The third biggest city in the US by population, Chicago gives New York a run for its money with a breath-taking skyline hugging the shores of Lake Michigan. Chicago has a pulsating music scene and a fine collection of eateries.
Chicago is a gateway city for some of America’s great journeys, Route 66 starts here, or board the California Zephyr Train bound for San Francisco, alternatively head South towards the Mississippi and the delights of Memphis and New Orleans.
Chicago Skyline
Chicago Millennium Park
Chicago River
Chicago river at night
Chicago Beach
This cosmopolitan playground is bursting with things to do. Sightseeing options range from Chicago icons like Millennium Park’s sculptures, fountains, gardens and event spaces to awe-inspiring architecture by Frank Lloyd Wright, Frank Gehry, Daniel Burnham and Louis Sullivan. Get above it all on The Ledge, a glass platform on the Skydeck at Willis Tower.
Take in the beautiful cityscape with a stroll along the Chicago Riverwalk, where you can enjoy a waterside meal, Chicago’s culinary scene is filled with star chefs, ethnic eateries and award-winning fine dining, including 25 Michelin-starred eateries. Just as famous are the casual classics like Chicago-style hot dogs and deep-dish pizza.
Chicago is renowned for its cultural offerings with more than 60 museums and a dedicated Museum Campus, home to The Field Museum, Shedd Aquarium and Adler Planetarium. Don't miss the Art Institute of Chicago, containing 300,000 works in its permanent collection, and Museum of Science and Industry, the largest in the Western Hemisphere.
• Millennium Park
• Willis Tower
• Navy Pier
• Cloud Gate
• The Art Institute of Chicago
We have put together some of the best day trips available from Chicago - from the Willis tower to the art institute of Chicago and more . These are all available on our USA holidays including Chicago. Contact our experts to add them on to your holiday.
Below is a small selection of the Chicago holidays we offer. If you would like us to create a USA holiday including Chicago just for you, give us a call.
USA Road Trips
USA Fly Drive Holidays
USA Train Holidays
USA Fly Drive Holidays
Below is a small selection of hotels we have on offer in Chicago
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At My Canada Trips there are a number of ways you can contact us meaning that all you have to do is choose the option which is most convenient to you.
0800 917 5724
We are open today between 9am and 5:30pmMake An Enquiry
Request A Callback
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