA Today) & Top 20 in the world (Tripadvisor), offers this ultimate food & walking tour to explore the hard-working, salt-of-the earth foods Chicago made famous; a slice of deep-dish pizza, a Chicago-style hotdog, Italian beef, popcorn & brownies. Bobby’s expert guides will lead you through downtown Chicago’s most iconic landmarks; Millennium Park, State St, Chicago Theatre, Riverwalk, Michigan Ave, & the Wrigley Building, all the while explaining the tales from Chicago’s rich food-centric history. Enjoy your food tour & receive a bonus 2-hour FREE bike or kayak rental for each ticket bought, adding value to your experience. Bike along the Lakefront Trail or kayak on Lake Michigan.

What You Get

Delight in the famed deep-dish pizza at a Chicago pizza icon
Tantalize your taste buds with the renowned Chicago-style hot dog
Enjoy a Free 2-hour Bike Rental or Kayak Rental (weather permitting)
Hotel pickup and drop-off
$10 per person (or more) recommended gratuity for guide (Cash, Venmo and PayPal)
Alcoholic beverages
Local craft beer samples can be added for a fee (Three 9oz pours)you can purchase this option upon arrival for $19.99/person

Good To Know

  • Chicago's famous foods are built on grit, hard work, and on the backs of labor. They are not for everyone, so come with an open mind as we visit Chicago hot dog stand, Deep dish pizza joint, Italian Beef sample, and the original brownie..
  • Tour Operator can accommodate vegetarians or those who don’t eat beef or pork but can’t cater for gluten-free (limited options) or vegan (extremely limited options) diets.
  • If you have dietary restrictions, please add a note in the special requirements section when booking, and email us after booking to confirm they can accommodate.
  • VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21+)
  • TripAdvisor rated this tour its highest-level Traveler’s Choice Award each year since 2002.
  • Operates in all weather conditions, please dress appropriately

What You’ll Experience

1

Lou Malnati's Pizzeria

Starting Point for 11am & 11:30am Daytime Tours only. Here 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
20 minutesAdmission Ticket Included
2

Gino's East

Starting Point for 5:30pm Evening Tours only. Here 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
20 minutesAdmission Ticket Free
3

The Magnificent Mile

Stroll down elegant Michigan Avenue and pass renowned local attractions before walking down the start of Route 66 to Max's Take Out, a quintessential Chicago hot dog stand that has stood the test of time. Inside, taste what makes Chicago's unique hot dog so special!
20 minutesAdmission Ticket Free
4

Wrigley Building

See the first major skyscraper north of the Chicago River.
5 minutesAdmission Ticket Included

Chicago Pedway (Pass By)

During colder months, your guide will make use of the Chicago Pedway system, a network of tunnels, ground-level concourses and bridges that connects sites throughout Chicago’s central business district, to keep you as cozy as possible. During warmer times of the year, walk along the large scenic promenades of the Loop. Expect to walk at a leisurely pace for 1.5 miles during the 2.5-hour tour, suitable for most fitness levels, with plenty of stops for tastings and photos. All tastings and beverages are included. Please give advance notice of any dietary restrictions.
5

Jay Pritzker Pavilion

AM tours only. Designed by world-famous architect, Frank Gehry, The Pritzker Pavilion is a stunning and unique band shell located in Grant Park. The lattice tower of speaker systems ensures full volume for all spectators at countless summer concerts and movie screenings.
10 minutesAdmission Ticket Free

The Loop (Pass By)

The Loop is Chicago’s bustling business district, named for its location within the rectangular convergence of multiple “El” train tracks.
6

The Chicago Theatre

AM Tours Only. Chicago's iconic theatre Marquee on State Street.
5 minutesAdmission Ticket Free
7

Cloud Gate

AM Tours Only. Cloud Gate, located within Millennium Park, is known affectionately as “The Bean” and debuted in 2006. Designed by famed Indian artist, Anish Kapoor, this giant, stainless steel masterpiece has become one of the most famous symbols of Chicago arts and culture.
15 minutesAdmission Ticket Free
8

Millennium Park

AM Tours Only. A modern town square with a collection of art, architecture, and gardens that provides a stunning backdrop for hundreds of cultural events. Full tour of the park.
30 minutesAdmission Ticket Free
9

Palmer House Hilton Historic Lobby

AM Tours Only. Enjoy the original recipe brownie, which was first invented in Chicago for the 1893 World's Fair.
9 minutesAdmission Ticket Included
10

Crown Fountain

AM Tours Only. The Crown Fountain was designed by Spanish artist Jaume Plensa and features two fifty-foot tall statues of glass brick that showcase the LED faces of over 1000 Chicagoans laughing, smiling, and spitting.
15 minutesAdmission Ticket Free

Bobby's Bike Hike - Chicago Bike, Walking & Food Tours (Pass By)

FREE 2 HOUR BIKE or KAYAK RENTAL INFO: As an additional perk for booking this particular tour, you will get a FREE 2-hour bike or kayak rental (to be used within (+/-) 3 days of your tour booking. 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.
11

Historic Water Tower

PM Tours Only. Chicago's Historic Water Tower sits at the north end of the Magnificent Mile as one of the only buildings to have survived the Great Chicago Fire.
10 minutesAdmission Ticket Free
12

Holy Name Cathedral

PM Tours Only. One of the largest Cathedrals in North America, Holy Name Cathedral represents an achievement in Architecture and community building representative of Chicago.
10 minutesAdmission Ticket Free

Meeting & Pickup

Meeting Point
Search a point
Gino's East
Gino's East, East Superior Street, Cook County Illinois, United States, US, 60611
Plaza of the Americas
Plaza of the Americas, Michigan Avenue, Cook County Illinois, United States, US, 60611
End Point

Palmer House a Hilton Hotel, East Monroe Street, Cook County Illinois, United States, US, 60603

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Home of the Original recipe brownie

Cancellation Policy

Cancel your booking at least 24 hours before the experience start time to receive a full refund minus a 3.2% transaction fee.

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What People Are Saying
Overall ratings and reviews
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(1572)
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A great way to sample the city!
June 21, 2025
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(TripAdvisor)

This was so much fun for our family. Got to see some of the city and learned about the history all while sampling some of its best food. Tour guide JESSIKA was amazing!

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Can’t miss
June 21, 2025
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(TripAdvisor)

The tour was great, the tour guide (James) was entertaining and had had good knowledge of the Chicago history. Good were from good spots and the walk was much better and closer than we thought.

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Great tour guide :-)
June 20, 2025
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(TripAdvisor)

Great tour - superb tour guide (Quinn) with brilliant story telling abilities and historical knowledge. We had a great time and learned a lot.

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Jeff! Jeff! Jeff!
June 20, 2025
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(TripAdvisor)

This tour provides an excellent overview of Chicago’s most famous foods. Deep dish pizza, Chicago hot dog, and Italian beef sandwich. Our guide, Jeff was friendly, outgoing, and well versed in all ...read more

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Fantastic!
June 19, 2025
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(Viator)

Micky was our tour guide and was amazing from start to finish. Food was delicious and there was tons of it so make sure you go on this tour hungry! Highly recommend!!

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Free cancellation (24 hours notice)
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from  $77.32  per guest
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Please note that the time is in Central Time.
Free cancellation (24 hours notice)
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For each guest that attends this experience, byFood will donate
10 meals
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