Compare and book 5 Star hotels in Near South Side, Chicago

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Check availability on Near South Side 5 Star Hotels

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
29 Aug - 31 Aug
In two weeks
5 Sep - 7 Sep

Top Near South Side 5 Star Hotels

Our top choices for Near South Side 5-star hotels

Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1690)
"Location, staff and accommodations were excellent. "
The price is 12.157.628 ₫
14.271.803 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (999)
"Great location "
The price is 13.969.740 ₫
16.399.078 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1000)
"Location can’t be beat. Hotel is excellent! "
The price is 14.332.163 ₫
16.824.526 ₫ total
includes taxes & fees
21 Sept - 22 Sept
The Langham, Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1002)
"My favorite hotel"
The price is 16.473.750 ₫
19.338.538 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Peninsula Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Great location "
The price is 14.002.688 ₫
16.437.755 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Waldorf Astoria Chicago
Park Hyatt Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down duvets, pillow-top beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"It's a beautiful and comfortable hotel."
The price is 16.210.170 ₫
19.029.422 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Park Hyatt 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, (713)
"very cozy, the staff was excellent."
The price is 7.446.135 ₫
8.741.019 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Beautiful place "
The price is 15.155.850 ₫
17.791.914 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Ritz-Carlton, Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (73)
"Top tier "
The price is 17.211.774 ₫
20.204.901 ₫ total
includes taxes & fees
7 Sept - 8 Sept
The St. Regis Chicago
Art Villa
Hot tub

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is 11.861.100 ₫
22.463.739 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Art Villa
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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 Near South Side.
The Wade

The Wade

644 N Lake Shore Dr, Chicago, IL
The price is 3.980.058 ₫ per night from 1 Sept to 2 Sept
3.980.058 ₫
4.672.188 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,210 reviews)
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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.

Top Near South Side Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Near South Side?
According to reviews by our customers, The St. Regis Chicago is one of the top-rated properties for a luxurious stay in the Central Chicago neighbourhood of Near South Side. Want more 5-star hotels around the area? The Langham, Chicago and Trump International Hotel & Tower Chicago will cater to your high-end desires.
How much does it cost to stay in a 5-star hotel in Near South Side?
You can find many different pricing options for a 5-star hotel in Near South Side on Expedia. How much you'll pay will depend on your holiday dates, length of stay and other factors. Compare available properties for your preferred dates and make use of our pricing and other filters to lock in the perfect luxury stay.

  • Search for the lowest price per night from 3.980.058 ₫

What makes a hotel 5 stars in Near South Side?
In Near South Side, a hotel needs to provide a certain amount of high-end amenities to be rated 5 stars. These can include saunas and spas, on-site gyms, gourmet restaurants, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their exceptional standard of service. You can look forward to things like nightly turn-down services, in-room massages and concierge services. Some may even offer special touches such as welcome gifts.