Miles Vacations from ￥314,217
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The Latest Miles Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥374,696, price is now ￥314,217 per person
￥314,217
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Great weekend getaway with a beautiful view!
Reviewed on Mar 29, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥546,288, price is now ￥399,292 per person
￥399,292
per person
Apr 29 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
The service is always outstanding! Especially Adrian! I have gotten to know him over the last few stays and his smile is infectious. You are so lucky to have this guy.
Reviewed on Mar 29, 2026
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was ￥446,148, price is now ￥381,583 per person
￥381,583
per person
Apr 29 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.4/10 Very Good! (1,862 reviews)
This was perfect for a night in the city! Great all around and will stay again. Great staff at check-in!
Reviewed on Mar 27, 2026
Find the Best Miles Vacation Packages
Miles Hotel Deals
Irish Cottage Inn & Suites
9853 US-20 Galena IL
Fully refundableReserve now, pay when you stay
The price is ￥13,427 per night from Apr 21 to Apr 22
￥13,427
￥19,351 total
Apr 21 - Apr 22
includes taxes & fees
9.4/10 Exceptional! (1,298 reviews)
Everything from the front desk to the servers at dinner were amazing. Room was spotless and most definitely will be back again ♥️
Reviewed on Mar 26, 2026
Stoney Creek Inn Galena
940 Galena Square Dr Galena IL
Fully refundableReserve now, pay when you stay
The price is ￥15,726 per night from Mar 30 to Mar 31
￥15,726
￥17,454 total
Mar 30 - Mar 31
includes taxes & fees
9.2/10 Wonderful! (1,334 reviews)
Breakfast was very good. The staff was super kind and went above and beyond.
Reviewed on Mar 28, 2026
Country Inn & Suites by Radisson, Galena, IL
11334 Oldenburg Ln Galena IL
Fully refundable
The price is ￥17,100 per night from Apr 5 to Apr 6
￥17,100
￥18,978 total
Apr 5 - Apr 6
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
Breakfast was great, the staff very welcoming, the pool was amazing.
Reviewed on Mar 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.