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

Hilton Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $789, price is now $435 per person
$435
per person
Mar 12 - Mar 17
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.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $1,036, price is now $506 per person
$506
per person
Mar 12 - Mar 17
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.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $931, price is now $502 per person
$502
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was $1,604, price is now $876 per person
$876
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $796, price is now $455 per person
$455
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,708, price is now $982 per person
$982
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the indoor pool and perks like a free area shuttle.

Frequently asked questions

How much are vacation packages to Chicago Premium Outlets?
Save a bundle on your Chicago Premium Outlets adventure by combining your hotel stay and flights into a $435 package deal. With all that spare cash jangling around in your pocket, why not stay for a few more nights and discover even more?
Where can I get the best vacation package deals for Chicago Premium Outlets?
Travelocity will be able to help you get a Chicago Premium Outlets package deal. With more than 400 air carriers and 1,000,000 properties across the globe, you're sure to be able to put together the perfect itinerary.
Why should I book my Chicago Premium Outlets vacation bundle via Travelocity?
From our 24/7 customer care to our range of amazing destinations, we're dedicated to giving you the most unforgettable escape. All you need to do is to click and book — our Price Match Guarantee will make sure you lock in the best deal.

Top Chicago Premium Outlets hotel deals

Motel 6 Naperville, IL

Motel 6 Naperville, IL

2 out of 5
1585 Naperville Wheaton Road Naperville IL
Free Cancellation
Reserve now, pay when you stay
$38 nightly
The price is $43 total per night
$43 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.
Pet friendly
Parking included
Embassy Suites by Hilton Chicago Naperville

Embassy Suites by Hilton Chicago Naperville

3.5 out of 5
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 8 - Feb 9
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.
Pool
Breakfast included
Holiday Inn Express Naperville by IHG

Holiday Inn Express Naperville by IHG

3 out of 5
1837 Centre Point Circle Naperville IL
Free Cancellation
$99 nightly
The price is $110 total per night
$110 total
Feb 8 - Feb 9
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.
Pool
Breakfast included
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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.