
Exclusive Chicago Premium Outlets Vacation Deals

Chicago Premium Outlets vacation package deals
Price found within the past 48 hours. Click for updated prices.

Hilton Chicago
Downtown Chicago
Save 100% on your flight
Price was $325, price is now $215 per person
$215
per person
Apr 7 - Apr 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was $769, price is now $451 per person
$451
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $722, price is now $446 per person
$446
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $620, price is now $385 per person
$385
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Hilton Chicago O'Hare Airport
O'Hare
Save 100% on your flight
Price was $1,047, price is now $678 per person
$678
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.

Grand Royal Hotel O'Hare - Chicago
Price was $510, price is now $334 per person
$334
per person
Apr 5 - Apr 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling for business? Take advantage of the business center, express check-out, and conference space. A terrace, dry cleaning, and luggage storage are also on offer.
Frequently asked questions
Top Chicago Premium Outlets hotel deals

Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
Free Cancellation
Reserve now, pay when you stay
$37 nightly
The price is $41 total per night
$41 total
Jan 25 - Jan 26
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's a snack bar/deli and multilingual staff can provide around-the-clock assistance.

Embassy Suites by Hilton Chicago Naperville
1823 Abriter Court Naperville IL
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $145 total per night
$145 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.

Holiday Inn Express Naperville by IHG
1837 Centre Point Circle Naperville IL
Free Cancellation
$104 nightly
The price is $116 total per night
$116 total
Jan 15 - Jan 16
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
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View all propertiesLowest 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.