Chicago Things to Do

  • Chicago River Cruise
    Chicago River Cruise
    by riorich55
  • The Bean in Millennium Park
    The Bean in Millennium Park
    by riorich55
  • Serpentine bridge
    Serpentine bridge
    by leics

Most Viewed Things to Do in Chicago

  • 51. Biking

    People who complain about big cities being so expensive are both right and wrong. They are right in that it does cost a lot to stay at nice places and eat at nice restaurants, but they are wrong in...

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  • 52. Trump Tower

    Perhaps the most fun thing we did at the Chicago VT Meet is to go on the combined 90-minute Lake and River Tour on WENDELLA BOAT TOURS. After purchasing our tickets - $25.00 U.S. - we got in line and...

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  • 53. Baha'i Temple

    4.5 out of 5 stars

    Maybe it's my own issues, but going to religious sites, particularly in the US, is often pretty uncomfortable for me. The Mormon Temple in Salt Lake is always bad, and even with historic churches, I...

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  • 54. National Vietnam Veterans Art Museum

    Chicago's Vietnam Veteran's Memorial, located on the Riverwalk between Wabash Avenue and State Street, is one of the largest in the nation outside of Washington, D.C. It features a fountain and a...

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  • 55. Skyline

    Seeing the skyline of Chicago for the first time is a breathtaking experience. Two great viewpoints are provided by driving on LakeShore Drive from either the south or the north. Just...

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  • 56. 333 West Wacker Drive

    As I mentioned in my previous tip, walking along Wacker Drive is the best way to enjoy a great view of the buildings located on the north side of the Chicago River. Even though I can't really say I...

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  • 57. Signature Lounge-Hancock

    Rosie [rozehill] and I went to the Hancock Building, but we did not wish to pay $13.00 for a view of the city. Instead, we rode the rapid elevator to the 96th floor (note that the observation deck for...

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  • 58. Garfield Park Conservatory

    Take a walk through paths of plants and flowers of all kinds at any time of year through the six different greenhouses of the Garfield Park Conservatory. Beautiful displays of plants and flowers are...

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  • 59. River City

    Every year one day in march, Chicago becomes green... not only their river, but many people wearing green, big green hats, green hair, green everything... It's an irish celebration, i think like...

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  • 60. Oak Street Beach

    One of the really nice places to go to enjoy a great view of Lake Michigan is Oak Street Beach. I wasn't too sure at first about walking through the dark pedway that goes underneath Lake Shore Drive...

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  • 61. Street Art

    During a 4 day span in August, 2012 I spent 2 full days in Chicago. Now this may not seem like much for visitors or people who actually live and work in Chicago, but as someone from the suburbs of...

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  • 62. South Side Highlights

    The University of Chicago campus is located in Hyde Park on the city's South Side. It is where I got my bachelor's degree. The school, whose campus is not too big, was founded in 1890 by John D....

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  • 63. EL

    I've already discussed this as a "transportation" tip (see that tip for more info and pictures) but it is such a famous and integral part of Chicago's character, and a fun and great way to see the...

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  • 64. BASKETBALL - Chicago Bulls at the United Center

    Opened in 1994, the United Center is the largest arena in the USA! With over 200 events every year, you can come here to see a great concert or a fun sports event. If you're a sports fan, you may...

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  • 65. Marquette Building

    I can't tell you how many times I passed by the Marquette Building before finally stopping in to have a look with a few VTers earlier this year. It's got one of the coolest lobbies of any building in...

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  • 66. Public Art

    George Washington in his Revolutionary War uniform shakes hands with his two financial advisers and go-getters English-born Robert Morris, on his right, and Polish-Jewish emigre Hyam Salomon, on his...

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  • 67. Architectural Boat Tour

    We took an Architectural River Cruise. It was a great way to see the city and actually takes you right though the center of it. Chicago has some truly amazing buildings and you get a really good...

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  • 68. Green Mill Cocktail Lounge

    The Green Mill is a bar that Al capone used to use as a club. It is rumoured that there are secret escape passages near the stage area for a quick getaway if required. The bar has been kept as it was...

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  • 69. Rush Street

    Okay, so that was an awful pun, but to get a taste of La Dolce Vita in Chicago take a stroll down Rush Street. This is where the upper classes go to have dinner and hang out. It is the trendy area to...

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  • 70. Chicago Theater

    The historic Chicago Theater is a beautiful old theater dating back to 1921. Along the way it has been re-styled and subsequently renovated. Today, the performances are much different than in the...

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  • 71. Aon Center

    Overlooking Millenium Park are three skyscrapers almost elbow to elbow. The oldest of the lot is Prudential One, originally just called the Prudential Building. I think what caught my attention here...

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  • 72. Untouchable Tours

    A good way to see the city is by catching a sight seeing bus with a difference. The Untouchables tour is run by old skool, jazz era, 1920s and 30s 'gangsters' celebrating Chicago's ganster history....

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  • 73. Carbide and Carbon Building

    This MetrowalkZ guide can be picked up for free from visitor services in the Cultural Center and Chicago Water Works, and maps out eight fun walks through various parts of the city. They are easy to...

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  • 74. FOOTBALL - Chicago Bears at Soldier Field

    Chicago is absolutely the windy city and now I understand why! My husband and I decided to walk to Soldier Field from our hotel (Hilton Chicago on Michigan Ave - a nice walk about 15 minutes) and on...

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  • 75. City Pass

    The Chicago CityPass is booklet of admission tickets designed to fit in a pocket – contains admission to Chicago’s most-visited attractions and landmarks at a 50% saving. Included in the booklet are...

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Comments (1)

  • riorich55's Profile Photo
    Mar 19, 2013 at 1:58 PM

    As I was writing some tips for a city just west of where I live this morning I found out about this interesting event happening in June this year.

    I wanted to let anyone who lives in the United States and any visitors to the U.S. this summer that there is a very unique event going on. Lincoln Highway is not as well known as its other old U.S. Highway (Route 66), but is actually older (1913 vs 1926) then its road cousin and actually does travel through the middle of the country from coast to coast (New York to San Francisco). Route 66 actually starts in my hometown of Chicago and heads to California.

    Anyway here is a link and a bit of a description for anybody who is interested. www.lincolnhighwayassoc.org/tour/2013.com

    "Join fellow historians and tourists for the Official Lincoln Highway Centennial Tours, headed for Kearney, Nebraska from each coast, for the centennial of America’s first paved transcontinental road: the Lincoln Highway. Antique cars, Classics, muscle cars, ’50s cars, trucks, motorcycles, street rods, and modern cars are welcome to participate.

    You will travel the original alignments of the Lincoln Highway covering many miles of two-lane history, four-lane progress, and even gravel scenic beauty. Travel from America’s urban centers, through pastoral farm lands, over breathtaking mountains and rolling prairies.

    Travelers from the East will start at Times Square, the heart of America’s most vibrant city. You will travel through ivy-covered college towns such as Princeton, New Jersey, and the Amish country of Pennsylvania. From Pittsburgh’s steel and beer brewing industrial history, you will travel through Ohio’s diverse agricultural and commercial mix. Indiana takes you through more Amish farm land, South Bend’s Notre Dame and automotive history and on to Illinois. From Illinois you will travel to Iowa’s farmland across the Mississippi River into the prairies of Nebraska and on to the Centennial celebration in Kearney at the Great Platte River Arch Museum.

    Western travelers enjoy beginning their journey in the urban centers of San Francisco and Oakland, California. After traveling through the state’s agricultural Central Valley you are exposed to the magnificent Sierra Nevada Mountains and Donner Pass before dropping into the deserts of Nevada and the Great Salt Lake of Utah. Climbing the mountains out of Salt Lake City, you will enter the wide open spaces of Wyoming and on to historic Cheyenne for an overnight stop. This is followed by your easterly trek into Nebraska and eventually joining the rest of the travelers from the east for the grand parade of cars into Kearney on opening day."

Chicago Things to Do

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The quintessential American city, Chicago offers world-class culture with zero attitude. You'll see Chicago at its best if you visit during the summer or fall. Summer offers a nonstop selection...

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