Chicago Premium Outlets

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was HK$9,254, price is now HK$5,936 per person
HK$5,936
per person
2 Nov - 6 Nov
found 1 day ago
Return flight included
San Juan (SJU) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
The WIt was everything. The Roof at the Wit, was amazing, be sure to make reservations. I love this hotel and Chicago it was safe and close to everything!!

Reviewed on 26 Sept 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was HK$14,885, price is now HK$9,029 per person
HK$9,029
per person
2 Nov - 6 Nov
found 1 day ago
Return flight included
San Juan (SJU) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
The hotel was above the expectations and river view was fabulous also staff were incredibly awesome specially the front dest employee Natalia she was helpful, smiling and welcoming.

Reviewed on 24 Sept 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was HK$10,945, price is now HK$6,983 per person
HK$6,983
per person
2 Nov - 6 Nov
found 1 day ago
Return flight included
San Juan (SJU) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
I was so disappointed in my stay at the Emily. For almost $500/night I was expecting nice, spacious rooms. The room was so small, the sink was in the hallway, the bed was so uncomfortable, dingy design. I’ve stayed at better Aloft or Moxy rooms. The food at Fora, the hotel restaurant, is uninspired and unseasoned. The brunch chiliques were bland. Skip this hotel in west loop and stay at the hoxton instead

Reviewed on 22 Sept 2025

Popular places to visit

Aurora Regional Fire Museum

Aurora Regional Fire Museum

Housed in a historic civic building, this small but mighty museum offers a loving look at the history of firefighting from the 19th century to the present.

Aurora Regional Fire Museum

Cinemark Tinseltown USA Aurora

You can take time to visit Cinemark Tinseltown USA Aurora during your travels to Aurora. Visit the shops and top-notch restaurants in this family-friendly area.

Cinemark Tinseltown USA Aurora

Fresenius Medical Care at Provena Mercy Center For Health

If Fresenius Medical Care at Provena Mercy Center For Health is what brings you to town, hopefully you'll have a chance to explore more of Aurora.

Fresenius Medical Care at Provena Mercy Center For Health

AMITA Health Mercy Medical Center Aurora

If AMITA Health Mercy Medical Center Aurora is what brings you to town, hopefully you'll have a chance to explore more of Aurora.

AMITA Health Mercy Medical Center Aurora

Funway Ultimate Entertainment Center

You can take time to visit Funway Ultimate Entertainment Center during your travels to Batavia. Attend a sporting event in this family-friendly area.

Funway Ultimate Entertainment Center

Odyssey Fun World

You can take time to visit Odyssey Fun World during your travels to Naperville. While in this family-friendly area, you can savour the top-notch restaurants.

Odyssey Fun World

Top Chicago Premium Outlets Hotel Deals

Motel 6 Naperville, IL

Motel 6 Naperville, IL

2 out of 5
1585 Naperville Wheaton Road, Naperville, IL
Motel 6 Naperville, IL
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr, Naperville, IL
DoubleTree by Hilton Lisle Naperville
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street, Lombard, IL
SureStay Plus Hotel by Best Western Chicago Lombard
Best Western Chicago - Downers Grove

Best Western Chicago - Downers Grove

2.5 out of 5
3010 Finley Rd, Downers Grove, IL
Best Western Chicago - Downers Grove
Crowne Plaza Lombard Downers Grove by IHG

Crowne Plaza Lombard Downers Grove by IHG

3.5 out of 5
1250 Roosevelt Road, Glen Ellyn, IL
Crowne Plaza Lombard Downers Grove by IHG
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
707 E Butterfield Road, Lombard, IL
Embassy Suites by Hilton Chicago Lombard Oak Brook
The Westin Chicago Lombard

The Westin Chicago Lombard

4 out of 5
70 Yorktown Center, Lombard, IL
The Westin Chicago Lombard
Eaglewood Resort and Spa

Eaglewood Resort and Spa

4 out of 5
1401 Nordic Rd, Itasca, IL
Eaglewood Resort and Spa
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr, Westmont, IL
Chicago Club Inn & Suites
See all 2,192 properties in Chicago Premium Outlets
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.

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