An airplane exhibit labeled "Concourse A" in an airport terminal.

Luxury Hotels & Resorts in Southwest Side from AU$128

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Check availability on Southwest Side Luxury Hotels

Tonight
17 Aug - 18 Aug
Tomorrow
18 Aug - 19 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 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
AU$337
includes taxes & fees
7 Sept - 8 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

2. Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
  • Indulgent Chicago escape featuring upscale dining, indoor pool, and a tranquil steam room in the heart of downtown's vibrant atmosphere.
AU$778
includes taxes & fees
13 Sept - 14 Sept
Nobu Hotel Chicago

3. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Spa indulgence awaits in city centre Chicago where luxurious treatments and premium dining create memorable moments.
AU$549
includes taxes & fees
6 Sept - 7 Sept
JW Marriott Chicago

4. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
AU$361
includes taxes & fees
23 Aug - 24 Aug
L7 Chicago by LOTTE

5. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
AU$420
includes taxes & fees
7 Sept - 8 Sept
Hyatt Regency Chicago

6. Hilton Chicago

Hilton Chicago
Downtown Chicago
AU$325
includes taxes & fees
7 Sept - 8 Sept
Hilton Chicago

7. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
AU$495
includes taxes & fees
8 Sept - 9 Sept
Fairmont Chicago at Millennium Park

8. Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
Downtown Chicago
AU$384
includes taxes & fees
30 Aug - 31 Aug
Canopy by Hilton Chicago Central Loop

9. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
Downtown Chicago
  • Indulgent city retreat offers a seasonal outdoor pool, indoor spa sanctuary, and breathtaking skyline views in city centre Chicago.
AU$411
includes taxes & fees
2 Sept - 3 Sept
Radisson Blu Aqua Hotel Chicago

10. The Hoxton, Chicago

The Hoxton, Chicago
Downtown Chicago
AU$459
includes taxes & fees
30 Aug - 31 Aug
The Hoxton, Chicago
View all properties

Top Southwest Side Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Great stay"
Anthony 1-night trip
Posted 3 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"gREAT location, friendly and helpful staff. Nice onsite eating options. Clean tower with one of the fastest elevators I can recall. Recommend!"
Joe 1-night trip
Posted 4 hours ago
Hyatt Regency O'Hare Chicago
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Fairmont maybe an old hotel but it is well maintained hotel. With large rooms, great views of the skyline especially at night from our window. And Le Labo toiletries is a plus. Also Many great restaurants nearby"
Marie 1-night trip
Posted 5 hours ago
Fairmont Chicago at Millennium Park
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Everything was nice! Hotel was beautiful, no pool was the only thing I didn’t like."
Donna 3-night trip
Posted 7 hours ago
Hyatt Regency Chicago
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Stayed here for our son's 11th birthday weekend! Chose this hotel due to location, cost and the fact that they have balconies! Felicia at the front desk was wonderful. She made our kids feel very special :-)"
Aleksandra 2-night trip
Posted 9 hours ago
Crowne Plaza Chicago West Loop by IHG
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

8/10 Good
"WiFi was a little bit temperamental other than that it was a great experience."
Christopher 4-night trip
Posted 10 hours ago
Holiday Inn & Suites Chicago - Downtown by IHG

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