
Northwest Chicago Vacation Packages
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Top Northwest Chicago Vacation Deals
Price found within the past 48 hours. Click for updated prices.


Hotel Riu Plaza Chicago
Downtown Chicago
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Bathroom would be better with 2 bathrooms and one live outlet to enable charging devices while out of the room.
Reviewed on Jul. 30, 2025



Pendry Chicago
Downtown Chicago
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
The stay so far has been great, but we attempted to order in room dining which, according to the menu, is available until 5AM, but were advised by the front desk staff that we would not be able to order food for at least 40 minutes while the kitchen was “cleaned”. No other solutions were provided and we were very disappointed in this interaction.
Reviewed on Jul. 30, 2025
Northwest Chicago Hotel Deals

Hyatt Regency Schaumburg Chicago
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Aug 10 to Aug 11
CA $148
CA $170 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (1,181 reviews)
"Staff were nice, beautiful lobby, room was great, and the breakfast was outstanding; would definitely stay again! Also, conveniently close to the mall, plenty of dining options, and the highway. Highly recommend"
Reviewed on Jul. 28, 2025

Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Fully refundable
The price is CA $202 per night from Aug 24 to Aug 25
CA $202
CA $237 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,324 reviews)
"It is renovated, it is very clean, the breakfast was delicious"
Reviewed on Jul. 30, 2025

Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Aug 22 to Aug 23
CA $248
CA $291 total
Aug 22 - Aug 23
includes taxes & fees
8/10 Very Good! (2,091 reviews)
Very comfortable
"We always stay here before we travel. This time we took advantage of the main restaurant and it was very delightful. The food was fantastic! The best steak and calamari. The atmosphere was a little unexpected especially for our son. Our room was cool and clean and the beds as usual are very ..."
Reviewed on Jul. 29, 2025
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.
Discover the most popular places to visit in Northwest Chicago

Woodfield Mall
Browse through over 300 stores, restaurants and specialty shops at Schaumburg’s expansive shopping mall, one of the largest in the United States.

LEGOLAND® Discovery Center
See iconic Chicago landmarks made from over a million LEGO® pieces, watch a movie and learn how the bricks are made in the LEGO® factory.
NOW Arena
Catch an event at NOW Arena during your trip to Hoffman Estates. Amble around this quaint area's lakeside or attend a sporting event.
What to do in Northwest Chicago

Wendella's 90-min Chicago River Architecture Tour
CA $62
per adult
94% of travellers recommend

Chicago By Night River & Lake Cruise
CA $62
per adult
94% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.