Port Barrington Vacations from ￥401,257
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥85,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Port Barrington Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥518,008, price is now ￥401,257 per person
￥401,257
per person
Jun 1 - Jun 7
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,628 reviews)
The room was actually pretty good and pretty good size for two people and a queen bed I really loved it and I would go back again.
Reviewed on Apr 21, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was ￥594,158, price is now ￥422,426 per person
￥422,426
per person
Jun 1 - Jun 7
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (449 reviews)
Everything was amazing from the staff to the amenities, the view and the cleanliness! I will definitely be booking again!
Reviewed on Apr 20, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was ￥569,942, price is now ￥443,089 per person
￥443,089
per person
Jun 1 - Jun 7
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,417 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.
Reviewed on Apr 14, 2026
Level Chicago - River North
Downtown Chicago
Price was ￥688,213, price is now ￥540,812 per person
￥540,812
per person
Jun 1 - Jun 7
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (932 reviews)
Extremely friendly staff and was able to get an early check-in and an upgraded room. The room itself was everything thats advertised...amazing amenities and a beautiful view from the balcony. There could have been a few dings and scuffs in the room, but it was perfect for my two-day stay and someplace I would come back to again and again
Reviewed on Apr 22, 2026
Find the Best Port Barrington Vacation Packages
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 ￥8,464 per night from May 6 to May 7
￥8,464
￥9,478 total
May 6 - May 7
includes taxes & fees
5.4/10 (1,002 reviews)
⸻ I had a pleasant stay at, Red Roof Inn — Arlington Heights, IL. The front desk staff were incredibly kind, welcoming, and very accommodating during check-in, which made a great first impression.
Reviewed on Apr 21, 2026
Great Wolf Lodge Illinois
1700 Nations Dr Gurnee IL
Fully refundableReserve now, pay when you stay
The price is ￥20,902 per night from May 6 to May 7
￥20,902
￥23,824 total
May 6 - May 7
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
yes
Reviewed on Apr 22, 2026
Quality Inn Schaumburg - Chicago near the Mall
600 North Martingale Rd Schaumburg IL
Fully refundable
The price is ￥14,919 per night from May 6 to May 7
￥14,919
￥17,155 total
May 6 - May 7
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
Would have given the hotel a 5 star rating but in the morning we were sitting in our room and a large centipede was climbing on the wall behind the tv. Otherwise place is great.
Reviewed on Apr 20, 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
5/5(4 reviews)
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 quaint 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.
