2021 Best Hotels in Chicago

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Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Free Cancellation
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0.69 km from city center
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Located in The Loop, this hotel is steps from Columbia College Chicago, Museum of Contemporary Photography, and Auditorium Building and Theatre. Fine Arts Building ...
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St, Chicago, IL
Free Cancellation
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1.47 km from city center
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Located in Near North Side, this hotel is within a 10-minute walk of Michigan Avenue, Chicago Riverwalk, and Northwestern Memorial Hospital. Ann and Robert H. ...
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
Free Cancellation
0.93 km from city center
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Located in The Loop, this eco-friendly hotel is steps from Chicago Riverwalk and Michigan Avenue Bridge. Grant Park and Chicago Theatre are also within 10 minutes. ...
Club Quarters Hotel, Central Loop

Club Quarters Hotel, Central Loop

4 out of 5
111 West Adams Street, Chicago, IL
Free Cancellation
0.29 km from city center
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Located in The Loop, this hotel is within a 15-minute walk of State Street, Grant Park, and Columbia College Chicago. Civic Opera House and Buckingham Fountain ...
Club Quarters Hotel, Wacker at Michigan

Club Quarters Hotel, Wacker at Michigan

4 out of 5
75 E Wacker Dr, Chicago, IL
Free Cancellation
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0.8 km from city center
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Located in The Loop, this hotel is within a 5-minute walk of Chicago Riverwalk and Chicago Theatre. House of Blues Chicago and Grant Park are also within 10 ...
The Whitehall Hotel

The Whitehall Hotel

4 out of 5
105 E Delaware Pl, Chicago, IL
Free Cancellation
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2.04 km from city center
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Located in Near North Side, this romantic hotel is steps from 900 North Michigan Shops, Water Tower Place, and Michigan Avenue. John Hancock Center and State ...
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

4 out of 5
163 East Walton Place, Chicago, IL
Free Cancellation
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2.19 km from city center
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Located in Near North Side, this hotel is within a 10-minute walk of John Hancock Center and Museum of Contemporary Art. Millennium Park and Navy Pier are also ...
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Free Cancellation
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0.81 km from city center
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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 ...
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3 out of 5
1 S Franklin Street, Chicago, IL
0.6 km from city center
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Located in The Loop, this hotel is within a 5-minute walk of Willis Tower and Skydeck Ledge. Chicago Riverwalk and Cadillac Palace Theatre are also within 10 ...
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
221 N Columbus Dr, Chicago, IL
Free Cancellation
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0.9 km from city center
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Located in The Loop, this luxury hotel is within a 10-minute walk of Grant Park and State Street. Buckingham Fountain and Chicago Water Tower are also within ...
Sheraton Grand Chicago

Sheraton Grand Chicago

4 out of 5
301 E North Water St, Chicago, IL
Free Cancellation
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1.18 km from city center
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Located in Near North Side, this hotel is within a 15-minute walk of Michigan Avenue and Navy Pier. Millennium Park and John Hancock Center are also within 1 ...
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
85 East Wacker Drive, Chicago, IL
Free Cancellation
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0.83 km from city center
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Located in The Loop, this luxury hotel is within a 10-minute walk of Vietnam Veterans Memorial and Grant Park. State Street and Chicago Water Tower are also ...
Omni Chicago Suites - Magnificent Mile

Omni Chicago Suites - Magnificent Mile

4.5 out of 5
676 N Michigan Ave, Chicago, IL
Free Cancellation
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1.56 km from city center
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Located in Near North Side, this luxury hotel is within a 5-minute walk of Chicago Water Tower and State Street. Grant Park and Chicago Children's Museum are ...
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Free Cancellation
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0.09 km from city center
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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 ...
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
127 West Huron, at LaSalle, Chicago, IL
Free Cancellation
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1.6 km from city center
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Located in River North, this luxury hotel is within a 10-minute walk of State Street, Michigan Avenue, and Northwestern Memorial Hospital. Chicago Riverwalk ...
Loews Chicago Hotel

Loews Chicago Hotel

4.5 out of 5
455 North Park Drive, Chicago, IL
Free Cancellation
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1.26 km from city center
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Located in Near North Side, this luxury hotel is within a 15-minute walk of Michigan Avenue Bridge, Grant Park, and State Street. Chicago Children's Museum and ...
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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 3022 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.