Best Skiing Near Chicago: Top Ski Resorts and Slopes

Closest Ski Resorts to Chicago for a Winter Getaway

If you’re looking for a quick escape from the city to hit the slopes, there are several ski resorts close to Chicago that make for a perfect weekend or even a day trip. Some of the best ski places near Chicago are within a few hours' drive, making it easy to enjoy a snowy retreat without extensive travel time.

Wilmot Mountain, Wisconsin (1.5 hours from Chicago)

One of the most popular ski resorts near Chicago, Wilmot Mountain is located just across the Illinois-Wisconsin border. It offers 23 trails suitable for beginners and advanced skiers alike. Owned by Vail Resorts, Wilmot provides modern amenities, including ski rentals, lessons and a cozy lodge for après-ski relaxation.

Alpine Valley Resort, Wisconsin (2 hours from Chicago)

Located in Elkhorn, WI, Alpine Valley Resort is a great choice for those looking for diverse terrain and well-maintained ski slopes near Chicago. It features 21 runs, a snowboarding terrain park and night skiing opportunities.

Four Lakes Alpine Snowsports, Illinois (40 minutes from downtown Chicago)

For those who don’t want to venture too far, Four Lakes Alpine Snowsports is one of the closest options. It’s perfect for beginners, offering small ski hills near Chicago, IL that provide an ideal learning environment.

Chestnut Mountain Resort, Illinois (3 hours from Chicago)

Located in Galena, Chestnut Mountain Resort offers some of the best skiing near Chicago, with 19 trails and a stunning view of the Mississippi River. It's a fantastic spot for a weekend getaway, featuring on-site lodging and dining options.

For a relaxing stay after your ski adventure, consider booking a room at Swissôtel Chicago, offering luxury accommodations in the heart of the city.

Best Ski Areas Near Chicago for Beginners and Experts

Whether you're hitting the slopes for the first time or looking for a new challenge, the ski resorts near Chicago have something to offer for every skill level.

Best Ski Resorts for Beginners

If you’re new to skiing, you’ll want to start with smaller, gentle slopes where you can practice. Four Lakes Alpine Snowsports and Villa Olivia are two of the best ski areas close to Chicago for beginners. Both locations offer affordable lessons, making them excellent choices for first-time skiers.

Best Ski Resorts for Experts

For advanced skiers, Granite Peak Ski Area in Wisconsin is one of the top ski resorts near Chicago, featuring over 75 runs and 700 feet of vertical drop. Cascade Mountain is another fantastic option, offering longer and steeper trails.

Ski Resorts Near Chicago with Lodging and Amenities

If you're looking for a full ski resort experience with on-site lodging, dining and spa services, consider these top picks:

• Grand Geneva Resort & Spa: located in Lake Geneva, WI, this resort offers a luxury stay with skiing, a spa and fine dining options.

• Chestnut Mountain Resort: not only does it have stunning slopes, but it also provides cozy accommodations with panoramic views of the Mississippi River.

• Devil’s Head Resort: a fantastic option in Wisconsin with a ski-in/ski-out experience.

For a luxurious stay before or after your skiing adventure, Fairmont Chicago - Millennium Park offers premium accommodations with easy access to the city's best attractions.

Family-Friendly Ski Resorts Near Chicago

If you're planning a winter getaway with kids, choosing the right resort is key. Family-friendly resorts offer kid-friendly slopes, ski lessons and entertainment for all ages.

• Villa Olivia (Bartlett, IL): this small ski area is great for families, offering tubing hills, beginner-friendly slopes and affordable lessons.

• Wilmot Mountain (WI): close to Chicago, this ski resort features a dedicated snow play area, perfect for kids.

• Tyrol Basin (WI): this resort has beginner-friendly terrain and an excellent ski school for young learners.

   

Snowboarding Near Chicago: Best Spots for Riders

If you're into snowboarding in the Chicago area, several resorts have terrain parks designed for riders:

• Wilmot Mountain: features multiple terrain parks with rails, jumps and boxes.

• Alpine Valley Resort: offers a large snowboard park with challenging obstacles.

• Granite Peak: a must-visit for experienced snowboarders looking for steep runs.

   

Night Skiing Near Chicago: Where to Go After Dark

For those who prefer skiing under the lights, several ski resorts near Chicago offer night skiing:

• Villa Olivia: open for night skiing until 9:30 PM.

• Wilmot Mountain: offers extended skiing hours on weekends.

• Cascade Mountain: has night skiing with well-lit slopes.

   

Cross-Country Skiing Near Chicago: Trails and Parks

For those who prefer cross-country skiing, Chicago has excellent trails:

• Arrowhead Golf Club (Wheaton, IL): offers well-maintained cross-country ski trails.

• Kettle Moraine State Forest (WI): features miles of scenic trails for all levels.

   

Ski Rental and Gear Shops in the Chicago Area

Before heading out, you’ll need the right gear. Here are some of the best places for ski rental near Chicago:

• Chicago Ski Pro: offers rentals and professional fittings.

• Village Ski & Snowboard: great for affordable rentals and gear.

• Alpine Accessories: a top choice for quality ski and snowboard equipment.

   

Best Time to Go Skiing Near Chicago

The best time for skiing near Chicago is typically from December to early March. The snowfall is most consistent in January and February, offering the best conditions for skiing and snowboarding.

How to Get to the Nearest Ski Resorts from Chicago

Most ski resorts are accessible by car, but some also offer shuttle services from downtown Chicago. If you’re looking for a quick trip, renting a car is often the most convenient option.

• Wilmot Mountain: 1.5-hour drive via I-94 W

• Alpine Valley Resort: 2-hour drive via I-43 N

• Chestnut Mountain: 3-hour drive via US-20 W

   

Plan Your Winter Escape with Accor Hotels

After a thrilling day on the slopes, there’s nothing better than unwinding in comfort and style. Accor hotels in Chicago offer the perfect retreat, blending luxury, convenience and warm hospitality to complement your winter adventure. Whether you’re planning a quick ski trip or a weekend escape, you’ll find sophisticated accommodations and premium amenities to help you relax and recharge.

With so many incredible ski resorts just a short drive away, there’s no reason to hibernate this winter—grab your gear and hit the slopes! And to make every getaway even more rewarding, join ALL – Accor Live Limitless and unlock exclusive perks, special discounts and unforgettable travel experiences worldwide!