Northwest Chicago Cheap Vacations
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Flight and Cheap hotel deals in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Chicago Schaumburg
Price was CA $786, price is now CA $664 per person
CA $664
per person
Jul 20 - Jul 23
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
7.2/10 Good! (1,003 reviews)
The kitchen is closed on weekends but there was no mention of that when I booked. The bed was hard and looked like it has not been rotated as it was sunken in. The fan for the A/C did not work and there was no microwave in the room which I would expect for this area.
Reviewed on Mar 29, 2026
The Westin Chicago Northwest
Price was CA $768, price is now CA $720 per person
CA $720
per person
Jun 11 - Jun 14
found 19 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
8.8/10 Excellent! (1,005 reviews)
We stayed there for 2 days just to sleep it felt very clean and nice. They don’t pick you up from airport! It’s about 35 mins from downtowns Chicago.
In a quit place the parking fee is 5 dollars a night which is a good price
Reviewed on May 9, 2026
Eaglewood Resort and Spa
Price was CA $687, price is now CA $687 per person
CA $687
per person
Jul 17 - Jul 20
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,059 reviews)
Beautiful property! I enjoyed the peaceful setting. Close to everything. Staff at the hotel was excellent all around!
Reviewed on May 11, 2026
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View all trips3 Night Cheap holidays in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Chicago Schaumburg
Price was CA $786, price is now CA $664 per person
CA $664
per person
Jul 20 - Jul 23
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
7.2/10 Good! (1,003 reviews)
The kitchen is closed on weekends but there was no mention of that when I booked. The bed was hard and looked like it has not been rotated as it was sunken in. The fan for the A/C did not work and there was no microwave in the room which I would expect for this area.
Reviewed on Mar 29, 2026
The Westin Chicago Northwest
Price was CA $768, price is now CA $720 per person
CA $720
per person
Jun 11 - Jun 14
found 19 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
8.8/10 Excellent! (1,005 reviews)
We stayed there for 2 days just to sleep it felt very clean and nice. They don’t pick you up from airport! It’s about 35 mins from downtowns Chicago.
In a quit place the parking fee is 5 dollars a night which is a good price
Reviewed on May 9, 2026
Don't see what you're looking for?
See all available trips from Columbus to Northwest Chicago
View all trips4 Night Cheap holidays in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.
The Westin Chicago Northwest
Price was CA $875, price is now CA $787 per person
CA $787
per person
Jul 17 - Jul 21
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,005 reviews)
We stayed there for 2 days just to sleep it felt very clean and nice. They don’t pick you up from airport! It’s about 35 mins from downtowns Chicago.
In a quit place the parking fee is 5 dollars a night which is a good price
Reviewed on May 9, 2026
Hyatt Place Itasca
Price was CA $1,038, price is now CA $843 per person
CA $843
per person
Jun 18 - Jun 22
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
8.8/10 Excellent! (1,080 reviews)
I'd like to have access to a toaster in the room, no microwave. when I asked the staff to warm up my pizza in the breakfast area, I was told no. It's a bummer when simple units aren't provided (like a water kettle to warm water, toaster or mini conventional oven to warm up left overs will be a great addition). this could be provided individually per room, or provided at the breakfast area for everyone to use as complimentary use.
Reviewed on May 3, 2026
Four Points by Sheraton Chicago Schaumburg
Price was CA $1,142, price is now CA $1,033 per person
CA $1,033
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Chicago (ORD)
8.8/10 Excellent! (344 reviews)
The beds and bedding were very comfortable. The breakfast choices were just okay but the hotel in general was clean and well maintained.
Reviewed on May 3, 2026
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View all tripsCheap Hotels in Northwest Chicago
Motel 6 Rolling Meadows, IL - Chicago Northwest
1800 Winnetka Cir Rolling Meadows IL
Stay at this motel in Rolling Meadows. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
7.2/10 Good! (1,299 reviews)
The rooms smelled heavily of cigarette smoke, and the doors felt extremely unsafe even when locked. The bathrooms kept clogging, which made the stay even more uncomfortable. The staff was rude and completely unwelcoming, showing little to no concern for guests. The entire building looked poorly maintained ...
Reviewed on May 11, 2026
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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