Port Barrington Holidays
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Top Flight + Hotel Deals in Port Barrington
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
Price was €830, price is now €674 per person
€674
per person
19 Dec - 22 Dec
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
The view from the panoramic view was amazing. The gym was comfortable and the credit to amuse was nice
Reviewed on 9 Oct 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was €950, price is now €740 per person
€740
per person
19 Dec - 22 Dec
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
Food price was high but everything was fine
Reviewed on 4 Oct 2025
Pendry Chicago
Downtown Chicago
Price was €915, price is now €726 per person
€726
per person
19 Dec - 22 Dec
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
I loved the hotel, however I would request an inside room next time. It was extremely noisy outside.
Reviewed on 11 Oct 2025
Level Chicago - River North
Downtown Chicago
Price was €887, price is now €740 per person
€740
per person
19 Dec - 22 Dec
found 7 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (698 reviews)
This is one of the nicest hotels I have stayed in (and I travel almost weekly).
Floor to ceiling windows with incredible views of the city and the water.
It is within walking distance of my favorite Chicago restaurants.
I will be back!
Reviewed on 10 Oct 2025
Top hotels in Port Barrington
Motel 6 Prospect Heights, IL
540 N Milwaukee Ave, Prospect Heights, IL
Fully refundable
The price is €39 per night from 26 Oct to 27 Oct
€39
26 Oct - 27 Oct
includes taxes & fees
8/10 Very Good! (1,438 reviews)
"Excellent room at a very reasonable price. Good neighborhood and very friendly staff."
Reviewed on 10 Oct 2025
Comfort Inn Chicago Schaumburg - O'Hare Airport
1300 E Higgins Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is €79 per night from 1 Nov to 2 Nov
€79
1 Nov - 2 Nov
includes taxes & fees
7/10 Good! (956 reviews)
"Clean room & shops nearby"
Reviewed on 10 Oct 2025
Wyndham Garden Schaumburg Chicago Northwest
1725 E Algonquin Road, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is €60 per night from 29 Oct to 30 Oct
€60
29 Oct - 30 Oct
includes taxes & fees
6.6/10 (1,019 reviews)
"Great"
Reviewed on 8 Oct 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.
Popular places to visit
Makray Memorial Golf Club
Enjoy a round of golf in Barrington at Makray Memorial Golf Club. Stroll along the lakeside or attend a sporting event in this family-friendly area.
Baker's Lake Nature Preserve
Explore the great outdoors at Baker's Lake Nature Preserve, a lovely green space in Barrington. Amble around this romantic area's lakeside or attend a sporting event.
The Catlow Theater
You can make plans for a show at The Catlow Theater on your trip to Barrington. Stroll along the lakeside or attend a sporting event in this romantic area.
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
