South Suburbs Ski Vacations
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Top Ski vacation packages in South Suburbs
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥479,580, price is now ￥379,904 per person
￥379,904
per person
Jul 19 - Jul 24
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (3,991 reviews)
Breakfast was not good as we expected for 4 star hotel.
The hotel was not calm and we had so much noise in our corridor
Reviewed on May 2, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was ￥522,510, price is now ￥415,495 per person
￥415,495
per person
Jul 19 - Jul 24
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.2/10 Wonderful! (455 reviews)
Great and helpful staff very clean, a place where you don’t feel out of place
Reviewed on Apr 25, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥596,964, price is now ￥491,566 per person
￥491,566
per person
Jul 19 - Jul 24
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
Absolutely fantastic will be back
Reviewed on Apr 27, 2026
5* Ski vacations in South Suburbs
Price found within the past 48 hours. Click for updated prices.
The Peninsula Chicago
Downtown Chicago
Price was ￥493,063, price is now ￥432,744 per person
￥432,744
per person
Jun 23 - Jun 26
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,001 reviews)
The staff was very welcoming and the rooms were super clean & well maintained.
The location is also very convenient, quiet but close and walking distance to the river and the amazing restaurants. Will definitely revisit the Penninsula soon.
Reviewed on May 2, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥596,964, price is now ￥491,566 per person
￥491,566
per person
Jul 19 - Jul 24
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
Absolutely fantastic will be back
Reviewed on Apr 27, 2026
3 Night Ski vacations in South Suburbs
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥399,980, price is now ￥350,548 per person
￥350,548
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
A unique experience, loved being on the pier! Stunning views of the lake!
Reviewed on May 2, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥508,900, price is now ￥414,210 per person
￥414,210
per person
Jun 12 - Jun 15
found 10 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,991 reviews)
Breakfast was not good as we expected for 4 star hotel.
The hotel was not calm and we had so much noise in our corridor
Reviewed on May 2, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥458,053, price is now ￥390,367 per person
￥390,367
per person
Jun 23 - Jun 26
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
Absolutely fantastic will be back
Reviewed on Apr 27, 2026
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
