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Top Near South Side 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, (1466)
"Clean, friendly environment. Great amenities."
The price is CA $458
CA $537 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Needs an update "
The price is CA $517
CA $607 total
includes taxes & fees
Jan 16 - Jan 17, 2025
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby lounge

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"We’ve been to many 5 star hotel properties in the area and this is by far the best. From the moment I walked in, I was greeted by the professional and friendly staff, who made me feel welcomed and well cared for throughout my stay. The service was exceptional everyone was attentive, warm, and truly went above and beyond to ensure my comfort. The room itself was immaculate, spacious, beautifully decorated, and thoughtfully designed for both relaxation and functionality. One area for improvement,...
The price is CA $502
CA $590 total
includes taxes & fees
Jan 8 - Jan 9, 2025
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"The staff is wonderful at the Waldorf. "
The price is CA $614
CA $720 total
includes taxes & fees
Jan 19 - Jan 20, 2025
Waldorf Astoria Chicago
Park Hyatt Chicago
Premium bedding, down comforters, pillowtop beds, minibar

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"Very Nice property. Helpful friendly staff. "
The price is CA $519
CA $609 total
includes taxes & fees
Jan 23 - Jan 24, 2025
Park Hyatt Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"By far the best hotel in Chicago! The concierge was also outstanding. Very pleased. "
The price is CA $678
CA $796 total
includes taxes & fees
Dec 26 - Dec 27
The Peninsula Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (597)
"I absolutely loved my stay at this hotel. The Japanese minimalism shown in their rooms and lobby was absolutely stunning. The rooms were so clean and it was in a safe area. The staff were so friendly and accommodating. Would stay here again. The only down side was the sauna was out of order but other than that it was beautiful. Highly recommend! "
The price is CA $448
CA $526 total
includes taxes & fees
Dec 26 - Dec 27
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"It was a vacation for my husband and I. Loved the stay, people, room, no complaints. Had a great time. Our waitor Jorge in the restaurant where we had our daily breakfast was awesome, very personable, couldn't ask for a better man. Everyone in the restaurant was great and friendly, including the bar area where we had nighly drinks. We will stay there again. Bellmen were great and helpful. "
The price is CA $458
CA $537 total
includes taxes & fees
Jan 23 - Jan 24, 2025
The Ritz-Carlton, Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
8.6 out of 10, Excellent, (50)
"I loved it "
The price is CA $680
CA $798 total
includes taxes & fees
Jan 16 - Jan 17, 2025
The St. Regis Chicago
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Frequently asked questions

What are the best 5-star hotels in Near South Side?
Based on reviews by Expedia customers, The Langham, Chicago is one of the best properties for an indulgent getaway in the Central Chicago neighborhood of Near South Side. Want more 5-star hotels around the area? Trump International Hotel & Tower Chicago and Nobu Hotel Chicago will meet your upscale desires.
How much does it cost to stay in a 5-star hotel in Near South Side?
You’ll find a range of pricing options for a 5-star hotel in Near South Side on Expedia. The amount you pay will depend on when you travel, trip length and other factors. Compare available accommodations for your preferred dates and use our pricing and other filters to find the perfect luxury stay.

  • Search for the lowest price per night

What makes a hotel 5 stars in Near South Side?
From high-end dining venues and all-day fitness centers to swimming pools and deluxe bedding, the 5-star experience in Near South Side is all about comfort and indulgence. But it takes more than just upscale perks to earn a 5-star rating. Stays also have to deliver remarkable services like in-room massage treatments, laundry and dry cleaning and room service any time night or day.
Are there any 5-star all-inclusive resorts in Near South Side?
Our convenient filters are the quickest way to search for exactly what you’re looking for. Check the “All inclusive” and “5-star” boxes to see the most upscale properties in Near South Side where your meals, accommodations, entertainment and activities are included in the price. At these escapes, your trip is absolute indulgence from the moment you put down your suitcase.
What are the top 5-star spa hotels in Near South Side?
Enjoy blissful respite from the stresses of daily life at one of Expedia’s 5-star spa stays in or around Near South Side. Top options are The Peninsula Chicago, Trump International Hotel & Tower Chicago and The Langham, Chicago. Select from a range of wellness treatments and therapies designed to enhance your health and well-being.
Are there any 5-star vacation rentals in Near South Side?
Although you won’t find any 5-star vacation rentals in Near South Side on our site, we have a range of stays that promise a memorable getaway. Discover one that suits your style by searching our vacation rentals in Near South Side.