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Best Hotels in Chicago

Hyatt Regency Chicago - Chicago Hotels
Rating: 4.0 Stars
$119
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Hyatt Regency Chicago

151 East Wacker Dr, Chicago - Map
 
 
Beautiful hotel and the 35th floor regency club is the best
Traveller from chicago il
This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier …More
Congress Plaza Hotel - Chicago Hotels
Rating: 3.0 Stars
$99
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Congress Plaza Hotel

520 South Michigan Avenue, Chicago - Map
 
 
"Nice hotel"
Excellent location. Good staffs. Friendly management,
Better location from Ny
Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.More
Wyndham Grand Chicago Riverfront - Chicago Hotels
Rating: 4.0 Stars
$129
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Wyndham Grand Chicago Riverfront

71 E Wacker Dr, Chicago - Map
 
 
"River Front, close to trains and heart of Chicago"
In town for Notre Dame game, had excellent view of river and staff was very helpful for directions to get great food and location of transportation to game. Great room and hotel was very clean.
Ken from Norco, CA
This 39-story Chicago hotel is across the river from Magnificent Mile shopping, six blocks from Lake Michigan, and a …More
Warwick Allerton Hotel Chicago - Chicago Hotels
Rating: 4.0 Stars
$140
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Warwick Allerton Hotel Chicago

701 North Michigan Avenue, Chicago - Map
 
 
"Best Location for City Shopping!"
Fab Hotel...decorated for the Holidays made is seem so cozy and welcoming! Located centrally in the middle of all of my favorite high-end boutiques. Will definitely be staying at the Warwick again!
Angela from New York, New York
Located on Michigan Avenue in the middle of Chicago's Magnificent Mile, this 1920s Italian Renaissance hotel is …More
MileNorth Chicago - Chicago Hotels
Rating: 4.0 Stars
$99
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MileNorth Chicago

166 E Superior Street, Chicago - Map
 
 
"Perfect hotel in the very center of the city."
This place was amazing. Room was great, staff was super nice, like really freaking nice. I mean this place was so great looking. I walked into the lobby and felt so underdressed next to the Starbucks, snazzy little cocktail bar, desk of iMacs, lounge chairs and cozy fireplace all while light tinkling piano music played. This looks like a 5 star hotel in Silicon Valley where you need to wait 3 months for a reservation and you can only enter if are a member of some exclusive club. There is a bar in the lobby open to 10pm, a bar on the 19th floor open till midnight, a 24hr fitness floor, and the rooms... Oh man beautiful windows, the shampoo and body wash they give you is gentle on your hair and body, it smells great too. The coffee in the room wasn't bad and the room was of ample size. We had a queen single room. We couldn't have been happier. Then the next morning we came down and asked the clerk about breakfast, she suggested 3 little places near by immediately, gave us directions and said 'Just call the front desk if you get lost, I'll walk you through!' I am in love with this place. I live in the city of Chicago and just stayed there just because, but now I'm going to be staying there a lot more instead of my own home! If you can get the room at a good price book this place. This second. Do it.
Cory from Chicago, IL
Located in the heart of Chicago, this hotel is within walking distance of Northwestern Memorial Hospital, Hancock Tower, and …More
Hotel Felix Chicago - Chicago Hotels
Rating: 4.0 Stars
$105
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Hotel Felix Chicago

111 W Huron St, Chicago - Map
 
 
It is a delightful hotel with beautiful appointments. I had the best night sleep I have had in months. They don't have enough closet space for wardrobe space for hanging up clothes, and the under bed dresser is a bit difficult to reach. The rooms are small but very efficient. If I stayed for more than two or three days I would definitely want a larger room.
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
$149
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Hard Rock Hotel Chicago

230 North Michigan Avenue, Chicago - Map
 
 
"Loved the location!"
I loved the location and how convenient it was to almost everywhere I wanted to visit in Chicago. The staff was incredibly friendly! The food in the hotel restaurant was FABULOUS! In two days, I ate at the restaurant at least four times. I had an amazing visit and cannot wait to return!
Lauren from Delray Beach, FL
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
$299
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The Langham, Chicago

330 North Wabash, Chicago - Map
 
 
"Everything you want on the river"
Great staff. Fantastic spa and facilities. Perfect location for business and shopping.
A Traveller
This luxury hotel is located in the heart of Chicago, walking distance from Vietnam Veterans Memorial, Wrigley Building, and …More
Inn of Chicago, an Ascend Hotel Collection Member - Chicago Hotels
Rating: 3.0 Stars
$88
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Inn of Chicago, an Ascend Hotel Collection Member

162 E Ohio St, Chicago - Map
 
 
"Excellent experience and value"
Courteous and knowledgable staff combined with a great location and spotless room equals excellent value. Thank you.
A Traveller
Inn of Chicago is a half-block from the Magnificent Mile and 2 blocks from the landmark Tribune Tower. Millennium Park, Navy …More
Sheraton Chicago Hotel and Towers - Chicago Hotels
Rating: 4.0 Stars
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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

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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.

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    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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    *For these packages, package savings is at least equal to the cost of the flight or hotel if booked separately. Note: For packages including flights, you will be charged by the airline for the flight, but your savings on the package will equal the cost of the flight.