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Best Hotels in Chicago

Warwick Allerton Hotel Chicago - Chicago Hotels
Rating: 4.0 Stars
$128
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Warwick Allerton Hotel Chicago

701 North Michigan Avenue, Chicago - Map
 
 
"Greatest location for Magnificent Mile!"
Just across the street from downtown Apple store, close to everything. Very charming old Chicago atmosphere, yet clean and friendly.
Andriy from Vilnius, LT
Located on Michigan Avenue in the middle of Chicago's Magnificent Mile, this 1920s Italian Renaissance hotel is …More
Congress Plaza Hotel - Chicago Hotels
Rating: 3.0 Stars
$99
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Congress Plaza Hotel

520 South Michigan Avenue, Chicago - Map
 
 
"Fall Weekend Getaway"
We had a very pleasant experience at the Congress Plaza Hotel! The location is GREAT! I knew exactly where I was going and the parking was very convenient (I would recommend the self-park to save a few dollars, its honestly right next door to the hotel). The view was phenomenal--we had a lakeside view that included Navy Pier, Buckingham Fountain, and many other well-known Chicago features.
Daniela from IL
Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.More
Hotel Felix Chicago - Chicago Hotels
Rating: 4.0 Stars
$105
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Hotel Felix Chicago

111 W Huron St, Chicago - Map
 
 
"Nice hotel very clean and neat!"
Great location lots of bars and restaurants close by
A Traveller
Located in the city center of Chicago, this spa hotel is near the airport and within walking distance of Holy Name Cathedral …More
Hard Rock Hotel Chicago - Chicago Hotels
Rating: 4.0 Stars
$129
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Hard Rock Hotel Chicago

230 North Michigan Avenue, Chicago - Map
 
 
"Very nice Hotel"
It's a very nice Hotel. The suff is so friendly. I had a fantasitc time there. The shower wasn't that clean but the rest was perfect. If I'm back in Chicago I will choose this Hotel again.
Katja from New York
On Michigan Avenue and across from Millennium Park, this rock-inspired hotel occupies the 36-story, Art Deco-style Carbide …More
The Langham, Chicago - Chicago Hotels
Rating: 5.0 Stars
$300
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The Langham, Chicago

330 North Wabash, Chicago - Map
 
 
"Great Addition to the Chicago hotel roster"
I had only one night to spend in Chicago and this was a great place to recuperate from traveling. I met several guests who were from the Chicago area spending the weekend in the city center. Everyone was impressed by everything this hotel had to offer. A great location. Close to "the Loop", River North and Michigan Avenue.
Wilbur from San Francisco
This luxury hotel is located in the heart of Chicago, walking distance from Vietnam Veterans Memorial, Wrigley Building, and …More
Raffaello Hotel - Chicago Hotels
Rating: 4.0 Stars
$156
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Raffaello Hotel

201 E Delaware Pl, Chicago - Map
 
 
"Rapturous Rafaello!"
Friendly, "at your service" staff. Beautiful boutique hotel within two blocks walking distance of the Museum of Contemporary Art and Michigan Avenue shopping. Terrific roof deck that accomodates indoor and outdoor seating for drinks and appetizers. Coffee and yummy "Glazed and Infused" donuts in the lobby!
A Traveller
Located on Chicago's fabled Gold Coast, this boutique hotel is adjacent to the John Hancock Tower, steps from stylish shops …More
Sheraton Chicago Hotel and Towers - Chicago Hotels
Rating: 4.0 Stars
$116
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Sheraton Chicago Hotel and Towers

301 E North Water St, Chicago - Map
 
 
"Great stay in Chicago"
Staff very helpful with restaurant and sight seeing information. We were very pleased with the staff.
A Traveller
This 34-story Chicago hotel is three blocks from Michigan Avenue shopping, the Navy Pier, and Lake Michigan; the Loop …More
Chicago's Essex Inn - Chicago Hotels
Rating: 3.0 Stars
$89
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Chicago's Essex Inn

800 S Michigan Ave, Chicago - Map
 
 
"Nice hotel and affordable for downtown"
Awesome fitness room. Pool. Sauna. Love that they have those in the hotel. Rooms are really nice. Staff was very friendly. Within walking distance to places and really nice they have a free shuttle at times
susanna from Niles, MI
Across from the greenery and attractions of Grant Park, the Essex Inn is 3 blocks from the Loop business district and Lake …More
The Westin Michigan Avenue Chicago - Chicago Hotels
Rating: 4.0 Stars
$104
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The Westin Michigan Avenue Chicago

909 North Michigan Ave, Chicago - Map
 
 
"Nice clean and comfortable"
Nice clean and comfortable rooms. Staff was friendly and helpful. Great location.
K from Chicago
Set in the heart of North Michigan Avenue shopping, this 27-story Chicago Westin hotel is across from the John Hancock …More
Swissotel - Chicago - Chicago Hotels
Rating: 4.0 Stars
$149
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Swissotel - Chicago

323 E Wacker Dr, Chicago - Map
 
 
"Great location"
Staff was welcoming, attentive and friendly. Very good food in the hotel. Many great things to do and see near by.
jp from minneapolis
This triangular, 43-story glass hotel is across the street from the Chicago River, 3 blocks from the lakefront running path …More

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    Where to stay in Chicago

    Chicago Hotel Guide

    Home to the Willis Tower, one of the tallest buildings in the western hemisphere, Chicago, Illinois, flaunts one of the tallest skylines in the world. The Willis Tower stands tall in the Chicago Loop, which is the downtown area often considered the heart of all the city action. The architectural splendor and alluring city life invite visitors to experience the charm of the Windy City all-year round, so book your Chicago vacation today right here on Expedia.com.

    Read More

    Hotels

    Those who love to shop ’til they drop regard the accommodations along Magnificent Mile as some of the best hotels in Chicago. These accommodations that line the famous shopping district are just steps away from the upscale shops and department stores that provide retail therapy at its finest.

    Meanwhile, other visitors prefer staying at Chicago hotels near the shore of Lake Michigan or at resorts with views of the Chicago and Calumet Rivers. Regardless of whether you like to spend your vacation in towering high-rises along the Chicago skyline or in accommodations within walking distance of the famous Navy Pier, you can acquire cheap hotel deals in Chicago that will exceed all of your Windy City expectations.

    Transportation

    The Chicago Transit Authority (CTA) offers one of the best ways of traveling around Chicago. The CTA buses and trains offer reliable and affordable service to areas in and around the city. Commonly called The L, the train system is based on color-coded line. To ride, travelers must purchase transit cards at any CTA station. As for the bus, stops are around four blocks apart on major streets, and you can ride with preloaded money on transit cards or with exact change. Some train and bus routes do run all night, so check the map schedules for early morning or late night transportation.

    Walking in downtown is another easy way of getting around in Chicago. Although vacationers find the streets simple to navigate, those trying to drive in the Loop may face traffic and hefty parking fees. For hassle-free transportation, hail a taxi as the fares are cheaper than in other major cities.

    Travel Basics

    When it comes to exploring the city, navigating is quite easy when compared to other complicated city layouts. In general, blocks include roughly 100 addresses, and each block is around one-eighth of a mile. Therefore, an eight-block stretch is generally more or less one mile. With a few exceptions, most avenues run north to south, while streets run east to west. Although Chicago is considered a safe city, as is the case with any city, you’ll want to avoid looking lost or acting like an unfamiliar tourist.

    Weather

    Don’t underestimate the windiness in the Windy City. This destination experiences all kinds of gusts of wind from Lake Michigan during every season, from cool breezes in the summer to nose-freezing bursts in winter. Chicago serves up frigid temperatures, snowflakes, and blustery winds from November through March. If you can brave the low digit temperatures, you’ll find cheap hotels deals in Chicago during the winter months.

    For warmer temperatures and a more pleasant outdoor experience, visit Chicago any time between April and October. The spring and fall temperatures are mild, while the summer months generally bring temperatures ranging in the mid-80 degrees Fahrenheit. With that being said, the nights do tend to cool down, so bring layers to prepare for chillier temperatures.

    Throw caution to the Chicago wind when it comes to booking your getaway, as there are tons of things to do to keep you busy regardless of the season in this city hot spot. Browse our vast selection of hotels, car rentals, and flights to Chicago right here on Expedia.com, and book the hottest deals around today.

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