Want to experience big city living that's just a short plane ride from any place in the country? Then spend a weekend in Chicago, where deep dish pizza, Wrigley Field, and Lake Michigan are king. Check out the great rates at our most popular Chicago hotels.
VALUE
Inn of Chicago 
From
$59* per night
A boutique hotel located just a half block from the Magnificent Mile, in the heart of the city.
Tremont
From
$64* per night
Nestled in the heart of Chicago's Gold Coast neighborhood, located just a few steps away from the famed Magnificent Mile.
AFFORDABLE LUXURY
Sheraton Chicago Hotel and Towers 
From
$94* per night
Each guest room and suite features Chicago River, Lake Michigan or city skyline views.
The Westin Michigan Avenue
From
$117* per night
Located on the Magnificent Mile, across the street from Bloomingdale's and the upscale shops of Water Tower Place.
INDULGENT
Conrad Chicago
From
$185* per night
This luxury hotel is located right on the Magnificent Mile with easy access to the best shopping in Chicago.
Intercontinental Chicago
From
$157* per night
The only hotel with a front entrance on the Magnificent Mile, and moments away from the trolley, Navy Pier, Millennium Park, and numerous attractions.
AAdvantage® Miles
It's so easy to plan a dream getaway with American Airlines Vacations, plus you'll earn 500 AAdvantage miles when you book online at AAVacations.com. Or you can use the AAdvantage miles you've already earned to pay for part or all of your vacation – it takes as few as 500 miles. Learn how to pay with AAdvantage miles.
Image provided by David Moreland, an employee of American Airlines and a Bronze winner of the 2009 Your Best Shot photo contest.
Inn of Chicago
Rates quoted are calculated as an average per night based on double occupancy for a four-night consecutive stay at the Inn of Chicago between January 15 – 19, 2010, in a Standard room category. Rate includes fourth night free. Rates are for hotel only and do not include airfare. Rates, travel dates and advance reservation requirements vary per room. Rates may vary depending on travel dates.
Tremont
Rates quoted are calculated as an average per night based on double occupancy for a four-night consecutive stay at the Tremont between January 15 – 19, 2010, in a Standard 1 Queen Bed room category. Rate includes fourth night free. Rates are for hotel only and do not include airfare. Rates, travel dates and advance reservation requirements vary per room. Rates may vary depending on travel dates.
Sheraton Chicago Hotel and Towers
Rates quoted are calculated as an average per night based on double occupancy for a four-night consecutive stay at the Sheraton Chicago Hotel and Towers between January 15 – 19, 2010, in a Standard room category. Rates are for hotel only and do not include airfare. Rates, travel dates and advance reservation requirements vary per room. Rates may vary depending on travel dates.
Westin Michigan Avenue
Rates quoted are calculated as an average per night based on double occupancy for a three-night consecutive stay at the The Westin Michigan Avenue between January 16 – 19, 2010, in a Standard room category. Rates are for hotel only and do not include airfare. Rates, travel dates and advance reservation requirements vary per room. Rates may vary depending on travel dates.
Conrad Chicago
Rates quoted are calculated as an average per night based on double occupancy for a three-night consecutive stay at the Conrad By Hilton Chicago between January 16 – 19, 2010, in a Standard room category. Rates are for hotel only and do not include airfare. Rates, travel dates and advance reservation requirements vary per room. Rates may vary depending on travel dates.
Intercontinental Chicago
Rates quoted are calculated as an average per night based on double occupancy for a three-night consecutive stay at the Intercontinental Chicago between January 16 – 19, 2010, in a Double 1 or 2 beds Guest Room category. Rates are for hotel only and do not include airfare. Rates, travel dates and advance reservation requirements vary per room. Rates may vary depending on travel dates.
American Airlines reserves the right to change AmericanAirlines AAdvantage® program rules, regulations, travel awards and special offers at any time without notice, and to end the AAdvantage® program with six months notice. Any such changes may affect your ability to use the awards or mileage credits that you have accumulated. American Airlines is not responsible for products or services offered by other participating companies. For complete details about the AAdvantage® program, visit www.aa.com/aadvantage. AmericanAirlines and AAdvantage are marks of American Airlines, Inc.
Note:
A USD $50.00 fee will be assessed per paper ticket request where flight itinerary qualifies for E-tickets. All rates quoted are subject to change without advance notice.
