8.7
Very Good
From $218
From $218
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 with Free Wi-Fi


Accessible Hotel


Boutique-style Hotel


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8.7
Very Good
From $219
From $219
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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Accessible Hotel


Romantic Hotel


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8.3
Very Good
From $154
From $154
Info Categories
Hotel with Free Wi-Fi


Accessible Hotel


Luxury Hotel


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7.9
Good
From $143
From $143
Info Categories
Hotel with Free Wi-Fi


Accessible Hotel


Hotel with Swimming Pool

Heated Pool    Rooftop Pool    Outdoor Pool  

Heated Pool    Rooftop Pool    Outdoor Pool  


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7.6
Good
From $129
From $129
Info
Hotel Saint Clair, situated near Chicago's Magnificent Mile, provides a modern and inspiring gateway to the city's most exciting experiences. This 16-story, art-inspired boutique hotel offers a unique retreat while preserving its original historical architecture. The eclectic lobby invites relaxation, and the hotel boasts contemporary amenities such as a state-of-the-art fitness center, craft coffee bar and updated guest rooms. Accommodations include options like the Superior King, King Suite and Standard Double rooms, each catering to different preferences and featuring various amenities. Located in the lively Streeterville neighborhood, Hotel Saint Clair is close to major attractions like the Lincoln Park Zoo, 360 Chicago Observatory, Navy Pier and the Chicago Theatre. The hotel seamlessly incorporates the neighborhood's dynamic blend of architecture, art, food and fashion, providing an immersive experience for visitors. Hotel Saint Clair's unique amenities, including an on-site restaurant and fitness center, make it an ideal destination for travelers looking to explore the best of Chicago.
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Dog Friendly Hotel

Dogs Stay Free  

Dogs Stay Free  


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7.3
Good
Info Categories
Hotel with Free Wi-Fi

Accessible Hotel

Hotel near Golf Courses

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9.1
Excellent
From $454
From $454
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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Dog Friendly Hotel

Dog Play Area  

Dog Play Area  


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8.3
Very Good
From $130
From $130
Info Categories
Hotel with Free Wi-Fi

Accessible Hotel

Hotel near Ski Resorts

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Omni Chicago Hotel
Hotel in Chicago IL
8.6
Very Good
From $243
From $243
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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8.2
Very Good
From $174
From $174
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Accessible Hotel


Luxury Hotel


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Four Seasons Chicago
Hotel in Chicago IL
8.9
Excellent
From $466
From $466
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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Ivy Boutique Hotel
Hotel in Chicago IL
8.5
Very Good
From $171
From $171
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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Family Friendly Hotel


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Warwick Allerton Chicago
Hotel in Chicago IL
7.4
Good
From $124
From $124
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Hotel with Free Wi-Fi


Accessible Hotel


Hotel for Honeymoon


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6.3
Rated
From $106
From $106
Info Categories
Hotel with Free Wi-Fi


Accessible Hotel


Hotel for Honeymoon


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4.5
Rated
From $61
From $61
Info Categories
Hotel with Free Wi-Fi


Accessible Hotel


Hotel for Honeymoon


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5.3
Rated
From $61
From $61
Info
Red Roof Inn Chicago-O'Hare Airport\/Arlington Heights is a pet-friendly hotel located just a few miles from popular attractions including Woodfield Mall, Arlington Park Raceway, O'Hare Airport and Allstate Arena. The hotel provides easy access to these attractions and features upgraded Wi-Fi, wall-mounted LCD TVs with a free expanded cable package including HBO and an on-site laundry facility. Guests can travel with their furry companions up to 80 pounds at no additional cost and children aged 17 and under stay for free. The hotel offers accessible guest rooms, a coin laundry facility, portable crib\/play yard availability and a snack center on the premises. Guests can find a variety of restaurants within walking distance, and transportation-wise, the hotel provides free parking and limited bus and truck parking.
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Dog Friendly Motel

Dogs Stay Free  


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Hotel with Spa


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7.9
Good
From $148
From $148
Info Categories
Hotel with Free Wi-Fi


Accessible Hotel


Hotel with Swimming Pool

Rooftop Pool    Outdoor Pool  


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New Relax INN
Motel in Bridgeview IL
Info Categories
Motel with Free Wi-Fi


Accessible Motel


Motel with Rooms With Jacuzzi / Hot-tub


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Apartment with Free Wi-Fi


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Family Friendly Apartment


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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Free Wi-Fi (47)
  •     Accessible (47)
  •     Parking (34)
  •     Dog Friendly (25)
  •     3 Star (21)
  •     Business (16)
  •     Gym (16)
  •     Honeymoon (15)
  •     Family (15)
  •     4 Star (14)
  •     Nightlife (12)
  •     Romantic (10)
  •     Pool (8)
  •     Luxury (8)
  •     Sustainability Journey (7)
  •     Outdoor Pool (5)
  •     Heated Pool (5)
  •     Small (4)
  •     Spa (4)
  •     Skyscraper (3)
  •     Indoor Pool (3)
  •     5 Star (3)
  •     Boutique-Style (2)
  •     Historic (2)
  •     Rooftop Pool (2)
  •     Ski (2)
  •     Golf (2)
  •     Dogs Stay Free (2)
  •     Panoramic View Pool (1)
  •     Rooms with Jacuzzi / Hot-Tub (1)
  •     Pool Lap Lanes (1)
  •     Dog Play Area (1)
  •     Yoga (1)
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