Find Near South Side 5 Star Hotels & Resorts from CA $205/night

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Check availability on Near South Side 5 Star Hotels

Tonight
Feb 24 - Feb 25
Tomorrow
Feb 25 - Feb 26
This weekend
Feb 28 - Mar 2
Next weekend
Mar 7 - Mar 9

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, (1002)
"This hotel ruined me for others in the future. Amazing service, beautiful decor. Workout facilities, pool, sauna room amazing. 10 out of 10."
The price is CA $583
CA $685 total
includes taxes & fees
Mar 2 - Mar 3
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, (1527)
"First girls night with my young daughters was a hit! Can’t wait to make a tradition. "
The price is CA $453
CA $532 total
includes taxes & fees
Mar 2 - Mar 3
Trump International Hotel & Tower Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1000)
"Had a wonderful time there."
The price is CA $557
CA $654 total
includes taxes & fees
Mar 23 - Mar 24
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.2 out of 10, Wonderful, (1004)
"Waldorf Astoria offers an exceptional experience that truly stands out. Its convenient location makes it easy to explore nearby attractions, enhancing your stay. The amenities are top-notch, featuring everything from a state-of-the-art fitness center to a luxurious spa, ensuring guests have access to all they need for relaxation and rejuvenation. The staff is a highlight, consistently delivering outstanding service with a warm and welcoming demeanor. Their attention to detail and readiness to...
The price is CA $520
CA $610 total
includes taxes & fees
Mar 9 - Mar 10
Waldorf Astoria Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1009)
"The staff was wonderful. Both me and my fiance enjoyed the room. Four stars for the bath tub. Will definitely be back for a longer stay. 12 out 10."
The price is CA $676
CA $793 total
includes taxes & fees
Mar 2 - Mar 3
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, (1001)
"Would come again"
The price is CA $526
CA $617 total
includes taxes & fees
Feb 25 - Feb 26
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, (632)
"Great place but no refrigerator in the room"
The price is CA $511
CA $600 total
includes taxes & fees
Feb 28 - Mar 1
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
View from property

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Its exactly what you'd expect. The location is perfect. Shopping is walkable. Restaurants are near. And the Navy Pier is in sight-distance. The staff was friendly and accomodating. And rideshares took less than a minute every time. "
The price is CA $472
CA $554 total
includes taxes & fees
Mar 9 - Mar 10
The Ritz-Carlton, Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
8.8 out of 10, Excellent, (55)
"We had an amazing experience with Oscar, the hotel driver. From the very beginning, he was incredibly attentive, kind, and professional. He made us feel comfortable and safe throughout the entire ride, always willing to assist with our needs and ensuring we received the best service possible. His friendly attitude and excellent service truly made a difference in our stay. We highly recommend him and sincerely appreciate his outstanding hospitality!"
The price is CA $660
CA $775 total
includes taxes & fees
Mar 16 - Mar 17
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 $235 per night from Mar. 9 to Mar. 10
CA $235
CA $334 total
includes taxes & fees
Mar 9 - Mar 10
9.2/10 Wonderful! (1,007 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 $205

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.