Glenwood Vacations from ￥272,356
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The Latest Glenwood Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥366,161, price is now ￥272,356 per person
￥272,356
per person
May 12 - May 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
I had a wonderful stay at Riu Plaza Chicago. Even though I live in Chicago, I wanted a nice staycation and this hotel did not disappoint. The rooms were very clean, comfortable, and the staff was welcoming and professional. The breakfast was also great with a good variety of options to choose from. Overall, I had a great time and really enjoyed my stay. I would definitely recommend this hotel and would stay again!
Reviewed on Mar 16, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥616,773, price is now ￥446,362 per person
￥446,362
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,575 reviews)
the staff was very friendly and helpful in a number of areas. The coffee was good each morning and the food as well.
The location is excellent and i would go back.
Reviewed on Mar 4, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥636,178, price is now ￥461,446 per person
￥461,446
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Rooms clean friendly staff best location
Reviewed on Mar 16, 2026
Level Chicago – Old Town
Downtown Chicago
Price was ￥571,375, price is now ￥419,385 per person
￥419,385
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (441 reviews)
Interesting property in that it is a high rise building of furnished suites with certain floors available as a “hotel”. Coffee shop, gym and lounge are all nice as are the suites. Just know this is not a service oriented hotel experience. No doorman, uniformed person at desk, room or maid service etc.
Reviewed on Mar 14, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥629,788, price is now ￥466,404 per person
￥466,404
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,646 reviews)
Great location and staff
Reviewed on Mar 15, 2026
Find the Best Glenwood Vacation Packages
Glenwood Hotel Deals
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
Fully refundable
The price is ￥18,209 per night from Apr 5 to Apr 6
￥18,209
￥22,971 total
Apr 5 - Apr 6
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Room was nice but need internet in the tv so you can log into your own streaming services.
Reviewed on Mar 15, 2026
Hilton Chicago/Oak Lawn
9333 S Cicero Ave Oak Lawn IL
Fully refundableReserve now, pay when you stay
The price is ￥18,206 per night from Mar 23 to Mar 24
￥18,206
￥20,933 total
Mar 23 - Mar 24
includes taxes & fees
8.4/10 Very Good! (1,237 reviews)
.
Reviewed on Mar 15, 2026
DoubleTree by Hilton Chicago - Alsip
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
The price is ￥16,241 per night from Mar 29 to Mar 30
￥16,241
￥18,348 total
Mar 29 - Mar 30
includes taxes & fees
8.4/10 Very Good! (1,009 reviews)
We did check in at 1:30 AM and got an accessible room. We asked to change rooms and told none were available but they weren’t sold out. ? It was cleaned the next day and forgot all Towels. When we called to ask for towels we were told “they are probably in the dryer and will come up pretty ...
Reviewed on Mar 14, 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.
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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.
