Illinois Ski Vacations
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- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
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Top Ski vacation packages in Illinois
Price found within the past 48 hours. Click for updated prices.
Lincolnshire Marriott Resort
Half Day
Price was ￥234,212, price is now ￥219,442 per person
￥219,442
per person
Mar 7 - Mar 12
found 10 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
8.8/10 Excellent! (1,001 reviews)
The hotel is dated and the check in staff were not very friendly.
Reviewed on Nov 28, 2025
4 Night Ski vacations in Illinois
Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Lisle near Naperville
Price was ￥164,360, price is now ￥145,564 per person
￥145,564
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
7.6/10 Good! (1,024 reviews)
Can’t say enough about how nice this hotel was. Great service, nice amenities, spacious room with a very comfy bed, gym complete with a peloton bike. I was sad to have to cut my trip short due to weather, but they were gracious about even that!
Reviewed on Dec 2, 2025
Top Ski Illinois Hotels
Chestnut Mountain Resort
8700 W Chestnut Mountain Rd Galena IL
Book a stay at this ski resort in Galena. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,001 reviews)
Clean room, good breakfast with helpful staff
Reviewed on Dec 7, 2025
Country Inn & Suites by Radisson, Galena, IL
11334 Oldenburg Ln Galena IL
The price is ￥14,694 per night from Jan 12 to Jan 13
￥14,694
￥16,307 total
Jan 12 - Jan 13, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Galena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,009 reviews)
The STAFF was so gracious!!!! Plan was to stay two nights, however, husband got sick and wanted to return home to recover.....so we had to cancel one night. Desk clerk was so understanding.....appreciate that Professional and Compassionate Service!
Reviewed on Dec 10, 2025
Best Western Galena Inn & Suites
9923 West US Route 20 Galena IL
The price is ￥11,234 per night from Dec 23 to Dec 24
￥11,234
￥12,467 total
Dec 23 - Dec 24
includes taxes & fees
Stay at this hotel in Galena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,005 reviews)
Peaceful
Reviewed on Dec 8, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
