5 Stars Hotels in Downtown Chicago: Compare Hotel Prices & Find the Cheapest Downtown Chicago, Chicago 5 Stars Hotels

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Our top choices for Downtown Chicago 5-star hotels

A person sitting by a window with a view of a cityscape, including a tall tower.

1. Four Seasons Hotel Chicago

Downtown Chicago

ryan

NT$16,608 total

includes taxes & fees

Dec 13 - Dec 14

A cityscape with a river, a bridge, and a dining area with tables and chairs.

2. Trump International Hotel & Tower Chicago

Downtown Chicago

Matthew

NT$15,387 total

includes taxes & fees

Dec 13 - Dec 14

A rooftop bar with seating and a view of the city skyline at night.

3. The Peninsula Chicago

Downtown Chicago

Vincent Haley

NT$20,515 total

includes taxes & fees

Dec 13 - Dec 14

A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

4. The Langham, Chicago

Downtown Chicago

Talia

NT$16,998 total

includes taxes & fees

Dec 13 - Dec 14

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

5. Waldorf Astoria Chicago

Downtown Chicago

Loai

NT$17,106 total

includes taxes & fees

Dec 13 - Dec 14

A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.

6. The Ritz-Carlton, Chicago

Downtown Chicago

Krikour

NT$14,507 total

includes taxes & fees

Dec 13 - Dec 14

A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.

7. Nobu Hotel Chicago

Downtown Chicago

Mauro

NT$13,832 total

includes taxes & fees

Nov 26 - Nov 27

A couple dining at a table with a view of a cityscape and a sunset.

8. Park Hyatt Chicago

Downtown Chicago

Tom

NT$16,608 total

includes taxes & fees

Dec 13 - Dec 14

A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.

9. The St. Regis Chicago

Downtown Chicago

Alise

NT$21,996 total

includes taxes & fees

Dec 3 - Dec 4

Top Downtown Chicago Hotel Reviews

The Peninsula Chicago

Downtown Chicago

10/10 Excellent

Excellent hotel, my only complaint would be the Peninsula food service. We ate at the Shanghai Terrace our first night on site and honestly the food was only 2 stars. Specifically the appetizers were minuscule, and 90% pastry dough. Whatever filling was supposed to be inside all the dough largely wasn’t. The whole Peking duck was arranged haphazardly on the plate, the skin was not really crispy, and the taste experience was completely lackluster. As to the main dining room the service...

Michael

Trump International Hotel & Tower Chicago

Downtown Chicago

10/10 Excellent

Tammy Lynn

Park Hyatt Chicago

Downtown Chicago

10/10 Excellent

Upon arriving in Chicago, my daughter became ill. The concierge helped with arrangements for her to see a doctor at a nearby clinic. Unfortunately, my daughter remained ill the remainder of our stay while in town. The entire hotel staff went above & beyond to help us feel comfortable & taken care of while staying here. The staff sent up hot tea with lemon & honey to our room, extra bottled water & even offered to go to the local store to pick up anything that we may have needed. They also...

Anonymous traveler

Four Seasons Hotel Chicago

Downtown Chicago

10/10 Excellent

Pamela

Frequently Asked Questions

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

The amount you pay for a 5-star hotel in Downtown Chicago depends on factors like when you plan to travel and the length of your getaway. Our top tip for bagging an awesome deal? Use our pricing filters to check out the available accommodations for your selected dates.

Search for the lowest price per night from NT$10,943

What makes a hotel 5 stars in Downtown Chicago?

In Downtown Chicago, a hotel must offer a certain number of high-end conveniences to earn a 5-star rating. These may include gourmet restaurants, saunas and spas, on-site gyms, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their exceptional service. You can look forward to things like nightly turn-down services, in-room massages and concierge services. Some may even offer thoughtful touches such as a welcome gift.

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

Our handy filters are the easiest way to find exactly what you want. Check the "All inclusive" and "5-star" boxes to see the most upscale resorts in Downtown Chicago where your meals, lodging, entertainment and activities are included in the price. At these stays, your trip is pure extravagance from the moment you pull up to the entrance.

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

Although there aren't any 5-star vacation rentals in Downtown Chicago on our site, we have a range of retreats that promise an unforgettable getaway. Discover one that suits your style by checking out our vacation rentals in Downtown Chicago.

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Downtown Chicago 5 Stars Hotels

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Downtown Chicago 5-star hotels

1. Four Seasons Hotel Chicago

2. Trump International Hotel & Tower Chicago

3. The Peninsula Chicago

4. The Langham, Chicago

5. Waldorf Astoria Chicago

6. The Ritz-Carlton, Chicago

7. Nobu Hotel Chicago

8. Park Hyatt Chicago

9. The St. Regis Chicago

Top Downtown Chicago Hotel Reviews

The Peninsula Chicago

10/10 Excellent

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