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Choose from 1568 AARP Discount Chicago Hotels

See all 1,568 Properties in Chicago

Estimated price for 1 night/2 adults

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
 
 

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 ...

$128 per night for 2 guests

Apr 26 - Apr 27
Palmer House a Hilton Hotel$128
Hyatt Regency Chicago

Hyatt Regency Chicago

151 East Wacker Dr, Chicago, IL
  • Free Cancellation
  • Reserve now, pay when you stay
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 ...

$134 per night for 2 guests

Apr 26 - Apr 27
Hyatt Regency Chicago$134
Embassy Suites Chicago Downtown Magnificent Mile

Embassy Suites Chicago Downtown Magnificent Mile

511 North Columbus Drive, Chicago, IL
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

The Embassy Suites Chicago Downtown Magnificent Mile offers a newly renovated fresh look and is located two blocks from Navy Pier, Magnificent Mile shopping, ...

$148 per night for 2 guests

Apr 28 - Apr 29
Embassy Suites Chicago Downtown Magnificent Mile$148
Freehand Chicago

Freehand Chicago

19 East Ohio Street, Chicago, IL
  • Free Cancellation
  • Reserve now, pay when you stay
3.5 out of 5.0
 
 

Located in River North, this hotel is within a 10-minute walk of Chinese Consulate, Holy Name Cathedral, and Northwestern Memorial Hospital. Museum of Contemporary ...

$83 per night for 2 guests

Apr 24 - Apr 25
Freehand Chicago$83
The St. Clair Hotel – Magnificent Mile

The St. Clair Hotel – Magnificent Mile

162 East Ontario Street, Chicago, IL
  • Free Cancellation
  • Reserve now, pay when you stay
2.5 out of 5.0
 
 

The hotel is a half-block from the Magnificent Mile and an 8-minute walk from Grand/State Metro Station. Many attractions are within a 15-minute walk, including ...

$96 per night for 2 guests

Apr 28 - Apr 29
The St. Clair Hotel – Magnificent Mile$96
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
 
 

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

$97 per night for 2 guests

Apr 24 - Apr 25
Congress Plaza Hotel$97
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

633 N Saint Clair St, Chicago, IL
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

This smoke-free 17-story hotel is 1 block from North Michigan Avenue's boutique and specialty stores, 3 blocks from Lake Michigan, 6 blocks from the State & ...

$138 per night for 2 guests

May 12 - May 13
Hyatt Centric Chicago Magnificent Mile$138
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 within a 5-minute walk of Chicago Riverwalk and Chicago Theatre. Michigan Avenue and House of Blues Chicago are also within ...

$95 per night for 2 guests

Apr 28 - Apr 29
River Hotel$95
Omni Chicago Suites - Magnificent Mile

Omni Chicago Suites - Magnificent Mile

676 N Michigan Ave, Chicago, IL
  • Free Cancellation
  • Reserve now, pay when you stay
4.5 out of 5.0
 
 

Omni Chicago Suites - Magnificent Mile is at the center of Chicago’s most prestigious neighborhood, 3 blocks from the shores of Lake Michigan and around the ...

$169 per night for 2 guests

Apr 28 - Apr 29
Omni Chicago Suites - Magnificent Mile$169
Warwick Allerton - Chicago

Warwick Allerton - Chicago

701 North Michigan Avenue, Chicago, IL
    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 ...

    $72 per night for 2 guests

    Apr 28 - Apr 29
    Warwick Allerton - Chicago$72
    DoubleTree by Hilton Chicago - Magnificent Mile

    DoubleTree by Hilton Chicago - Magnificent Mile

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

    Located in the northern part of downtown, Doubletree Chicago Magnificent Mile is 2 blocks from Magnificent Mile shopping and dining, 3 blocks from Lake Michigan, ...

    $132 per night for 2 guests

    Apr 25 - Apr 26
    DoubleTree by Hilton Chicago - Magnificent Mile$132
    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
     
     

    Built in 1927, this Chicago hotel is one block from Michigan Avenue shopping and Rush Street restaurants and nightlife; Lake Michigan is within five blocks.

    $92 per night for 2 guests

    Apr 28 - Apr 29
    The Whitehall Hotel$92
    InterContinental Chicago Magnificent Mile

    InterContinental Chicago Magnificent Mile

    505 N Michigan Ave, Chicago, IL
      4.5 out of 5.0
       
       

      This hotel faces Chicago's Magnificent Mile; Millennium Park, Navy Pier, and the John G Shedd Aquarium are within a mile.

      $199 per night for 2 guests

      Apr 26 - Apr 27
      InterContinental Chicago Magnificent Mile$199
      Hotel Felix Chicago

      Hotel Felix Chicago

      111 W Huron St, Chicago, IL
      • Free Cancellation
      • Reserve now, pay when you stay
      4.0 out of 5.0
       
       

      Hotel Felix Chicago is 5 blocks from the Magnificent Mile, one of America’s most dazzling thoroughfares. It’s a 7-minute cab ride to the Navy Pier Ferris Wheel, ...

      $84 per night for 2 guests

      Apr 28 - Apr 29
      Hotel Felix Chicago$84
      Sofitel Chicago Magnificent Mile

      Sofitel Chicago Magnificent Mile

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

      Located 1 block from Rush Street nightclubs, Oak Street shopping, and the Magnificent Mile, this 32-story Gold Coast hotel is 2 blocks from the John Hancock ...

      $113 per night for 2 guests

      Apr 28 - Apr 29
      Sofitel Chicago Magnificent Mile$113
      Best Western Grant Park Hotel

      Best Western Grant Park Hotel

      1100 S Michigan Ave, Chicago, IL
      • Free Cancellation
      • Reserve now, pay when you stay
      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 ...

      $111 per night for 2 guests

      Apr 28 - Apr 29
      Best Western Grant Park Hotel$111

      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 1568 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.