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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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Downtown Chicago Vacation

What are the best places to visit in Downtown Chicago?

Preparing for your trip to Downtown Chicago? Keen for a few pointers about what to see when you're there? That's where we can help!

We couldn't envisage a better place to base yourself than Downtown Chicago. World-renowned attractions such as the Art Institute of Chicago and Willis Tower will be just moments away.

A jam-packed day of sightseeing can be tiring business. Fortunately, you won't have to travel far to get to Navy Pier and the Chicago Cultural Center. These nearby wonders will not disappoint!

If you're bored of dining indoors, grab some takeaway and enjoy a revitalizing lunch among the trees at Millennium Park. There's an excellent range of things to keep you busy in this destination. Those without a head for heights might want to look away, but anyone with a passion for skyscrapers shouldn't miss John Hancock Center. Reaching up towards the heavens, it's a stately fixture of the local area's skyline. Still got time to spare? Skydeck Ledge gives sightseers dazzling vistas as well as some impressive photo opportunities.

What are the most popular activities for a Downtown Chicago vacation?

Life is either a bold adventure or nothing at all, so why not open yourself up to some new and exciting experiences?

This place has plenty of things to do. Here are some ideas to kick start your trip to Downtown Chicago:

If you'd like to view a full list of activities, jump onto our Downtown Chicago things to do page.

What types of accommodations are available in Downtown Chicago?

Whatever kind of accommodations you're searching for, Downtown Chicago has you sorted. With 122 listed options to pick between, you'll be sure to find one that's perfect for your cheap vacation or luxury getaway.

If you're looking to save a few pennies, there are some excellent low-cost properties here, such as the Trump International Hotel & Tower Chicago (401 N Wabash Ave) and The St. Clair Hotel (162 East Ontario Street). When only the finest things in life will do, sleep in style at the Chicago Premier Suites (540 N State Street) or The Peninsula Chicago (108 East Superior Street). These luxurious retreats are also nearby.

Is being near the Art Institute of Chicago your chief priority? The Langham, Chicago and the JW Marriott Chicago are both within strolling distance.

Is there an airport in Downtown Chicago?

Getting on a plane to Midway International Airport (MDW)? It's situated 9 miles to the southwest of the middle of this neighborhood. Time to claim those bags and get your trip to Downtown Chicago rolling!



*Savings based on all vacation package bookings with Flight + Hotel on Expedia.ca from January through December 2020, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.


Guide to Exploring around Downtown Chicago


Top Flight Deals

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.

Best Lodging Options Near Downtown Chicago

See all 533 properties in Downtown Chicago
LondonHouse Chicago, Curio Collection by Hilton CA $147
Reviewed on Jun. 3, 2020
See details
 
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

    Really enjoyed my stay at London House.... I have not one complaint!!

    The Godfrey Hotel Chicago CA $131
    Reviewed on May 29, 2020
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    The Godfrey Hotel Chicago

    The Godfrey Hotel Chicago

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

      Very nice place but no microwave for guests to use. Unheard of

      Best Western Grant Park Hotel CA $73
      Reviewed on Jun. 2, 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

        The staff is always nice and helpful. The rooms are always clean! I normally enjoy my stay when I’m here! Great property!

        Swissotel - Chicago CA $181
        Reviewed on Jun. 2, 2020
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        Swissotel - Chicago

        Swissotel - Chicago

        323 E Wacker Dr, Chicago, IL
           
          4.4 of 5
          4.5 out of 5.0 Stars

          hotel was located in great part neighborhood of city.

          La Quinta Inn & Suites by Wyndham Chicago Downtown CA $82
          Reviewed on Jun. 3, 2020
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          La Quinta Inn & Suites by Wyndham Chicago Downtown

          La Quinta Inn & Suites by Wyndham Chicago Downtown

          1 S Franklin Street, Chicago, IL
             
            4.5 of 5
            3.0 out of 5.0 Stars

            I stayed here during the pandemic and a riot. The hotel was clean and quiet. The staff are awesome and helpful. Great stay.

            The St. Clair Hotel – Magnificent Mile CA $92
            Reviewed on Apr. 1, 2020
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            The St. Clair Hotel – Magnificent Mile

            The St. Clair Hotel – Magnificent Mile

            162 East Ontario Street, Chicago, IL
               
              4.0 of 5
              2.5 out of 5.0 Stars

              Nice room , And the staff was very friendly I will stay here again

              The Whitehall Hotel CA $107
              Reviewed on Jun. 2, 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

                Suite and simple! Would definitely check this out amongst my ever changing adventures.

                Trump International Hotel & Tower Chicago CA $373
                Reviewed on Jun. 4, 2020
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                Trump International Hotel & Tower Chicago

                Trump International Hotel & Tower Chicago

                401 N Wabash Ave, Chicago, IL
                   
                  4.8 of 5
                  5.0 out of 5.0 Stars

                  Great hotel. Very accommodating during Covid and the riots downtown.

                  Top Activities in Downtown Chicago

                  See all 106 things to do in Downtown Chicago