5 Stars Hotels in Downtown Chicago, Chicago from CA $474

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

Tomorrow

This weekend

Next weekend

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

Downtown Chicago

Rafael

CA $196 total

includes taxes & fees

Nov 23 - Nov 24

A rooftop terrace with outdoor seating, a view of the city skyline, and a building with a brick facade.

2. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Alicia

CA $196 total

includes taxes & fees

Nov 15 - Nov 16

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

3. River Hotel

Downtown Chicago

Shelby

CA $171 total

includes taxes & fees

Nov 23 - Nov 24

A warmly lit library with bookshelves, a central reading area with sofas and a table, and a chandelier.

4. Freehand Chicago

Downtown Chicago

Rosemary

CA $208 total

includes taxes & fees

Dec 3 - Dec 4

A rooftop lounge with outdoor seating, a fire feature, and transparent dome structures.

5. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Silvia

CA $176 total

includes taxes & fees

Nov 23 - Nov 24

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

6. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

Adolfo

CA $194 total

includes taxes & fees

Dec 6 - Dec 7

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

7. The Wade

Downtown Chicago

Sara

CA $201 total

includes taxes & fees

Nov 23 - Nov 24

A room with two chairs and a small table, a large window with a city view at night.

8. Eurostars Magnificent Mile

Downtown Chicago

David

CA $220 total

includes taxes & fees

Dec 13 - Dec 14

A hotel bathroom with a large mirror, a sink, and a vanity.

9. Sports Illustrated Resorts Chicago

Downtown Chicago

Christopher

CA $244 total

includes taxes & fees

Nov 23 - Nov 24

A multi-story building with a prominent entrance featuring a large archway and a sign.

10. Hilton Chicago

Downtown Chicago

Jordan

CA $270 total

includes taxes & fees

Nov 27 - Nov 28

A modern interior with exposed ductwork, a bar area, seating, and large windows.

11. The Chicago Hotel Collection River North

Downtown Chicago

Hanna

CA $146 total

includes taxes & fees

Dec 13 - Dec 14

A dining area with a table set for four, large windows offering a cityscape view at dusk.

12. The Royal Sonesta Chicago Downtown

Downtown Chicago

Andy

CA $273 total

includes taxes & fees

Nov 25 - Nov 26

A modern rooftop lounge with white seating, a glass ceiling, and city views.

13. The Godfrey Hotel Chicago

Downtown Chicago

Tamiya

CA $196 total

includes taxes & fees

Nov 24 - Nov 25

A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

14. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Mark

CA $133 total

includes taxes & fees

Dec 9 - Dec 10

A multi-story building with a prominent curved glass facade, surrounded by other high-rise buildings.

15. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Serge

CA $242 total

includes taxes & fees

Dec 9 - Dec 10

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

16. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Natasha

CA $284 total

includes taxes & fees

Nov 23 - Nov 24

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

17. Hotel Riu Plaza Chicago

Downtown Chicago

maranda

CA $258 total

includes taxes & fees

Dec 13 - Dec 14

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

18. L7 CHICAGO by LOTTE HOTELS

Downtown Chicago

Cory

CA $221 total

includes taxes & fees

Nov 25 - Nov 26

A modern building with a colorful facade and a red circular seating area.

19. citizenM Chicago Downtown

Downtown Chicago

Kristopher Joel

CA $196 total

includes taxes & fees

Nov 23 - Nov 24

A spacious indoor area with a high ceiling, large windows, and a central seating area with sofas and tables.

20. theWit Chicago, a Hilton Hotel

Downtown Chicago

Charlotte

CA $298 total

includes taxes & fees

Nov 23 - Nov 24

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

Downtown Chicago

10/10 Excellent

James

A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.

Waldorf Astoria Chicago

Downtown Chicago

10/10 Excellent

otilia

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 $474

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

Chicago Vacation Rentals
Standard Link for Chicago Vacation Rentals

Things to do in Chicago
Standard Link for Things to do in Chicago

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Downtown Chicago 5-star hotels

1. Congress Plaza Hotel

2. The Chicago Hotel Collection Ambassador Gold Coast

3. River Hotel

4. Freehand Chicago

5. The Chicago Hotel Collection - Magnificent Mile

6. Club Quarters Hotel, Central Loop, Chicago

7. The Wade

8. Eurostars Magnificent Mile

9. Sports Illustrated Resorts Chicago

10. Hilton Chicago

11. The Chicago Hotel Collection River North

12. The Royal Sonesta Chicago Downtown

13. The Godfrey Hotel Chicago

14. Hotel Saint Clair- Magnificent Mile

15. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

16. LondonHouse Chicago, Curio Collection by Hilton

17. Hotel Riu Plaza Chicago

18. L7 CHICAGO by LOTTE HOTELS

19. citizenM Chicago Downtown

20. theWit Chicago, a Hilton Hotel

Top Downtown Chicago Hotel Reviews

Trump International Hotel & Tower Chicago

10/10 Excellent

Find out more about Downtown Chicago

Five Star Hotels in Downtown Chicago

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

Make Your Escape to Downtown Chicago

Frequently Asked Questions

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

What makes a hotel 5 stars in Downtown Chicago?

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

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

Explore a world of travel with Expedia