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Chicago Tours and Attractions

 
 

Go sightseeing, and take a guided tour of Chicago's most famous spots! You can also save money with special discounts for Chicago museums, and more attractions.

Chicago CityPass

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Chicago CityPass Duration: Flexible
Starting from USD $59.00 per person

See 5 of Chicago's most famous attractions for 1 amazing low price! Avoid the queues as you skip the long ticket lines at Shedd Aquarium, Adler Planetarium and Astronomy Museum. Your Chicago CityPass is valid for a leisurely nine days so you can see everything on a weekend break or take your time to visit the city's world famous attractions. More info…

Chicago City Hop On Hop Off Tour

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Chicago City Hop On Hop Off Tour Duration: Flexible
Starting from USD $29.00 per person

See all the sights of Chicago at your own pace! With this all day pass you can get off the bus 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! More info…

Go Chicago™ Card

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Go Chicago™ Card Duration: 1, 2, 3, 5 or 7 days
Starting from USD $59.99 per person

Go Chicago Card is the perfect way to save on your Chicago Vacation. You'll get 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, and Navy Pier attractions as well as discounts at some of Chicago's top retailers and restaurants! More info…

Tommy Gun's Garage Dinner and Show

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Tommy Gun's Garage Dinner and Show Duration: 3 hours
Starting from USD $54.99 per person

Tommy Gun's Garage is an audience interactive speakeasy which offers a musical comedy revue with Gangsters, Flappers and YOU! After dinner join "Vito", "Gloves", da "Mugs" and da "Molls" for non stop comedy and dangerous fun, as dey entertain you with singing, dancing and a LOT of audience participation. Uniquely Chicago but extremely popular means book now and you wont miss out!!
Special Offer - All kids 12 years and under receive a free Tommy Gun's Garage souvenir! - BOOK NOW! More info…

Medieval Times Dinner and Tournament in Chicago

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Medieval Times Dinner and Tournament in Chicago Duration: Flexible
Starting from USD $56.98 per person

Medieval Times is an adventure unlike any you have ever experienced before. During each live performance, guest enjoy an authentic medieval four-course feast while valiant knights battle to the death on horseback. Brillant costumes and famous Andalusian horses add to the splenor of your visit. Cheer your brave knights to victory as they compete in games of skill, hand to hand combat and the joust! More info…

Quintessential Chicago Bicycle Tour

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Quintessential Chicago Bicycle Tour Duration: 2 hours
Starting from USD $29.99 per person

A comprehensive city tour by bike. See the top tourist attractions including Millennium Park, the Chicago River, the beautiful Buckingham Fountain and lots more. A full commentary along the way will enlighten you with historical facts and entertaining stories.
This tour is seasonal and operates from April to October only. More info…

Chicago Sunglasses at Night Bicycle Tour

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Chicago Sunglasses at Night Bicycle Tour Duration: 3 hours
Starting from USD $34.99 per person

Take a ride through Millennium Park, the Theatre District, State Street and Grant Park - at night! You'll have a front row seat for Chicago's skyline fireworks display, with views of Navy Pier and Museum Campus on this exclusive night tour.
This tour is seasonal and operates from April to October only. More info…

Chicago Lakefront Neighborhoods Bicycle Tour

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Chicago Lakefront Neighborhoods Bicycle Tour Duration: 3 hours
Starting from USD $34.99 per person

Accept no imitations! An excellent orientation to all the major sights, city parks, beaches and the North Side of the Chicago River as you cycle through this beautiful city. This 3-hour bicycle tour will take you off the beaten track to see Chicago through the eyes of the locals.
This tour is seasonal and operates from late March to November only. More info…

Chicago Segway Night Tour

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Chicago Segway Night Tour Duration: 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 More info…

Chicago Grand Tour and Hancock Observatory

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Chicago Grand Tour and Hancock Observatory Duration: 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! More info…

Shopping Tour to Aurora Chicago Premium Outlets

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Shopping Tour to Aurora Chicago Premium Outlets Duration: 5 hours
Starting from USD $35.00 per person

It is easy to see why Chicago has quickly become an international shopping destination. Head to Chicago Premium Outlets for an unparalleled collection of 120 designer and name brand stores offering savings of 25% - 65% every day! Stroll through this Prairie style outdoor center featuring famous brands such as Ralph Lauren, Giorgio Armani, Versace, Calvin Klein, Diesel and much more. You will also receive a complimentary VIP coupon book on this tour!
This tour is seasonal and operates from February to December only. More info…

Chicago Day Bike Rental

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Chicago Day Bike Rental Duration: Flexible
Starting from USD $35.00 per person

Did you know that Chicago was voted the #1 bike-friendly city in the US by Bicycling Magazine? Take advantage of over 120 miles of bikeways, including Chicago's magnificent lakefront with 18 miles of designated paths. The perfect way to explore Chicago is on a bike! More info…

Chicago Club Crawl

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Chicago Club Crawl Duration: 4 hours
Starting from USD $54.00 per person

After dark, hit two of Chicago's hotspots for the best in blues and late night entertainment. At each club you will be treated to some of the City's popular Blues artists and entertainers. Transportation, admission and a drink (beer or wine) will be included at each club. More info…

Chicago Shopping Tour: Bucktown and Wickerpark

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Chicago Shopping Tour: Bucktown and Wickerpark Duration: 2 - 3.5 hours
Starting from USD $41.00 per person

This walking tour will allow you to experience Bucktown and Wickerpark, the hippest neighborhoods in Chicago, do a little shopping and take home something special to remind you of Chicago. More info…

Friendly Chicago Neighborhoods Bicycle Tour

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Friendly Chicago Neighborhoods Bicycle Tour Duration: 3 hours
Starting from USD $35.00 per person

On a Chicago Bike Tour you will visit the Gold Coast with world-class shopping and dining, the Old Town with distinctive Chicago residential architecture and Lincoln Park with luxurious tree-lined residences.
This tour is seasonal and operates from April to October only. More info…

Wicked The Musical in Chicago

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Wicked The Musical in Chicago Duration: 2 hours and 30 minutes
Starting from USD $92.40 per person

Wicked - The Musical, the untold story of the witches of Oz, is now playing in Chicago. Wicked is a true spectacle for the eyes and ears! More info…

Amazing Chicago Lakefront Bicycle Tour

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Amazing Chicago Lakefront Bicycle Tour Duration: 2 - 3 hours
Starting from USD $35.00 per person

Chicago's lakefront is a biking paradise and this original Bike and Roll tour includes it all; nature, history, water, art and beauty. Ride through Lincoln Park an urban oasis with parks, beaches, lagoons, and nature attractions such as the Lincoln Park Zoo, Conservatory, and Nature Museum. Visit Millennium Park and experience Chicago's most inspiring public art. And enjoy spectacular skyline views from the Adler Planetarium.
This tour is seasonal and operates from April to October only. More info…

Chicago Segway Morning Tour

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Chicago Segway Morning Tour Duration: 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 15 March to 30 November, 2008 More info…

Chicago Party Pass

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Chicago Party Pass Duration: Flexible
Starting from USD $30.00 per person

Skip the lines at Chicago's hottest nightclubs and bars when you purchase your Chicago Party Pass. Offering a range of benefits including free admission, free drinks and jumping the queue for fast-track entry, the Chicago Party Pass is your ticket to party! More info…

Tour the Treasures and Chicago South Shore Tour

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Tour the Treasures and Chicago South Shore Tour Duration: 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! More info…

Windy City Balloon Port Flight Tour

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Windy City Balloon Port Flight Tour Duration: 3 hours
Starting from USD $200.00 per person

Sailing through the air either at dusk or dawn is a breathtaking experience not to be missed! Sore high in the air and glide along effortlessly above Chicago without the sound of an engine to disturb the peace.
This tour is seasonal and only operates from 1 June to 31 October, 2008 only More info…

Chicago Sites at Nites Bike and Boat Ride

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Chicago Sites at Nites Bike and Boat Ride Duration: 2 hours
Starting from USD $59.00 per person

Come see the Windy City in illuminated beauty. All the sights plus a relaxing boat ride to finish the evening -- some days with fireworks! To top it all the tour will end on a skyline boat ride and fireworks display.
This tour is seasonal and operates from June to August only.
More info…

Sky Rides Balloon Flight Tour

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Sky Rides Balloon Flight Tour Duration: 3 hours
Starting from USD $200.00 per person

Float through the air like a bird in a hot air balloon ride. See the world from a totally different perspective and appreciate wide open spaces and the tranquility of flight. Either the sunrise or sunset flight will captivate you in an extremely memorable way.
This tour is seasonal and only operates from 1 June to 31 October, 2008 More info…

Chicago Land and Lake Tour

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Chicago Land and Lake Tour Duration: 4 hours
Starting from USD $45.00 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 tour is seasonal and operates from May to September More info…

Chicago Shopping Tour: Lincoln Park

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Chicago Shopping Tour: Lincoln Park Duration: 2 - 3.5 hours
Starting from USD $41.00 per person

This walking tour will allow you to experience Lincoln Park, the prettiest neighborhood in Chicago, do a little shopping and take home something special to remind you of Chicago. More info…

Modern Chicago Loop Skyscrapers

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Modern Chicago Loop Skyscrapers Duration: 2 hours
Starting from USD $14.99 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. More info…

Chicago Segway Afternoon Tour

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Chicago Segway Afternoon Tour Duration: 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.
More info…

North Shore and Chicago Botanic Garden

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North Shore and Chicago Botanic Garden Duration: 5 hours
Starting from USD $52.00 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 to 28 October only. More info…

Chicago Grand Tour

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Chicago Grand Tour Duration: 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! More info…

Tiffany on Wednesdays

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Tiffany on Wednesdays Duration: 2 hours
Starting from USD $20.00 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. More info…

Chicago North Side Tour

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Chicago North Side Tour Duration: 2 hours
Starting from USD $23.00 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! More info…

Downtown Chicago Deco

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Downtown Chicago Deco Duration: 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 only. More info…

Chicago Hop On Hop Off Trolley and Upper Decker Tour

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Chicago Hop On Hop Off Trolley and Upper Decker Tour Duration: Flexible
Starting from USD $21.25 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 May to November only. More info…

Historic Chicago Loop Skyscrapers

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Historic Chicago Loop Skyscrapers Duration: 2 hours
Starting from USD $15.00 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." More info…

Chicago Airport Arrival Transfer

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Chicago Airport Arrival Transfer Duration: Varies
Starting from USD $22.00 per person

Don't want to queue for a taxi or battle unfamiliar streets in a rental car? Save time and money with the convenience of a pre-paid shuttle transfer to downtown Chicago hotels. More info…

Chicago Airport Departure Transfer

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Chicago Airport Departure Transfer Duration: Varies
Starting from USD $22.00 per person

Don't pay high cab fares or struggle with luggage on public transport, a Chicago Airport Departure Transfer is the easiest way to make it to the airport for your flight on time, every time. More info…

Chicago South Shore Tour

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Chicago South Shore Tour Duration: 2 hours
Starting from USD $23.00 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! More info…

Chicago Airport Roundtrip Transfer

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Chicago Airport Roundtrip Transfer Duration: Varies
Starting from USD $37.00 per person

Travel in comfort from the airport to your downtown Chicago hotel and back again with a Chicago Airport Roundtrip Transfer. Take the hassle out of your holiday with the convenience of a regularly scheduled transfer service to downtown Chicago. More info…

Chicago Photography Walking Tour

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Chicago Photography Walking Tour Duration: 4 hrs
Starting from USD $139.00 per person

Discover and experience a city through the eyes of a local photographer on a Chicago Photography Walking Tour. See the sights of Chicago like Buckingham Fountain, Marina Towers, Crown Fountain in Millennium Park and many swing bridges spanning the river.
This tour is seasonal and operates from April to October only.
More info…

 
 
 
 
 
 


 
 
 
 
 
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Sears Tower
Address: 233 S. Wacker Drive
Height (m): 442m / (ft): 1,451
Floors: 108 floors
Lead Architect: Skidmore, Owings & Merrill LLP
Date live: 1974
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Hilton Hotel
Address: 720 S. Michigan Ave.
Height (m): 104 / (ft): 340
Floors: 29
Lead Architect: Holabird & Roche
Date live: 1927
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