Title: Illinois Ski Vacations 2026 | Expedia.com

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# Illinois Ski Vacations

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

## Top Ski vacation packages in Illinois

Price found within the past 48 hours. Click for updated prices.

![The Westin Chicago Lombard](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/ef211bfd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Chicago Lombard

$381

per person

May 11 - May 14

found 9 hours ago

Roundtrip flight included

Los Angeles (QLA) to Chicago (ORD)

9/10 Wonderful! (1,204 reviews)

Beautiful place! Everything was clean and the stay was very nice. I would definitely come back

Reviewed on Mar 9, 2026

Don't see what you're looking for?

See all available trips from Columbus to Illinois

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-10/2026-04-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Ski vacations in Illinois

Price found within the past 48 hours. Click for updated prices.

![The Westin Chicago Lombard](https://images.trvl-media.com/lodging/2000000/1700000/1690600/1690548/ef211bfd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Chicago Lombard

$297

per person

May 14 - May 16

found 19 hours ago

Roundtrip flight included

Los Angeles (LAX) to Chicago (ORD)

9/10 Wonderful! (1,204 reviews)

Beautiful place! Everything was clean and the stay was very nice. I would definitely come back

Reviewed on Mar 9, 2026

Don't see what you're looking for?

See all available trips from Columbus to Illinois

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-10/2026-04-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Ski vacations in Illinois

Price found within the past 48 hours. Click for updated prices.

![Country Inn & Suites by Radisson, Elgin, IL](https://images.trvl-media.com/lodging/1000000/570000/565200/565186/0c2644ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Country Inn & Suites by Radisson, Elgin, IL

$283

per person

May 13 - May 17

found 1 day ago

Roundtrip flight included

New York (NYC) to Chicago (ORD)

7.6/10 Good! (1,001 reviews)

Very strong odor throughout the property all throughout different floors/hallways/room. It was a persistent odor that smelled like a mix of grease and pungent food smells. The room itself smelled weird as well almost like stale something, which made me question the cleanliness. The pool was under renovation, lots of areas of the property looked rundown. Walls cut with exposed pipes and the lobby restrooms both stated out of order. It felt more like a motel, thankfully I was not staying alone otherwise I would’ve had to book elsewhere. I had stayed here previously many years ago and it was very nice back then, unfortunately this experience was not at all what I expected.

Reviewed on Mar 7, 2026

![Candlewood Suites Elgin by IHG](https://images.trvl-media.com/lodging/3000000/2470000/2462700/2462675/f29e3bd8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Candlewood Suites Elgin by IHG

$324

per person

May 13 - May 17

found 1 day ago

Roundtrip flight included

New York (NYC) to Chicago (ORD)

8.6/10 Excellent! (379 reviews)

The check in staff was very helpful

Reviewed on Jan 2, 2026

![Holiday Inn Chicago Northwest-Elgin by IHG](https://images.trvl-media.com/lodging/1000000/160000/151200/151142/e1cf205a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Holiday Inn Chicago Northwest-Elgin by IHG

$449

per person

Apr 16 - Apr 20

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Chicago (ORD)

9/10 Wonderful! (1,002 reviews)

The hotel room was perfect, staff were amazing, we did have to leave a day early due to unforseen reasons and I did get the refund for the night! Couldn't ask for a better experience!

Reviewed on Jan 14, 2026

Don't see what you're looking for?

See all available trips from Columbus to Illinois

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-10/2026-04-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=THVAD_SPRING_PROMO_215)

## Planning your Illinois ski vacation

####  What are some things I should consider when booking a Illinois ski trip package? 

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in. 

####  How can I find cheap Illinois ski packages? 

Right now, ski trips start at just $283\. Prices and availability are subject to change. Additional terms may apply. 

####  Can I book a beginner ski package in Illinois? 

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Illinois. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow. 

####  How much does a ski trip to Illinois cost? 

Sensational ski trips to Illinois start from $283\. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply. 

####  When’s the best time of year to plan a ski trip to Illinois? 

The best time to hit the slopes in Illinois depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days. 

####  Can I book Illinois ski packages with airfare? 

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly. 

####  Can I book a Illinois ski trip with free cancellation and/or flexible dates? 

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options. 

####  Why should I book a ski package in Illinois with Expedia? 

Simple search and fantastic filters make it easy to find, build, and book your dream Illinois ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy. 

## Top Ski Illinois Hotels

![Chestnut Mountain Resort](https://images.trvl-media.com/lodging/7000000/6260000/6256300/6256296/531fa59a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Chestnut Mountain Resort

8700 W Chestnut Mountain Rd Galena IL

- 2 hours drive from Wrigley Field

$93 nightly

$104 total

Mar 16 - Mar 17

Total with taxes and fees

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! (1,005 reviews)

The breakfast buffet was terrible. It doesn’t worth $16.

Reviewed on Mar 7, 2026

[](https://expedia.com/Galena-Hotels-Chestnut-Mountain-Resort.h6256296.Hotel-Information)

![Country Inn & Suites by Radisson, Galena, IL](https://images.trvl-media.com/lodging/1000000/670000/660100/660026/db5db72a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Country Inn & Suites by Radisson, Galena, IL

11334 Oldenburg Ln Galena IL

- 1 hour drive from Wrigley Field

$100 nightly

$111 total

Mar 30 - Mar 31

Total with taxes and 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! (1,008 reviews)

Kids really enjoyed breakfast, pool was too cold

Reviewed on Mar 6, 2026

[](https://expedia.com/Galena-Hotels-Country-Inn-Suites-By-Radisson.h660026.Hotel-Information)

![Fabulous Home Away From Home, Fabulous Home Away From Home - 4 Bdr - With Hot Tub!](https://images.trvl-media.com/lodging/19000000/18980000/18973700/18973698/87f52149_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Fabulous Home Away From Home, Fabulous Home Away From Home - 4 Bdr - With Hot Tub!

 Guilford Township IL

- 1 hour drive from Wrigley Field

Stay at this vacation home in Galena. Enjoy a fitness center, laundry facilities, and tennis courts. Popular attractions Eagle Ridge Resort Golf and Horseshoe ...

9.6/10 Exceptional! (55 reviews)

This was an exceptional home away from home. We thouroughly enjoyed the screened in porch for meals as well as visiting and playing cards in the evening. It was in a beautiful location and the siblings and spouses had a great time reconnecting. The host/manager was very accommodating and answered ...

Reviewed on Sep 27, 2025

[Get rates](https://expedia.com/Galena-Hotels-Fabulous-Home-Away-From-Home.h18973698.Hotel-Information)

[](https://expedia.com/Galena-Hotels-Fabulous-Home-Away-From-Home.h18973698.Hotel-Information)

[See all 10,524 properties in Illinois](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=215)

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.