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Chicago Vacations

If you’re planning a trip to Chicago, Travelocity will guide you to the perfect vacation. From helping you find hotels in Chicago, flights, and car rental, Travelocity is here to help you soak up every moment of your trip to Chicago.

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See all 968 properties in Chicago
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
    3.0 out of 5.0
     
     
    3.3 out of 5 (27 reviews)

    Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.

    Congress Plaza HotelC$137

    Congress Plaza HotelC$137
    Warwick Allerton - Chicago

    Warwick Allerton - Chicago

    701 North Michigan Avenue, Chicago
      4.0 out of 5.0
       
       
      4.2 out of 5 (183 reviews)

      Located on Michigan Avenue in the middle of Chicago's Magnificent Mile, this 1920s Italian Renaissance hotel is surrounded by fashionable shops, 1 mile from ...

      River Hotel

      River Hotel

      75 East Wacker Drive, Chicago
        4.0 out of 5.0
         
         
        4.3 out of 5 (108 reviews)

        Located in The Loop, this hotel is within a 5-minute walk of Downtown Chicago and Chicago Theatre. Wrigley Building and Tribune Tower are also within 10 ...

        Club Quarters Hotel, Central Loop

        Club Quarters Hotel, Central Loop

        111 West Adams Street, Chicago
          4.0 out of 5.0
           
           
          4.4 out of 5 (178 reviews)

          Club Quarters is a club-like hotel in the center of the Loop, Chicago’s central business district. A short walk to Symphony Center, the Art Institute, Board ...

          Hyatt Regency Chicago

          Hyatt Regency Chicago

          151 East Wacker Dr, Chicago
            4.0 out of 5.0
             
             
            4.1 out of 5 (258 reviews)

            This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier, Millennium Park and Art Institute are ...

            Best Western Grant Park Hotel

            Best Western Grant Park Hotel

            1100 S Michigan Ave, Chicago
              2.5 out of 5.0
               
               
              4.3 out of 5 (7 reviews)

              Favored for its location across from Grant Park, Museum Campus, Soldier Field, and Northerly Island, the Best Western Grant Park is also 1 mile from Millennium ...

              Edward Hotel Chicago

              Edward Hotel Chicago

              6600 N. Mannheim Rd, Rosemont
                3.0 out of 5.0
                 
                 
                4.0 out of 5 (68 reviews)

                Situated near the airport, this hotel is 0.4 mi (0.6 km) from Allstate Arena and within 3 mi (5 km) of Rivers Casino and Donald E. Stephens Convention Center. ...

                Chicago's Essex Inn

                Chicago's Essex Inn

                800 S Michigan Ave, Chicago
                  3.5 out of 5.0
                   
                   
                  3.5 out of 5 (191 reviews)

                  Across from the greenery and attractions of Grant Park, the Essex Inn is 3 blocks from the Loop business district and Lake Michigan, 4 blocks from the Art Institute, ...

                  Palmer House a Hilton Hotel

                  Palmer House a Hilton Hotel

                  17 E Monroe St, Chicago
                    4.0 out of 5.0
                     
                     
                    4.3 out of 5 (349 reviews)

                    This 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 mile from Lake Michigan, Magnificent ...

                    Wyndham Grand Chicago Riverfront

                    Wyndham Grand Chicago Riverfront

                    71 E Wacker Dr, Chicago
                      4.0 out of 5.0
                       
                       
                      4.3 out of 5 (140 reviews)

                      This 39-story Chicago hotel is across the river from Magnificent Mile shopping, six blocks from Lake Michigan, and a half-mile from the Loop's theater district ...

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