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Chicago Sightseeing Tours

Best Chicago Restaurants

Party Recipes

Chicago in Winter Chicago in Spring Chicago in Summer Chicago in Autumn

A favorite activity among locals and tourists alike is to go on a Chicago sightseeing tour. There are so many different Chicago tours to choose from, everyone is bound to find at least one that meets their needs.

The list below of recommended Chicago sightseeing tours was created by people who know and love the city. We want you to experience only the best. From architectural tours to dinner cruises to the famous Hop-on-Hop-off Trolley tours, we've tried to give you a well rounded selection to choose from.

You might also want to check out our recommended list of Chicago Activities for more ideas on what to do in Chicago, including seeing the city from atop The Willis Tower, visiting the beluga whales at Shedd Aquarium, and seeing "Sue" the dinosaur at The Field Museum.

Chicago Sightseeing Tours by Season

Chicago in Winter Winter Chicago Tours
Chicago Architecture Tour
Holiday Carriage Rides
Legoland Tour
Chicago in Spring Spring Chicago Tours
Botannical Garden Tour
Chicago Segway Tour
Quintessential Bike Tour
Chicago in Summer Summer Chicago Tours
Weekend Dinner Cruise
Grand Tour of Chicago
Chicago Trolley Rides
Chicago in Autumn Autumn Chicago Tours
Chicago South Shore
Medieval Times
Blues by Night Tour

Click here for the full list of Chicago Sightseeing Tours.

Don't forget to check out our Chicago Activities page where we give brief summaries, recommendations and tips on how to get attraction discount cards.

Other Party in Chicago Pages You Might Like

Hotel Deals in Chicago Hotel Deals in Chicago
Some of the best hotels in the area are listed here as well as information on vacation home and condominium rentals. You can really put on a great party in Chicago at any one of these establishments.
Best Chicago Restaurants Best Chicago Restaurants
We have personally visited most of the restaurants on this list. From Giordano's, home of the deep dish pizza, to the quirky atmosphere at Bucca Di Beppo, find honest restaurant reviews here.
Chicago Theater Chicago Theaters
Chicago is known for its bustling downtown theater district. Find tickets and learn about venues including the Chicago Theatre, the Cadillac Palace Theatre and the Drury Lane Theatre.
Navy Pier Chicago Activities
We visited some of the most popular Chicago attractions including, Shedd Aquarium, The Field Museum, Navy Pier and The Art Institute. Learn more about each one and find out how to get discount tickets.
Chicago Trolley Chicago Sightseeing Tours
Taking an organized tour around the city is a great way to relax and be educated at the same time. The tours are organized by season to make it easier to match them to your travel schedule. Coming in the Winter? How about a horse-drawn carriage ride?

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