Find Near South Side 5 Star Hotels & Resorts from CA $169/night

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Check availability on Near South Side 5 Star Hotels

Tonight
Mar 29 - Mar 30
Tomorrow
Mar 30 - Mar 31
Next weekend
Apr 4 - Apr 6
In two weeks
Apr 11 - Apr 13

Top Near South Side 5 Star Hotels

The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1142)
"."
The price is CA $560
CA $658 total
includes taxes & fees
Apr 20 - Apr 21
The Langham, Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1045)
"This place was just exceptional in every way. The hotel is just on a different level compared to others. The gentleman who checked us in was amazing and so courteous and polite. Small details of the place and the people who clean the room are amazing. This place is just class. We had am upgrade to an executive suite that had amazing views of the city. Super clean, great location, amazong staff and just on a different level. Chicago is an amzing city but we want to return juat to stay at...
The price is CA $537
CA $630 total
includes taxes & fees
Apr 20 - Apr 21
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, (1675)
"The hotel is lovely. The staff is extremely warm and welcoming. Great experience!"
The price is CA $456
CA $535 total
includes taxes & fees
Apr 14 - Apr 15
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1080)
"Great stay I would revisit "
The price is CA $544
CA $638 total
includes taxes & fees
Apr 13 - Apr 14
Waldorf Astoria Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1149)
"This is the nicest hotel I’ve ever stayed in. It’s stunningly beautiful, and the staff is amazing! I look forward to stay here again "
The price is CA $680
CA $798 total
includes taxes & fees
Mar 30 - Mar 31
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, (1053)
"Nice swimming pool for lap swimming. "
The price is CA $590
CA $693 total
includes taxes & fees
Apr 10 - Apr 11
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, (642)
"Very good but two day stay and didn’t get bottled water on day two "
The price is CA $527
CA $619 total
includes taxes & fees
Mar 30 - Mar 31
Nobu Hotel Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
8.8 out of 10, Excellent, (60)
"Great hotel with two nice dining options. Only negative was room service breakfast wasn’t very good. "
The price is CA $703
CA $825 total
includes taxes & fees
Apr 20 - Apr 21
The St. Regis Chicago
The Ritz-Carlton, Chicago
View from property

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1067)
"Our stay at the Ritz was a memorable one. The staffed spared no action when it came to making my mom feel special for her birthday. I can’t thank them enough for such an incredible stay - we hope to come again sometime soon! "
The price is CA $521
CA $611 total
includes taxes & fees
Apr 13 - Apr 14
The Ritz-Carlton, 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.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL
The price is CA $193 per night from Apr. 21 to Apr. 22
CA $193
CA $227 total
includes taxes & fees
Apr 21 - Apr 22
8.2/10 Very Good! (3,787 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 $169

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.