Port Barrington Vacation Packages
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Top Port Barrington Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Chicago Marriott Suites Deerfield
Price was CA $828, price is now CA $593 per person
CA $593
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,000 reviews)
Tv in the room didn’t work for local tv or for Netflix. It was rendered useless. The bartender was not very present at the bar because he was busy running room service. I waited at the bar close to 10 min before going to the front desk to ask if there was a bartender because I didn’t see any employee activity and the front desk advised me to just wait a min. The drinks were pretty good. The room was great. Spacious and clean. Tv is kinda vital for some entertainment
Reviewed on May 31, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,520, price is now CA $1,057 per person
CA $1,057
per person
Aug 7 - Aug 10
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,511 reviews)
Great experience and beautiful views
Reviewed on Jun 1, 2026
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was CA $1,337, price is now CA $950 per person
CA $950
per person
Aug 7 - Aug 10
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (395 reviews)
Great location and well maintained property!
Reviewed on May 29, 2026
The Emily Hotel
Downtown Chicago
Price was CA $1,478, price is now CA $1,065 per person
CA $1,065
per person
Aug 6 - Aug 9
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,322 reviews)
Convenient location and easy building to deal with. Parking was a little expensive.
Reviewed on Jun 2, 2026
Port Barrington Hotel Deals
Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts
22 West Algonquin Road Arlington Heights IL
Fully refundableReserve now, pay when you stay
The price is CA $86 per night from Jun 23 to Jun 24
CA $86
CA $96 total
Jun 23 - Jun 24
includes taxes & fees
5.4/10 (1,006 reviews)
"Meh"
Reviewed on May 31, 2026
Great Wolf Lodge Illinois
1700 Nations Dr Gurnee IL
Fully refundableReserve now, pay when you stay
The price is CA $227 per night from Jun 9 to Jun 10
CA $227
CA $259 total
Jun 9 - Jun 10
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"My kids loved the waterslides everything."
Reviewed on May 30, 2026
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Jun 21 to Jun 22
CA $173
CA $196 total
Jun 21 - Jun 22
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"I had a great stay at the Hyatt. The hotel was clean, beautiful, and well-maintained, and the staff was friendly and helpful throughout my visit. My only suggestion would be to add microwaves in the rooms for added convenience. Other than that, everything was excellent, and I would stay here ..."
Reviewed on May 30, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
