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

The Royal Sonesta Chicago River North
Downtown Chicago
Price was CA $1,018, price is now CA $639 per person
CA $639
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Close to walk most places. Lots of restaurants in the surrounding area. Staff very nice. Rooms clean and spacious.
Reviewed on Aug. 22, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $3,441, price is now CA $1,974 per person
CA $1,974
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.
Reviewed on Aug. 19, 2025

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was CA $1,775, price is now CA $1,041 per person
CA $1,041
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (1,962 reviews)
Great place, everyone was wonderful!
Reviewed on Aug. 22, 2025

Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was CA $2,444, price is now CA $1,439 per person
CA $1,439
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.
Reviewed on Aug. 21, 2025

Park Hyatt Chicago
Downtown Chicago
Price was CA $2,052, price is now CA $1,250 per person
CA $1,250
per person
Oct 22 - Oct 25
found 13 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on Aug. 10, 2025
Northwest Chicago Hotel Deals

Wyndham Garden Schaumburg Chicago Northwest
1725 E Algonquin Road, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is CA $102 per night from Sep 22 to Sep 23
CA $102
CA $118 total
Sep 22 - Sep 23
includes taxes & fees
6.6/10 (1,004 reviews)
"I was pleasantly surprised. Very nice hotel and location."
Reviewed on Aug. 20, 2025

Motel 6 Elk Grove Village, IL
1000 W Devon Ave, Elk Grove Village, IL
Fully refundableReserve now, pay when you stay
The price is CA $62 per night from Sep 22 to Sep 23
CA $62
CA $71 total
Sep 22 - Sep 23
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"I got a room here multiple times and it was always amazing lol"
Reviewed on Aug. 19, 2025

Hyatt Regency Schaumburg Chicago
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from Sep 22 to Sep 23
CA $234
CA $270 total
Sep 22 - Sep 23
includes taxes & fees
8.6/10 Excellent! (1,216 reviews)
"Would stay hwre agiain!!!"
Reviewed on Aug. 19, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.