Whether you are visiting Chicago to immerse yourself in the renowned art scene, to admire the awe-inspiring architecture, to watch a sports match, or to feast at one of its acclaimed restaurants — booking one of the city's five-star hotels will make your trip all the more memorable. Chicago has a wide range of luxury options from classic historic buildings with grand architecture to sleek contemporary stays in one of the towering skyscrapers. Our hotel experts have compiled a collection of the best five-star hotels in Chicago to make booking your next break a quick and easy choice. Whether you are on business, travelling with family, or a couple on a romantic city break — there is something for everyone here. So why not browse through our collection to start planning your stay?

For the city views

Ritz Carlton Chicago

  • Luxurious Ritz Carlton Chicago occupies floors between the 12th & 30th storeys of a Lake Michigan waterfront tower. Serene rooms feel like you're floating in the sky with phenomenal views and cloud-like beds. For those who appreciate birds-eye views from bed, fine dining, an A-list art collection and a spoiling spa — this is the one to book.

For a downtown location

  • The Langham, Chicago is a very well positioned option located on the river in downtown. Elegant rooms are classic in their design with views from picture frame windows stealing the show. Amenities include an exclusive members club, gym, restaurant, bar, award winning spa and indoor pool. A 'has-it-all' option, ideal for city exploring.
  • The Peninsula Chicago stands out for its perfectly central location and its dignified grandeur. Expect luxury touches such as specially commissioned artworks and glorious soaking tubs with epic city views. With three award-winning restaurants and a spa that offers treatments inspired by Ayurvedic and Asian philosophies — you'll wish for nothing here.
  • 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 rooftop bar draws a crowd, as does Somerset restaurant downstairs. Luxury defined.

For families

Four Seasons Chicago

  • Four Seasons Chicago is a luxury offering with excellent amenities and classic design. Adults will enjoy the full-service spa, hot tub, and bar while kids will be kept entertained at the kids club or playing in the indoor pool. With family suites and a concierge very willing to plan a day out with children, this is a great choice for a family city break.

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 city break.

Still not sure where to book?

The 6 Best Five-Star Hotels in Chicago

The Peninsula Chicago

Chicago (Near North Side)

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.

  • 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.
from CA$701 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Four Seasons Chicago

Chicago (Near North Side)

All rooms and suites are stylishly furnished with French furniture, floral motifs, art adorning the walls, and shades of plum, champagne, rose and dove grey. Beautiful views over Chicago or Lake Michigan. Spectacular indoor pool under a domed skylight. Gym, full-service spa, hot tub, restaurant.

  • Sights nearby - In downtown Chicago there is a multitude of architectural splendour, museums and art galleries in the near vicinity.
  • Restaurant - With views over the lake, you can enjoy a meal of gourmet farm-to-table regional fare in an elegant location.
  • Views - Panoramic views over Chicago and Lake Michigan.
  • Spa - Body treatments, facial, massages and sauna.
from CA$806 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Langham, Chicago

Chicago (Near North Side)

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.

  • 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
from CA$771 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Viceroy Chicago

Chicago (Near North Side)

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.

  • 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
  • Designer
from CA$300 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Ritz Carlton Chicago

Chicago (Near North Side)

Luxury urban resort spread between the 12th & 30th floors of a Lake Michigan tower. Serene rooms feel like you're floating in the sky with phenomenal views and cloud-like beds. Enjoy the Italian steakhouse, spa, indoor pool, and a very cool rooftop bar. Classic contemporary city luxury, a safe bet.

  • Designer Shopping - The hotel is attached to Water Tower Place, home of Macy's, so it's not far to the shops. Michigan Avenue is just a block away
  • City Style - If you appreicate birds-eye views from bed, fine dining, an A-list art collection and spoiling spa, this is the place for you
  • Families - Kids are very welcome; on arrival they pick a toy of their choice, plus special kid's healthy menu & candy cart room service
  • Spa - Overseen by the experts at Kalma Spas, treatments, including facials and massages, are designed to heal, relax and renew
from CA$575 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Nobu Hotel Chicago

Chicago (West Loop)

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.

  • 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
from CA$294 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Written by Katie Harris

Sign up to our weekly newsletter

No spam. Only sweet updates about the latest hotel openings and the best places to stay.