8.0
Very Good
From $170
From $170
Info
A stunning architectural marvel steps away from the lakefront and within walking distance of popular attractions like Millennium Park and the Loop theater district.
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Hotel with Swimming Pool

Heated Pool    Pool Lap Lanes    Outdoor Pool  

Heated Pool    Pool Lap Lanes    Outdoor Pool  


Romantic Hotel

Eco Friendly Hotel


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9.1
Excellent
From $356
From $356
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 with Swimming Pool

Heated Pool    Panoramic View Pool    Pool Lap Lanes  

Heated Pool    Panoramic View Pool    Pool Lap Lanes  


Romantic Hotel


Dog Friendly Hotel

Dog Play Area  

Dog Play Area  


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Viceroy Chicago
Hotel in Chicago IL
Cook
9.0
Excellent
From $299
From $299
Info Categories
Hotel with Swimming Pool

Heated Pool    Rooftop Pool    Outdoor Pool  

Heated Pool    Rooftop Pool    Outdoor Pool  


Romantic Hotel


Dog Friendly Hotel


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7.4
Good
From $110
From $110
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool    Children's Pool    Pool Lap Lanes  

Heated Pool    Indoor Pool    Children's Pool    Pool Lap Lanes  


Romantic Hotel

Hotel near Golf Courses

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Chicago Marriott Naperville
Hotel in Naperville IL
Dupage
8.4
Very Good
From $170
From $170
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Heated Pool    Indoor Pool  


Romantic Hotel

Hotel with Parking

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The Palmer House Hilton
Hotel in Chicago IL
Cook
7.4
Good
From $199
From $199
Info
A legendary hotel in the heart of the city’s business, financial and theatre district steps from Millennium Park, the Art Institute of Chicago and Grant Park.
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Romantic Hotel


Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Heated Pool    Indoor Pool  


Historic Hotel

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The Langham Chicago
Hotel in Chicago IL
Cook
9.2
Excellent
From $436
From $436
Info
Located in downtown Chicago and housed in a skyscraper, The Langham Chicago is an iconic experience in and of itself. It has a large collection of Art displayed in the hotel premises for the guests to enjoy. Designed by a famous architect and offering stunning views of the city landscape, the Chicago River and Lake Michigan, this hotel is ideal for travelers who wish to experience the lavish side of Chicago. Its convenient location near popular landmarks, as well as its excellent services, from delightful dining options, to invigorating spa facilities and even a Kids' Suite and a Cinema Suite, make this hotel a favorite among guests.
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Romantic Hotel


Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Heated Pool    Indoor Pool  


Luxury Hotel


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8.7
Very Good
From $259
From $259
Info Categories
Romantic Resort


Resort with Swimming Pool

Heated Pool    Indoor Pool    Pool Lap Lanes    Outdoor Pool  


Luxury Resort


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Four Seasons Chicago
Hotel in Chicago IL
Cook
8.8
Excellent
From $410
From $410
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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Romantic Hotel


Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Heated Pool    Indoor Pool  


Luxury Hotel


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The Peninsula Chicago
Hotel in Chicago IL
Cook
9.4
Excellent
From $457
From $457
Info
Located in the heart of the vibrant Chicago, The Peninsula Chicago combines the most heartfelt hospitality with the most lavish accommodation in order to make every guest's stay as comfortable and unique as possible. From elegantly appointed rooms and suites to spacious meeting rooms and the exquisite rooftop bar that offers spectacular panoramic views over this marvelous city and its wonders, this hotel is certain to provide you with everything you might need whether traveling for leisure or business purposes, or hosting the most lavish wedding or conference.
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Romantic Hotel


Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Heated Pool    Indoor Pool  


Luxury Hotel


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JW Marriott Chicago
Hotel in Chicago IL
Cook
8.3
Very Good
From $233
From $233
Info
A landmark Chicago luxury hotel in the heart of one of the world's most powerful financial districts.
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Categories
Romantic Hotel


Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Heated Pool    Indoor Pool  


Luxury Hotel


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Original Springs Hotel
Hotel in Okawville IL
Washington
7.4
Good
From $77
From $77
Info Categories
Romantic Hotel


Hotel with Swimming Pool

Heated Pool    Indoor Pool  


Hotel with Spa


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Loews Chicago Hotel
Hotel in Chicago IL
Cook
9.0
Excellent
From $228
From $228
Info
Loews Chicago Hotel, situated near Navy Pier and the Magnificent Mile, offers guests spectacular city skyline and lake views in a luxurious setting. With 400 guestrooms, including 25 luxury suites, the hotel provides various amenities such as ETA Restaurant Bar, Lobby Lounge and Flavor by Loews Chicago Hotel, ensuring an authentic culinary experience. The hotel also features 31,000 square feet of indoor and outdoor meeting space, catering to events of all sizes with its award-winning services. Guests can enjoy personalized services, including complimentary shoe shines and experienced concierge assistance, making their stay comfortable and memorable.
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Categories
Romantic Hotel


Hotel with Swimming Pool

Heated Pool    Indoor Pool    Pool Lap Lanes  


Luxury Hotel


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7.9
Good
From $209
From $209
Info Categories
Romantic Hotel


Hotel with Swimming Pool

Heated Pool    Indoor Pool    Pool Lap Lanes  


Skyscraper Hotel


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8.7
Very Good
From $223
From $223
Info
A premier Chicago hotel steps away from upscale shopping, fine dining, the theater district, and Millennium Park. Revitalize in one of the 520 guestrooms and 40 suites featuring unique amenities.
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Categories
Romantic Hotel


Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Heated Pool    Indoor Pool  


Luxury Hotel


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7.9
Good
From $139
From $139
Info
Located amongst Chicago’s finest attractions the hotel has 455 spacious suites featuring private bedrooms and separate living areas, outfitted with 37-inch TVs, in addition to kitchenettes with refrigerators, microwaves and coffeemakers.
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Categories
Romantic Hotel


Hotel with Swimming Pool

Heated Pool    Indoor Pool  

Heated Pool    Indoor Pool  


Hotel for Honeymoon


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Chicago Marriott Schaumburg
Hotel in Schaumburg IL
Cook
8.3
Very Good
From $144
From $144
Info Categories
Romantic Hotel


Hotel with Swimming Pool

Heated Pool    Indoor Pool    Outdoor Pool  


Luxury Hotel


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Hilton Chicago
Hotel in Chicago IL
Cook
7.9
Good
From $199
From $199
Info Categories
Romantic Hotel


Hotel with Swimming Pool

Heated Pool    Indoor Pool    Pool Lap Lanes  


Luxury Hotel


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Wyndham Moline on John Deere Commons
Hotel in Moline IL
Rock Island
8.6
Very Good
From $114
From $114
Info Categories
Romantic Hotel


Hotel with Swimming Pool

Heated Pool    Indoor Pool  


Eco Friendly Hotel


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The Westin Chicago Northwest
Hotel in Itasca IL
Dupage
8.2
Very Good
From $126
From $126
Info Categories
Romantic Hotel


Hotel with Swimming Pool

Heated Pool    Indoor Pool  


Luxury Hotel


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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Romantic (41)
  •     Heated Pool (41)
  •     Pool (41)
  •     Indoor Pool (35)
  •     Pool Lap Lanes (8)
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