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Four Seasons Hotel ChicagovsStaypineapple, An Iconic Hotel, The Loop Chicago

Both hotels are rated very highly by reviewers writing for major publications. Overall, The Alise Chicago - A Staypineapple Hotel scores significantly better than Four Seasons Hotel Chicago. The Alise Chicago - A Staypineapple Hotel has a TripExpert Score of 94 with accolades from 17 reviewers including Condé Nast Traveler, Oyster and Concierge.

Four Seasons Hotel Chicago
8/10
120 E. Delaware Pl., Chicago, IL 60611
From $233/night
  • Pet Friendly
  • Bar/Lounge
  • Hot Tub
  • Free Internet
  • Room Service
  • Laundry Service
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Michelin Guide Michelin Guide
"This elegant hotel has it all: white-glove service, impressive facilities, elegant accommodations, fine dining, and prime location just blocks from Lake Michigan."
Concierge Concierge
"Though the stature and location are grand, this is the city's most discreet luxury hotel, with its lobby tucked up on the seventh and eighth floors."
Fodor's Fodor's
"At the refined Four Seasons, guest rooms begin on the 30th floor... so there's a distinct feeling of seclusion—and there are great views to boot." Full review
Oyster Oyster
Luxury
"The 346-room Four Seasons Chicago is located on floors 32 to 46 of a limestone-and-glass skyscraper along the Magnificent Mile, atop an upscale shopping center." Full review
Time Out Time Out
"The public spaces are decked out with Italian marble, glittering crystal and exquisite woodwork; rooms and suites come with classy furnishings, high-end toiletries and twice-daily maid service." Full review
Star Service Star Service
"This modern palace remains a top pick that will please even the finickiest business and leisure travelers. " Full review
Gayot Gayot
"Befitting its stature as a member of one of the world's great hotel brands, this Four Seasons boasts a flower-filled lobby on the seventh floor, far above the street-level crowds on Michigan Avenue."
BlackBook BlackBook
"Fancy spot for business and leisure travelers is stumbling distance from the bars and shops of North Michigan Ave., Miracle Mile, and the Navy Pier."
Zagat Zagat
4.7
"An “absolutely lovely” “luxury getaway”, this veteran just steps from Michigan Avenue offers “the royal treatment” along with “exquisite rooms.”"
Forbes Travel Guide Forbes Travel Guide
4 Stars
"With its prime Magnificent Mile location and attractive, contemporary rooms, Four Seasons Hotel Chicago is a top choice for visiting celebrities." Full review
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Staypineapple, An Iconic Hotel, The Loop Chicago
8/10
1 W Washington St, Chicago, IL 60602
From $100/night
  • Pet Friendly
  • Bar/Lounge
  • Free Internet
  • Room Service
  • Laundry Service
  • Concierge
show all amenities
Michelin Guide Michelin Guide
"It's all very fancy, with gilded furnishings and tasseled silk canopy beds, but it's good to be king."
Frommer's Frommer's
"If you're looking to commune with Chicago history, this sophisticated small hotel delivers a one-of-a-kind experience." Full review
i
For views of both the city and lakefront, ask for a room on a high floor in the northeast corner.
Concierge Concierge
"For a historic stay with a dash of flash, the Burnham is the place."
Fodor's Fodor's
"The design aesthetic inside is pleasantly funky, with Art Deco touches and zebra and leopard prints on the rooms' terry robes." Full review
Travel + Leisure Travel + Leisure
"Perhaps no other hotel showcases Chicago’s impressive architectural history like the Burnham." Full review
i
Rest your head on down, foam, or even buckwheat ordered up from the hotel’s pillow menu.
Time Out Time Out
"This historic architectural treasure morphed from the Reliance Building into the Hotel Burnham. Yet a National Historic Landmark, the hotel isn't stuck in the 19th century." Full review
DK Eyewitness DK Eyewitness
"Set in the magnificent Daniel Burnham-designed Reliance Building, this stunning hotel is both classic and cheerfully contemporary."
BlackBook BlackBook
"A glamorous mix of historic location and modern style located in the Reliance Building, the world's first steel-frame skyscraper."
Zagat Zagat
4.5
"This “excellent” Kimpton boutique "just blocks away" from theaters and museums is a “superb restoration” of an 1895 skyscraper with “a lot of character” and “exceptional” rooms."
Condé Nast Traveler Condé Nast Traveler
82.6
"Named for Chicago architect Daniel Burnham, this steel-and-glass former office building with a terra-cotta facade in the downtown Loop receives perfect scores for its location across from Macy’s." Full review
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