• Location: Chicago, Illinois
  • Duration: 3 hours (approx.)
From USD $ 60.00 View price calendar

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Savor the flavors of the Gold Coast and Old Town neighborhoods on this 3-hour Chicago food walking tour, led by an expert guide. You’ll stop at seven popular shops and eateries, including a specialty tea merchant, confectioner, European bakery and — of course — Chicago-style pizzeria. Explore these culture-rich neighborhoods just north of the downtown and learn about their architecture and history along the way. Numbers are limited to 18 participants for a small-group experience.


  • Gourmet small-group food tour of Chicago's Gold Coast and Old Town neighborhoods
  • All tasting fees included
  • Visit seven of the neighborhoods' famous locations, including a French bakery and a specialty tea shop
  • Historic city tour from your guide between tastings
  • Lunch in the form of seven different tastings!
  • Small-group tour with no more than 18 people ensures a personalized experience

What You Can Expect

Small-Group Chicago Food Tour: Gold Coast and Old Town

Chicago Food Tour

Discover the culinary side of the Windy City on this 3-hour Chicago food walking tour also known as the Second City Classics Tour. You’ll taste the delicious flavors of the Gold Coast and Old Town neighborhoods at seven separate venues with your guide, with food samples that amount to enough for lunch.
Between tastings, walk like a local down the tree-lined streets as your guide shares insights about city history, food and architecture. Strolling the streets and sinking your teeth into this quintessential cuisine, you’ll feel like a real Chicagoan!

Sample tasting locations may include the following:
  • Old Jerusalem: Owner Ahmed Ali Awad studied the culinary arts back in Lebanon. Since, 1976 his family has been serving authentic Middle Eastern dishes in Chicago’s Old Town area
  • Lou Malnati’s, a Chicago-style pizzeria serving up deep dish slices
  • La Fournette, an authentic French bakery
  • The Spice House, a shop selling hand-prepared spices and seasonings
  • Old Town Oil, specializing in aged balsamic vinegars and extra virgin olive oils
  • Tea Gschwendner, a specialty tea merchant
  • The Fudge Pot, Chicago’s oldest chocolate confectioner and fudge shop.

Customer Reviews

Erica L

5 star rating: Highly Recommended November 2017

Fantastic Tour! Our tour guide Kat was knowledgeable, friendly and entertaining. We had so much fun and will definitely book another tour next time we are in Chicago!

Dawn L

5 star rating: Highly Recommended November 2017

All I can say is TRY IT!!! My husband and I had a wonderful time and great food. He drank his first ever cup of tea. I had one of the best slices of pizza I have ever had. Our guide was very informative. After the tour, we went back to some of the stores and purchased quite a few of our favorite things. I can't wait to get our family together and do some more of these in other locations.

Nicholas z

5 star rating: Highly Recommended October 2017

very much enjoyed
amber our guide was very enthusiastic informative and organized
community feel for the gold coast and old towne neigborhoods

Susan S

5 star rating: Highly Recommended October 2017

If you only have time for one tour when visiting Chicago then this is it. You et away from the high rise buildings into a lovely neighbourhood and find out a bit about the history whilst giving your tastebuds the most amazing experience. Jaci our guide was humorous, engaging but most of all made sure we had the best time. If I could score more then 5 I would.


5 star rating: Highly Recommended October 2017

Great tour - starts at a pizza place that I have since seen twice on TV - Lou Malnati's. Tour guide was wonderful, lots of history and information about the local area. Don't eat before the tour - you will be full by the end of it.

Kelly W

5 star rating: Highly Recommended October 2017

As one of my first food tours, this hooded me. She was great - as A personal chief, she had a great talk on all of the local stuff. Learning the history of the area and what makes each food special was wonderful.

Barbara M

5 star rating: Highly Recommended August 2017

Great guide and some interesting choices of stops. I enjoyed the walk and our guide's information about the area and points of interest along the way.

Jason D

5 star rating: Highly Recommended August 2017

Alex and Lindsay were our guides. This trip is a must do for foodies. There is more than enough food tastings to provide a meal. We did the 11-2 tour and we were stuffed. You start out with half of a personal sized deep dish pizza. You get a full sized tea tasting, lots of chocolate to taste, and finished with a croque monsieur a very fancy ham and cheese sandwich, lol. Our favorite was the small batch olive oil and vinegar tastings.
Besides the detailed food history, you also receive interesting stories and architecture stops throughout the Gold Coast and Old Town area.
The pace is just right, but bring good shoes, you are on your feet for most of the tour.

Lynda C

5 star rating: Highly Recommended August 2017

Amber was great. So energetic and passionate! Thoroughly enjoyed it!

Kerri P

5 star rating: Highly Recommended July 2017

It was excellent. The guides, Amber and Lindsey, were full of enthusiasm, information and love for this area, making it a joy to explore and experience this area. It was great to taste some fantastic local food and all the places were fabulous - nice to see Chicago more from a local perspective! Highly recommend!

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