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Chicago Hotel Guide

Why You Should Visit Chicago

Famous for its architecture, deep-dish pizza, the Bean, sports, Oprah, theatre, and all that jazz (and blues), Chicago will give you anything and everything you want. The Windy City is chosen by millions of visitors annually.

Fun fact: The Chicago River is the only river in the world that flows backwards

Getting Around Chicago


The city of Chicago is served by 2 major airports. O’Hare International Airport (ORD), one of the world’s busiest airports, is a major airport serving several domestic and international destinations. O’Hare International Airport (ORD) is located 15.7 miles away from central Chicago. Flying to Chicago domestically? Chicago Midway International Airport (MDW) primarily serves domestic flights, and is located 8.6 miles away from central Chicago, making it the closest major airport to central Chicago.

By Rail

Traveling from a different city in the U.S. to Chicago? Taking the Amtrak from your city to Chicago will take you to iconic Chicago Union Station, located in West Loop Gate in central Chicago.

Metra is Chicago’s commuter rail system. It operates 242 stations across 11 lines in Cook County. Going to downtown Chicago from the suburbs is made easy.

By Metro

The “L” is Chicago’s rapid transit system, and serves 144 stations along 8 routes. Each metro line is named after a color. The Blue line reaches O’Hare International Airport (ORD) in about 40 minutes, and the Orange line reaches Chicago Midway International Airport (MDW) in approximately 25 minutes from the Loop, one of Chicago’s central business districts. Both the blue and red lines offer 24-hour service year-round.

By Taxi

Taxis are readily available throughout most city neighborhoods, where drivers are required to pick up the closest passenger they see. Passengers are encouraged to tip drivers at least 10% of the total taxi fare.

Hotels in Chicago

As the third-most populous city in the U.S. that welcomes more than 50 million tourists annually, hotels across the city and in suburban areas are necessary and aplenty. At the time of writing, boasts 256 hotels in Chicago, including luxury, boutique and budget hotels. 5-star hotels in Chicago average at about US$458 per night, 4-star hotels in Chicago average at US$310 per night, 3-star hotels in Chicago average at US$209 per night, and 2-star hotels in Chicago average out US$131 per night.

Hotels in Magnificent Mile

Shop till you drop in both mid-range and luxury boutiques in Chicago’s largest shopping district. The street The historic Chicago Water Tower, the legendary 4-star hotel The Drake and prolific Tribune Tower are some of the numerous iconic landmarks that line the Magnificent Mile.

The St. Clair Hotel This highly-rated 2-star hotel is a 15-minute walk to Navy Pier, the pier that sits along one of the five Great Lakes of North America, Lake Michigan.

The 3-star Freehand Chicago is located steps away from Driehaus Museum. It’s also in close proximity to the 100-story Hancock Tower, and the famous Millennium Park, which houses Cloud Gate, also known as “The Bean”, one of Chicago’s most popular sights.

Both 4-star St. Jane Chicago and Sofitel Chicago Magnificent Mile are unique in their own styles, adding even more personality to Magnificent Mile’s portfolio of hotels.

Splurge on your trip to Chicago by staying at the 5-star The Peninsula Chicago, located 5-minute walk away from the Museum of Contemporary Art.

Hotels in the West Loop

Once an industrial area, West Loop lies along the Chicago River, and has fast become a multicultural façade of restaurants and nightclubs. Explore its smaller neighborhoods with the likes of Greektown, Fulton Market and Fulton River. Get Instagram-worthy content from anything you eat, drink, or do in West Loop. Consider heading towards the Chicago Loop and embark on an architecture tour.

The 3-star Hampton by Hilton Chicago Downtown West Loop is located just minutes away from all Chicago has to offer.

The highly-rated 4-star Ace Hotel Chicago is less than a mile away from Chicago’s tallest skyscraper, Willis Tower. Just 1.2 miles away sits United Center, home of the Chicago Bulls and the Chicago Blackhawks.

Hotels near O’Hare International Airport (ORD)

Transiting in Chicago? If you’re looking for a hotel near O’Hare International Airport (ORD), consider these highly-rated options!

The nearest hotel to O’Hare International Airport (ORD) is the 4-star Hilton Chicago O’Hare Airport. The hotel is the only hotel directly connected to O’Hare International Airport (ORD) via the underground walkways from the 3 domestic terminals.

Located a 5-minute drive away from O’Hare International Airport (ORD) is the 3-star The Rose Chicago, Tapestry Collection by Hilton. The 3-star Wyndham Chicago O’Hare is also a great option to consider, and it’s located only a 10-minute drive away from O’Hare International Airport (ORD).

Cheap hotels in Chicago

Visiting Chicago on a budget? We’ve got you covered!

Popular cheap hotels near Magnificent Mile include Fairfield Inn & Suites Chicago Downtown/Magnificent Mile and the Ohio House Motel.

The Chicago Parthenon Hostel is located in the West Loop, with bed prices starting at US$24 per night. Another cheap hotel located in the West Loop is the 2-star Hotel Chicago West Loop, with room rates starting at US$56.

The Weather in Chicago

Chicago was named “The Windy City” for more reasons than one, but an obvious reason is that it gets cold and windy throughout the year. Be prepared to dress well during your visit.

Chicago is warmest from June to September, with an average temperature of 75°F. The coldest months are between December to March, with temperatures averaging 29°F. Expect snow and wind if you’re visiting in the winter.

If you’re traveling to Chicago and are planning to partake in outdoor activities, consider visiting Chicago from mid-June to mid-September.

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