Chicago Ski Vacations
Book a Ski Hotel + Flight or Car together to unlock savings
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Better together
Save up to ￥45,448 when you book a flight and hotel together*
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With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Ski Chicago Hotels
Victorian Rose Garden
314 Washington Street, Algonquin, IL
Stay at this 3-star B&B in Algonquin. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Buffalo Park Forest Preserve and Algonquin Lakes ...
9.8/10 Exceptional! (89 reviews)
"Sherry and her daughter were warm and welcoming. The breakfasts were amazing. It was a very peaceful and relaxing stay . Bonus was all the beautiful scenery and parks to hike in."
Reviewed on Sep 3, 2025
Hyatt Regency Lisle near Naperville
1400 Corporetum Drive, Lisle, IL
Stay at this 3.5-star business-friendly hotel in Lisle. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7.4/10 Good! (1,028 reviews)
"Everything was fine."
Reviewed on Sep 23, 2025
Holiday Inn Express Hotel & Suites Chicago-Algonquin by IHG
2595 Bunker Hill Dr, Algonquin, IL
Book a stay at this business-friendly hotel in Algonquin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (964 reviews)
"Friendly"
Reviewed on Sep 22, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
