An aerial view of a circular plaza with a central monument, surrounding pathways, and a waterfront.

Near South Side 5 Stars Hotels

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Check availability on Near South Side 5 Star Hotels

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Near South Side 5-star hotels

Lake view

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,005 reviews)
"Liked the layout of our suite and that the hotel was right inside the shopping Mall & Bloomingdales."
United States
August
The price is HK$4,157
HK$4,942 total
includes taxes & fees
30 Aug - 31 Aug
Four Seasons Hotel Chicago
Terrace/patio

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,974 reviews)
"Was a great stay!"
United States
Augoustinos
The price is HK$3,676
HK$4,371 total
includes taxes & fees
16 Aug - 17 Aug
Trump International Hotel & Tower Chicago
Lobby

3. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,003 reviews)
"Wonderful hotel stay"
United States
Robert
The price is HK$4,264
HK$5,070 total
includes taxes & fees
30 Aug - 31 Aug
The Langham, Chicago
Exterior

4. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Beautiful property and excellent service from all staff."
United States
Jim
The price is HK$4,166
HK$4,953 total
includes taxes & fees
30 Aug - 31 Aug
Waldorf Astoria Chicago
Front of property – evening/night

5. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,004 reviews)
"Welcoming and attentive staff throughout the hotel made my stay an enjoyable and memorable experience."
United States
Charles
The price is HK$4,902
HK$5,828 total
includes taxes & fees
9 Aug - 10 Aug
The Peninsula Chicago
Café

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 reviews)
"I have stayed at this hotel a few times and each time it is better than the last. Great service, great location. Can’t wait to come back again."
United States
Caryn
The price is HK$3,733
HK$4,438 total
includes taxes & fees
23 Aug - 24 Aug
The Ritz-Carlton, Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

7. Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (900 reviews)
"The breakfast is a must try there."
United States
Yidong
The price is HK$3,253
HK$4,064 total
includes taxes & fees
30 Aug - 31 Aug
Nobu Hotel Chicago
Breakfast, lunch, dinner and brunch served

8. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"Our room was wonderful"
United States
Jennifer
The price is HK$4,341
HK$5,161 total
includes taxes & fees
9 Aug - 10 Aug
Park Hyatt Chicago
2 restaurants; breakfast, lunch, dinner and brunch served

9. The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (128 reviews)
"We had a great stay and will come back again in the near future!"
United States
Princess
The price is HK$4,415
HK$5,250 total
includes taxes & fees
23 Aug - 24 Aug
The St. Regis Chicago
Terrace/patio

10. Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2 reviews)
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.
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL
The price is HK$1,325 per night from 30 Aug to 31 Aug
HK$1,325
HK$1,511 total
30 Aug - 31 Aug
includes taxes & fees
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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 HK$1,496

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.

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