Port Barrington Vacation Packages
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Top Port Barrington Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was CA $947, price is now CA $617 per person
CA $617
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
Our experience here was fantastic. We visited in August and the weather was superb. Everything was centralized. From shopping to dining and peace and quiet were abound. Just magnificent stay. The staff was friendly and informative. Thank you.
Reviewed on Sep. 4, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,863, price is now CA $1,123 per person
CA $1,123
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Professional service
Reviewed on Sep. 4, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was CA $1,363, price is now CA $877 per person
CA $877
per person
Nov 7 - Nov 11
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (286 reviews)
The staff were excellent
Reviewed on Aug. 21, 2025
Hilton Orrington / Evanston
Downtown Evanston
Price was CA $1,694, price is now CA $1,118 per person
CA $1,118
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Québec (YQB) to Chicago (ORD)
7.6/10 Good! (1,003 reviews)
Hotel is beautiful and all of the staff is amazing. Only annoying thing is no free parking. Other than that amazing stay and happy we chose this hotel!
Reviewed on Aug. 18, 2025
The Langham, Chicago
Downtown Chicago
Price was CA $1,862, price is now CA $1,251 per person
CA $1,251
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on Aug. 12, 2025
Port Barrington Hotel Deals
Wyndham Garden Schaumburg Chicago Northwest
1725 E Algonquin Road, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is CA $75 per night from Oct 3 to Oct 4
CA $75
CA $86 total
Oct 3 - Oct 4
includes taxes & fees
Hyatt Regency Schaumburg Chicago
1800 East Golf Rd, Schaumburg, IL
The price is CA $252 per night from Sep 8 to Sep 9
CA $252
CA $289 total
Sep 8 - Sep 9
includes taxes & fees
The Westin Chicago Northwest
400 Park Blvd, Itasca, IL
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Oct 5 to Oct 6
CA $165
CA $184 total
Oct 5 - Oct 6
includes taxes & fees
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.
