South Side Ski Holidays
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Top flight + Ski hotel deals in South Side
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 ₹143,919, price is now ₹92,763 per person
₹92,763
per person
1 Sept - 8 Sept
found 1 day ago
Return flight included
Seattle (SEA) to Chicago (ORD)
8.2/10 Very good! (2,797 reviews)
Location was excellent. Rooms were a little smaller than I'd prefer but we got by.
Reviewed on 29 Jun 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was ₹213,371, price is now ₹119,993 per person
₹119,993
per person
1 Sept - 8 Sept
found 1 day ago
Return flight included
Seattle (SEA) to Chicago (ORD)
9.4/10 Exceptional! (4,518 reviews)
Included breakfast was great. Very responsive. Our shower drain was clogged; they fixed it the evening we reported it.
Reviewed on 29 Jun 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was ₹202,946, price is now ₹121,343 per person
₹121,343
per person
1 Sept - 8 Sept
found 1 day ago
Return flight included
Seattle (SEA) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!
Reviewed on 25 Jun 2026
Omni Chicago Hotel
Downtown Chicago
Save 100% on your flight
Price was ₹167,435, price is now ₹105,763 per person
₹105,763
per person
1 Sept - 8 Sept
found 1 day ago
Return flight included
Seattle (SEA) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Best location on Michigan Avenue
Reviewed on 27 Jun 2026
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was ₹222,599, price is now ₹145,370 per person
₹145,370
per person
1 Sept - 8 Sept
found 1 day ago
Return flight included
Seattle (SEA) to Chicago (ORD)
9.2/10 Wonderful! (1,330 reviews)
Clean and Helpful Staffs. You have to look for your parking space, mostly are street parking, but there is a valet at the hotel if you asked for it.
Reviewed on 28 Jun 2026
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
