A curved pathway with a metal fence, flowering trees, and a street lamp.

Find 5 Star Hotels in Northwest Side, IL from ￥22,651

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Northwest Side 5 Star Hotels

Tonight
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Northwest Side 5-star hotels

A person sitting by a window with a view of a cityscape, including a tall tower.
A couple walking through a spacious lobby with marble flooring, large white floral arrangements, and a modern staircase in the background.
A group of people on a boat with a city skyline in the background.
A modern bar area with a central bar and multiple stools, surrounded by a high ceiling with a decorative light fixture.

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Downtown Chicago
United States
Edda
￥82,170
￥97,694 total
includes taxes & fees
Nov 15 - Nov 16
Four Seasons Hotel Chicago
A cityscape with a river, a bridge, and a dining area with tables and chairs.
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.
A modern hotel room with large floor-to-ceiling windows offering a city view.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
United States
Cecille
￥72,887
￥86,655 total
includes taxes & fees
Nov 1 - Nov 2
Trump International Hotel & Tower Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.
A swimming pool with a ceiling of lights, large windows, and potted plants.

3. The Langham, Chicago

The Langham, Chicago
Downtown Chicago
United States
Saramae
￥82,486
￥98,069 total
includes taxes & fees
Nov 15 - Nov 16
The Langham, Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
A modern indoor pool area with large windows, potted palm plants, and lounge chairs.
A modern bar area with a checkered floor, bar stools, and a bartender.
A rooftop bar with seating and a view of the city skyline at night.

4. The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
United States
Melinda
￥98,763
￥117,422 total
includes taxes & fees
Nov 15 - Nov 16
The Peninsula Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
A bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.
A couple dining on a balcony with a cityscape view.
A bar area with a long counter, multiple stools, and a seating area with a booth.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
United States
Luis
￥82,605
￥98,209 total
includes taxes & fees
Nov 15 - Nov 16
Waldorf Astoria Chicago
A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.
A modern hotel room with a large window, a wooden desk, a bathroom with a mirror, and a view of the cityscape.
A modern lobby with a sofa, a coffee table, and a vase of flowers.
A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.

6. Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
United States
Abhay
￥71,860
￥89,383 total
includes taxes & fees
Nov 15 - Nov 16
Nobu Hotel Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.
A woman sitting by a window with a city view, holding a cup and saucer.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.

7. Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
United States
Tom
￥86,895
￥103,309 total
includes taxes & fees
Nov 1 - Nov 2
Park Hyatt Chicago
A 3D floor plan of a hotel room with a bed, a sitting area with a table and chairs, a bathroom with a shower and toilet, and a small balcony.
A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.
A spacious lobby with a central seating area, a reception desk, and a large chandelier.

8. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
Downtown Chicago
United States
Krikour
￥79,919
￥95,017 total
includes taxes & fees
Nov 1 - Nov 2
The Ritz-Carlton, Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.
A dining area with wicker chairs and tables, overlooking a marina with boats and a Ferris wheel.
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.
A modern hotel entrance with a prominent "STREGIS" sign, large glass windows, and a well-lit facade.

9. The St. Regis Chicago

The St. Regis Chicago
Downtown Chicago
United States
Xiomara
￥87,543
￥104,081 total
includes taxes & fees
Nov 12 - Nov 13
The St. Regis Chicago
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Northwest Side.
River Hotel

River Hotel

75 East Wacker Drive Chicago IL
￥24,043
￥28,587 total
Nov 1 - Nov 2
includes taxes & fees
8.8/10 Excellent! (5,539 reviews)
River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
￥19,053
￥22,651 total
Nov 11 - Nov 12
includes taxes & fees
8/10 Very Good! (2,517 reviews)
The Chicago Hotel Collection Ambassador Gold Coast
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

172 W Adams St Chicago IL
￥28,286
￥33,629 total
Oct 25 - Oct 26
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Still don't see what you're looking for?
See all properties in Northwest Side.
You can also use these popular filters to refine your search.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Northwest Side

Check out the local area in Northwest Side—home to attractions like Walt Disney House and Milwaukee Avenue.

See all hotels in Northwest Side
A curved pathway with a metal fence, flowering trees, and a street lamp.

Top Northwest Side Hotel Reviews

Explore a world of travel with Expedia