Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Book with Confidence. Price Match Guarantee.

No Hotwire Cancellation Fee

We've Saved Customers over $3.1 Billion


Featured Chicago Hotel with a Concierge

See all 976 Properties in Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
    4.0 out of 5.0
     
     

    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 ...

    Palmer House a Hilton Hotel$105

    Palmer House a Hilton Hotel$105
    The James Chicago-Magnificent Mile

    The James Chicago-Magnificent Mile

    55 East Ontario Street, Chicago
      4.5 out of 5.0
       
       

      Right on Magnificent Mile, The James Chicago-Magnificent Mile puts guests in the middle of Chicago's famed shopping district filled with boutiques and restaurants. ...

      The James Chicago-Magnificent Mile$134

      The James Chicago-Magnificent Mile$134
      Fairmont Chicago at Millennium Park

      Fairmont Chicago at Millennium Park

      200 North Columbus Drive, Chicago
        4.5 out of 5.0
         
         

        The 45-story Fairmont Chicago hotel is adjacent to Millennium Park, a half-block from Michigan Avenue, and 3 blocks from Lake Michigan; Navy Pier, Art Institute, ...

        Fairmont Chicago at Millennium Park$153

        Fairmont Chicago at Millennium Park$153
        Wyndham Grand Chicago Riverfront

        Wyndham Grand Chicago Riverfront

        71 E Wacker Dr, Chicago
          4.0 out of 5.0
           
           

          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 ...

          Wyndham Grand Chicago Riverfront$101

          Wyndham Grand Chicago Riverfront$101
          Millennium Knickerbocker Chicago

          Millennium Knickerbocker Chicago

          163 East Walton Place, Chicago
            4.0 out of 5.0
             
             

            This 1927 landmark Chicago hotel is a half block from Michigan Avenue/Magnificent Mile shopping, two blocks from Oak Street shopping and Water Tower Place. Lake ...

            Warwick Allerton - Chicago

            Warwick Allerton - Chicago

            701 North Michigan Avenue, Chicago
              4.0 out of 5.0
               
               

              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 ...

              Warwick Allerton - Chicago$94

              Warwick Allerton - Chicago$94
              Congress Plaza Hotel

              Congress Plaza Hotel

              520 South Michigan Avenue, Chicago
                3.0 out of 5.0
                 
                 

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

                Congress Plaza Hotel$104

                Congress Plaza Hotel$104
                Hyatt Regency McCormick Place

                Hyatt Regency McCormick Place

                2233 S Martin Luther King Dr, Chicago
                  4.0 out of 5.0
                   
                   

                  Connected via enclosed skybridge to the McCormick Place convention complex, the Hyatt Regency is adjacent to a Metro station, with easy access to Chicago's downtown ...

                  LondonHouse Chicago, Curio Collection by Hilton

                  LondonHouse Chicago, Curio Collection by Hilton

                  85 East Wacker Drive, Chicago
                    4.5 out of 5.0
                     
                     

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

                    LondonHouse Chicago, Curio Collection by Hilton$122

                    LondonHouse Chicago, Curio Collection by Hilton$122
                    Trump International Hotel & Tower Chicago

                    Trump International Hotel & Tower Chicago

                    401 N Wabash Ave, Chicago
                      5.0 out of 5.0
                       
                       

                      Located in Near North Side, this family-friendly Chicago hotel is steps from Downtown Chicago and Wrigley Building. Tribune Tower and Chicago Theatre are also ...

                      Trump International Hotel & Tower Chicago$300

                      Trump International Hotel & Tower Chicago$300
                      Map

                      Recently Booked Hotels in Chicago

                      Kimpton Hotel Allegro
                      4.0 out of 5.0
                      Last booking: 40 hours ago
                      Howard Johnson by Wyndham Waukegan Great Lakes
                      2.0 out of 5.0
                      Last booking: 40 hours ago
                      Palmer House a Hilton Hotel
                      4.0 out of 5.0
                      Last booking: 40 hours ago
                      Inn of Chicago
                      3.0 out of 5.0
                      Last booking: 40 hours ago
                      Congress Plaza Hotel
                      3.0 out of 5.0
                      Last booking: 40 hours ago
                      Swissotel - Chicago
                      4.5 out of 5.0
                      Last booking: 40 hours ago
                      Holiday Inn Chicago-Tinley Park-Convention Center
                      3.0 out of 5.0
                      Last booking: 40 hours ago
                      Hollywood Casino Joliet
                      3.0 out of 5.0
                      Last booking: 40 hours ago
                      Extended Stay America Chicago - Skokie
                      2.5 out of 5.0
                      Last booking: 40 hours ago