The Langham Chicago
94 Photos
The Langham Chicago  
Hotel in Chicago IL  
Excellent 9.6
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Romantic Hotel

This romantic hotel features a riverfront spot in the heart of Chicago.
 
Waldorf Astoria Chicago
38 Photos
Waldorf Astoria Chicago  
Hotel in Chicago IL  
Excellent 9.3
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Romantic Hotel

The rooms of this romantic hotel rooms are styled with modern designs and rich fabrics and they have a fireplace or sofa bed.
 
Thompson Chicago
58 Photos
Thompson Chicago  
Hotel in Chicago IL  
Excellent 9.3
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Romantic Hotel

Imagine your own luxury studio in the skies overlooking the Gold Coast neighborhood’s leafy streets, enjoying sweeping floor-to-ceiling views of the Chicago skyline.
 
Kimpton Hotel Palomar Chicago
65 Photos
Kimpton Hotel Palomar Chicago  
Hotel in Chicago IL  
Excellent 9
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Romantic Hotel

The hotel's suites offer you the possibility to retire to your plush king bed or enjoy a relaxing hot soak in your Fuji Whirlpool Soaking Tub.
 
Kimpton Hotel Monaco Chicago
37 Photos
Kimpton Hotel Monaco Chicago  
Hotel in Chicago IL  
Excellent 9.3
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Romantic Hotel

The River View Mediterranean Spa Suite offers sweeping views of the Chicago River and surrounding cityscape. The window seating, the living room and the two-person Jacuzzi tub are the perfect complement for a romantic atmosphere.
 
Renaissance Chicago Downtown Hotel
50 Photos
Renaissance Chicago Downtown Hotel  
Hotel in Chicago IL  
Excellent 9
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Romantic Hotel

The spacious rooms and suites boast unique amenities with marble accents complimented by stunning skyline views of the city's architecture.
 
Park Hyatt Chicago
90 Photos
Park Hyatt Chicago  
Hotel in Chicago IL  
Excellent 9.1
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Romantic Hotel

The downtown Chicago hotel suites showcase the sophistication of a premier luxury hotel. Relax in 1,850 square foot Water Tower Suite or enjoy the lavish décor of the Lake Suite designed with Bottega Veneta, both with magnificent views of Lake Michigan.
 
Radisson Blu Aqua Hotel Chicago
106 Photos
Radisson Blu Aqua Hotel Chicago  
Hotel in Chicago IL  
Excellent 8.9
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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.

Romantic Hotel


Hotel with Swimming Pool

Visitors can take a break on the sundeck or dive into the refreshing pool for a few laps of swimming. During the summer months keep up with your fitness regimen swimming in the 25-yard lap pool. If you want to work out indoors, the hotel features also an indoor swimming pool.  Accessible Pool    Pool Bar    Heated Pool    Pool Lap Lanes    Outdoor Pool  More details...


Dog Friendly Hotel

  Dogs Stay Free  More details...


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Wyndham Grand Chicago Riverfront
20 Photos
Wyndham Grand Chicago Riverfront  
Hotel in Chicago IL  
Very Good 8.6
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Romantic Hotel

With stunning views of the Chicago River and city skyline and plush oversized hotel rooms and suites, this hotel is a perfect romantic destination.
 
The Silversmith Hotel
41 Photos
The Silversmith Hotel  
Hotel in Chicago IL  
Excellent 9.1
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Romantic Hotel

The hotel features a "Chicago Romantic Getaway" package that includes luxurious accommodations, breakfast in bed, a map of jeweler row and a bottle of champagne and amenity in room upon arrival.
 
Hampton Inn Majestic Chicago Theatre District
43 Photos
Hampton Inn Majestic Chicago Theatre District  
Hotel in Chicago IL  
Excellent 9
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Romantic Hotel

A unique, romantic hotel which offers a sophisticated blend of cosmopolitan flair and historic Chicago right in Chicago's Loop.
 
Ivy Boutique Hotel
16 Photos
Ivy Boutique Hotel  
Hotel in Chicago IL  
Excellent 9
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Romantic Hotel

Guests can enjoy the tranquil setting of our rooftop bar the Sky Terrace during the summer months, the small plates and signature cocktails delivered to their suite, or visit DiVine Lounge open year-round.
 
The Palmer House Hilton
43 Photos
The Palmer House Hilton  
Hotel in Chicago IL  
Very Good 8.3
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Romantic Hotel

Enjoy elegance and comfort in your guest room or suite at this romantic hotel, along with complimentary continental breakfast and an honor bar with evening appetizers.
 
Acme Hotel Company Chicago
14 Photos
Acme Hotel Company Chicago  
Hotel in Chicago IL  
Excellent 9.1
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Romantic Hotel

Most of the suites have a king size bed and spa inspired bathrooms with extra large backlit mirrors and a fun night light.
 
Hampton Inn & Suites Chicago-Downtown
45 Photos
Hampton Inn & Suites Chicago-Downtown  
Hotel in Chicago IL  
Excellent 8.8
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A great value hotel in downtown Chicago. Each one of the 230 guest rooms and suites offers a sumptuous bed, free WiFi and a 37-inch TV.

Romantic Hotel


Hotel with Swimming Pool

The hotel features a year-round indoor swimming pool.  Indoor Pool  


Hotel for Honeymoon


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Eurostars Magnificent Mile
47 Photos
Eurostars Magnificent Mile  
Hotel in Chicago IL  
Excellent 9
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One of the most unique hotels in Chicago offering an artful juxtaposition that balances the beauty of natural elements with state-of-the-art technologies. Natural, sustainable woods and warm earth tones create the ideal atmosphere for your getaway.

Romantic Hotel


Boutique Hotel


Luxury Hotel


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Staypineapple, The Loop
82 Photos
Staypineapple, The Loop  
Hotel in Chicago IL  
Excellent 9.1
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Romantic Hotel

Have an unforgettable romantic stay at a National Historic Landmark building that was built in 1895 and it was considered one of the city's first skyscrapers!
 
Embassy Suites Chicago Downtown Magnificent Mile
63 Photos
Embassy Suites Chicago Downtown Magnificent Mile  
Hotel in Chicago IL  
Very Good 8.6
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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.

Romantic Hotel


Hotel for Honeymoon

The hotel boasts a variety of comfortable and luxurious suites, perfect to spend a private and romantic honeymoon vacation with your loved one.


Hotel with Swimming Pool

Take a dip in the pool enjoying the upscale relaxed environment.  Heated Pool    Indoor Pool  


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Ambassador Chicago
13 Photos
Ambassador Chicago  
Hotel in Chicago IL  
Very Good 8.3
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Romantic Hotel

The Screening Room/Back Room hosts comfortable lounges and intimate seating around a 110” screen if you want to watch your favorite movie screenings in Chicago, video installations, sporting events, poetry readings, original music performances or just relax. The Screening Room/Back Room is also available for private events and dinners.
 
Hotel Lincoln, a Joie de Vivre Hotel
56 Photos
Hotel Lincoln, a Joie de Vivre Hotel  
Hotel in Chicago IL  
Very Good 8.6
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Romantic Hotel

Fully renovated in 2012, this romantic hotel features sweeping views of Lake Michigan and Lincoln Park, best experienced by visiting its famous rooftop bar.
 
*Prices above are average nightly rates as provided by our partners for one room, double occupancy and might not include all taxes and fees. Please see our booking partners websites for full details.
Categories:
  •     Romantic (109)
  •     Nightlife (70)
  •     Honeymoon (60)
  •     Parking (58)
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  •     Heated Pool (11)
  •     Skyscraper (7)
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  •     5 Star (5)
  •     Dogs Stay Free (5)
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  •     Pool Lap Lanes (4)
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