Port Barrington Vacations from ￥213,350
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The Latest Port Barrington Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was ￥251,534, price is now ￥213,350 per person
￥213,350
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,975 reviews)
The staff were so welcoming! They knew it was our anniversary and we got showered with little nice surprises. Thank you so much for making our stay so memorable and meaningful. Our room was perfect, the lobby and the bar/lounge were beautiful and again the staff were great. Location is within 15 minute walk to every thing. We will definitely be back!
Reviewed on Aug 31, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥513,846, price is now ￥405,233 per person
￥405,233
per person
Oct 19 - Oct 23
found 20 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
Place is great, staff, location.
So many great restaurants, river boats, shopping.
Loved our stay at Trump International
Reviewed on Aug 31, 2025
The Emily Hotel
Downtown Chicago
Price was ￥470,333, price is now ￥380,461 per person
￥380,461
per person
Oct 19 - Oct 23
found 20 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend.
Also the coffee bags ? PERFECTION. Just had to add that
Reviewed on Aug 22, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ￥269,086, price is now ￥221,092 per person
￥221,092
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (286 reviews)
The staff were excellent
Reviewed on Aug 21, 2025
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥401,175, price is now ￥341,653 per person
￥341,653
per person
Oct 19 - Oct 23
found 20 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,342 reviews)
Loved my stay at RIU; it is close to all the tourist attractions and in a walkable neighborhood. The staff was extremely nice; I will definitely come back here during my next visit.
Reviewed on Sep 1, 2025
Find the Best Port Barrington Vacation Packages
Port Barrington Hotel Deals
Hyatt Regency Schaumburg Chicago
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is ￥24,851 per night from Sep 2 to Sep 3
￥24,851
￥28,574 total
Sep 2 - Sep 3
includes taxes & fees
Wyndham Garden Schaumburg Chicago Northwest
1725 E Algonquin Road, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is ￥9,926 per night from Sep 11 to Sep 12
￥9,926
￥11,414 total
Sep 11 - Sep 12
includes taxes & fees
Hyatt Regency Deerfield
1750 Lake Cook Rd, Deerfield, IL
Fully refundableReserve now, pay when you stay
The price is ￥17,499 per night from Sep 14 to Sep 15
￥17,499
￥19,770 total
Sep 14 - Sep 15
includes taxes & fees
8.4/10 Very Good! (988 reviews)
"Nice staff! Clean and cozy room."
Reviewed on Aug 28, 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.
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.
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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.