Tours & Itineraries

Guided Tours

Chicago Greeter

Explore Chicago with a friendly, knowledgeable local as your guide! This FREE service of the Chicago Office of Tourism and Culture matches visitors with enthusiastic, city-wise volunteers for 2-4 hour guided visits of Chicago.

Chicago Detours

Smart, creative, and engaging guided tours for curious people. Experience Chicago’s history, culture and architecture through educated commentary and multimedia on iPads.

Chicago Elevated

Chicago Elevated – Dedicated to bringing Chicagoans and tourists fun and educational walking tours of Chicago and its neighborhoods.

Chicago Neighborhood Tours

Travel the world one neighborhood at a time. Neighborhood tours 4 – 4.5 hours, include refreshments.

Chicago Trolley and Double Decker Co.

Ride The Red and Green Trolleys and our Red Double Decker Buses. Your Hop On Hop Off Tour ticket gives you transportation to the most famous Chicago attractions.

Chicago’s Finest River Walk Tour

Our core history walking tour has become a huge success during the summer months played out on Chicago’s scenic River Walk. The narrative explains Chicago’s transformation from a swamp, at the intersection of a lazy river and the Great Lakes, to the world’s sixth ranked “Alpha City”!


Bike & Segway Tours:

Bobby’s Bike Hike

Segway Tours – There are several companies that offer Segway tours around the city. Here are two:

Absolutely Chicago Segway Tours

Chicago Segway Tour


Boat Tours:

Mercury, Chicago’s Skyline Cruiseline

Mercury’s Urban Adventure Cruise is an exciting way to explore Chiago’s waterways, bridges, history and architecture as described by our lively tour guides.

Seadog Ventures

Seadog offers unique and exciting Speedboat and River Lake Architecture Tours on Lake Michigan. Or, try Seadog Extreme for the ultimate thrill.

Shoreline Sightseeing Company

Join Shoreline for a dramatic Architecture Cruise on the Chicago River, exciting Skyline Tour on Lake Michigan or thrilling Fireworks Cruise! Architecture Cruises are led by experienced, entertaining Shoreline guides.

Wendella Sightseeing Boats

As Chicago’s original tour boat company, Wendella has been dedicated to serving Chicago’s families, visitors, students, guests and commuters for over 75 years.


Special Interest Tours:

Chicago Architecture Foundation

CAF offers a large selection of walking tours learn about the beautiful and historic buildings for which Chicago is famous. See website for schedules. They also offer a wonderful Architecture River CruiseCAF Shop and Tour Center, 224 S. Michigan Avenue.

City Running Tours

5k everyday. Personal and group guided run/walk tours.

Wrigley Field Tours

Stroll through the home of the Chicago Cubs & get an inside look at this legendary ballpark.

Chicago Film Tour

See where your favorite movies were made. Watch clips of over 75 movies while passing more than 35 sites where they were filmed. Great for groups.

Chicago Photo Safaris

If you love to take pictures and travel, come join one of our photo safaris! A professional photographer takes you around landmark Chicago destinations while giving you tips on composition, lighting and exposure. These sessions are for photographers at any skill level with any kind of camera, digital or film.


Food & Beverage Tours

Chicago Beer Experience

See and learn about Chicago neighborhoods on our beer tours! We combine Chicago history with a variety of beer tastings, including local microbrews.

Chicago Food Planet Food Tours

Chicago Food Planet specializes in Food Tours through Chicago’s most historic, delicious neighborhoods. All tours include food tastings, enough for lunch, from historic “mom and pop” specialty food stores and one-of-a-kind ethnic eateries while offering a narrated glimpse into Chicago’s rich history, treasured architecture, and dazzling restaurant recommendations.

Chicago Pizza Tours

Bus guided tour of culturally significant & neighborhood pizzerias. See Chicago One Slice At A Time as you taste the best neighborhood Chicago pizzas.

Tastebud Tours

An unforgettable food adventure. Savor the Sweet Flavors of Chicago!

Rebecca Wheeler Neighborhood Food Tours

Rebecca’s Chicago Food Walks are designed as intimate tours that immerse you in some of Chicago’s best ethnic neighborhoods.



Public Art Guide – The Chicago Public Art Collection includes more than 700 works of art exhibited in over 150 municipal facilities around the city, such as police stations, libraries, and CTA stations.

MetroWalkz Self-Guided Walking Tours – Chicago

36 Hours in Chicago – New York Times article from September 22, 2010.


For more tours and things to do, visit Explore Chicago.

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