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Choose from 1732 AARP Discount Chicago Hotels

See all 1,732 Properties in Chicago

Estimated price for 1 night/2 adults

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL
Congress Plaza Hotel
  • Free Cancellation
  • Reserve now, pay when you stay
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 ...

Congress Plaza HotelGet Rates

Warwick Allerton - Chicago

Warwick Allerton - Chicago

701 North Michigan Avenue, Chicago, IL
Warwick Allerton - Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
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. Chicago Water ...

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Hotel Essex Chicago

Hotel Essex Chicago

800 S Michigan Ave, Chicago, IL
Hotel Essex Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

Located in The Loop, this hotel is within a 5-minute walk of Lakefront Trail, State Street, and Columbia College Chicago. Grant Park and Buckingham Fountain ...

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Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

163 East Walton Place, Chicago, IL
Millennium Knickerbocker Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

Located in Near North Side, this hotel is within a 10-minute walk of John Hancock Center and Museum of Contemporary Art. Navy Pier and Millennium Park are also ...

Millennium Knickerbocker ChicagoGet Rates

The Whitehall Hotel

The Whitehall Hotel

105 E Delaware Pl, Chicago, IL
The Whitehall Hotel
  • Free Cancellation
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. Chicago Water Tower and Michigan ...

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Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

65 E Harrison St, Chicago, IL
Travelodge by Wyndham Downtown Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
2.0 out of 5.0
 
 

Located in The Loop, this hotel is steps from Lakefront Trail, Columbia College Chicago, and State Street. Buckingham Fountain and Grant Park are also within ...

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Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

Ohare International Airport, Chicago, IL
Hilton Chicago O'Hare Airport
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

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

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Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL
Palmer House a Hilton Hotel
  • Free Cancellation
  • Reserve now, pay when you stay
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 ...

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Hotel Julian

Hotel Julian

168 N Michigan Avenue, Chicago, IL
Hotel Julian
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

Located in The Loop, this hotel is steps from Chicago Theatre, State Street, and Michigan Avenue. Chicago Cultural Center and Ford Center for the Performing ...

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Swissotel - Chicago

Swissotel - Chicago

323 E Wacker Dr, Chicago, IL
Swissotel - Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.5 out of 5.0
 
 

Located in The Loop, this luxury hotel is within a 5-minute walk of Chicago Riverwalk and Michigan Avenue. Tribune Tower and Aon Center are also within 10 minutes. ...

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Kinzie Hotel

Kinzie Hotel

20 W Kinzie St, Chicago, IL
Kinzie Hotel
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

Located in River North, this hotel is steps from House of Blues Chicago and State Street. Tribune Tower and Wrigley Building are also within 10 minutes. Grand ...

Kinzie HotelGet Rates

Central Loop Hotel

Central Loop Hotel

111 West Adams Street, Chicago, IL
Central Loop Hotel
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

Located in The Loop, this boutique hotel is within a 5-minute walk of Chicago Board of Trade Building and State Street. Willis Tower and Skydeck Ledge are also ...

Central Loop HotelGet Rates

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

221 N Columbus Dr, Chicago, IL
Radisson Blu Aqua Hotel Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.5 out of 5.0
 
 

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

Radisson Blu Aqua Hotel ChicagoGet Rates

Hyatt Regency Chicago

Hyatt Regency Chicago

151 East Wacker Dr, Chicago, IL
Hyatt Regency Chicago
  • Free Cancellation
4.0 out of 5.0
 
 

Located in The Loop, this eco-friendly hotel is steps from Chicago Riverwalk and Michigan Avenue Bridge. Chicago Theatre and Millennium Park are also within ...

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Edward Hotel Chicago

Edward Hotel Chicago

6600 N. Mannheim Rd, Rosemont, IL
Edward Hotel Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
3.0 out of 5.0
 
 

Situated near the airport, this spa hotel is 0.4 mi (0.7 km) from Allstate Arena and within 3 mi (5 km) of Rivers Casino and Donald E. Stephens Convention Center. ...

Edward Hotel ChicagoGet Rates

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

20 E Chestnut St, Chicago, IL
Sofitel Chicago Magnificent Mile
  • Free Cancellation
  • Reserve now, pay when you stay
4.5 out of 5.0
 
 

Located in Near North Side, this luxury hotel is within a 5-minute walk of State Street, John Hancock Center, and Water Tower Place. Chicago Water Tower and ...

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Stay in Chicago's best Neighborhoods

Your Guide to Chicago Hotels

If you're looking for a good rate for when you head to Chicago, The AARP Travel Center Powered by Expedia® has plenty of options available for you. We combine members-only benefits with the best rates from Expedia, offering our members the absolute best price in travel, guaranteed. You can use your membership advantage to book a 5-star resort, or another that's closest to the sights that you want to spend the most time at. With AARP Travel Center, your hotel reservation options will be endless.

Get Ready for Your Chicago Getaway

In Chicago, we have lined up 1732 hotels that we offer great rates with. Many visit Chicago experience its diverse community. This city is also known for its eclectic art community and rich history. You're sure to find an activity to keep you occupied during your visit. Looking for a golf getaway? Don't worry, because we have the perfect plan for you. Make sure to bring your clubs, because there are 13 courses in Chicago. You can conveniently walk on to public courses like Billy Caldwell Golf Course. You can improve your savings by booking a charming holiday with AARP. Thanks to our discounts, you'll be able to relax and enjoy your trip knowing you scored the best deals with us. AARP Travel Center is here to assist you.

Reserve Your Hotel with the Travel Center Today

We'll make it inexpensive for you and your family to schedule your upcoming hotel stay. If you are coming to Chicago for a family get-together or leisure, we're going to make sure that you get the best prices in the business. Once you have decided to book your stay, you can hit the fairways in Chicago, we'll be here to get you the exact hotel and tee time you want. And you will not have to fret about breaking the bank to have a nice time, thanks to our discounted vacations. Prevent the burden of budgeting that often comes with traveling—you've got AARP on your side this time. You can feel good in knowing that you have found the absolute best deal. Your wallet will be glad that you are taking this trip when you book with the Travel Center.