The 13 Best Romantic Hotels in Chicago

The Peninsula Chicago

When booking a couples' city break in Chicago there are a wide range of hotels to choose from. Whether you are looking for a downtown stay where you can easily immerse yourselves in the city's vibrant cultural and restaurant scene, or you want a cosy hideaway, there are properties to suit most tastes and budgets. Our hotel experts have scanned the city in search of the best romantic hotels in Chicago. Chosen on their design, service, location and amenities we've selected charming adult-only B&Bs, all-out luxury stays, grand historic properties, and hotels with stand-out restaurants. So why not browse through our collection to start planning that trip away for two?

For luxury

Viceroy Chicago

  • Viceroy Chicago is a magnificent hybrid of old and new; a perfectly preserved 1920's facade attached to a glistening glass tower in downtown Chicago. Inside you will find the same paradoxes; the rooms are spectacular and so are the views from their floor to ceiling windows. The sexy rooftop bar (with a pool) is perfect for romantic evenings as is The Somerset restaurant downstairs. Luxury defined.
  • The Peninsula Chicago stands out for its dignified grandeur. Expect luxury touches such as specially commissioned artworks and glorious soaking tubs (perfect for two) with epic city views. With three award-winning restaurants and a spa that offers treatments inspired by Ayurvedic and Asian philosophies — you'll want for nothing here.
  • The Hoxton Chicago is a high-end luxury hotel within easy reach of the city centre and Chicago’s best nightlife spots. Couples should choose one of the Cosy Up rooms with dual aspect city views from the bed. Complete with a rooftop pool and a range of restaurants — this is a good choice for the young and trendy.
  • The Langham, Chicago is well located on the river in downtown. Elegant rooms are classic in their design with views from picture windows stealing the show. Amenities include an exclusive members club, gym, restaurant, bar, award-winning spa and indoor pool. A 'has-it-all' option for a luxury couples' break.

For a boutique

The Gwen

  • The Gwen has undergone a divine transformation from a historic building to a luxury boutique hotel. Art Deco glamour reigns supreme in the rooms, restaurants and the chic wrap-around rooftop bar. Expect jewel tones, gold fittings, glossy marble & epic city views. A sexy and stylish stay.

For a historic stay

The Blackstone

  • The Talbott Hotel is a glamorous Great Gatsby style hotel and a perfect base for romance. Set in a beautifully refurbished 1920's building in downtown Chicago, comfortable and spacious rooms have been carefully crafted by local designers. The popular on-site restaurant draws crowds, as do the cocktails at the vintage bar. An elegant choice.
  • The tallest building in the city when it opened, The Blackstone is a historic grand dame updated to the 21st Century. Expect wood-panelling, chandeliers and double-height ceilings combining with buzzing restaurants, an extensive art collection and quirky modern furniture. Having hosted many Presidents and celebrities, you can be sure of a very luxurious stay. A real destination hotel for couples.

For a B&B

Bishops Hall

  • The Sono is a lovely boutique B&B in the Old Town. Immaculate light-filled rooms are serene yet homely. A dreamy country kitchen with relaxed benches, a roof-top with city views and fire-side sitting rooms seal the deal. The adults-only policy make this the perfect cosy love nest.
  • Villa d'Citta is an Italian-themed B&B in a leafy residential neighbourhood. Built in the 1880s, expect high ceilings, wooden pillars and Georgian windows. Spacious suites channel a Mediterranean feel with marble baths, Roman busts and antique beds. Relax by the fire or soak in the outdoor hot tub. Made for couples.
  • Bishops Hall is a grand Georgian-Revival B&B with glamorous period drama. Romantic rooms bring the past to life; expect four-poster beds, oriental rugs, gilded portraits and Chinese porcelain. Fire-side tea-time and musical evenings are the cherry on the cake.
  • Harvey House Bed and Breakfast is a small yet sophisticated B&B located in leafy Oak Park. Rooms and suites have been lovingly designed and decorated; you'll find antique beds, exotic patterned rugs, burning fires and atmospheric slanting ceilings. A cosy hideaway for two.

For foodies

Nobu Hotel Chicago

  • At Nobu Hotel Chicago, sexy city style meets world-class cuisine on Chicago's 'restaurant row'. Rooms are a masterclass in luxurious restraint; think 'wow' floor-to-ceiling views, Japanese tubs and Asian-inspired minimalist furniture. Enjoy Nobu culinary favourites, a slick indoor pool and skyline facing rooftop terrace. Perfect for a food-centric and luxurious couples' break.

For great value

Claridge House

  • Claridge House offers boutique luxury for those on a budget. Muted rooms are designed to feel like home with cosy throws, Netflix, spa showers and eclectic artwork. A spa and beautiful French bistro-style bar make this ideal for a romantic and affordable getaway.

Still not sure where to book?

  • Browse our list of the best places to stay in Chicago.
  • Refine your search and look at the best hotels in West Loop, Chicago or the best hotels with rooftop pools in Chicago or the best five-star hotels in Chicago.
  • Check out all our recommendations in Illinois.
  • Alternatively, you could contact one of our friendly Gurus for personalised advice.
    • The Sono Chicago (Old Town) 8 rooms from CA$209

      Romantic Break  -  Adult-only, this property excels in grown-up peace and quiet. Check-in to spend uniterrupted quality time together
      Local exploring  -  Explore Chicago's charming Old Town neighbourhood with its shops, parks and restaurants
      Views  -  There are great city views from the rooftop deck
      Adult Only
      Air conditioningViewsParkingNo pets

      Boutique B&B in the Old Town. Immaculate light-filled rooms are serene yet homely with soft monochrome colour schemes, fluffy carpets and walk-in showers. A dreamy country-kitchen with relaxed benches, roof-top with city views and fire-side sitting rooms seal the deal. Cosy contemporary love nest. See More

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    • Villa d'Citta Chicago (Lincoln Park) 6 rooms from CA$211

      Romantic Break  -  Enjoy laid-back luxury, a strong sense of privacy and the feel of staying at a home-away-from-home
      Sights nearby  -  It's just over 20 minutes by public transport into downtown Chicago to explore the Magnificent Mile
      Romantic  -  Good for couples.
      Full of character
      Air conditioningGardenDisabled accessParkingNo pets

      Italian-themed B&B in a leafy residential neighbourhood. Built in the 1880s, expect high ceilings, wooden pillars and Georgian windows. Spacious suites channel a Mediterranean feel with marble baths, Roman busts and antique beds. Relax by the fire or soak in the outdoor hot tub. Made for couples. See More

      Check Availability
    • Nobu Hotel Chicago Chicago (West Loop) 115 rooms from CA$276

      Foodies  -  Nobu's black cod & iconic Bento Boxes are famous the world over. Enjoy Japanese culinary delights without the need to head home
      Romantic Break  -  Spend afternoons by the indoor pool before a special evening of dinner and cocktails with incredible Chicago skyline views
      Great walks  -  Walk off delicious meals with a wander down West Randolph Street, the city's foodie hotspot
      Local markets  -  Walk to nearby Chicago French Market, the city’s only year-round indoor marketplace
      Air conditioningRestaurantSwimming PoolViews

      Sexy city style meets world-class cuisine on Chicago's 'restaurant row'. Rooms are a masterclass in luxurious restraint; think 'wow' floor-to-ceiling views, Japanese tubs and Asian-inspired minimalist furniture. Enjoy Nobu culinary favourites, slick indoor pool and skyline-facing rooftop terrace. See More

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    • Claridge House Chicago (Near North Side) 165 rooms from CA$182

      Local exploring  -  While Gold Coast is known as a residential area, it's surprisingly close to many of the city's top sites
      Spa  -  Spa at the Gold Coast offers a range of treatments and massages using quality products designed to rejuvenate all skin types
      Great walks  -  Start your day with a stroll to the lakefront or a jog in Lincoln Park
      Designer  -  Uniquely designed interiors.
      SpaRestaurantPet friendlyDisabled accessParking

      Boutique luxury for those on a budget. Inviting public areas are a stylish mishmash of textures, textiles and tones with mid-century funiture. Muted rooms are designed to feel like home with cosy throws, Netflix, spa showers and eclectic artwork. There's a spa & beautiful French bistro-style bar. See More

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    • The Gwen Chicago (Near North Side) 311 rooms from CA$201

      City Style  -  Will suit those after a brilliant location, understated luxury, beautiful interiors and excellent dining experiences
      Sights nearby  -  Chicago is an architectural heaven. In the area look out for the Wrigley Building, neo-Gothic Tribune Tower & Time Life Building
      Great walks  -  The property is just 2 blocks from the Chicago River; easily get onto the city's scenic River Walk
      Views  -  All the suites come with spectacular city views
      Air conditioningRestaurantPet friendlyDisabled accessViews

      Divine transformation from a historic building to a luxury boutique hotel. 1920s sculptor Gwen Lux is behind the façade; Art Deco glamour reigns supreme in the rooms, restaurants & a wrap-around rooftop bar. Expect jewel tones, gold fittings, glossy marble & epic city views. A sexy & stylish stay. See More

      Check Availability
    • The Talbott Hotel Chicago (Near North Side) 149 rooms from CA$222

      City Style  -  This hotel harks back to glory days of Chicago in the 1920's- a masterpeice of gleaming marble and vintage fixtures
      Designer Shopping  -  Just down the road you will find the Magnificent Mile of Michigan Avenue, famed for its designer shopping
      Hotel Entertainment  -  20 East the hotel's restaurant is somewhat of a local hotspot and tends to become lively on the weekends
      Sights nearby  -  The renowned House of Blues music venue is less than a mile away and well worth a visit
      Air conditioningRestaurantDisabled access
      Recommended by  -  Tablet

      A glamorous great Gatsby style hotel, in a beautifully refurbished 1920's building in downtown Chicago. The comfortable and spacious rooms have been carefully crafted by local designers. The popular on site restaurant draws crowds, as do the cocktails at the vintage bar. An elegant spot. See More

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    • The Blackstone Chicago (The Loop) 335 rooms from CA$246

      City Style  -  A Chicago institution dripping in history which feels cool, chic and on the pulse
      Great walks  -  Grant Park is literally on the doorstep. Explore Millenium Park, world-famous Cloud Atlas and Buckingham Fountain
      Views  -  Many rooms have views of Lake Michigan and Grant Park
      Restaurant  -  Recommended.
      Air conditioningRestaurantGardenPet friendlyDisabled accessViews

      Historic grand-dame updated for the 21st-century. Built in the Beaux-Art era, this city-centre luxury hotel is the epitome of boutique glamour. Wood-panelling, chandeliers & double-height ceilings combine with buzzing restaurants, extensive art collection & quirky modern furniture to great effect. See More

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    • Harvey House Bed and Breakfast Chicago (Oak Park) 5 rooms from CA$270

      Local exploring  -  Exploring nearby Chicago is easy as a nearby train leaves for the centre every 8 minutes. Oak Park has restaurants & galleries
      City Style  -  A cosy home-away-from-home from which to explore Chicago if you fancy escaping the hustle and bustle
      Sights nearby  -  The Frank Lloyd Wright Home and Studio is worth exploring, as well as Chicago's Architecture Center
      Restrictions on children  -  Children over 12 years of age are welcome
      Air conditioningParkingNo pets

      A small yet sophisticated and stylish B&B located in Oak Park, a leafy village within the Chicago municipality. 5 rooms and suites have been lovingly designed and decorated; expect antique beds, exotic patterned rugs, burning fires and atmospheric slanting ceilings. Many dining options are nearby. See More

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    • Viceroy Chicago Chicago (Near North Side) 180 rooms from CA$282

      City Style  -  A historic 1920's facade married to a glorious waved glass tower, with interiors by TAL Studio- the result will not disappoint
      Sights nearby  -  Just down the road is the Oak Street Beach, a sandy shore of Lake Michigan where one can swim and lounge in the sun
      Views  -  Great views from hotel
      Designer  -  Uniquely designed interiors.
      Air conditioningRestaurantSwimming PoolPet friendlyDisabled accessViewsParking
      Recommended by  -  Tablet

      A magnificent hybrid of old and new, a perfectly preserved 1920's facade attached to a glistening glass tower. Inside you will find the same paradoxes, the rooms are spectacular and so are the views from their floor to ceiling windows. The rooftop bar draws a crowd, as does The Somerset downstairs. See More

      Check Availability
    • The Peninsula Chicago Chicago (Near North Side) 339 rooms from CA$658

      Spa  -  The Peninsula Spa is inspired by Ayurvedic and Asian philosophies, wih massages and therapy treatments to soothe any ailment.
      Sights nearby  -  The Museum of Contemporary Art, Driehaus Museum and beloved Chicago Water Tower are all a 5 minute stroll from the Peninsula.
      Lively area  -  Located in the Near North area of Downtown Chicago, along the electric Magnificent Mile.
      Restaurant  -  The Lobby is an elegant location serving contemporary American cuisine.
      Air conditioningSpaRestaurantSwimming PoolDisabled accessViewsParking
      Recommended by  -  Tablet

      The Peninsula exudes dignified grandeur. Rooms feature touches of high-class elegance such as Bernaudaud china, soaking tubs in bathrooms and specially commissioned art. Impeccable views of glittering downtown Chicago from most rooms and suites. Pool, gym, spa, three award-winning restaurants. See More

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    • The Hoxton Chicago Chicago (Fulton Market) 182 rooms from CA$236

      City Style  -  Offering a sophisticated and stylish air in an exciting, gourmet neighbourhood a short journey from the city centre
      Business meetings  -  The hotel boasts excellent meeting facilities and rooms perfectly suited for the travelling businessperson
      Local markets  -  Fulton Market takes its name from the world class food markets and dining in the area
      Sights nearby  -  The Oprah Winfrey show is filmed at the nearby Harpo Studios, a popular attraction
      Air conditioningRestaurantSwimming PoolPet friendlyDisabled accessParking

      A high-end luxury hotel in easy reach of the city centre and Chicago’s best nightlife spots, ideally designed and equipped for business or pleasure. Public spaces and rooms are bright and elegant, making excellent use of space, and the rooftop pool and range of restaurants won't fail to impress. See More

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    • The Langham, Chicago Chicago (Near North Side) 268 rooms from CA$724

      Sights nearby  -  Located right next to the ostentatious and famous Trump Tower and less than a mile from the Museum of Contemporary Art.
      Spa  -  The award winning Chuan Spa offers a range of holistic treatments to relax, renew and pamper
      Swimming Pool  -  67 foot heated indoor pool
      Views  -  Great views from hotel
      Air conditioningSpaRestaurantSwimming PoolPet friendlyDisabled accessViewsParking

      Overlooking the Chicago River and surrounded by downtown Chi-town skyscrapers, this hotel is a glamorous choice for the discerning traveller. Rooms feature a cream canvas, dark polished woods and royal purple throws. Gym, spa, pool. Exclusive private members' club with city views. Restaurant, bar. See More

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Written by Katie Harris

posted Monday, 21st June 2021