Northwest Side Ski Vacations
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Top Ski vacation packages in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
Price was ￥423,084, price is now ￥346,048 per person
￥346,048
per person
May 11 - May 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,811 reviews)
Food wasn’t that great from the bar
Reviewed on Mar 7, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥482,023, price is now ￥379,285 per person
￥379,285
per person
May 12 - May 16
found 18 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (1,839 reviews)
Above the beyond. My back went out. Had wheelchair Asap took me uop and helprd mre get into bed.
Reviewed on Mar 3, 2026
The Godfrey Hotel Chicago
Downtown Chicago
Price was ￥436,346, price is now ￥364,118 per person
￥364,118
per person
May 1 - May 5
found 1 day ago
Roundtrip flight included
Izumo (IZO) to Chicago (ORD)
8.8/10 Excellent! (2,060 reviews)
Good place but a bit expensive for rooftop ambiance.
Reviewed on Mar 3, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was ￥439,550, price is now ￥367,340 per person
￥367,340
per person
May 11 - May 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
We chose this hotel for my husband’s birthday weekend. The room was spacious clean and trendy. The bed was so comfortable. The happy hour was excellent and the game room and bar on the second floor was fabulous. The customer service was phenomenal. They surprised my husband with a goody bag for his birthday which was the icing on the cake. The hotel is currently undergoing renovations but it was still a great stay.
Reviewed on Mar 3, 2026
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See all available trips from Tokyo to Northwest Side
View all trips5* Ski vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
The Peninsula Chicago
Downtown Chicago
Price was ￥415,862, price is now ￥373,352 per person
￥373,352
per person
May 1 - May 4
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Great location (very walkable), well equipped gym, very good restaurant
Reviewed on Mar 5, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥482,023, price is now ￥379,285 per person
￥379,285
per person
May 12 - May 16
found 18 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (1,839 reviews)
Above the beyond. My back went out. Had wheelchair Asap took me uop and helprd mre get into bed.
Reviewed on Mar 3, 2026
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See all available trips from Tokyo to Northwest Side
View all trips3 Night Ski vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
The Godfrey Hotel Chicago
Downtown Chicago
Price was ￥306,754, price is now ￥255,538 per person
￥255,538
per person
May 1 - May 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,060 reviews)
Good place but a bit expensive for rooftop ambiance.
Reviewed on Mar 3, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥371,797, price is now ￥317,530 per person
￥317,530
per person
May 1 - May 4
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,839 reviews)
Above the beyond. My back went out. Had wheelchair Asap took me uop and helprd mre get into bed.
Reviewed on Mar 3, 2026
Don't see what you're looking for?
See all available trips from Tokyo to Northwest Side
View all trips4 Night Ski vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥303,381, price is now ￥255,514 per person
￥255,514
per person
May 12 - May 16
found 18 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
8.2/10 Very Good! (2,573 reviews)
the staff was very friendly and helpful in a number of areas. The coffee was good each morning and the food as well.
The location is excellent and i would go back.
Reviewed on Mar 4, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥482,023, price is now ￥379,285 per person
￥379,285
per person
May 12 - May 16
found 18 hours ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (1,839 reviews)
Above the beyond. My back went out. Had wheelchair Asap took me uop and helprd mre get into bed.
Reviewed on Mar 3, 2026
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See all available trips from Fukuoka to Northwest Side
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
