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Start by selecting your hotel
Start by selecting your hotel
Start by selecting your hotel

Top Hotel Deals

See all 2,513 Properties in Chicago

Estimated price for 1 night/2 adults

Warwick Allerton - Chicago

Warwick Allerton - Chicago

701 North Michigan Avenue, Chicago, IL
    4.0 out of 5.0
     
     

    This family-friendly Chicago hotel is located in the entertainment district, just steps from Northwestern Memorial Hospital and Michigan Avenue. Water Tower ...

    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue, Chicago, IL
      3.5 out of 5.0
       
       

      Located in The Loop, this hotel is steps from Columbia College Chicago, Museum of Contemporary Photography, and Auditorium Building and Theatre. Fine Arts Building ...

      Eurostars Magnificent Mile, previously Dana Hotel

      Eurostars Magnificent Mile, previously Dana Hotel

      660 North State Street, Chicago, IL
        4.0 out of 5.0
         
         

        Located in River North, this spa hotel is steps from Chinese Consulate and State Street. Water Tower Place and Michigan Avenue are also within 10 minutes. Chicago ...

        The Whitehall Hotel

        The Whitehall Hotel

        105 E Delaware Pl, Chicago, IL
          4.0 out of 5.0
           
           

          Located in Near North Side, this romantic hotel is steps from 900 North Michigan Shops, John Hancock Center, and Water Tower Place. Michigan Avenue and State ...

          Palmer House a Hilton Hotel

          Palmer House a Hilton Hotel

          17 E Monroe St, Chicago, IL
            4.0 out of 5.0
             
             

            Located in The Loop, this spa hotel is within a 5-minute walk of Art Institute of Chicago and Millennium Park. Chicago Theatre and Willis Tower are also within ...

            River Hotel

            River Hotel

            75 East Wacker Drive, Chicago, IL
              4.0 out of 5.0
               
               

              Located in The Loop, this hotel is steps from Chicago Riverwalk and Michigan Avenue. Grant Park and Chicago Theatre are also within 10 minutes. Clark-Lake Station ...

              Radisson Blu Aqua Hotel Chicago

              Radisson Blu Aqua Hotel Chicago

              221 N Columbus Dr, Chicago, IL
                4.5 out of 5.0
                 
                 

                Located in The Loop, this luxury hotel is within a 5-minute walk of Chicago Riverwalk, Grant Park, and Aon Center. Chicago Theatre and Millennium Park are also ...

                Hilton Chicago O'Hare Airport

                Hilton Chicago O'Hare Airport

                Ohare International Airport, Chicago, IL
                  4.0 out of 5.0
                   
                   

                  Located in O'Hare, this hotel is within 6 mi (10 km) of Donald E. Stephens Convention Center, Rosemont Theatre, and Rivers Casino. Allstate Arena and Fashion ...

                  Embassy Suites Chicago Downtown Magnificent Mile

                  Embassy Suites Chicago Downtown Magnificent Mile

                  511 North Columbus Drive, Chicago, IL
                    4.0 out of 5.0
                     
                     

                    Located in Near North Side, this hotel is within a 5-minute walk of Chicago Riverwalk and Michigan Avenue. Northwestern Memorial Hospital and State Street are ...

                    Loews Chicago Hotel

                    Loews Chicago Hotel

                    455 North Park Drive, Chicago, IL
                      4.5 out of 5.0
                       
                       

                      Located in Near North Side, this luxury hotel is within a 10-minute walk of Chicago Riverwalk, Michigan Avenue, and Northwestern Memorial Hospital. Grant Park ...

                      Top Flight Deals

                      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.

                      Chicago Vacation Packages

                      Trying to figure out a way to package your flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® can help you get everything you need, while saving you both money and some time. We're here to book everything you'll need to make your Chicago trip one to remember. In only a few clicks, you can select the best Chicago vacation package for you. We have a huge list of flights and hotels, and Chicago activities to select from.

                      Chicago Hotel Deals

                      You can choose from around 2513 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Chicago hot spots, we have plenty of options available.

                      We have fantastic rates on everything from family-friendly resorts that meet all the vacation must-haves to inexpensive hotels perfect for those on a budget. You can look through our vast catalog of options and pick the hotel that is perfect for you and your family. With AARP Travel Center's Chicago hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.

                      Things to do in Chicago

                      People from all over make this city their vacation destination, and with good reason. A little curiosity and asking the right people, like your hotel's concierge, goes a long way into having a unique experience.

                      If you need more suggestions, then make sure to click on AARP's "Things to Do" tab.

                      Book Together and Save

                      As an AARP Member, you get to take advantage of all the great deals. You'll save on select hotels worldwide, flights, and also car rentals. No matter what Chicago vacation package you pick, your membership savings helps you get a great deal. The hardest packing you'll have to do is for your suitcase. Bundle now and get ready for your Chicago vacation.