Port Barrington Vacations from ￥185,789
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The Latest Port Barrington Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥221,032, price is now ￥185,789 per person
￥185,789
per person
Mar 4 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Other than a slow check in the Riu met all our needs. Friendly, clean and convenient location.
Reviewed on Jan 20, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥400,704, price is now ￥319,797 per person
￥319,797
per person
Mar 15 - Mar 19
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Exceptional service, great location, beautiful hotel
Reviewed on Jan 20, 2026
Level Chicago – Old Town
Downtown Chicago
Price was ￥337,890, price is now ￥285,200 per person
￥285,200
per person
Mar 15 - Mar 19
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Property was clean, welcoming, pet friendly
Reviewed on Jan 18, 2026
Find the Best Port Barrington Vacation Packages
Port Barrington Hotel Deals
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is ￥16,942 per night from Jan 30 to Jan 31
￥16,942
￥19,141 total
Jan 30 - Jan 31
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Everything stood out staff members were very nice and helpful. Room was clean.
Reviewed on Jan 17, 2026
Comfort Inn & Suites Arlington Heights - Schaumburg
2112 S Arlington Heights Rd Arlington Heights IL
The price is ￥12,624 per night from Jan 21 to Jan 22
￥12,624
￥14,136 total
Jan 21 - Jan 22
includes taxes & fees
8.2/10 Very Good! (954 reviews)
The property is clean and well-staffed. Staff is friendly. The room was well appointed. (some properties are eliminating micro, fridge and chairs as crazy as that seems). Love that there is a nice breakfast! Only criticism was that the coffee was a bit weak at breakfast, but the one in my room was ...
Reviewed on Jan 14, 2026
Motel 6 Elk Grove Village, IL
1000 W Devon Ave Elk Grove Village IL
Fully refundableReserve now, pay when you stay
The price is ￥6,049 per night from Jan 28 to Jan 29
￥6,049
￥6,834 total
Jan 28 - Jan 29
includes taxes & fees
8/10 Very Good! (1,126 reviews)
ROOM WAS VERY CLEAN THE STAFF WAS HELP FULL AND NICE
Reviewed on Jan 15, 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.
Discover the most popular places to visit in Port Barrington
Deer Park Town Center
You can browse for the perfect souvenirs at Deer Park Town Center during your trip to Deer Park. Stroll along the lakeside or attend a sporting event in this family-friendly area.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
