Exclusive Chicago Premium Outlets Vacation Deals

Chicago Premium Outlets vacation package deals

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
Save 100% on your flight
Price was $588, price is now $368 per person
$368
per person
Mar 27 - Mar 30
found 8 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Limo/town car service, WiFi in public areas, and express check-out are also on offer.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $663, price is now $395 per person
$395
per person
Mar 27 - Mar 30
found 8 hours ago
Roundtrip flight included
Dallas (DAL) 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.
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
West Lawn
Save 100% on your flight
Price was $660, price is now $402 per person
$402
per person
Apr 5 - Apr 10
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was $673, price is now $416 per person
$416
per person
Apr 8 - Apr 11
found 22 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
This hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, express check-out, and luggage storage are also on offer.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $724, price is now $449 per person
$449
per person
Mar 27 - Mar 30
found 8 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $696, price is now $432 per person
$432
per person
Feb 22 - Feb 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

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 $368 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
$37 nightly
The price is $41 total per night
$41 total
Jan 28 - Jan 29
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
$104 nightly
The price is $116 total per night
$116 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.