Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Start by selecting your hotel
Start by selecting your hotel
Start by selecting your hotel

Save up to $603 by booking Flight + Hotel.

Search 590,000 properties and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more



Top Hotel Deals

See all 1,976 Properties in Illinois
Congress Plaza Hotel $135
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
     
    3.6
    of 5, from 2,573 reviews
    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.

    Warwick Allerton - Chicago $115
    Warwick Allerton - Chicago

    Warwick Allerton - Chicago

    701 North Michigan Avenue, Chicago
       
      4.1
      of 5, from 8,987 reviews
      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 Lake Michigan and the Art Institute.

      River Hotel $157
      River Hotel

      River Hotel

      75 East Wacker Drive, Chicago
         
        4.2
        of 5, from 4,299 reviews
        4.0 out of 5.0

        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 minutes.

        Club Quarters Hotel, Central Loop $140
        Club Quarters Hotel, Central Loop

        Club Quarters Hotel, Central Loop

        111 West Adams Street, Chicago
           
          4.3
          of 5, from 6,121 reviews
          4.0 out of 5.0

          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 of Trade, Willis Tower, Grant Park and the Riverfront, the Theatre District and Magnificent Mile.

          Hyatt Regency Chicago $179
          Hyatt Regency Chicago

          Hyatt Regency Chicago

          151 East Wacker Dr, Chicago
             
            4.4
            of 5, from 9,509 reviews
            4.0 out of 5.0

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

            Best Western Grant Park Hotel $132
            Best Western Grant Park Hotel

            Best Western Grant Park Hotel

            1100 S Michigan Ave, Chicago
               
              4.3
              of 5, from 1,007 reviews
              2.5 out of 5.0

              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 Park and Chicago's theater district.

              Edward Hotel Chicago $83
              Edward Hotel Chicago

              Edward Hotel Chicago

              6600 N. Mannheim Rd, Rosemont
                 
                4.0
                of 5, from 1,856 reviews
                3.0 out of 5.0

                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. Rosemont Theatre and MB Financial Park at Rosemont are also within 3 mi (5 km).

                Palmer House a Hilton Hotel $161
                Palmer House a Hilton Hotel

                Palmer House a Hilton Hotel

                17 E Monroe St, Chicago
                   
                  4.2
                  of 5, from 10,459 reviews
                  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 Mile shopping, and Wrigley Tower.

                  Top Flight + Hotel Deals

                  Top Deals on Flights

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