Compare and book 5 Star hotels in South Loop, Chicago

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Top South Loop 5 Star Hotels

Trump International Hotel & Tower Chicago
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1421)
"Great!"
The price is 9.966.600 ₫
11.699.713 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Front of property – evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1001)
"Great stay. "
The price is 13.288.800 ₫
15.599.722 ₫ total
includes taxes & fees
25 Nov - 26 Nov
The Peninsula Chicago
The Langham, Chicago
Lobby lounge
The Langham, Chicago
5.0 star property
9.8 out of 10, Exceptional, (1000)
"The service at the Langham is impeccable. "
The price is 11.561.256 ₫
13.571.760 ₫ total
includes taxes & fees
1 Dec - 2 Dec
The Langham, Chicago
Waldorf Astoria Chicago
Exterior
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1001)
"Excellent service, we will be back!"
The price is 10.274.141 ₫
12.060.813 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Waldorf Astoria Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers
Nobu Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (564)
"The service was so good. Everything was top notch. We will definitely come back !"
The price is 9.087.008 ₫
10.667.239 ₫ total
includes taxes & fees
25 Nov - 26 Nov
Nobu Hotel Chicago
Four Seasons Hotel Chicago
Reception
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (999)
"This is the BEST hotel I’ve ever stayed in. Irena and Angel some of the most amazing professional kind pros in the hospitality world. The property and service are elite not good elite. It has raised the bar in every respect. All the amenities accessible and beautiful. The steam sauna and pool just lovely. The views are mesmerizing too boot the food at Adorn was great. "
The price is 10.757.600 ₫
12.628.345 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Four Seasons Hotel Chicago
Park Hyatt Chicago
Premium bedding, down duvets, pillow-top beds, minibar
Park Hyatt Chicago
5.0 star property
9.6 out of 10, Exceptional, (1000)
"Exceeded my expectations. This is my new go-to hotel when in Chicago! "
The price is 10.650.024 ₫
12.502.063 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Exterior
The Ritz-Carlton, Chicago
5.0 star property
9.2 out of 10, Wonderful, (1001)
"Gorgeous property with very kind staff. Thank you for the great stay! "
The price is 10.365.264 ₫
12.167.784 ₫ total
includes taxes & fees
25 Nov - 26 Nov
The Ritz-Carlton, Chicago
The St. Regis Chicago
Indoor pool
The St. Regis Chicago
5.0 star property
8.6 out of 10, Excellent, (44)
"Great hotel and nice rooms. Just not sure it’s worth the price "
The price is 11.516.960 ₫
13.519.760 ₫ total
includes taxes & fees
27 Nov - 28 Nov
The St. Regis Chicago
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in South Loop.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL
The price is 2.990.613 ₫ per night from 24 Nov to 25 Nov
2.990.613 ₫
3.510.680 ₫ total
includes taxes & fees
24 Nov - 25 Nov
8.2/10 Very Good! (3,178 reviews)
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Frequently asked questions

What are the best 5-star hotels in South Loop?
Based on reviews by Expedia customers, The St. Regis Chicago is one of the top-rated retreats for a luxurious escape in the Central Chicago neighbourhood of South Loop. Want more 5-star hotels around the area? The Langham, Chicago and Trump International Hotel & Tower Chicago will cater to your high-end needs.
How much does it cost to stay in a 5-star hotel in South Loop?
You can find many different pricing options for 5-star hotels in South Loop on Expedia. How much you’ll pay will depend on when you travel, trip length and other factors. Compare available accommodation for your desired dates and use our pricing and other filters to discover the ideal upscale stay.

  • Search for the lowest price per night from 2.278.080 ₫

What makes a hotel 5 stars in South Loop?
In South Loop, a hotel needs to provide a specific number of upscale features to earn a 5-star rating. These may include on-site gyms, saunas and spas, gourmet restaurants, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their guest-centric standard of service. You’ll enjoy things like in-room massages, concierge services and nightly turn-down services. Some may even offer additional touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in South Loop?
Our filter tool is the easiest way to narrow down what you’re looking for. Select “All inclusive” and “5-star” to see the most upscale hotels in South Loop where your lodging, meals, entertainment and activities are included in the upfront price. At these retreats, your trip is pure indulgence from the moment you enter the lobby.
What are the top 5-star spa hotels in South Loop?
Immerse yourself in a wide range of spa treatments and services at Trump International Hotel & Tower Chicago. Alternatively, prioritise your health and well-being and focus on self-care at The Langham, Chicago or The St. Regis Chicago. These premium 5-star spa retreats are all located in or around South Loop.
Are there any 5-star holiday rentals in South Loop?
Our site doesn’t have any 5-star holiday rentals in South Loop. However, you will still find a range of top-rated retreats where the only thing on your agenda will be to unpack and have fun. Discover what’s available by searching through our holiday rentals in South Loop.