South Suburbs Ski Vacations
Book a Ski Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
Price was ₩874,795, price is now ₩730,149 per person
₩730,149
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.2/10 Very Good! (2,582 reviews)
Very pet friendly. Small room but fine for the 2 overnights in city. The Shower head in 1003 leaks & reduced the flow but otherwise decent.
Spot Hero parking ($35 night) around the corner for easy in and out. Central location to most areas of interest @$125 value
Reviewed on Mar 24, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ₩1,477,491, price is now ₩1,176,142 per person
₩1,176,142
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (1,852 reviews)
Perfect room size for 2+1. The river view was breathtaking especially in the late evening while serenade of colors highlighted other buildings surrounding the Trump Tower hotel. Good food at the restaurant and nice staff helping you to enjoy the memorable time during the visit.
We will be back in near future for surr!
Reviewed on Mar 24, 2026
Hilton Chicago O'Hare Airport
O'Hare
Price was ₩951,660, price is now ₩794,661 per person
₩794,661
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.4/10 Very Good! (2,231 reviews)
Everything was clean and the staff was very friendly and helpful!
Reviewed on Mar 25, 2026
Warwick Allerton - Chicago
Downtown Chicago
Price was ₩918,470, price is now ₩774,348 per person
₩774,348
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.6/10 Excellent! (3,039 reviews)
Clean but small rooms, nice location, the hotel offers bag holding service for a small fee so you don't have to lug em around the city.
Reviewed on Mar 25, 2026
The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
Price was ₩999,230, price is now ₩857,657 per person
₩857,657
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.2/10 Very Good! (1,306 reviews)
The staff was very friendly and accommodating. The lobby and our room was very clean and uniquely designed. The valet parking was excellent.
Reviewed on Mar 23, 2026
Don't see what you're looking for?
See all available trips from Dallas to South Suburbs
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
Price was ₩1,477,491, price is now ₩1,176,142 per person
₩1,176,142
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (1,852 reviews)
Perfect room size for 2+1. The river view was breathtaking especially in the late evening while serenade of colors highlighted other buildings surrounding the Trump Tower hotel. Good food at the restaurant and nice staff helping you to enjoy the memorable time during the visit.
We will be back in near future for surr!
Reviewed on Mar 24, 2026
The Peninsula Chicago
Downtown Chicago
Price was ₩1,739,532, price is now ₩1,612,878 per person
₩1,612,878
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.8/10 Exceptional! (1,010 reviews)
Wonderful, from the property to the staff, the food and the amenities. Will be staying again any time I travel to Chicago.
Reviewed on Mar 25, 2026
Don't see what you're looking for?
See all available trips from Dallas 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.
