Chicago City Tours

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Chicago Grand Half-Day Tour
This comprehensive half-day tour is the perfect introduction to the Windy City. From the highlights of the North Side and South Shore, to driving virtually the entire length of the scenic Outer Drive, you’ll come away with an overview of the best Chicago has to offer. The tour takes you to Chicago’s beautiful Lincoln Park, Washington Park and Grant Park. A stop will be made at the fascinating Lincoln Park Conservatory and there’s a camera stop at the Adler Planetarium (or substitute stop) for breathtaking views.
Length: Approximately 4 hours.
Price: From $39.99


Chicago Grand Tour and Hancock Observatory
Enjoy the Grand Tour of Chicago and a visit to the Hancock Tower! See the sites from one of Chicago’s tallest landmarks. It takes the world’s fastest elevators just 39 seconds to take visitors to the 94th floor to The Hancock Observatory. On a clear day you can see up to 80 miles away and view four states – Illinois, Indiana, Michigan and Wisconsin. Experience the open-air Skydeck, 1,000 feet above Chicago’s Magnificent Mile, where you can feel the wind, take in the sun and check out the dynamic city below.
Length: Approximately 5 hours and 30 minutes.
Price: From $49.99


Chicago Land & Lake Half-Day Tour
See Chicago from the land and the water on this scenic half-day tour. This comprehensive tour shows you the South Shore business district, the Loop and the exclusive shopping areas and neighborhoods. Then, you will see Chicago from the water as you cruise past the shoreline in a beautiful streamliner yacht! From the lake you’ll see lakefront views of the Chicago River, the city’s bridges and the famous Chicago Locks. There’s also Navy Pier, the Coast Guard Station and other points of interest lining the shores of the longest lake in the world, Lake Michigan. The tour ends at the boat dock at McClurg Court & Illinois Street adjacent to Michigan Avenue and its exclusive stores.
Length: Approximately 4 hours.
Price: From $44.99


Chicago North Side Tour
This is the tour for those looking to experience the vitality and excitement of Chicago. You’ll tour through Chicago’s main business section, one of the financial centers of the world and always bustling with activity. You’ll tour the famous “Loop” and State Street – the great street where Chicago’s fame began. Travel by the striking Richard J. Daley plaza with its acknowledged masterpiece, the Pablo Picasso sculpture, created specifically for Chicago. You’ll take a ride on Wacker Drive, the double-decked thoroughfare that wends its way under the city. Then travel over the Chicago River, made to flow backwards by one of the world’s greatest engineering feats. You’ll see the famous, white Wrigley Building announcing the beginning of the Magnificent Mile and Michigan Avenue where Chicago’s most exclusive stores exhibit their wares. You’ll see Chicago’s elegant seven-level shopping complex the renowned Water Tower Place alongside one of the tallest buildings in the world, the John Hancock Center.
You’ll continue through Lincoln Park, a thousand acres of greenery, lagoons, flowers, and zoo. You’ll see Wrigley Field – home of the Cubs (not on game days) – the Botanical Gardens, Chicago Historical Society, Newberry Reference Library, and an IndianTotem Pole. A twenty minute stop is made at the Lincoln Park Conservatory.
Length: Approximately 2 hours.
Price: From $24.99


Chicago South Shore Tour
Here is a tour full of interest, history, and beauty. You’ll travel through Grant Park, the front lawn of the city and site of Soldier Field, Adler Planetarium with its sky dome, the Joseph Petrillo outdoor band-shell where Chicagoans listen to fine music throughout the summer nights, the Art Institute of Chicago, world renowned for the largest collection of impressionistic art, Orchestra Hall, home of the famous Chicago Symphony Orchestra, the world’s largest aquarium, the Shedd Aquarium, and the Field Museum of Natural History, renowned for the size and scope of its collections. And looking over from these sights you’ll see the 80 story Amoco Oil Building, completely faced in white granite. Then you’ll travel through the South Commons a new ‘close- in’ residential community.
You will travel through beautiful Jackson Park where the Columbian Exposition of 1893 was held to celebrate the founding of America 400 years earlier. Then you’ll pass through the University of Chicago with its elegant English style architecture, and pass the Museum of Science and Industry, a tribute to man’s ingenuity and inventiveness. You’ll see the world’s highest apartment building, Lake Point Towers, an architecturally stunning building of glass and curves adjacent to Navy Pier, Chicago’s inland port. A camera stop will be made at the Adler Planetarium for its breathtaking view or a substitute stop will be made.
Length: Approximately 2 hours.
Price: From $24.99




About UPchicago Team

Urban Philosophy is a way of thinking that you develop when you’re a true city person. Whether you’ve spent your whole life living in Manhattan, or you just moved from small-town Iowa to the city of Chicago, the longer you stay, the more you come to understand what it means to live in a city. Our Urban Philosophy is that no matter who you are, where you are from, and what your likes and dislikes may be, there’s something for everyone in city life.

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