Title: Book the Best Near South Side LUXURY Hotels - Upscale Hotels in Near South Side, Chicago | Expedia.ca

[Near South Side Travel Guide](https://expedia.ca/Chicago-Near-South-Side.dx6132399)[Vacation Rentals in Chicago](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Near South Side Car Rentals](https://expedia.ca/Car-Rentals-In-Near-South-Side.d6132399.Car-Rental-Guide)[Near South Side Vacations](https://expedia.ca/Near-South-Side.d6132399.Destination-Travel-Guides)

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## Check availability on Near South Side Luxury Hotels

Tonight

[Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=6132399&startDate=2026-01-26&endDate=2026-01-27&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Tomorrow

[Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=6132399&startDate=2026-01-27&endDate=2026-01-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

This weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6132399&startDate=2026-01-30&endDate=2026-02-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6132399&startDate=2026-02-06&endDate=2026-02-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

## Our top choices for Near South Side luxury hotels

![Meeting facility](https://images.trvl-media.com/lodging/19000000/18180000/18179000/18178914/92b66897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pillowtop beds, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/19000000/18180000/18179000/18178914/6f7e1cb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception hall](https://images.trvl-media.com/lodging/19000000/18180000/18179000/18178914/7fc8cfc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pillowtop beds, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/19000000/18180000/18179000/18178914/437aedb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marriott Marquis Chicago

[](https://www.expedia.ca/Chicago-Hotels-Marriott-Marquis-Chicago.h18178914.Hotel-Information)

Near South Side

9.2/10

Wonderful

(1,004 reviews)

"Our room was beautiful!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pamela

CA $273

CA $368 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/Chicago-Hotels-Marriott-Marquis-Chicago.h18178914.Hotel-Information)

![City view](https://images.trvl-media.com/lodging/1000000/90000/84800/84736/64dd2430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/90000/84800/84736/914fc3c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/90000/84800/84736/2e0ab6dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/90000/84800/84736/d8be0ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Regency McCormick Place Chicago 

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-McCormick-Place.h84736.Hotel-Information)

Near South Side

9.2/10

Wonderful

(1,061 reviews)

"The room and staff were great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ivan

CA $232

CA $304 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-McCormick-Place.h84736.Hotel-Information)

![Signature Suite, 1 Bedroom](https://images.trvl-media.com/lodging/8000000/7820000/7818200/7818107/896f58e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Suite](https://images.trvl-media.com/lodging/8000000/7820000/7818200/7818107/bf7253c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/8000000/7820000/7818200/7818107/18dd5e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Signature Suite, 1 Bedroom](https://images.trvl-media.com/lodging/8000000/7820000/7818200/7818107/d8db67da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Wheeler Mansion

[](https://www.expedia.ca/Chicago-Hotels-The-Wheeler-Mansion.h7818107.Hotel-Information)

Near South Side

9.0/10

Wonderful

(4 reviews)

"A unique place to stay near the convention centre. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leonardo

[](https://www.expedia.ca/Chicago-Hotels-The-Wheeler-Mansion.h7818107.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/0ab012f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/a75a4abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, Mediterranean cuisine](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/71f6a2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Langham, Chicago

[](https://www.expedia.ca/Chicago-Hotels-The-Langham.h6309326.Hotel-Information)

Downtown Chicago

9.8/10

Exceptional

(1,008 reviews)

"Staff was wonderful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marie

CA $555

CA $651 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Chicago-Hotels-The-Langham.h6309326.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/c35e7743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/c665b589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Body treatments, body wraps, body scrubs, facials](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/838eb9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trump International Hotel & Tower Chicago

[](https://www.expedia.ca/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(1,830 reviews)

"Exceptional service, great location, beautiful hotel"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie

CA $392

CA $461 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.Hotel-Information)

![Indoor pool, open 6:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/486e1134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/8f021abe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Designer toiletries, hair dryer, bathrobes, towels](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/ccd16d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop bar](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/fbfdc974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nobu Hotel Chicago

[](https://www.expedia.ca/Chicago-Hotels-Nobu-Hotel-Chicago.h36475533.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(781 reviews)

"Room was great and spacious. Service was great. The pool and sauna were nice also. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maria

CA $373

CA $437 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Chicago-Hotels-Nobu-Hotel-Chicago.h36475533.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/69dc07eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Penthouse (Suite)](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/e0860a68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Penthouse (Suite) | City view](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/c6969482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/7aea5f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Viceroy Chicago

[](https://www.expedia.ca/Chicago-Hotels-Viceroy-Chicago.h18614145.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(1,163 reviews)

"Great stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Allyson

CA $286

CA $376 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Chicago-Hotels-Viceroy-Chicago.h18614145.Hotel-Information)

![Frette Italian sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/560000/558100/558027/a30b6fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/560000/558100/558027/71570489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite, 1 King Bed, Terrace](https://images.trvl-media.com/lodging/1000000/560000/558100/558027/ea3d7bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/560000/558100/558027/ed5e1103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

[](https://www.expedia.ca/Chicago-Hotels-The-Gwen.h558027.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(1,005 reviews)

"Great location, quiet and clean. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laurette

CA $267

CA $353 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Chicago-Hotels-The-Gwen.h558027.Hotel-Information)

![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/83e4c147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/232aa080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/e824a8ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/1f085992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### JW Marriott Chicago

[](https://www.expedia.ca/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information)

Downtown Chicago

9.2/10

Wonderful

(1,002 reviews)

"Clean room and great location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Derek

CA $251

CA $343 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/17000000/16480000/16474600/16474535/38d1c625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Down comforters, Tempur-Pedic beds, in-room safe, desk](https://images.trvl-media.com/lodging/17000000/16480000/16474600/16474535/c572ebb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch and brunch served](https://images.trvl-media.com/lodging/17000000/16480000/16474600/16474535/b9749dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/17000000/16480000/16474600/16474535/bc5612ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel EMC2, Autograph Collection

[](https://www.expedia.ca/Chicago-Hotels-Hotel-EMC2.h16474535.Hotel-Information)

Downtown Chicago

9.4/10

Exceptional

(1,012 reviews)

"Nice room, great location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica

CA $247

CA $289 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/Chicago-Hotels-Hotel-EMC2.h16474535.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-09&endDate=2026-02-10&regionId=6132399&adults=2&sort=LUXURY&star=40,50&openPlayBack=true)

## Top Near South Side Hotel Reviews

![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg)

### The Royal Sonesta Chicago Downtown

10/10 Excellent

"Clean room & great staff!"

[](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)

![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/529d8be8_y.jpg)

### Courtyard by Marriott Chicago Magnificent Mile

10/10 Excellent

"Yes"

[](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information)

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg)

### Eurostars Magnificent Mile

10/10 Excellent

"ten out of ten experience, will definitely go back in the summer"

[](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg)

### River Hotel

10/10 Excellent

"Perfect location "

[](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)

![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61_y.jpg)

### The Wade

10/10 Excellent

"Staff were very helpful and friendly. Clean comfortable room. Easy to walk to places from the hotel. Close to Navy Pier. Would stay here again. I’m "

[](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)

![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg)

### Hyatt Regency Chicago

10/10 Excellent

"Great staff & awesome location!"

[](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg)

### Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent

"Always a great stay, clean, great breakfast, great pool. "

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg)

### Hilton Chicago O'Hare Airport

10/10 Excellent

"Hotel was very clean. Concierge was great with advice. Sports bar pepperoni pizza was great and the french fries were just as freshly cooked. Room was clean. Bed was great. Shower pressure great. Toilet correct height for a man of my age. Pillows…..pillows with a firmness of that of a 48 year old mother who breast fed all her 7 children until 9 months old. Glad the kids are good but those pillows need work Hilton. God Bless and safe travels to all. See you next time. "

[](https://expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information)

![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg)

### DoubleTree by Hilton Chicago - Magnificent Mile

10/10 Excellent

"My family and I had a great stay! Friendly reception, greeted with warm cookies and water upon arrival. Room was nice and quiet. Enjoyed breakfast at hotel in the morning (not included, extra charge). Location is just a few blocks to magnificent mile. Overall great stay! "

[](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

## Frequently asked questions

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