Tours in Chicago

The big city can be very overwhelming; sometimes you need a little extra guidance to fully appreciate Chicago. Discover the highlights through a variety of tours, whether it be by boat on Lake Michigan, by bike through the great Chicago neighborhoods, or by a zippy segway through Millennium Park. The architectural boat tour, famous for showcasing Chicago's beautiful architectural landscape, is one not to miss! Whether you want to delve deep under the surface or simply not have to worry about getting lost, these tours will take care of everything…and get you closer to the heart of Chicago.

Bobby's Bike Hike

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465 North McClurg Court

Guided Cycle Tour... read more

Chicago Segway Afternoon Tour

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Segway Tour... read more

Chicago Lunch Cruise

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Luncheon Cruise... read more

Chicago Architecture Tour and Speedboat Ride on Lake Michigan

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Speed Boat/Power Boat... read more

O'Leary's Fire Truck Tours

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1709 South Prairie Ave

See Chicago aboard a fire engine... read more

Wrigley Field Tours

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1060 West Addison St
Between Clark Street & Seminary Avenue

See this beloved park the way the players do...
read more

Chicago Trolley Company

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615 W 41st St
The Chicago Trolley & Double Decker Company

Open Air, Diesel Free Excursion... read more

Mystic Blue Cruises

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600 E Grand Ave
Departing from Navy Pier

Fun Cruise... read more

Seadog Speedboat Rides

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600 East Grand Ave
South of Navy Pier

Tour Lake Michigan or the Chicago River... read more

Untouchable Tours

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600 N Clark St
Departs from the southeast corner of Clark and Ohio sts

Chicago's Gangster Rap... read more

Wendella Sightseeing Boats

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400 N Michigan Ave
Departing from Michigan Ave. and Wacker Dr. (on the north side of the river at the Wrigley Building)

Lake and River Cruises... read more

Loop Tour Train

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77 East Randolph St

See Chicago's finest architecture... read more

The Spirit of Chicago

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600 E Grand Avenue
Departing from Navy Pier

Cruise Along the Skyline... read more

Tour Black Chicago

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35 East Wacker Drive
Suite 222

African-American tour of Chicago... read more

Chicago Supernatural Cruise

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300 North Michigan Ave

Haunting tours... read more

Chicago Duck Tours

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600 North Clark Street

Exciting tours by land and water... read more

Architecture River Cruise

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333 North Michigan Avenue
Southwest corner of Michigan Avenue Bridge at Chicago River, river level.

Fun and informative river cruise... read more


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600 E Grand Ave
(Navy Pier)

Romantic lake cruise... read more

Gray Line

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27 E. Monroe St., Suite 515
Palmer House Hilton

Overview of Chicago... read more

Chicago Detours

25 East Washington St., Ste. 1500

Interactive Cultural and Historical Tours... read more
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