5 Stars Hotels in Downtown Chicago, Chicago from CA $475

  • 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 prices for these dates

Tonight
Nov 13 - Nov 14
Tomorrow
Nov 14 - Nov 15
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Our top choices for Downtown Chicago 5-star hotels

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

1. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,071 reviews)
"Great stay!"
United States
Rafael
The price is CA $165
CA $197 total
includes taxes & fees
Nov 24 - Nov 25
Congress Plaza Hotel
A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

2. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,702 reviews)
"Nice place to stay!"
United States
Alicia
The price is CA $165
CA $196 total
includes taxes & fees
Nov 15 - Nov 16
The Chicago Hotel Collection Ambassador Gold Coast
A grand lobby with a marble staircase, plush seating, and a large painting on the wall.

3. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,605 reviews)
"Great location and lovely staff"
United States
Jillian
The price is CA $151
CA $180 total
includes taxes & fees
Dec 10 - Dec 11
River Hotel
A warmly lit library with bookshelves, a central reading area with sofas and a table, and a chandelier.

4. Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (3,387 reviews)
"Location was convenient, staff was very helpful. I had a great experience, would stay here again."
United States
Rosemary
The price is CA $118
CA $209 total
includes taxes & fees
Dec 3 - Dec 4
Freehand Chicago
An outdoor seating area with a fire feature, wicker furniture, and a view of the city skyline at night.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,605 reviews)
"Great location, friendly staff, highly recommended."
United States
Silvia
The price is CA $149
CA $177 total
includes taxes & fees
Nov 22 - Nov 23
The Chicago Hotel Collection - Magnificent Mile
A bar with a brick archway, wooden bar counter, and stools.

6. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,657 reviews)
"À really nice location."
United States
Adolfo
The price is CA $164
CA $195 total
includes taxes & fees
Dec 8 - Dec 9
Club Quarters Hotel, Central Loop, Chicago
A modern hotel lobby with a marble floor, a seating area with a bar, and a unique ceiling design.

7. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,210 reviews)
"Great stay"
United Kingdom
Sara
The price is CA $170
CA $202 total
includes taxes & fees
Nov 23 - Nov 24
The Wade
A room with two chairs and a small table, a large window with a city view at night.

8. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,998 reviews)
"Everything really nice rooms and the view was amazing !!"
United States
David
The price is CA $185
CA $220 total
includes taxes & fees
Dec 14 - Dec 15
Eurostars Magnificent Mile
A hotel bathroom with a large mirror, a sink, and a vanity.

9. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,565 reviews)
"Great resort and clean.. very good location"
United States
Christopher
The price is CA $149
CA $218 total
includes taxes & fees
Dec 14 - Dec 15
Sports Illustrated Resorts Chicago
A multi-story building with a prominent entrance featuring a large archway and a sign.

10. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,540 reviews)
"Enjoyed my stay will book again!"
United States
Jordan
The price is CA $193
CA $272 total
includes taxes & fees
Nov 27 - Nov 28
Hilton Chicago
A modern interior with a staircase, a bench, and a view of the outside.

11. The Chicago Hotel Collection River North

The Chicago Hotel Collection River North
3.0 star property
Downtown Chicago
7.4 out of 10, Good, (933 reviews)
"good location and clean rooms"
United States
Hanna
The price is CA $125
CA $146 total
includes taxes & fees
Dec 14 - Dec 15
The Chicago Hotel Collection River North
A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.

12. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,691 reviews)
"Excellent hotel in a great location for everything"
United Kingdom
Andy
The price is CA $170
CA $247 total
includes taxes & fees
Dec 14 - Dec 15
The Royal Sonesta Chicago Downtown
A modern rooftop lounge with white seating, a glass ceiling, and city views.

13. The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,595 reviews)
"Had a great stay , view was beautiful and bed was super comfortable."
United States
Tamiya
The price is CA $148
CA $208 total
includes taxes & fees
Dec 14 - Dec 15
The Godfrey Hotel Chicago
A modern restaurant interior with a bar area, seating, and a wooden table.

14. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,408 reviews)
"I really liked the hotel and location"
United States
Eric
The price is CA $111
CA $134 total
includes taxes & fees
Dec 9 - Dec 10
Hotel Saint Clair- Magnificent Mile
An indoor swimming pool with lounge chairs and tables, a tiled floor, and a ceiling with a unique light fixture.

15. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3,016 reviews)
"Great stay!"
United States
Serge
The price is CA $158
CA $257 total
includes taxes & fees
Nov 22 - Nov 23
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

16. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,892 reviews)
"Great Location"
United States
Natasha
The price is CA $210
CA $292 total
includes taxes & fees
Nov 23 - Nov 24
LondonHouse Chicago, Curio Collection by Hilton
A high-rise building with a modern architectural design, featuring a grid-like facade and large windows.

17. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,699 reviews)
"Great buffet breakfast and friendly staff"
United States
maranda
The price is CA $175
CA $248 total
includes taxes & fees
Dec 14 - Dec 15
Hotel Riu Plaza Chicago
A bar area with a long counter, multiple stools, and shelves stocked with bottles.

18. L7 CHICAGO by LOTTE HOTELS

L7 CHICAGO by LOTTE HOTELS
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,235 reviews)
"Great location, helpful staff. Would stay again."
United States
Cory
The price is CA $186
CA $221 total
includes taxes & fees
Dec 14 - Dec 15
L7 CHICAGO by LOTTE HOTELS
A tall, modern skyscraper with a glass facade, surrounded by other high-rise buildings.

19. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,377 reviews)
"Great hotel"
United States
Kristopher Joel
The price is CA $165
CA $197 total
includes taxes & fees
Dec 14 - Dec 15
citizenM Chicago Downtown
A modern lounge with a fireplace, comfortable seating, and large windows offering city views.

20. theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,159 reviews)
"Loved our stay, the staff were so helpful and nice!"
United States
Charlotte
The price is CA $217
CA $300 total
includes taxes & fees
Dec 14 - Dec 15
theWit Chicago, a Hilton Hotel

Top Downtown Chicago Hotel Reviews

A cityscape with a river, a bridge, and a dining area with tables and chairs.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago

10/10 Excellent

This property is perfect. Truly a 5 star experience.
Canada
James
Reviewed October 21, 2026
Trump International Hotel & Tower Chicago

Find out more about Downtown Chicago

Five Star Hotels in Downtown Chicago

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Downtown Chicago so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Downtown Chicago and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Downtown Chicago

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Downtown Chicago

The results are in, and Downtown Chicago 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Downtown Chicago! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Downtown Chicago today and settle down in the lap of luxury tomorrow.

Frequently Asked Questions

How much does it cost to stay in a 5-star hotel in Downtown Chicago?

How much you pay for a 5-star hotel in Downtown Chicago depends on things such as when you plan to go and the length of your trip. A top tip for landing the best deal? Use our pricing filters to check out all of the available options for your chosen dates.

  • Search for the lowest price per night from CA $475

What makes a hotel 5 stars in Downtown Chicago?

In Downtown Chicago, a hotel needs to provide a specific amount of upscale features to be designated 5 stars. These can include gourmet restaurants, saunas and spas, on-site gyms, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their extraordinary standard of service. You'll enjoy things like in-room massages, concierge services and nightly turn-down services. Some may even offer extra touches such as welcome gifts.

Are there any 5-star all-inclusive resorts in Downtown Chicago?

Our convenient filters are the quickest way to narrow down what you're looking for. Check the "All inclusive" and "5-star" boxes to show the finest resorts in Downtown Chicago where your room, meals, entertainment and activities are included in the price. At these retreats, your vacation is absolute indulgence from the moment you check in.

Are there any 5-star vacation rentals in Downtown Chicago?

Although you won't find any 5-star vacation rentals in Downtown Chicago on our site, we have a range of retreats that promise a fabulous getaway. Find one that matches your needs by searching our vacation rentals in Downtown Chicago.

Explore a world of travel with Expedia