2025 Best Hotels in Chicago

Up To 10% Off Select Hotels With AARP Member Discounts

Choose from AARP Discount Chicago Hotels with Free Cancellation

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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Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue, Chicago, IL
Free Cancellation
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1.61 km from city center
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Stay at this 4-star family-friendly hotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and in-room massages. Our guests praise the ...
Ambassador Hotel Chicago

Ambassador Hotel Chicago

4 out of 5
1301 N State Pkwy, Chicago, IL
Free Cancellation
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2.79 km from city center
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Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
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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Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Free Cancellation
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0.73 km from city center
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Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive, Chicago, IL
Free Cancellation
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0.83 km from city center
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Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
909 North Michigan Ave, Chicago, IL
Free Cancellation
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2.08 km from city center
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Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
1.17 km from city center
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Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Free Cancellation
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2.17 km from city center
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Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
1.33 km from city center
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Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St, Chicago, IL
Free Cancellation
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1.59 km from city center
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Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Free Cancellation
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1.3 km from city center
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Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
Free Cancellation
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1 km from city center
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Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and ...
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Free Cancellation
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22.14 km from city center
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Book a stay at this eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
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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Stay at this 4-star business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the ...
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

4 out of 5
163 East Walton Place, Chicago, IL
Free Cancellation
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2.18 km from city center
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Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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 4,977 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.