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Best Hotels In Chicago

Updated on November 16, 2014

Best Hotels In Chicago - Enjoy Chicago, Illinois in Style!

Planning a visit to beautiful Chicago, Illinois? Your first concern may be where you should stay during your visit to Chicago - what are the best hotels in Chicago, you may be asking. Luckily, the city has many excellent hotels to choose from. In fact, FOUR Chicago hotels landed in Travel & Leisure magazine's top 10 of the best large city hotels in the United States and Canada for 2010!

Here are the top five best hotels in Chicago!

#1 Trump International Hotel and Tower

THE Very Best Hotel In Chicago!

Trump International Hotel and Tower is the best hotel in Chicago. Rated the best hotel in the country by Travel & Leisure Magazine, this is one place to stay in style!

Ivanka Trump Takes You On A Tour of Chicago's Best Hotel

#2 The Peninsula Hotel in Chicago

#2 Best Hotel In Chicago

Five Star, Five Diamond Award Winning Hotel in Downtown Chicago!

#3 The Sutton Place

#3 Best Hotel In Chicago

The Sutton Place Hotel is Chicago's premier luxury business hotel located in the heart of Chicago.

Sutton Place Hotel Chicago Tour

This 4 Diamond property launched as The Sutton Place Hotel in 1995, where style meets personalized service and attention to detail. It is just steps away from Michigan Avenue, the exclusive boutiques on Oak Street, as well in the heart of downtown Chicagos finest dining and night life district. The spectacular setting allows guests to experience the cosmopolitan ambiance of the city set against a majestic backdrop in the heart of one of Chicagos most affluent residential communities.

#4 Four Seasons Hotel Chicago

#4 Best Hotel in Chicago

Elegance, class and more await you at the Four Seasons Hotel in Chicago

Step Inside The Four Seasons Hotel Chicago

Atop Water Tower Place: Be steps from everything on the Magnificent Mile, relaxing Four Seasons comfort and wish-fulfilling attentions.

#5 Ritz-Carlton Chicago

#5 Best Hotel In Chicago

Put on the Ritz in Chicago at the Ritz-Carlton Chicago Hotel!

Which hotel would you most like to visit?

See results
Streetwise Chicago Map - Laminated City Center Street Map of Chicago, Illinois - Folding pocket size travel map with CTA, Metra map  (Streetwise Maps)
Streetwise Chicago Map - Laminated City Center Street Map of Chicago, Illinois - Folding pocket size travel map with CTA, Metra map (Streetwise Maps)

Streetwise Chicago Map - Laminated City Center Street Map of Chicago, Illinois - Folding pocket size travel map with integrated CTA & Metra map including lines & stations

All these sites are clearly marked and indexed on the STREETWISE® Chicago city map. Also included are an enlarged detailed map of the downtown, an area map that includes the major routes and surrounding towns of Chicago and a map of the Metra system.

Top 10 Chicago (Eyewitness Top 10 Travel Guides)
Top 10 Chicago (Eyewitness Top 10 Travel Guides)

Dozens of Top 10 lists provide vital information on each destination, as well as insider tips, from uncovering a city's most memorable sights to finding the best restaurants and hotels in each neighborhood. And to save you time and money, there's even a Top 10 list of Things to Avoid.

Each Top 10 contains a pull-out map and guide that includes fold-out maps of city metro systems, useful phone numbers, and 60 great ideas on how to spend your day.


Do you have a favorite place to stay in Chicago?

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    • Rangoon House profile image


      6 years ago from Australia

      It's a long time since I've been to Chicago - the last time was on my 18th birthday and that's all I'm saying, but I would love to stay at the Peninsula or the Four Seasons.

    • profile image


      7 years ago

      So far, I pilgrimage there for the day on the Amtrak Hiawatha on my birthday, since I was born on the south side of Chicago (but moved to California's Central Valley when I was 6 months old).

    • TonyPayne profile image

      Tony Payne 

      8 years ago from Southampton, UK

      I haven't stayed at any good hotels in Chicago, they are too expensive for me unfortunately.

    • PNWtravels profile image

      Vicki Green 

      8 years ago from Wandering the Pacific Northwest USA

      Of the hotels on your list I was fortunate to be able to stay at the Ritz-Carlton last time I was in Chicago . It was very nice - fortunately someone else was paying the bill!

    • KarenHC profile image


      8 years ago from U.S.

      We stayed at the Silversmith Hotel a couple years ago -- older but just fine for our mini-vacation! I'll look into the ones you write about for our next trip.

    • JohannDog profile image

      Johann The Dog 

      8 years ago from Northeast Georgia

      We do have a favorite place to stay! It's the Drake, Mum loves visiting there!

    • delia-delia profile image


      8 years ago

      Stopping by from my "SAB" duties to check out lenses by my fellow Angels, thanks for sharing your Chicago knowledge, I have learned so much about Chicago and for that...a ~"Squid Angel Blessing"~

    • lefty78 profile image


      8 years ago

      I have stayed at the Palmer House a couple times, love it, has that old classy feel...stayed at the City Suites this year, liked that a lot also.


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