Staypineapple, An Iconic Hotel, The Loop
Hotel in Chicago IL
9.0
Excellent
From $223
From $223
Info
Staypineapple Chicago, An Iconic Hotel, is a distinguished establishment located in the heart of the Loop, offering an exceptional experience for luxury-seeking guests. Upon arrival, visitors are welcomed with refined decor, outstanding service and a range of carefully considered amenities that contribute to the hotel's esteemed reputation. Guestrooms feature a harmonious blend of modern and classic styles, with plush bedding, spacious bathrooms and numerous conveniences such as complimentary in-room coffee and tea, high-speed Wi-Fi and the exclusive Naked Experience with cozy robes and individual duvets. Guests are also invited to indulge in the exquisite culinary offerings at Atwood, the hotel's award-winning restaurant specializing in seasonal American cuisine and handcrafted cocktails. For a more relaxed dining experience, Staypineapple offers Afternoon Delights and Quick Bites & Bevvies to cater to a variety of cravings.
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Hotel for Honeymoon


Hotel with Free Wi-Fi


Boutique-style Hotel


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Trump International Hotel & Tower Chicago
Hotel in Chicago IL
9.1
Excellent
From $485
From $485
Info
Soaring 92 stories above the Loop and North Michigan Avenue, Trump International Hotel & Tower Chicago offers its guests a higher level of luxury with unrivaled hospitality. A total of 339 graciously appointed guestrooms and suites welcome you with custom designed furnishings, floor-to-ceiling windows and fully equipped kitchens.
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Hotel for Honeymoon


Hotel with Free Wi-Fi


Dog Friendly Hotel

Dog Play Area  

Dog Play Area  


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Four Seasons Chicago
Hotel in Chicago IL
8.8
Excellent
From $570
From $570
Info
Located steps from the Magnificent Mile and North Michigan Avenue’s best shopping the hotel's guest-room views of Lake Michigan and the city skyline will leave you speechless.
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Hotel for Honeymoon


Hotel with Free Wi-Fi


Luxury Hotel


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Ivy Boutique Hotel
Hotel in Chicago IL
8.5
Very Good
From $194
From $194
Info
Located just steps from the Magnificent Mile, the Ivy Boutique Hotel provides a luxury setting in a simplistic style. It has 63 guest rooms where you will get to enjoy the privacy of a luxury residence.
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Hotel for Honeymoon


Hotel with Free Wi-Fi


Family Friendly Hotel


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Omni Chicago Hotel
Hotel in Chicago IL
8.6
Very Good
From $267
From $267
Info
Located in the heart of the city on Michigan Avenue the hotel embraces the iconic architecture within Chicago, the redesign highlights historical elements of Louis Sullivan's intricate sketches and the Chicago School's building materials.
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Hotel for Honeymoon


Hotel with Free Wi-Fi


Luxury Hotel


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DoubleTree by Hilton Chicago Magnificent Mile
Hotel in Chicago IL
7.8
Good
From $202
From $202
Info Categories
Hotel for Honeymoon


Hotel with Free Wi-Fi


Family Friendly Hotel


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Warwick Allerton Chicago
Hotel in Chicago IL
8.3
Very Good
From $143
From $143
Info Categories
Hotel with Free Wi-Fi


Hotel for Honeymoon


Family Friendly Hotel


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Silversmith Hotel Chicago Downtown
Hotel in Chicago IL
8.6
Very Good
From $217
From $217
Info
Steps away from Chicago's top attractions, this hotel is the best choice for those seeking out the best in culture, arts, and sports.
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Hotel for Honeymoon


Hotel with Free Wi-Fi


Historic Hotel


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Level Chicago - Fulton Market
Hotel in Chicago IL
7.4
Good
Info Categories
Hotel for Honeymoon


Hotel with Free Wi-Fi


Hotel with Spa


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Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Aparthotel in Chicago IL
7.6
Good
From $190
From $190
Info Categories
Aparthotel for Honeymoon


Aparthotel with Free Wi-Fi


Small Aparthotel


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Travelodge by Wyndham Downtown Chicago
Hotel in Chicago IL
7.3
Good
From $106
From $106
Info Categories
Hotel with Free Wi-Fi


Hotel for Honeymoon


Family Friendly Hotel


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Chinatown Hotel Chicago
Hotel in Chicago IL
5.7
Rated
From $81
From $81
Info Categories
Hotel with Free Wi-Fi


Hotel for Honeymoon


Cheap Hotel


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Holiday Inn - Chicago Dwtn - The Mart by IHG
Hotel in Chicago IL
8.2
Very Good
Info Categories
Hotel for Honeymoon


Hotel with Free Wi-Fi


Hotel with Parking


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Hyatt House Chicago West Loop-Fulton Market
Hotel in Chicago IL
8.5
Very Good
From $233
From $233
Info Categories
Hotel for Honeymoon


Hotel with Free Wi-Fi


Family Friendly Hotel


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7.6
Good
Info Categories
Aparthotel for Honeymoon


Aparthotel with Free Wi-Fi


Luxury Aparthotel


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8.2
Very Good
Info Categories
Aparthotel with Free Wi-Fi


Aparthotel for Honeymoon


Aparthotel with Gym


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Sonder by Marriott Bonvoy Greektown Apartments
Aparthotel in Chicago IL
7.7
Good
Info Categories
Aparthotel for Honeymoon


Aparthotel with Free Wi-Fi


Luxury Aparthotel


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7.8
Good
From $189
From $189
Info Categories
Hotel for Honeymoon


Hotel with Free Wi-Fi


Hotel near Golf Courses


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7.4
Good
From $167
From $167
Info Categories
Hotel for Honeymoon


Hotel with Free Wi-Fi


3-Star Hotel


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Inn of Chicago
Hotel in Chicago IL
7.6
Good
From $217
From $217
Info Categories
Hotel for Honeymoon


Hotel with Free Wi-Fi


Boutique-style Hotel


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*Additional taxes or fees may apply. Please check the final price before completing your booking.
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