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Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

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Chicago Holiday

What are the best places to visit in Chicago?

Preparing for your trip to Chicago? Need some info about what to see when you arrive? That's where we can assist!

Take it from us, your bucket list will be heaps shorter after a trip to Chicago! Famed attractions like the Art Institute of Chicago and Willis Tower should be some of your first ports of call. The McCormick Place and the University of Illinois Chicago also draw in crowds of travellers from all across the globe.

You're going to find yourself surrounded by terrific things to do and see, including Navy Pier and the Lincoln Park Zoo. If you're dying to get the most out of your stay, also check out Lincoln Park and the Chicago Cultural Centre.

Millennium Park is an oasis amid the bustle of everyday life. Pull off your shoes and feel the cool grass beneath your feet or simply lie on your back and spot shapes in the clouds. Adventurers in this destination have heaps of options. Those who are a little queasy around heights might want to look away, but anyone who's curious about skyscrapers can't miss John Hancock Centre. Towering high above the ground, it's a beloved fixture of the area's skyline. Still have some time on your hands? Want to catch a sunrise among some spectacular scenery? Skydeck Ledge boasts glorious views that deserve to be photographed.

What are the most popular activities for a Chicago holiday?

When we hark back to our travels, we usually remember experiences rather than our swish hotel room and its view of the pool. Are you ready to create some new travel memories?

Your trip to Chicago is about to get a lot more exciting. There are heaps of activities available, such as:

To check out all the activities on offer, head to our Chicago things to do page.

What types of accommodation options are available in Chicago?

With no less than 165 accommodation in Chicago, finding a place to stay won't be difficult. But why wait around? Book now via Expedia and kick-start your next cheap holiday or luxury getaway.

Begin the quest for a dreamy Chicago base by looking into the latest offers at the Chicago Premier Suites (540 N State Street) and The Peninsula Chicago (108 East Superior Street). Alternatively, the Trump International Hotel & Tower Chicago (401 N Wabash Ave) and the Old Chicago Inn (3222 N Sheffield Ave) are two properties well worth investigating if you're travelling on the cheap.

If you'd rather stay nearby the Art Institute of Chicago, The Langham, Chicago and the JW Marriott Chicago are excellent options.

Is there an airport in Chicago?

We know the airport won't be the most memorable moment of your holiday, but there's nothing like the excitement of knowing that your well-deserved trip to Chicago is just a flight away! Once you unbuckle your seatbelt at Midway International Airport (MDW), you'll be 9 miles from the heart of town.




Guide to Exploring Chicago


Top Deals on Flights

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Top Hotel Deals

See all 2,088 properties in Chicago
LondonHouse Chicago, Curio Collection by Hilton Rs7,322
Reviewed on 4 Jul 2020
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LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

85 East Wacker Drive, Chicago, IL
     
    4.6 of 5
    4.5 out of 5.0 Stars

    I love London house very nice luxury hotel. Would Recommend

    The Godfrey Hotel Chicago Rs9,593
    Reviewed on 1 Jul 2020
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    The Godfrey Hotel Chicago

    The Godfrey Hotel Chicago

    127 West Huron, at LaSalle, Chicago, IL
       
      4.3 of 5
      4.5 out of 5.0 Stars

      Overall pleasing experience, I would not recommend you bring children if you have them even though they say all are welcome. Great traveling distance to downtown attractions. Great views of the sky line. The rooftop is bar far one of my favorites in the city. Would recommend will travel back there ...

      Sofitel Chicago Magnificent Mile Rs14,107
      Reviewed on 27 Jun 2020
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      Sofitel Chicago Magnificent Mile

      Sofitel Chicago Magnificent Mile

      20 E Chestnut St, Chicago, IL
         
        4.6 of 5
        4.5 out of 5.0 Stars

        The view we had was beautiful. Very well kept and clean.

        Best Western Grant Park Hotel Rs4,584
        Reviewed on 30 Jun 2020
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        Best Western Grant Park Hotel

        Best Western Grant Park Hotel

        1100 S Michigan Ave, Chicago, IL
           
          4.1 of 5
          2.5 out of 5.0 Stars

          I did not like the fact that the elevator broke down and I had to walk up four flights of steps

          Kinzie Hotel Rs7,957
          Reviewed on 1 Jul 2020
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          Kinzie Hotel

          Kinzie Hotel

          20 W Kinzie St, Chicago, IL
             
            4.5 of 5
            4.0 out of 5.0 Stars

            Great location. Front desk staff very friendly. No cleaning service unless requested by 8pm. Not even garbage pick up and they give you a very rudimental continental breakfast in the room. Not sanitary.

            The Whitehall Hotel Rs6,662
            Reviewed on 29 Jun 2020
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            The Whitehall Hotel

            The Whitehall Hotel

            105 E Delaware Pl, Chicago, IL
               
              4.1 of 5
              4.0 out of 5.0 Stars

              Sadly we were unable to stay at Whitehall due to Covid and wedding we were going to attend has been postponed, but I am very satisfied with their generosity in refunding us our full amount with short notice and booked through expedia. I will be staying there in the future!

              Congress Plaza Hotel Rs7,225
              Reviewed on 2 Jul 2020
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              Congress Plaza Hotel

              Congress Plaza Hotel

              520 South Michigan Avenue, Chicago, IL
                 
                3.7 of 5
                3.5 out of 5.0 Stars

                Shower doesn’t have a door which causes the entire bathroom floor to be wet while showering and it then gets very slippery especially for a person walking with a walker

                Hyatt Regency Chicago Rs11,883
                Reviewed on 2 Jul 2020
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                Hyatt Regency Chicago

                Hyatt Regency Chicago

                151 East Wacker Dr, Chicago, IL
                   
                  4.4 of 5
                  4.0 out of 5.0 Stars

                  Very conveniently located. Parking is near and close to major attractions