Chicago, Illinois Sightseeing Tours

And Attraction Passes

A professionally guided tour is a wonderful way to experience Chicago, whether it is your first time visiting or you want to see what you've missed in the “Windy City.”

The Land and Lake Tour and Grand Tour are the most popular and comprehensive. The Hop-on Hop-off Tour is great for getting to attractions where you want to linger and Segway tours are fun and cover more ground than you could on foot. Attraction discount cards can save your family a bundle and can help you plan your visit to Chicago.

Chicago Sightseeing Tours

Chicago Land and Lake Combination Tour

Experience the beauty of Chicago from both land and the water on this combination bus and boat tour.

You'll see South Shore sights—the Loop, business district, shopping and neighborhoods by bus then board a beautiful streamliner yacht for a shoreline cruise to enjoy the famous Chicago skyline, Navy Pier, Coast Guard Station, Chicago River, bridges and Chicago Locks and other points of interest along the shores of Lake Michigan.

Chicago Land and Lake Tour (Approximately 4 hours)

   Adult: $55.00  Child: $25.00  May through September

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Grand Tour of Chicago—Guided Sightseeing Tour

This comprehensive tour of the best that Chicago has to offer includes both North and South Side Business Districts and Scenic Outer Drive.

You will see the Picasso sculpture in Richard J. Daley Plaza, Wacker Drive underground, the Wrigley Building, Magnificent Mile, Water Tower Place and John Hancock Center, Lincoln Park, Wrigley Field (non-game days), Botanical Gardens and Lincoln Park Conservatory, Museum Campus and much more.

Grand Tour of Chicago (Approximately 4 hours)

   Adult: $45.00  Child: $24.00  Daily at 11:30am and 1:30pm

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Hop-on Hop-off Guided Trolley Tour of Chicago

This Trolley Bus or Upper Decker scenic tour of Chicago's lake front and downtown not only shows you the sights but lets you get on or off all day at nine major attractions to enjoy them at your leisure.

Hop on or Hop off the tour as many times as you want at Willis (Sears) Tower, Palmer House Hilton Hotel (in the Loop), Art Institute, Navy Pier, Water Tower, John Hancock Tower, Hard Rock Cafe - McDonalds (Clark and Ontario), Wrigley Building and Fort Dearborn.

Guided Trolley Tour of Chicago (1 day/8 hours, hop-on hop-off)

   Adult: $28.99  Child: $14.99  Wed – Sun, Apr 16 – Nov 30

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North Side of Chicago Sightseeing Tour

Visit the Loop, Chicago's Main Business section, State Street and more. See the Picasso sculpture at Richard J. Dailey Plaza, ride on Wacker Drive under the city and drive down Michigan Avenue from the Wrigley Building to Water Tower Place and the John Hancock Tower along the famous Magnificient Mile.

You'll also see Lincoln Park with its zoo and conservatory, where you will stop for a 20 minute break, the Botanical Gardens, Wrigley Field and more.

North Side Chicago Tour (Approximately 2 hours)

   Adult: $25.00  Child: $12.50  Daily except holidays

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South Shore Chicago Sightseeing Tour

Travel through Grant Park to Museum Campus, home to Soldier Field, Adler Planetarium, Shedd Aquarium and the Field Museum. After a photo opportunity you will continue through the South Commons and Jackson Park where the Colombian Exposition of 1893 was held.

The University of Chicago and Museum of Science and Industry are other highlights before returning to downtown and a view of Navy Pier and Lake Point Towers—the world's highest apartment building.

South Shore Chicago Tour (Approximately 2 hours)

   Adult: $25.00  Child: $12.50  Daily except holidays

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Tommy Guns Garage Dinner Show

Experience Chicago in the "Roaring '20's" at Tommy Gun's Garage for a musical comedy show featuring gangsters and flappers straight out of the 1920's.

Order your dinner of 'Big Jim' pasta, 'Don't call me' chicken, 'King Pin' beef or 'the Big Bill Thompson' fish to enjoy the show. Kids under 12 receive a free souvenir. See details for times.

Tommy Guns Dinner Show (Approximately 3 hours)

   All: $60.00  Wed – Sun, except February 11 – 14

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Chicago Attraction Passes

Go Chicago Card:
25 Chicago Attractions, Activities, Tours, Museums, Cruises, Sights and More for 1 Low Price!

PLUS! Savings and Special Offers on shopping, dining and more around the city

Get unlimited admissions including Adler Planetarium, Shedd Aquarium, Field Museum, Museum of Science and Industry, The Art Institute of Chicago, Hancock Observatory, Sears Tower, a selection of Gray Line Tours, Navy Pier attractions and much more!

  •  Save up to 20% on shopping

  •  Save up to 20% dining

  •  Get a 100 page full-color pocket guidebook to help you plan your fun!

Go Chicago Card — 1, 2, 3, 5 or 7 Day Pass (Save more with multi-day pass)

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Chicago City Pass

5 premier attraction tickets bound in a pocket-size booklet with map, attraction details, directions, best times and tips from National Geographic Traveler magazine.

1) Shedd Aquarium VIP,
2) Field Museum & Underground Adventure,
3) Adler Planetarium,
4) Museum of Science and Industry & OMNIMAX plus
5) option of John Hancock Observatory OR Skydeck Chicago Fast Pass.

Chicago City Pass (Good for 14 days from first use)

   Adult: $84.00  Child: $69.00

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Website and all photos copyright © 2001–2013 Lee W. Nelson