
Rush Street Ski Vacations
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Top Ski vacation packages in Rush Street
Price found within the past 48 hours. Click for updated prices.

theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ¥196,670, price is now ¥177,360 per person
¥177,360
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Naha (OKA) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
Our guests that are not from Chicago there should be some sort of a quick tips handout that gives an overview of the events that are taking place over the next week popular restaurants things that are within walking distance of the hotel
Reviewed on Oct 20, 2025

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥226,392, price is now ¥186,231 per person
¥186,231
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Naha (OKA) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
Loved my stay here. Everything was top notch from the time I entered the lobby. The staff was welcoming and enthusiastic about you choosing to patronize their hotel. The check-in process was quick. The hotel’s rooms were very clean and had the latest amenities. Televisions had numerous channel options. The roof top bar was amazing for photo ops. It’s also in a very good location for site seeing & shopping.
Reviewed on Oct 31, 2025

The Emily Hotel
Downtown Chicago
Price was ¥211,974, price is now ¥186,933 per person
¥186,933
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Naha (OKA) to Chicago (ORD)
9.2/10 Wonderful! (1,248 reviews)
Always a great stay! Staff are great and rooms present great value.
Reviewed on Nov 1, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥207,856, price is now ¥185,216 per person
¥185,216
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Naha (OKA) to Chicago (ORD)
9.4/10 Exceptional! (2,188 reviews)
Clean room.. Great view!
Reviewed on Nov 1, 2025

Arlo Chicago
Downtown Chicago
Price was ¥198,174, price is now ¥177,856 per person
¥177,856
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Naha (OKA) to Chicago (ORD)
9.2/10 Wonderful! (1,852 reviews)
Great location. Comfortable room and wonderful service.
Reviewed on Oct 31, 2025
5* Ski vacations in Rush Street
Price found within the past 48 hours. Click for updated prices.

Nobu Hotel Chicago
Downtown Chicago
Price was ¥262,402, price is now ¥241,090 per person
¥241,090
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Naha (OKA) to Chicago (ORD)
9.4/10 Exceptional! (736 reviews)
This hotel is amazing! All of the staff we encountered were so helpful, kind, and very attentive. The hotel is beautiful and the zen suite is amazing. Highly recommend!
Reviewed on Oct 26, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ¥340,000, price is now ¥284,970 per person
¥284,970
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
Great staff, very clean rooms, overall great experience
Reviewed on Oct 31, 2025
3 Night Ski vacations in Rush Street
Price found within the past 48 hours. Click for updated prices.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ¥207,856, price is now ¥185,216 per person
¥185,216
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Naha (OKA) to Chicago (ORD)
9.4/10 Exceptional! (2,188 reviews)
Clean room.. Great view!
Reviewed on Nov 1, 2025

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥226,392, price is now ¥186,231 per person
¥186,231
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Naha (OKA) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
Loved my stay here. Everything was top notch from the time I entered the lobby. The staff was welcoming and enthusiastic about you choosing to patronize their hotel. The check-in process was quick. The hotel’s rooms were very clean and had the latest amenities. Televisions had numerous channel options. The roof top bar was amazing for photo ops. It’s also in a very good location for site seeing & shopping.
Reviewed on Oct 31, 2025

The Emily Hotel
Downtown Chicago
Price was ¥211,974, price is now ¥186,933 per person
¥186,933
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Naha (OKA) to Chicago (ORD)
9.2/10 Wonderful! (1,248 reviews)
Always a great stay! Staff are great and rooms present great value.
Reviewed on Nov 1, 2025
4 Night Ski vacations in Rush Street
Price found within the past 48 hours. Click for updated prices.

Virgin Hotels Chicago
Downtown Chicago
Price was ¥260,844, price is now ¥244,204 per person
¥244,204
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,382 reviews)
The hotel was located in a safe, convenient location. The room maximizes space for an efficient stay plus all the amenities you would expect, plus some. The in-hotel restaurant ioffers an outstanding menu, great service. Room was squeaky clean. Nice, safe, quiet, and convenient stay.
Downsides: the valet was inattentive (not to be found) when we pulled up a little after 8 PM as was the bellman whose duties end at 7:30. The good news, parking is literally around the corner and the bellman carts around the corner from the front desk. So, a little self-service never hurt anyone.
Reviewed on Oct 31, 2025

Omni Chicago Hotel
Downtown Chicago
Price was ¥269,080, price is now ¥248,740 per person
¥248,740
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,583 reviews)
For the price we paid:
- shower water pressure
- wifi was bad
- room was not cleaned the second day
Reviewed on Nov 1, 2025
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
