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Luxury Hotels & Resorts in Southwest Side from NZ$153

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Check availability on Southwest Side Luxury Hotels

Tonight
11 Aug - 12 Aug
Tomorrow
12 Aug - 13 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Southwest Side luxury hotels

1. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
NZ$426
includes taxes & fees
7 Sept - 8 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
NZ$391
includes taxes & fees
8 Sept - 9 Sept
Hilton Chicago

3. The Hoxton, Chicago

The Hoxton, Chicago
Downtown Chicago
NZ$533
includes taxes & fees
30 Aug - 31 Aug
The Hoxton, Chicago

4. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Downtown Chicago
NZ$338
includes taxes & fees
7 Sept - 8 Sept
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

5. Sentral Michigan Avenue

Sentral Michigan Avenue
Downtown Chicago
NZ$351
includes taxes & fees
31 Aug - 1 Sept
Sentral Michigan Avenue

6. Arlo Chicago

Arlo Chicago
Downtown Chicago
NZ$320
includes taxes & fees
7 Sept - 8 Sept
Arlo Chicago

7. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
Downtown Chicago
  • Art deco elegance and city views blend at this city centre Chicago hotel near Michigan Avenue.
NZ$540
includes taxes & fees
7 Sept - 8 Sept
Sofitel Chicago Magnificent Mile

8. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
NZ$331
includes taxes & fees
7 Sept - 8 Sept
Staypineapple, An Iconic Hotel, The Loop

9. The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
Downtown Chicago
NZ$478
includes taxes & fees
7 Sept - 8 Sept
The Blackstone, Autograph Collection

10. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Spa indulgence awaits in city centre Chicago where luxurious treatments and premium dining create memorable moments.
NZ$624
includes taxes & fees
6 Sept - 7 Sept
JW Marriott Chicago
View all properties

Top Southwest Side Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Room was very clean. I would absolutely stay here again"
Richard 3-night trip
Posted 2 hours ago
Hilton Chicago/Magnificent Mile Suites
L7 Chicago by LOTTE

L7 Chicago by LOTTE

8/10 Good
"Check in was slow. Had to ask about breakfast. Then service for breakfast was really slow. Food was great though."
Jess 1-night trip
Posted 7 hours ago
L7 Chicago by LOTTE
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Good location, room was spacious, big bathroom."
Julie 1-night trip
Posted 8 hours ago
Fairmont Chicago at Millennium Park
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"This place is awesome with family. It’s in a very nice and centrally located downtown area. There are many things to do and nice restaurants nearby."
Shuyao 5-night trip
Posted 10 hours ago
The Royal Sonesta Chicago Downtown
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Regina should receive more pay(that’s my 2 cents. She didn’t mention or ask me to say this about her pay)! She was everything!! Friendly, helpful and very informative. Peaceful location. I enjoyed the sounds of the city, ASMR for sure. The room was clean, the water pressure was perfect. Bed was comfortable and the pillows had the right amount of fluff!"
Melvin 2-night trip
Posted 10 hours ago
Crowne Plaza Chicago West Loop by IHG
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Hotel was great and most of the staff was helpful, I did however have to wait an hour for my check luggage and missed my train."
Cece 3-night trip
Posted 10 hours ago
Eurostars Magnificent Mile
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Breakfast is top notch"
Robert 1-night trip
Posted 14 hours ago
Hyatt Regency O'Hare Chicago
Omni Chicago Hotel

Omni Chicago Hotel

10/10 Excellent
"We had a wonderful suite; the staff was very accommodating and friendly - from check in through to the doormen who were very helpful with directions, etc. when we exited the hotel for our daily adventures. Great menu in the dining room (breakfast and afternoon snacks) - and friendly bar. HIGHLY RECOMMEND."
Sharon 4-night trip
Posted 14 hours ago
Omni Chicago Hotel

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