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 Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was ₩1,093,109, price is now ₩658,370 per person
₩658,370
per person
Apr 24 - Apr 29
found 19 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
There were no glasses in the room to drink out of. There was no lotion. There was no coffee maker. The shower curtain does not stretch the whole way so water gets all over the bathroom. We had a free VIP "hot" breakfast. When went down, there was no hot food. Just coffee and some bakery items. And no employee to serve us. Very, very misleading. We won't be staying here again.
Reviewed on Feb 2, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩1,871,151, price is now ₩981,112 per person
₩981,112
per person
Apr 24 - Apr 29
found 19 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Staff was extremely polite, rooms were clean. No issues at all
Reviewed on Feb 2, 2026
Arlo Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩1,386,306, price is now ₩853,440 per person
₩853,440
per person
Apr 24 - Apr 29
found 19 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
9.2/10 Wonderful! (1,862 reviews)
Every detail. The staff was amazing.
Reviewed on Jan 30, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was ₩1,547,730, price is now ₩963,462 per person
₩963,462
per person
Apr 24 - Apr 29
found 19 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!
Reviewed on Feb 2, 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Downtown Chicago
Save 100% on your flight
Price was ₩1,377,780, price is now ₩868,557 per person
₩868,557
per person
Apr 24 - Apr 29
found 19 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
9.6/10 Exceptional! (1,067 reviews)
always clean, great staff comfortable beds good location
Reviewed on Feb 1, 2026
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View all trips5* Ski vacations in South Suburbs
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩2,366,455, price is now ₩1,527,398 per person
₩1,527,398
per person
Apr 24 - Apr 29
found 19 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Lovely room. Excellent staff.
Reviewed on Feb 3, 2026
The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩3,240,062, price is now ₩2,222,480 per person
₩2,222,480
per person
Apr 24 - Apr 29
found 19 hours ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The amenities and staff are top tier!!!
Reviewed on Feb 1, 2026
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See all available trips from New York to South Suburbs
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
