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Choose from 1617 AARP Discount Chicago Hotels

See all 1,617 Properties in Chicago

Estimated price for 1 night/2 adults

Hotel Essex Chicago

Hotel Essex Chicago

800 S Michigan Ave, Chicago, IL
  • 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 ...

$90 per night for 2 guests

Jun 30 - Jul 1
Hotel Essex Chicago$90
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL
  • 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 ...

$89 per night for 2 guests

Jul 1 - Jul 2
Congress Plaza Hotel$89
Hyatt Regency Chicago

Hyatt Regency Chicago

151 East Wacker Dr, Chicago, IL
  • 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 ...

$108 per night for 2 guests

Jul 1 - Jul 2
Hyatt Regency Chicago$108
Hyatt Regency McCormick Place

Hyatt Regency McCormick Place

2233 S Martin Luther King Dr, Chicago, IL
  • Free Cancellation
4.0 out of 5.0
 
 

Located in South Loop, this eco-friendly hotel is within a 5-minute walk of McCormick Place and Wintrust Arena. Lakefront Trail and Soldier Field are also within ...

$108 per night for 2 guests

Jul 1 - Jul 2
Hyatt Regency McCormick Place$108
Central Loop Hotel

Central Loop Hotel

111 West Adams Street, Chicago, IL
  • 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 ...

$76 per night for 2 guests

Jul 1 - Jul 2
Central Loop Hotel$76
Wyndham Grand Chicago Riverfront

Wyndham Grand Chicago Riverfront

71 E Wacker Dr, Chicago, IL
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

Located in The Loop, this romantic hotel is within a 5-minute walk of Chicago Riverwalk, Chicago Theatre, and Michigan Avenue. Tribune Tower and Wrigley Building ...

Wyndham Grand Chicago RiverfrontGet Rates

River Hotel

River Hotel

75 East Wacker Drive, Chicago, IL
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

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

$80 per night for 2 guests

Jul 1 - Jul 2
River Hotel$80
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

65 E Harrison St, Chicago, IL
  • 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 ...

$95 per night for 2 guests

Jul 1 - Jul 2
Travelodge by Wyndham Downtown Chicago$95
The Whitehall Hotel

The Whitehall Hotel

105 E Delaware Pl, Chicago, IL
  • Free Cancellation
  • Reserve now, pay when you stay
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 ...

$84 per night for 2 guests

Jun 30 - Jul 1
The Whitehall Hotel$84
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL
  • 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 State Street, Art Institute of Chicago, and Millennium Park. Chicago Cultural Center and Ford ...

$110 per night for 2 guests

Jul 1 - Jul 2
Palmer House a Hilton Hotel$110
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

Ohare International Airport, Chicago, IL
  • 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 ...

$110 per night for 2 guests

Jul 12 - Jul 13
Hilton Chicago O'Hare Airport$110
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street, Chicago, IL
  • Free Cancellation
  • Reserve now, pay when you stay
2.5 out of 5.0
 
 

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

$103 per night for 2 guests

Jul 1 - Jul 2
Hampton Inn Chicago Downtown/Magnificent Mile$103
Hilton Chicago- Michigan Ave Cultural Mile

Hilton Chicago- Michigan Ave Cultural Mile

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

Located in The Loop, this historic hotel is within a 5-minute walk of Columbia College Chicago and Grant Park. Art Institute of Chicago and Millennium Park are ...

$106 per night for 2 guests

Jul 1 - Jul 2
Hilton Chicago- Michigan Ave Cultural Mile$106
Inn of Chicago

Inn of Chicago

162 E Ohio St, Chicago, IL
  • Free Cancellation
  • Reserve now, pay when you stay
3.0 out of 5.0
 
 

Located in Near North Side, this hotel is within a 5-minute walk of Michigan Avenue, Tribune Tower, and Northwestern Memorial Hospital. Chicago Water Tower and ...

$78 per night for 2 guests

Jul 1 - Jul 2
Inn of Chicago$78
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

1 S Franklin Street, Chicago, IL
  • Free Cancellation
  • Reserve now, pay when you stay
3.0 out of 5.0
 
 

Located in The Loop, this hotel is within a 5-minute walk of Willis Tower and Skydeck Ledge. Chicago Riverwalk and Merchandise Mart are also within 10 minutes. ...

La Quinta Inn & Suites by Wyndham Chicago DowntownGet Rates

Club Quarters Hotel, Central Loop

Club Quarters Hotel, Central Loop

111 West Adams Street, Chicago, IL
  • 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 Chicago Board of Trade Building and State Street. Willis Tower and Skydeck Ledge are also within ...

$80 per night for 2 guests

Jul 1 - Jul 2
Club Quarters Hotel, Central Loop$80

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 1617 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.