Ivy Boutique Hotel
16 Photos
Ivy Boutique Hotel  
Hotel in Chicago IL  
Excellent 8.9
186 reviews
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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.
 
Hampton Inn & Suites Chicago-Downtown
45 Photos
Hampton Inn & Suites Chicago-Downtown  
Hotel in Chicago IL  
Very Good 8.7
586 reviews
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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  


Family Friendly Hotel


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Staypineapple at The Alise Chicago
36 Photos
Staypineapple at The Alise Chicago  
Hotel in Chicago IL  
Excellent 9.1
825 reviews
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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!
 
The Silversmith Hotel
41 Photos
The Silversmith Hotel  
Hotel in Chicago IL  
Excellent 9.2
657 reviews
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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.
 
Hotel Blake, an Ascend Hotel Collection Member
16 Photos
Hotel Blake, an Ascend Hotel Collection Member  
Hotel in Chicago IL  
Excellent 8.9
353 reviews
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Romantic Hotel


Boutique Hotel


Luxury Hotel


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Holiday Inn Hotel & Suites Chicago - Downtown
76 Photos
Holiday Inn Hotel & Suites Chicago - Downtown  
Hotel in Chicago IL  
Good 7.8
209 reviews
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Romantic Hotel


Family Friendly Hotel


Hotel near Bars And Clubs


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Embassy Suites Chicago - Downtown
67 Photos
Embassy Suites Chicago - Downtown  
Hotel in Chicago IL  
Very Good 8.6
865 reviews
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Romantic Hotel


Luxury Hotel


Family Friendly Hotel


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Cambria hotel & suites Chicago Magnificent Mile
16 Photos
Cambria hotel & suites Chicago Magnificent Mile  
Hotel in Chicago IL  
Very Good 8.6
796 reviews
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Romantic Hotel

The over-sized guest rooms and suites styled with a splash of Chicago flair, showcase dreamy views which will ignite a romance with this extraordinary city.
 
The Blackstone, Autograph Collection
45 Photos
The Blackstone, Autograph Collection  
Hotel in Chicago IL  
Very Good 8.6
115 reviews
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Romantic Hotel

Renaissance Blackstone features a unique setting that will make your stay both extraordinary and memorable. Nothing can surpass the hotel's rich classical architecture, beautifully combined with contemporary accents.
 
River Hotel
19 Photos
River Hotel  
Hotel in Chicago IL  
Very Good 8.5
1788 reviews
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Romantic Hotel


Boutique Hotel


Hotel near Bars And Clubs


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Ruby Room
11 Photos
Ruby Room  
Chicago IL  
Very Good 8
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Romantic Accommodation


Historic Accommodation


Accommodation near Bars And Clubs


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Corporate Suites in the Heart of Magnificent Mile
3 Photos
Corporate Suites in the Heart of Magnificent Mile  
Apartments in Chicago IL  
Very Good 8.3
155 reviews
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Romantic Accommodation


Luxury Accommodation


Family Friendly Accommodation


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Marriott Marquis Chicago
Marriott Marquis Chicago  
Hotel in Chicago IL  
Very Good 8.3
34 reviews
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Romantic Hotel


Hotel with Parking


4-Star Hotel


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Corporate Suites Network 73 East Lake
Corporate Suites Network 73 East Lake  
Apartment in Chicago IL  
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Romantic Accommodation


Accommodation with Spa


Accommodation with Swimming Pool

  Heated Pool    Indoor Pool  


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East Bowen Avenue Apartment
East Bowen Avenue Apartment  
Apartment in Chicago IL  
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Romantic Accommodation


Family Friendly Accommodation


Small Accommodation


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*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 (15)
  •     Nightlife (12)
  •     4 Star (10)
  •     Parking (9)
  •     Luxury (8)
  •     Family (7)
  •     Pool (6)
  •     Boutique (6)
  •     Historic (5)
  •     3 Star (4)
  •     Indoor Pool (4)
  •     Small (4)
  •     Spa (2)
  •     Dog Friendly (2)
  •     Heated Pool (2)
  •     Yoga (1)
  •     Outdoor Pool (1)
  •     Children's Pool (1)
  •     Panoramic View Pool (1)
  •     Pool Lap Lanes (1)
  •     Rooftop Pool (1)

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