West Side Ski Vacations
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Top Ski vacation packages in West Side
Price found within the past 48 hours. Click for updated prices.
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Price was NT$38,664, price is now NT$30,325 per person
NT$30,325
per person
Jul 12 - Jul 16
found 19 hours ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (1,054 reviews)
The staff were fantastic, and the beds were insanely comfortable/blankets were soft and plush. The location is advantageous- lots of shopping, food, and things to do nearby. Getting an Uber from this location was a breeze and took less than five minutes. The Valet service for Staypineapple was also good. Would definitely recommend!
Reviewed on 2026/5/1
Hotel Riu Plaza Chicago
Downtown Chicago
Price was NT$52,839, price is now NT$37,068 per person
NT$37,068
per person
Jul 12 - Jul 16
found 19 hours ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (4,070 reviews)
Beautiful hotel, very impressed with the cleanliness, space in the room and the breakfast. So pleased we chose this hotel as the location was excellent 👌
Reviewed on 2026/5/7
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was NT$58,124, price is now NT$43,004 per person
NT$43,004
per person
Jul 12 - Jul 16
found 19 hours ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
My stay was exceptional the staff were very polite and patient, they answered all my questions. I had a very nice view will definitely book again
Reviewed on 2026/5/6
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NT$69,088, price is now NT$52,176 per person
NT$52,176
per person
Jul 12 - Jul 16
found 19 hours ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (1,863 reviews)
I love everything in the hotel everything
Reviewed on 2026/5/4
Le Méridien Essex Chicago
Downtown Chicago
Price was NT$47,870, price is now NT$37,258 per person
NT$37,258
per person
Jul 12 - Jul 16
found 19 hours ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
8.8/10 Excellent! (1,003 reviews)
Staff was attentive and friendly. Atmosphere was welcoming. Restaurant had a great selection food was good and prices reasonable. Rooms were comfy.
Reviewed on 2026/4/23
5* Ski vacations in West Side
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NT$69,088, price is now NT$52,176 per person
NT$52,176
per person
Jul 12 - Jul 16
found 19 hours ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (1,863 reviews)
I love everything in the hotel everything
Reviewed on 2026/5/4
4 Night Ski vacations in West Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was NT$52,839, price is now NT$37,068 per person
NT$37,068
per person
Jul 12 - Jul 16
found 19 hours ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (4,070 reviews)
Beautiful hotel, very impressed with the cleanliness, space in the room and the breakfast. So pleased we chose this hotel as the location was excellent 👌
Reviewed on 2026/5/7
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was NT$58,124, price is now NT$43,004 per person
NT$43,004
per person
Jul 12 - Jul 16
found 19 hours ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
My stay was exceptional the staff were very polite and patient, they answered all my questions. I had a very nice view will definitely book again
Reviewed on 2026/5/6
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NT$69,088, price is now NT$52,176 per person
NT$52,176
per person
Jul 12 - Jul 16
found 19 hours ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Chicago (ORD)
9.4/10 Exceptional! (1,863 reviews)
I love everything in the hotel everything
Reviewed on 2026/5/4
More Vacation Ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
