Find Hotel Deals in Chicago (CHI)

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Where to Stay in Chicago

Whether you want to stay in the center of the city or off the beaten path, there are plenty of Chicago hotel deals for you.

The Chicago hotel hotspot is the Magnificent Mile. Featuring dozens of shops and restaurants, this strip near the heart of downtown features many four and five-star hotels.

If convenience is key, book reservations in Chicago’s Loop. This bustling downtown district provides easy access to public transportation and features such attractions as Millennium Park and the Art Institute.

Stay in one of the many Chicago boutique hotels in the Gold Coast or River North neighborhoods. Surrounded by excellent shopping and a bustling nightlife, you’ll get the city experience without the downtown crowd.

Chicago Hotel Tips

Chicago is a great destination year-round, but it’s especially sought after during the warmer months. Rooms fill up fast, especially on holiday weekends, such as Labor Day and Memorial Day so make your hotel reservation early. Don’t forget to also book a Chicago flight well in advance to save money.

No matter what type of accommodation you are looking for, Chicago has a hotel for you. Luxury hotels line Chicago’s downtown streets, while you can find boutique accommodations throughout the city. There are even discount hotels just off Michigan Avenue.

Chicago Hotel Recommendations

If you want to add a European flare to your Chicago trip, check out the Swissotel. This luxurious hotel is known for its international elegance and its views of the Chicago River and Lake Michigan.

Take in some history at the Drake Hotel. Nestled right by Oak Street Beach in the Gold Coast, the Drake is Chicago icon. Over the years, many distinguished guests have partaken in the Drake’s high tea service, including Queen Elizabeth and Princess Diana.

Cheap Chicago hotels are located in some of the city’s most sought after destinations. The Holiday Inn Mart Plaza provides visitors with a perfect view of downtown Chicago an easy access to the historic Merchandise Mart. Red Roof Inn, Embassy Suites and Hampton Inn also have downtown Chicago locations.

You can find Chicago hotel deals by using Travelzoo’s Supersearch.

Chicago Transportation

Chicago is famous for its elevated railway system known as the “El.” The El features a total of eight color-coded lines, which provide cheap transportation throughout the city.  If you are arriving from O’Hare International Airport, you can take the Blue Line right into downtown. For those entering from Midway Airport, you can take the Orange Line to the Loop.

Chicago also boasts scores of buses that crisscross through the city’s grid-like streets. Certain express routes can pick you up downtown and transport you to North Side attractions within 15 to 20 minutes.

There are also options for those that don’t want to wait on trains and buses. Taxis are always an option, especially for those traveling from O’Hare, Midway, downtown or McCormick Place, a popular spot for trade shows and conferences. During the warmer months, you can catch a water taxi along the Chicago River for a scenic ride.

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