
Des Plaines Vacations from ¥302,736
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The Latest Des Plaines Vacation Packages
Price found within the past 48 hours. Click for updated prices.



Level Chicago – Old Town
Downtown Chicago
Price was ¥441,820, price is now ¥351,874 per person
¥351,874
per person
Aug 5 - Aug 9
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (489 reviews)
We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.
Reviewed on Jun 11, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was ¥417,497, price is now ¥334,064 per person
¥334,064
per person
Aug 5 - Aug 9
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (493 reviews)
If you drive, it’s very close to everything pretty much. It’s clean and nice to stay with family. Parking is a little expensive but that applies to most of Chicago area.
Reviewed on Jun 14, 2026

The Emily Hotel
Downtown Chicago
Price was ¥392,873, price is now ¥322,100 per person
¥322,100
per person
Aug 5 - Aug 9
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (1,327 reviews)
The staff was great. The room was nice but I would have preferred more towels. The remote in our room wasn’t working fully as well as the steamer in the room. Otherwise, it is a good hotel but would not recommend for families.
Reviewed on Jun 15, 2026
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Des Plaines Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥21,906 per night from Jun 29 to Jun 30
¥21,906
¥26,042 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,297 reviews)
"We were very pleased with our stay at Congress Plaza Hotel. Location was perfect for sightseeing. Many restaurant choices within walking distance. Our room had a beautiful view of Buckingham Fountain and Lake Michigan. Staff was friendly and helpful. Would definitely stay here again."
Reviewed on Jun 18, 2026

The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
The price is ¥25,608 per night from Jul 6 to Jul 7
¥25,608
¥30,446 total
Jul 6 - Jul 7
includes taxes & fees
7.8/10 Good! (1,589 reviews)
"Beautiful room, clean, nice staff"
Reviewed on Jun 18, 2026

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is ¥25,537 per night from Jun 28 to Jun 29
¥25,537
¥29,108 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (2,688 reviews)
"Hotel main trash service pickup was directly below my room window and was extremely loud when unloading and loading rolloff dumpsters at 4am. No way to sleep through the noise. Shuttle service was very good to and from the airport. Toilet clogged after one use with no plunger available. Remodeling ..."
Reviewed on Jun 17, 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.
