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Hotels in Chicago, Illinois for AARP Members

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Choose from 990 Chicago Hotel Deals

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Hotels in Chicago, IL

The best of Chicago — finding cheap hotel deals and travel deals

Chicago goes by many names: Second City, Windy City, and the jewel of the American heartland. But senior citizens can make it “bargain city” when they book their Chicago hotels through the AARP® Travel Center powered by Expedia®. AARP members can receive Expedia’s lowest rates on Chicago hotels or use their AARP hotel discounts, whichever yields the bigger and better savings. Plus, booking Chicago flights, hotels, car rentals, and tours all at the same time can rack up additional savings.

Money-saving deals and AARP discounts on downtown Chicago hotels

Chicago is a true international city with world-class museums, spectacular architecture, beautiful parks, sensational restaurants, fantastic shopping, and amazing hotel deals around every corner. When it comes to lodging options in Chicago, travelers have a huge range of choices from luxury hotels and mid-range hotels to affordable accommodations. The city is a major business hub and convention destination, which means downtown Chicago hotels can be expensive during the week, especially in the city’s financial district, also known as the Loop. But with AARP Travel Center, stay in the loop with access to the best rates on hotels in the Loop.

Chicago shopping — hotels on The Magnificent Mile

Ready to shop Chicago style? Then you must visit North Michigan Avenue, known to most locals and tourists as The Magnificent Mile. Located just north of the Loop, The Magnificent Mile is home to many of Chicago’s finest hotels, shops, galleries, and restaurants. While most hotels along or near Michigan Avenue can be pricey, you can land affordable hotels near The Magnificent Mile with the AARP Travel Center.

Must see Chicago — Navy Pier, Millennium Park, Wrigley Field

Chicago is a vibrant city featuring a wide array of year-round activities. Ride the 150-foot Ferris wheel at the world-famous Navy Pier, rock out an outdoor concert at Millennium Park, or check out the breathtaking views at Skydeck Chicago, located on the 103rd floor of the Willis Tower. Visit more than 1,000 mammals, reptiles, and birds at the Lincoln Park Zoo, cheer on the Chicago Cubs at Wrigley Field, or root for the Chicago Bears game at Soldier Field. For seniors in search of the best Chicago vacations at the lowest prices, make reservations on tours and activities through the AARP® Travel Center powered by Expedia®.

Shedd Aquarium, Field Museum, Art Institute of Chicago

If you’re a museum lover then you’ll love Chicago. The city boasts a number of first-class museums, including three institutions within Chicago’s lakefront museum district. Visit Sue, the largest and most complete T. Rex skeleton in the world at the Field Museum. Discover the wonders of the oceans at the Shedd Aquarium, with its 22,000 aquatic species. Or visit one of two full-size planetarium theaters at the Adler Planetarium. Meanwhile, conveniently located between Millennium Park and Grant Park, the Art Institute of Chicago houses the largest collection of Impressionist and Postimpressionist works outside of the Louvre.

Dining and nightlife — Chicago theaters, Second City, and restaurants

Enjoy a Broadway-style outing at one of the grand theaters in Chicago’s Downtown Theater District, experience a cutting-edge play from Chicago’s famous Steppenwolf Theater Company, or enjoy a laugh at The Second City, with its improv and sketch comedy. Hungry for more? Treat your taste buds to one of the many culinary gems located in neighborhoods across the city. Serving up some of the finest Italian, Latin, Greek, Indian, and German cuisines, Chicago offers seemingly endless dining options. And you can’t visit the Windy City without trying two of the city’s classics: Chicago-style hot dogs and the city’s famous deep-dish pizza.

Chicago vacation packages — book together and save

Looking for a great deal on a Chicago vacation? Book your Chicago car rentals, hotel, airfare, and activities together at the AARP Travel Center to receive spectacular package discounts and specials. You can save up to $500 when you bundle your Chicago vacation.