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Compare and book 5 Star hotels in Near East Side, Chicago

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Check availability on Near East Side 5 Star Hotels

Our top choices for Near East Side 5-star hotels

Reception
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"Amazing hotel"
United States
David
The price is 11.072.040 ₫
12.997.468 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Four Seasons Hotel Chicago
Lobby
The Langham, Chicago

The Langham, Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1002)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is 10.894.097 ₫
12.788.580 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Langham, Chicago
Front of property – evening/night
The Peninsula Chicago

The Peninsula Chicago

5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1003)
"Excellent service throughout the hotel"
United States
Karen
The price is 12.521.950 ₫
14.699.516 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Peninsula Chicago
Bar (on property)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1788)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is 7.289.093 ₫
8.556.665 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Trump International Hotel & Tower Chicago
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1004)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is 10.439.352 ₫
12.254.754 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Waldorf Astoria Chicago
Suite, Terrace (Water Tower) | Premium bedding, down duvets, pillow-top beds, minibar
Park Hyatt Chicago

Park Hyatt Chicago

5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1001)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
The price is 11.467.470 ₫
13.461.663 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Park Hyatt Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers
Nobu Hotel Chicago

Nobu Hotel Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (756)
"Great location, amenities and staff. "
United States
Nicholas
The price is 8.402.887 ₫
9.864.149 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Nobu Hotel Chicago
Bar (on property)
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1004)
"Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand."
United States
Alejandro Randolph
The price is 9.767.121 ₫
11.465.624 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
The Ritz-Carlton, Chicago
2 restaurants, breakfast served
The St. Regis Chicago

The St. Regis Chicago

5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (83)
"Nice place "
United States
John
The price is 11.757.452 ₫
13.802.073 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The St. Regis Chicago
Interior
Art Villa

Art Villa

5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
" "
United States
tomonobu
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 East 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 2.486.031 ₫ per night from 18 Dec to 19 Dec
2.486.031 ₫
2.918.352 ₫ total
18 Dec - 19 Dec
includes taxes & fees
8.4/10 Very Good! (5,354 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.

Top Near East Side Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Near East Side?
The St. Regis Chicago is among the most popular picks around the Central Chicago neighbourhood of Near East Side based on Expedia customer reviews. Trump International Hotel & Tower Chicago and The Langham, Chicago are other 5-star hotels in this area that rate highly with guests.
How much does it cost to stay in a 5-star hotel in Near East Side?
You'll find a variety of pricing options for a 5-star hotel in Near East Side on Expedia. The amount you pay will depend on when you plan to travel, length of stay and other factors. Compare available accommodation for your chosen dates and use our pricing and other filters to discover the perfect luxury stay.

  • Search for the lowest price per night from 2.918.352 ₫

What makes a hotel 5 stars in Near East Side?
Outstanding guest service is the hallmark of every 5-star hotel in Near East Side. From the moment you arrive, staff ensure your every need is met, whether arranging valet parking or providing in-room massage treatments. Additionally, hotels have to feature upscale amenities to meet the standard for a 5-star rating. These can include luxury bathrooms, spa facilities, pools, gastronomic restaurants and knowledgeable concierge.

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