Book One of Chicago's Top Sightseeing Tours or Cruises - Group 1 of 2

Chicago is a great tourist city and seeing it with a professional tour operator is a great value. Even locals will enjoy these tours and are sure to learn something new about their city. You can book your tour right here at Chicago Traveler. Since some tours sell out, it's a good idea to make your reservations early. We recommend a general tour during the start of your visit in order to acclimate yourself to the city and to identify areas and attractions where you may want to later spend additional time. Also, be sure to peruse the specialized tours and choose one or more that match your interests. You can also book your airport transfer here - reliable transportation to and from O'Hare or Midway Airport.

TWO GREAT WAYS TO GET ATTRACTION DISCOUNTS!

  Go Chicago Card        1, 2, 3, 5 or 7 days USD from $55 p/p  
Attractions Discount Card Go Chicago Card is the perfect way to save on your Chicago Vacation. You'll get unlimited FREE admission to over 25 attractions and tours for one low price! Enjoy some of Chicago's top attractions including Adler Planetarium, Shedd Aquarium, a selection of Grayline Tours, Navy Pier attractions as well as discounts at some of Chicago's top retailers and restaurants!
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Purchase a Go Chicago Card
 

Chicago CityPass Five Famous Attractions USD $50 p/p
Five famous attractions, one low price, no ticket lines! Chicago's CityPass contains a passport to five of the city's best attractions, and saves you 45% off box office prices if the attraction tickets were purchased individually. See the Adler Planetarium & Astronomy Museum, The Field Museum, the Museum of Science and Industry, the Shedd Aquarium & Hancock Observatory!
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List of 25 Top Chicago Sightseeing Tours - Group 1
  See Chicago's Top Tours - Group 2.
 
Tour Name Duration Starting From
Chicago Theater Stories Walking Tour 1 - 1.5 hour Starting from USD $10.00 per person
Stroll around the downtown theater district and hear stories from the Golden Age of Chicago theater, a century defined by a pioneering spirit and cataclysmic events. Against this backdrop, colorful personalities forge rivalries, emote passion and vie for audience adulation. Book now
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Historic Chicago Loop Skyscrapers 2 hours Starting from USD $12.00 per person
Trace Chicago's invention of the skyscraper and tour the buildings of the famous Loop district. Learn how a group of daring 19th Century architects and engineers revolutionized structural design, developing the high-rise form in the heart of the "First City of Architecture." Book now
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Modern Chicago Loop Skyscrapers 2 hours Starting from USD $12.00 per person
Explore Chicago's international, modern and postmodern movements, from Ludwig Mies van der Rohe's powerful minimalism to today's eclecticism. A great 2 hour tour for architecture buffs as well as anyone with a simple interest in the buildings of Chicago. Book now
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Downtown Chicago Deco 2 hours Starting from USD $15.00 per person
Discover the opulent exteriors and interiors of the Roaring ’20s Jazz Deco and the classic finishes of Art Moderne buildings in this 2 hour tour. Learn of Chicago's influence on the international Art Deco movement, and trace the history of lively architectural heritage.
This tour is seasonal and operates from April to October.
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Tiffany on Wednesdays 2 hours Starting from USD $17.00 per person
Discover four late 19th Century Chicago Loop landmarks in this remarkable 2 hour tour: the Art Institute, the Marquette Building, the Chicago Cultural Center and Marshall Field’s which hold a wealth of art-glass fixtures, vaults and domes by Louis Comfort Tiffany and his contemporaries.
This tour includes general admission to the Art Institute for the tour and one other day, plus a visitor’s gift courtesy of Marshall Field’s on State Street.
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Chicago North Side Tour 2 hours Starting from USD $21.88 per person
Large, crowded and plenty to do - it's the Windy City! This is the tour for those looking to experience the vitality and excitement of Chicago. Explore the bustling activity of the city's main business section, the "Loop" and historic center of the city, famous architecture and tallest buildings in the world. If Chicago is you scene, then this is the tour for you! Book now
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Chicago South Shore Tour 2 hours Starting from USD $21.88 per person
Chicago has its own unique charm and characteristics, full of interest, history, and beauty. The business and financial district, the Loop, the exclusive shopping areas and neighborhoods - it’s all here on this tour of the South Shore. Chicago is a place where it is impossible to get bored and if it sounds like your kind of town, book this tour and go wild! Book now
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Chicago Segway Night Tour 2 hours Starting from USD $60.00 per person
Hop on the most innovative tour to hit Chicago in years! Gliding around the Windy City on your very own Segway, you'll see all the famous sights - Buckingham Fountain, Navy Pier, Lake Michigan and more. Be one of the first to take part in this unique, unforgettable experience!
This tour is seasonal and operates from 1 April to 30 November, 2007
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Tour the Treasures and Chicago South Shore Tour 3 hours Starting from USD $32.50 per person
The business and financial district, the Loop, the exclusive shopping areas and neighborhoods - it’s all here on this tour of the South Shore. This tour includes all these great sights, plus admission to the Art Institute of Chicago! Discover renowned collections spanning 5,000 years of artistic expression in Europe, Asia, Africa and The Americas. Now here is a tour of interest, history and beauty! Book now
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Chicago Segway Afternoon Tour 3 hours Starting from USD $70.00 per person
This Segway Tour is perfect for those new to the city as well as Chicago veterans. For the beginners, this 3-hour tour will offer you a fantastic orientation and give you an opportunity to see virtually all of the sites you know from movies, postcards and history. For the veterans, you’ll learn new facts and stories about Chicago that you’ve never heard. And we’re sure you’ll both agree that Segway-ing is the best way to see the ‘Windy City'!
This tour is seasonal and operates from 1 April to 30 November, 2007
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Tour Name Duration Starting From
Chicago Segway Morning Tour 3 hours Starting from USD $70.00 per person
Hop on the most innovative tour to hit Chicago in years! Gliding around the Windy City on your very own Segway, you'll see all the famous sights - Buckingham Fountain, Navy Pier, Lake Michigan and more. Be one of the first to take part in this unique, unforgettable experience!
This tour is seasonal and operates from 1 April to 30 November, 2007
Book now
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Chicago Grand Tour 4 hours Starting from USD $35.00 per person
Offering a comprehensive tour of everything Chicago has to offer, this tour combines the vitality and excitement of Chicago’s North Side and the interest, history, and beauty of the South Shore. Tour through the business and residential districts and visit this charming city's beautiful parks. There is so much to see and do in Chicago - book this tour and experience it all! Book now
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Chicago Land and Lake Tour 4 hours Starting from USD $40.00 per person
Why not see Chicago from the water, as you cruise along the skyline in a beautiful streamliner yacht! As well as the business district, the Loop, the exclusive shopping areas and neighborhoods, this tour includes a shoreline cruise along the lakefront. View the Chicago river, bridges, the famous Chicago Locks and enjoy the visual surprise of the 15-mile stretch of sandy beaches and green parkland. This is an absolute must whilst in Chicago!
This tour is seasonal and operates from May to September
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Chicago Behind The Blues 4 hours Starting from USD $55.00 per person
On this tour, experience Chicago's legendary music tradition, the Blues. You will see the site of the Illinois Central Depot, also once known as Black Ellis Island, as well as seeing the original House of Blues. To complete your Blues experience, you will visit Blues Heaven where you will meet a blues player who will teach you to play the harmonica. Book now
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North Shore and Chicago Botanic Garden 5 hours Starting from USD $51.25 per person
Travel along Lake Shore Drive, through the North Shore via Green Bay Road to arrive at Glencoe-Chicago Botanic Garden. This 385 acre living museum features 23 specialty gardens set on a series of islands and lakes. Explore the garden by narrated tram, then visit the Garden Café for lunch.
This tour is seasonal and operates from 1 May through to 28 October
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Antiquing and Flea Marketing in St. Charles 6 hours Starting from USD $46.80 per person
If antiques and flea markets are your vice... Then come and discover St. Charles. This inviting city is the absolute destination for an all-inclusive collection of antiques and treasures. With over 60 dealers displaying their antique items. You'll be in antique heaven! Book now
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Chicago Grand Tour and Hancock Observatory 5.5 hours Starting from USD $49.02 per person
Experience the rich and fascinating mix of attractions which make Chicago the vibrant center of cultural activity that it is today. This tour captures the best that Chicago has to offer. There you will see a panoramic view and the famous skyline of Chicago, the city that taught the rest of the world how to build skyscrapers! Book now
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The Wright Destination 6 hours Starting from USD $70.80 per person
Enjoy a full day exploring Oak Park, Illinois. Visit the Unity Temple and explore Frank Lloyd Wright home and studio and then journey to Ernest Hemingway's birth place or read the writings of Hemingway at the Hemingway Museum. This city is full of wonderul experiences you should come and discover it today! Book now
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Farnsworth House and Chicago Premium Outlets 7 hours Starting from USD $57.60 per person
See the ingenius modernist architecture known in its day -- the Farnsworth House. This uniquely designed house is made from steel and glass and has the magnificant views of the Fox River. Last but not least, come and explore Chicago's outlet shopping district with over 120 stores and outlets... there's something for everyone here! Book now
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High Tea in a Quaint 1890's Frankfort Village 7 hours Starting from USD $64.80 per person
Enjoy a leisurely visit to Historic Frankfort, Illinois. Founded in 1855, Frankfort's rich heritage continues to be evident throughout the Village. With Prairie-style buildings, art shops and the historic downtown district. Book now
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Lock and Dams Tour in Lockport 7 hours Starting from USD $66.00 per person
Arrive in historic Lockport where the Illinois and Michigan Canal (I and M) became a center of shipping and passenger activity. Explore the first lock and the hands-on exhibit on the Old Public Landing. Discover Lemont the old canal town with several antiques and craft shops. Book now
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Trains, Trolleys and Treasures 7 hours Starting from USD $67.20 per person
Hop aboard at Illinois Railway Museum, and visit vintage trains, trolleys and interurbans. This historical tour includes a genuine old-time trolley that will transports you along an authentic railway which has operated ever since Independence Day, 1896 and learn about the historical significance of the Blackhawk Forest Preserve.
This tour is seasonal and operates from May through to October
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Chicago Trolley Tour Flexible Starting from USD $25.00 per person
See all the sights of Chicago at your own pace! With this all day pass you can get off the Trolley at any scheduled stop to visit Chicago's most popular attractions, then pick up the tour where you left off or get on at any other regular stop on the thirteen-mile route. The tour is about an hour and a half if you do not get off. For individuals and families, this is the best way to see the sites in a day! Book now
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Hop On Hop Off Trolley and Upper Decker Tour Flexible Starting from USD $25.00 per person
Experience the fascinating city of Chicago bursting with amazing architecture, must-see art and intriguing history. There are so many unforgettable sites to explore in this scenic windy city on this fabulous hop on hop off tour.
This tour is seasonal and operates from 1 May through to 1 December
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A Royal Day in Chicagoland 8.5 hours Starting from USD $79.20 per person
Tantalize your tastebuds and enjoy a mouthwatering lunch at Bob Chinn's Crab House or relish in the world famous and refreshing Mai Tai. A visit to the unforgettable Arlington Park Racecourse is a great day out for the whole family can enjoy.
This tour is seasonal and operates from May through to September
Book now
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See Chicago's Top Tours - Group 2
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