Far Southwest Side Ski Vacations

Book a Ski Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Ski vacation packages in Far Southwest Side

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
¥287,346
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (165 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
¥315,324
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Only the wall outlet near the beds didn't work ...just that...everything was great !! Excelent hotel

Reviewed on Sep 21, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago
¥306,496
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (3,839 reviews)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
¥319,072
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (1,010 reviews)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

Downtown Chicago
¥300,453
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
8.8/10 Excellent! (2,334 reviews)
Don't see what you're looking for?
See all available trips from Fukuoka to Far Southwest Side
View all trips

4 Night Ski vacations in Far Southwest Side

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

Downtown Chicago
¥279,314
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
8.8/10 Excellent! (2,527 reviews)
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago
¥305,784
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
8.8/10 Excellent! (2,442 reviews)
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare
¥325,282
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to Chicago (ORD)
8.4/10 Very Good! (2,463 reviews)
This hotel was absolutely awful. It feels like it was stuck in the early 1990’s, the restaurant was awful, their food service options were awful. The “runway view” you pay extra for on top of a very expensive room to begin with is extremely far away and you mostly see people being dropped off at the airport doors, not a runway. The entire hotel feels like it’s tilted on its side which is extremely unsettling. We found black hairs on the toilet and a footprint on my made bed, crusty something or another on the headboard, nothing was wiped down. To top it all off, they started construction at 8pm and it lasted until after 10pm when I put headphones on and went to sleep. They had a crew breaking concrete and pouring new asphalt in the dead of night for some unknown reason. The front desk staff for check-in and out were very kind and truly I just feel bad they work here. Aside from being at the airport for convenience sake, there was not a single thing I recommend. I will never stay here again and I don’t suggest anyone else does as well. Definitely not the Hilton experience I’m very used to and I’m disappointed because I wanted to love it.

Reviewed on Sep 21, 2026

Don't see what you're looking for?
See all available trips from Fukuoka to Far Southwest Side
View all trips

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

¥4,272
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

¥7,453
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

¥3,886
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Far Southwest Side
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.