Find Near South Side 5 Star Hotels & Resorts from CA $195/night

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Check availability on Near South Side 5 Star Hotels

Top Near South Side 5 Star Hotels

Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Among the finest hotels we’ve stayed at in the United States. Beautiful view of the lake from our room, very comfortable bed and superb service from the staff throughout our stay. Breakfast in the restaurant was excellent."
The price is CA $576
CA $676 total
includes taxes & fees
Feb 8 - Feb 9
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1503)
"Love Chicago and love his hotel!"
The price is CA $458
CA $538 total
includes taxes & fees
Feb 2 - Feb 3
Trump International Hotel & Tower Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.6 out of 10, Exceptional, (1002)
"Comfortable and luxurious stay. Enjoyed the spa amenities. "
The price is CA $544
CA $639 total
includes taxes & fees
Feb 16 - Feb 17
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"The stay was everything It was so relaxing and comfortable and the room bathroom was so beautiful."
The price is CA $550
CA $646 total
includes taxes & fees
Jan 30 - Jan 31
Waldorf Astoria Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1002)
"Well, i know the hotel ment well, and probably in their heads, they think everythings amazing. The truth of the matter of fact is the rooms technology (i pads for the controls for everything in the room) is just not pratical. The light switch instead of off and on. You have to be an engineer too. Understand pushing the buttons. It actually gets very frustrating after a while. I know they tried their best to make the room high tech. But it's just supposed to be functional, not complicated....
The price is CA $683
CA $802 total
includes taxes & fees
Jan 26 - Jan 27
The Peninsula 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)
"Beautiful, spacious room"
The price is CA $519
CA $610 total
includes taxes & fees
Jan 26 - Jan 27
Park Hyatt 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, (618)
"Great time "
The price is CA $460
CA $540 total
includes taxes & fees
Feb 23 - Feb 24
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
View from property

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful lobby and rooms! Beds are so soft can’t wait to come back again soon."
The price is CA $510
CA $599 total
includes taxes & fees
Jan 30 - Jan 31
The Ritz-Carlton, Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
8.8 out of 10, Excellent, (52)
"Best hotel in the city "
The price is CA $641
CA $753 total
includes taxes & fees
Feb 13 - Feb 14
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 Near South Side.
Pendry Chicago

Pendry Chicago

230 North Michigan Avenue, Chicago, IL
The price is CA $237 per night from Feb. 11 to Feb. 12
CA $237
CA $338 total
includes taxes & fees
Feb 11 - Feb 12
9.2/10 Wonderful! (1,001 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.

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 from CA $195

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.