
Far Southeast Side Ski Vacations
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Top Ski vacation packages in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥433,600, price is now ¥343,770 per person
¥343,770
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)
Loved the breakfast. The room was nice and clean. However there are very little amenities here like no ice machines. No grab and go. No pool. My room got hot a few times but hotel maintenance was quick to respond. Other staff members appeared confused when asked a question about amenities. Check in was confusing as well. Staff had trouble finding reservations as well.
Reviewed on Jul 29, 2026

Eurostars Magnificent Mile
Downtown Chicago
Price was ¥403,124, price is now ¥355,117 per person
¥355,117
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,732 reviews)
Room was clean and comfortable. Biggest issue was there was no microwave available in our room. Major letdown there. But the hotel was in walking distance to a lot of things.
Reviewed on Jul 29, 2026
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View all trips4 Night Ski vacations in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥433,600, price is now ¥343,770 per person
¥343,770
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)
Loved the breakfast. The room was nice and clean. However there are very little amenities here like no ice machines. No grab and go. No pool. My room got hot a few times but hotel maintenance was quick to respond. Other staff members appeared confused when asked a question about amenities. Check in was confusing as well. Staff had trouble finding reservations as well.
Reviewed on Jul 29, 2026

Eurostars Magnificent Mile
Downtown Chicago
Price was ¥403,124, price is now ¥355,117 per person
¥355,117
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (3,732 reviews)
Room was clean and comfortable. Biggest issue was there was no microwave available in our room. Major letdown there. But the hotel was in walking distance to a lot of things.
Reviewed on Jul 29, 2026

Best Western Plus Hawthorne Terrace Hotel
Lakeview
Price was ¥355,176, price is now ¥348,074 per person
¥348,074
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
Very clean and nice staff great location
Reviewed on Jul 29, 2026
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View all tripsThings to do

Chicago: Navy Pier Centennial Wheel Ticket
¥3,992
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.


