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



Trump International Hotel & Tower Chicago
Downtown Chicago
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Terrace 16 resto has the best view in Chicago outstanding service.
Hotel is located right next to the river cruises.
Walgreens is 3 minutes away by foot.
Very safe neighborhood several excellent restaurants within 10 minutes on foot.
Try Wildberry resta for breakfast excellent food.
Sanda for Asian food and Grand Boucher French
The pizza place next to hotel (bonjiourno) overrated and subpar
Reviewed on Aug. 12, 2025

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
Overall the staff were very prompt and helpful. My only complaints with the hotel is the rooms are smaller than I expected, the 4 of us had a hard time fitting into a double bed room. It would have been nice to know that most of the food places around the hotel close on the weekend. Definitely not the best choice for a family. Proximity to activities were doable , but a little far. Wells street at night was a little scary over the weekend. Parking in Chicago is really crazy but I found parking for $18 a night on the same block without in and out access. We parked and left the car the whole time. Overall staff was amazing, nothing bad to say there, but I was disappointed as a first time visitor with the size of the hotel rooms, the cleanliness was fair, dark room, windows you couldn’t see out of well. The room temp was set at 65 but we were all swearing overnight and had to purchase a fan to help.
Reviewed on Aug. 13, 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 $164 per night from Aug 17 to Aug 18
CA $164
CA $188 total
Aug 17 - Aug 18
includes taxes & fees
8.4/10 Very Good! (1,200 reviews)
"Rooms were clean however the bathroom was a little tight for a small family of 3. You can tell they renovated recently which is a plus. Would stay here again if needed to."
Reviewed on Aug. 11, 2025

Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Fully refundable
The price is CA $196 per night from Aug 24 to Aug 25
CA $196
CA $230 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,369 reviews)
"My only issue was my room was right next to the elevator and I can hear it running throughout the day when I was trying to take a nap"
Reviewed on Aug. 12, 2025

Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $247 per night from Sep 5 to Sep 6
CA $247
CA $290 total
Sep 5 - Sep 6
includes taxes & fees
8/10 Very Good! (2,086 reviews)
"The room was comfortable and very quiet despite the proximity to the airport. I would have preferred a queen size bed, but the only available option was a double."
Reviewed on Aug. 9, 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

Chicago By Night River & Lake Cruise
CA $62
per adult
96% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
CA $56
per adult
94% of travellers recommend
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