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Trump International Hotel & Tower Chicago - Chicago Hotels
Rating: 5.0 Stars
$472
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Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago 60611 - Map
 
 
"Nice hotel downtown"
Nice hotel in downtown Chicago. Lots of places to walk to and accessible by short cab ride..
Harminder from Winnipeg
Located in Near North Side, this luxury hotel is within a 10-minute walk of Wrigley Building, Tribune Tower, and Ford Center …More
Hard Rock Hotel Chicago - Chicago Hotels
Rating: 4.0 Stars
$239
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Hard Rock Hotel Chicago

230 North Michigan Avenue, Chicago 60601 - Map
 
 
"Nice hotel close to everything in Chicago"
Stayed at Hard Rock Hotel, and staff could not have been more accommodating. We arrived early and needed you luggage held when leaving, they took very good care of us. I will be staying here again next time I visit Chicago. Room was very clean and comfortable. Loved the Rock n Roll themed items throughout the hotel.
Sherri from Wheeling, WV
On Michigan Avenue and across from Millennium Park, this rock-inspired hotel occupies the 36-story, Art Deco-style Carbide …More
Loews Chicago Hotel - Chicago Hotels
Rating: 4.5 Stars
$249
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Loews Chicago Hotel

455 North Park Drive, Chicago 60611 - Map
 
 
"Beautiful hotel"
We loved this hotel and would definitely stay again. It's in a good location close to everything! The staff was very friendly and welcoming and the hotel decor was very nice! Highly recommended.
Chrissy from Chicago, IL
Located in Streeterville, this hotel is within a 15-minute walk of Tribune Tower, Wrigley Building, and Chicago Children's …More
MileNorth Chicago - Chicago Hotels
Rating: 4.0 Stars
$136
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MileNorth Chicago

166 E Superior Street, Chicago 60611 - Map
 
 
"Central hotel. Super clean. Great value"
Anniversary getaway. Upgraded room. Walking distance of everything. Would definitely come back.
Nick from Muncie Indiana
Located in Magnificent Mile, this hotel is within a 10-minute walk of Northwestern Memorial Hospital, Hancock Tower, and …More
Hotel Allegro, a Kimpton Hotel - Chicago Hotels
Rating: 4.0 Stars
$179
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Hotel Allegro, a Kimpton Hotel

171 W Randolph St, Chicago 60601 - Map
 
 
"Welcoming city hotel"
Spent theree days in Chicago. Arrived five hours late due to snow, feeling a bit frazzled. The staff were so welcoming and reassuring - 'would you like a glass of wine?' Room large and comfortable, very clean and well looked after. Same with bathroom Teas/coffees were available in the foyer every morning and a wine hour between 5 & 6. Nice to meet other guests and pass the time with them
Moira from Dumfriesshire
Located in the Loop's theater and business districts, Hotel Allegro Chicago - A Kimpton Hotel is next to the Cadillac Palace …More
The Peninsula Chicago - Chicago Hotels
Rating: 5.0 Stars
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The Peninsula Chicago

108 East Superior Street, Chicago 60611 - Map
 
 
"Superb"
Wonderful staff and amenities. The room was a perfect place to relax. Food and drinks at the bar were very classy.
A Traveller
Along Chicago's fabled Magnificent Mile, The Peninsula is 1 block from the Chicago Water Tower and 2 blocks from Water Tower …More
The Godfrey Hotel Chicago - Chicago Hotels
Rating: 4.0 Stars
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The Godfrey Hotel Chicago

127 West Huron, at LaSalle, Chicago 60654 - Map
 
 
"Amazing experience"
This hotel is amazing! First hotel I have stayed in and not felt like I needed to change the sheets. It was super clean and new feeling! The staff is extremely helpful and even gave us coupons to restaurants. We will definitely be coming back!!
chris from jax,fl
Located in Magnificent Mile, this hotel is within a 15-minute walk of ArchiTech Gallery, Hancock Tower, and Chicago Water …More
dana hotel and spa - Chicago Hotels
Rating: 4.0 Stars
$186
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dana hotel and spa

660 North State Street, Chicago 60654 - Map
 
 
Amazing, beautiful room. Great view. Would definitely stay there again.
A Traveller
The dana hotel and spa is 3 blocks from upmarket shopping on the Magnificent Mile, in Chicago's River North area. Art lovers …More
Club Quarters, Central Loop - Chicago Hotels
Rating: 3.5 Stars
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Club Quarters, Central Loop

111 West Adams Street, Chicago 60603 - Map
 
 
"Cozy but comfortable"
We crashed here between museums in Chicago. Our room was small, but so is my house back home. I think the hotel bathroom was bigger than my own. I loved the toiletries. Everything was clean, & the staff was friendly & helpful. We were able to leave our bags at the desk while we went sight-seeing until check-in time.
Traveller from P
Club Quarters is a club-like hotel in the center of the Loop, Chicago’s central business district. A short walk to Symphony …More
Fairmont Chicago at Millennium Park - Chicago Hotels
Rating: 4.0 Stars
$280
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Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago 60601 - Map
 
 
"Great Location"
Easy to walk to Magnificent Mile, Pier, Parks, Shopping.
Cindy from Boise, ID
The 45-story Fairmont Chicago hotel is adjacent to Millennium Park, a half-block from Michigan Avenue, and 3 blocks from Lake …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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    *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.