moderate
6–8 hours
Moderate fitness level needed; able to walk several miles with some standing
Discover Chicago’s iconic skyline, vibrant neighborhoods, and famous eats in just one day with this comprehensive urban tour. Experience the city’s top landmarks and cultural highlights all in a single, memorable adventure.
From $99 | 5 hours | An epic tour of some of the city’s greatest hits!
Inclusions: Local guide and a variety of food samples (such as a slice of deep dish pizza, a sample of local street food, a sweet treat, and a bite of an additional Chicago classic). Food options and portion sizes vary - total amount of food equals a full meal.
**Exclusions:**Additional food and drink, souvenirs, tips and gratuities for the guide.
Get the whole Chicago experience combining our Chicago Architecture & Highlights Tour and Chicago Food Tour: Deep Roots to Deep Dish!
Our two-part tour begins by exploring the heart of downtown Chicago - with its iconic architecture, both old and new, views of the Chicago River, picturesque Millenium Park, and bustling city avenues (plus, a couple tasty local treats along the way).
From there, we’ll hit the Central Loop, where locals go to grab their favorite foods, day and night. Try the best of Chicago fare and get to know the history and how-tos (and how-not-tos) behind iconic street and comfort food staples - from the infamous deep-dish pizza to sandwiches to a loaded hot dog!
Your local guide will entertain with fascinating stories and the everyday immigrant chefs and vendors responsible for Chicago’s eclectic food scene. By the end of the tour, you’ll have a deep appreciation for both the evolution of this excellent city and the role food has played in the lives of all Chicagoans!
This tour covers several miles on foot through urban streets and riverwalks, so sturdy shoes will keep you comfortable all day.
Stay hydrated as you explore outdoor and indoor city spots, especially during warmer months.
Chicago’s weather can change quickly—dress in layers to stay comfortable throughout the day.
Parking downtown can be expensive and scarce; take advantage of Chicago’s efficient train and bus system.
Chicago’s rise as a railroad hub in the 19th century set the stage for its architectural boom and cultural prominence.
Efforts to preserve the Chicago River and Lake Michigan waterfronts have improved water quality and enhanced urban green spaces for recreation.
Supports long periods of walking on pavement and uneven city surfaces.
Adapt easily to Chicago’s variable weather throughout the day.
spring specific
Keeps you hydrated while walking around the city.
summer specific