Best Romantic Hotels in Chicago IL

15 HOTELS IN AND AROUND CHICAGO
Ivy Boutique Hotel
16 Photos
Ivy Boutique Hotel  
Hotel in Chicago IL  
Excellent 8.9
186 reviews
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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.
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.

Boutique Hotel
This traveler’s oasis has a stylish exterior matched by a modern earth-toned interior design combined with works of fine art from local artists.


 
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  


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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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A historic, top-rated Chicago hotel housed in a National Historic Landmark building that mingles with the Loop's most legendary architecture and business centers.
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!

Boutique Hotel
Historic Chicago architecture with mosaic floors and marble ceilings, royal colors with mahogany furnishings balanced by modern amenities.


 
The Silversmith Hotel
41 Photos
The Silversmith Hotel  
Hotel in Chicago IL  
Excellent 9.2
657 reviews
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Steps away from Chicago's top attractions, this hotel is the best choice for those seeking out the best in culture, arts, and sports.
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.

Boutique Hotel


 
Hotel Blake, an Ascend Hotel Collection Member
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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
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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
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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
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Cambria hotel & suites Chicago Magnificent Mile  
Hotel in Chicago IL  
Very Good 8.6
796 reviews
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A hip, comfortable and sophisticated hotel in Chicago's Streeterville neighborhood.
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.

Boutique Hotel
This boutique hotel embraces a casual chic vibe combining perfectly the warmth of home with the excitement of the 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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One of the finest historic downtown Chicago hotels offering luxury accommodations and the perfect place if you want to explore the Magnificent Mile.
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.

Luxury Hotel


 
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 with Gourmet Restaurants

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Ruby Room
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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

Accessible 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

Accommodation with Free Wi-Fi

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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.
Price range:
$ $ 0
$ $ 1000
Themes:
  •     Luxury
  •     Romantic
  •     Boutique
  •     Historic
  •     Beachfront
  •     Adult Only
  •     Castle
  •     Eco Friendly
  •     Ski In Ski Out
  •     Skyscraper
  •     Vineyard
  •     Monastery
  •     Yachting
  •     Palace
  •     Unusual
  •     Water Villas
  •     Haunted
  •     Aquarium
  •     Treehouse
Activities:
  •     Beach
  •     Ski
  •     Spa
  •     Nightlife
  •     Shopping
  •     Golf
  •     Cycling
  •     Hiking
  •     Horse Riding
  •     Scuba Diving
  •     Yoga
  •     Gourmet
  •     Casino
Suitability:
  •     Dog Friendly
  •   Dogs Stay Free
  •   Dog Play Area
  •   Dogs on Beds
  •   Blankets for Dogs
  •   Gift Basket for Dogs
  •   Dog Sitting
  •     Family
  •     Small
  •     Top Rated
  •     5 Star
  •     Business
  •     3 Star
  •     Accessible
  •     Cheap
  •     Convention
  •     4 Star
  •     Big
  •     Honeymoon
  •     Wedding
  •     Brand New
Facilities:
  •     Free Wi-Fi
  •     Parking
  •     Pool
  •   Outdoor Pool
  •   Indoor Pool
  •   Heated Pool
  •   Children's Pool
  •   Panoramic View Pool
  •   Infinity Pool
  •   Pool Lap Lanes
  •   Pool Bar
  •   Private Pool
  •   Pool Water Slide
  •   Rooftop Pool
  •   Pool Swim Up Bar
  •   Water Park
  •   Sea Water Pool
  •   Lazy River
  •   Pool Swimming Lessons
  •   Wave Pool
  •   Yoga at the Pool
  •   Hot Spring Pool
  •     Tennis
  •     Gym

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