Illinois Ski Vacations
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Top Ski vacation packages in Illinois
Price found within the past 48 hours. Click for updated prices.
The Westin Chicago Lombard
per person
Oct 9 - Oct 13
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
8.8/10 Excellent! (1,000 reviews)
Close to the office I was visiting, very friendly staff, the housekeeper on my floor was so pleasant as well. 17th floor morning of 7/16.
Reviewed on Jul 16, 2025
4 Night Ski vacations in Illinois
Price found within the past 48 hours. Click for updated prices.
Extended Stay America Suites Chicago O'Hare Allstate Arena
O'Hare
per person
Sep 21 - Sep 25
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
7.4/10 Good! (1,000 reviews)
Wendy at the front desk is truly amazing! She was incredibly helpful to us. Our room was clean.
Reviewed on Jun 18, 2025
The Westin Chicago Lombard
per person
Oct 9 - Oct 13
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
8.8/10 Excellent! (1,000 reviews)
Close to the office I was visiting, very friendly staff, the housekeeper on my floor was so pleasant as well. 17th floor morning of 7/16.
Reviewed on Jul 16, 2025
Top Ski Illinois Hotels
Chestnut Mountain Resort
8700 W Chestnut Mountain Rd, Galena, IL
Stay at this 3-star 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)
"Friendly , accommodating and helpful staff. Great food and service. Excellent ambiance and comfortable atmosphere . Will be back again and soon!"
Reviewed on Jul 17, 2025
Country Inn & Suites by Radisson, Galena, IL
11334 Oldenburg Ln, Galena, IL
The price is ￥14,673 per night from Jul 28 to Jul 29
￥14,673
￥16,283 total
Jul 28 - Jul 29
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! (1,001 reviews)
"Very professional"
Reviewed on Jul 17, 2025
Best Western Galena Inn & Suites
9923 West US Route 20, Galena, IL
The price is ￥11,257 per night from Jul 28 to Jul 29
￥11,257
￥12,492 total
Jul 28 - Jul 29
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 ...
8.4/10 Very Good! (1,005 reviews)
"Very happy with my stay."
Reviewed on Jul 19, 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.