Private Chicago Foodie Tour: Taste 5 Iconic Eats

Eat your way through Chicago's most famous restaurants in one afternoon

A private half-day walking food tour of Chicago led by a local guide, tasting five iconic Chicago foods at their source restaurants while passing landmarks like the Wrigley Building and Buckingham Fountain. You'll eat a Portillo's hot dog, Al's Italian Beef sandwich, deep dish pizza at Pizzeria Uno, a Do-Rite Donut, and grab Garrett's Popcorn to take with you, with bottled water and an Uber ride included.

Step-by-step itinerary

Stops and time spent at each3 stops

1. Wrigley BuildingEntry included15m
2. National Portrait GalleryEntry included15m
3. Grant ParkEntry included30m

Chicago food and landmarks tour

• Try a hot dog at Portillo's
• Eat Italian Beef Sandwich at Al's
• Enjoy deep dish pizza at Pizzeria Uno
• Try a Do-Rite Donut
• Grab Garrett Popcorn to go
• Check out Wrigley Building
• Visit Tribune Tower
• Visit Buckingham Fountain

The experience

This tour centers on eating, not sightseeing. You move between five Chicago food institutions on foot, stopping at each one to order and taste what made it famous. Portillo's hot dogs, Al's Italian Beef, Pizzeria Uno's deep dish, Do-Rite Donuts and Garrett's Popcorn are the five stops, and the guide times the walk so you arrive hungry and leave satisfied. The route also passes the Wrigley Building, Tribune Tower and Buckingham Fountain, so you get the landmarks without a separate sightseeing leg.

Because it's private, the pace and timing are yours. You eat at your own speed, linger if a restaurant catches your interest, and skip ahead if you want more time at the next stop. The guide is a local who knows which items to order and why each place matters to Chicago's food story. Bottled water is provided throughout, and an Uber ride is included to move between stops if the walk feels long.

The tour runs four hours and works for all fitness levels. Families with strollers and infants are welcome. Public transit is nearby if you prefer that to the included Uber, and the guide speaks English.

What’s included

• One Portillo's hot dog.
• one 6-inch Al's Italian Beef sandwich.
• one slice of authentic Chicago deep dish pizza.
• one Do-Rite Donut.
• one small Garrett's Popcorn.
• bottled water throughout the tour.
• one Uber ride between stops.
• a local English-speaking guide for the full four hours.

Information

Lasts 4h, runs every day at 11:00, 12:00 and 13:00, from US$ 288 per person, with a live guide in English, as a private tour and with free cancellation up to 24 h before.

Days and timesEvery dayDepartures at 11:00, 12:00 and 13:00

GroupPrivate

Live guideEnglish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends at a different place from where it starts.

Book up to8h before

AgesAdult (10 and older) · Child (3 to 9 years) · Infant (under 3): free

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather or if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Prices and times updated yesterday

Good to know

Low physical effortStroller-friendlyPublic transport nearby

Operated by ForeverVacation

Is this one for you?Book this if you want to taste Chicago's most famous foods at their original restaurants without planning five separate stops yourself. The private format means you set the pace and the guide handles the route and the food knowledge.

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Top questions

Can children come?

Yes. Ticket types: Child (3 to 9 years); Infant (under 3): free.

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

What exactly do I eat on this Chicago food tour?

You taste five items: a Portillo's hot dog, a 6-inch Al's Italian Beef sandwich, one slice of deep dish pizza from Pizzeria Uno, a Do-Rite Donut, and a small bag of Garrett's Popcorn to take home. All food is included in the price.

Do we walk the whole time or use transportation between stops?

The tour is a walking tour, but an Uber ride is included if the walk between stops feels too long. You decide when to walk and when to ride.

How much time do we spend at each restaurant?

The guide times each stop so you can order, eat and enjoy the food without rushing, but the exact time depends on lines and how long you want to stay. The whole tour takes four hours.

What landmarks do we see on this tour?

You pass the Wrigley Building, Tribune Tower and Buckingham Fountain as you walk between food stops. They're part of the route, not separate sightseeing destinations.

Is this tour just for people who love food, or can anyone join?

It's designed around eating Chicago's most famous foods, so you should be ready to taste all five items. The guide is a local who explains why each place is iconic, so you get the food history along with the meal.