Sterling Vacations from ￥419,385
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The Latest Sterling Vacation Packages
Price found within the past 48 hours. Click for updated prices.
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 7 hours 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
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 7 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Such a beautiful hotel, exceptional staff, and they really took care of everything we needed. Amazing stay!
Reviewed on Mar 15, 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 7 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,646 reviews)
Best hotel on the strip by far. 3 bars in same hotel. Clean property, great views, and friendly staff.
Reviewed on Mar 15, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥658,961, price is now ￥491,472 per person
￥491,472
per person
May 28 - Jun 2
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,844 reviews)
Room was perfect/staff was great
Reviewed on Mar 12, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was ￥564,265, price is now ￥426,288 per person
￥426,288
per person
May 28 - Jun 2
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
Check in was quick and easy, room was clean and spacious
Reviewed on Mar 9, 2026
Find the Best Sterling Vacation Packages
Sterling Hotel Deals
Quality Inn & Suites Dixon near I-88
136 Plaza Dr Dixon IL
Fully refundableReserve now, pay when you stay
The price is ￥14,519 per night from Mar 22 to Mar 23
￥14,519
￥16,113 total
Mar 22 - Mar 23
includes taxes & fees
8.2/10 Very Good! (652 reviews)
Got flat tire from something in there parking lot due to the construction being done. Huge stains on carpet. Waffles tasted sour like the mix was old or worse
Reviewed on Mar 15, 2026
Holiday Inn Express & Suites Rock Falls by IHG
301 E 2nd St Rock Falls IL
Fully refundable
The price is ￥17,091 per night from Apr 5 to Apr 6
￥17,091
￥18,967 total
Apr 5 - Apr 6
includes taxes & fees
9.6/10 Exceptional! (324 reviews)
Nice hotel but priced for the city when in a small town. Desk clerk was quite not overly friendly. Room had a slight smell think meant be clean smelling but came off a bit fake cover up. Fine for a night due to points I had cost me $10, if had paid the excess of $100 they charge would not stayed ...
Reviewed on Mar 8, 2026
Tru By Hilton Dixon
1806 S. Galena Ave Dixon IL
Fully refundableReserve now, pay when you stay
The price is ￥18,206 per night from Mar 22 to Mar 23
￥18,206
￥20,205 total
Mar 22 - Mar 23
includes taxes & fees
8.4/10 Very Good! (65 reviews)
Great place! Very clean and nice breakfast.
Reviewed on Feb 28, 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.
