Top 5 Ski Spots Near Chicago: Best Midwest Ski Resorts Within Driving Distance.

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Y’all, I had no idea skiing in the Midwest was an option until last year when the opportunity to go was brought to me. We went to a free opening at Wisconsin's most minor ski hill with free lessons. I was so hooked that we headed to Granite Peak the next day. I even bought skis and boots in town.

There are several ski resorts near Chicago where you can enjoy skiing and snowboarding during winter. You're lucky. We've rounded up the five best ski destinations near Chicago worth the drive. Whether you're a beginner or an experienced skier, these top five ski spots promise a memorable winter adventure. Let's dive into the best ski resorts within driving distance from Chicago.

Pro Tip: Some resorts are on the Indy Pass. This pass gives you two days of skiing at each resort included on the pass, allowing you to try different resorts without breaking the bank.

1. Cascade Mountain

Cascade Mountain, located in Portage, Wisconsin, is a top ski destination that attracts both families and ski enthusiasts. Known for its variety of slopes, Cascade Mountain offers something for everyone, from beginners to advanced skiers. The resort provides a mix of trails and stunning views, making it a great spot for a winter getaway. It's approximately a 3-hour drive from Chicago.

Mountain Top Express lift at the base of the mountain at Cascade.

Mountain Top Express lift at the base of the mountain at Cascade.

Highlights:

  • Varied Slopes: From gentle beginner runs to challenging terrain for advanced skiers.

  • Family-Friendly: Kid-friendly slopes and activities, including snow tubing.

  • Snowmaking Technology: Ensures consistent snow quality throughout the season.

  • Night Skiing: Enjoy skiing under the stars with well-lit trails.

  • Less Crowded: Offers a more relaxed skiing experience without long lift waits.

  • Indy Pass: Yes

Mountain Stats:

  • Number of Trails: 48

  • Number of Lifts: 11

  • Terrain Parks: 3

Our Favorite Trails:

  • Green Runs: Adele's Alley, Upper Adele's, Badger Pass, Daisy Run, and Cindy Top.

  • Blue Runs: Some of the blues are comparable to greens. Nineteen blue runs vary in degree and length. Some of our favorites are Badger Bowl and Walzy Way.

Cost and Accessibility:

  • Lift Ticket Prices: Adult day pass - $95; Night skiing - $54

  • Distance from Chicago: Approximately 3-hour drive

  • Address: W10441 Cascade Mountain Rd, Portage, WI 53901

Accommodation Suggestions:

  • Nearby Hotels: Best Western Resort Hotel & Conference Center, Comfort Suites Portage.

  • On-Site Lodging: Cascade Mountain offers convenient lodging options close to the slopes.

Local Attractions and Activities:

  • Nearby Attractions: Devil’s Lake State Park and Circus World Museum.

  • Other Activities: Snow tubing, snowshoeing, and dining at local restaurants.

Additional Information:

  • Typical Season Duration: December to March

  • Equipment Rentals: Available at the resort

  • Ski School: Offers ski and snowboard lessons

  • Contact: Cascade Mountain Website | Phone: (608) 742-5588

The firepit at Cascade is always crowded with roasting marshmallows or even hot dogs on a stick.

The firepit at Cascade is always crowded with roasting marshmallows or even hot dogs on a stick.

1. Granite Peak

Granite Peak, located in Wausau, Wisconsin, is a popular ski area that offers a mix of slopes for all skill levels. With its modern lift system and well-maintained trails, Granite Peak is ideal for a quick day trip and a more extended weekend stay. The resort also features terrain parks for those looking to practice freestyle skiing or snowboarding. It's approximately a 4-hour drive from Chicago.

Highlights:

  • Diverse Terrain: Suitable for beginners to advanced skiers, including terrain parks.

  • Modern Lift System: Reduces wait times, allowing more time on the slopes.

  • Night Skiing: Available for those who enjoy evening skiing.

  • Snowmaking Capability: Ensures optimal snow conditions.

  • Base Lodge: Offers dining options, equipment rentals, and a cozy atmosphere.

  • Indy Pass: No

Mountain Stats:

  • Number of Trails: 68

  • Number of Lifts: 7

  • Terrain Parks: 4

Cost and Accessibility:

  • Lift Ticket Prices: Adult day pass - $85; Night skiing - $30

  • Distance from Chicago: Approximately 4-hour drive

  • Address: 227200 Snowbird Avenue, Wausau, WI 54401

Accommodation Suggestions:

  • Nearby Hotels: Jefferson Street Inn, Courtyard by Marriott Wausau.

  • On-Site Lodging: Granite Peak has several lodging options close to the slopes.

Local Attractions and Activities

  • Nearby Attractions: Rib Mountain State Park, Leigh Yawkey Woodson Art Museum.

  • Other Activities: Snowshoeing, winter hiking, and local dining experiences.

Additional Information

  • Typical Season Duration: December to March

  • Equipment Rentals: Available at the resort

  • Ski School: Offers ski and snowboard lessons

  • Contact: Granite Peak Website | Phone: (715) 845-2846

3. Shanty Creek's Schuss Mountain

Schuss Mountain, part of Shanty Creek Resorts in Bellaire, Michigan, provides a classic winter sports experience. The resort features a variety of runs that cater to all levels of skiers and snowboarders. It's an excellent place for families and groups looking for fun and relaxation. It's approximately a 6-hour drive from Chicago.

Highlights:

  • Variety of Runs: Fifty-three runs catering to all skill levels.

  • Multiple Lifts: Twelve lifts ensure easy access to different parts of the mountain.

  • Terrain Parks: Two parks for freestyle skiing and snowboarding.

  • Après-Ski Amenities: Cozy lodges and dining options.

  • Indy Pass: Yes

Mountain Stats:

  • Number of Trails: 53

  • Number of Lifts: 12

  • Terrain Parks: 2

Cost and Accessibility:

  • Lift Ticket Prices: Adult day pass - $70

  • Distance from Chicago: Approximately 6-hour drive

  • Address: 6519 Schuss Mountain Ln, Mancelona, MI 49659

Accommodation Suggestions:

  • Nearby Hotels: The Lakeview Hotel, Shanty Creek Resorts - Summit Village.

  • On-Site Lodging: Various lodging options within the resort.

Local Attractions and Activities:

  • Nearby Attractions: Torch Lake, Grass River Natural Area.

  • Other Activities: Snowshoeing, cross-country skiing, and local wineries.

Additional Information:

  • Typical Season Duration: December to March

  • Equipment Rentals: Available at the resort

  • Ski School: Offers ski and snowboard lessons

  • Contact: Shanty Creek Resorts Website | Phone: (866) 695-5010

4. Nub’s Nob Ski Resort

Entry sign at Nub’s Nob.

Entry sign at Nub’s Nob.

Nub’s Nob, located in Harbor Springs, Michigan, is a down-to-earth ski resort known for its well-groomed slopes and friendly atmosphere. This spot is perfect for those looking for a genuine skiing experience without the frills. It's approximately a 7-hour drive from Chicago.

Highlights:

  • Well-Groomed Slopes: Excellent grooming for a smooth skiing experience.

  • Night Skiing: Available for evening ski sessions.

  • Family-Friendly: Kids under eight ski for free.

  • Nub's Pub: A cozy spot for après-ski relaxation.

  • Indy Pass: No

This sign stands at the base of the mountain at Nub’s Nob.

This sign stands at the base of the mountain at Nub’s Nob.

Mountain Stats:

  • Number of Trails: 53

  • Number of Lifts: 8

  • Terrain Parks: 2

Cost and Accessibility:

  • Lift Ticket Prices: Adult day pass - $80 to $107

  • Distance from Chicago: Approximately 7-hour drive

  • Address: 500 Nubs Nob Rd, Harbor Springs, MI 49740

Accommodation Suggestions:

  • Nearby Hotels: Best Western of Harbor Springs, Boyne Highlands Resort.

  • On-Site Lodging: Lodging options are available nearby.

Local Attractions and Activities:

  • Nearby Attractions: Petoskey State Park, Harbor Springs Vineyards and Winery.

  • Other Activities: Snowshoeing, fat tire biking, and local dining options.

Additional Information:

  • Typical Season Duration: December to March

  • Equipment Rentals: Available at the resort

  • Ski School: Offers ski and snowboard lessons

  • Contact: Nub's Nob Website | Phone: (231) 526-2131

5. The Highlands at Harbor Springs

The Highlands, located in Harbor Springs, Michigan, is part of the Boyne Resorts family. It offers a range of skiing options suitable for all levels. This resort is known for its quality snowmaking and various runs, making it an excellent choice for a quick ski trip from Chicago. It's approximately a 7-hour drive from Chicago.

Highlights

  • Close Proximity: Just a manageable drive from Chicago.

  • Snowmaking Expertise: Ensures great snow conditions.

  • Night Skiing: Offers night skiing sessions for those who prefer evening activities.

  • Variety of Runs: Fifty-five trails suitable for all skill levels.

  • Indy Pass: Yes

Mountain Stats

  • Number of Trails: 55

  • Number of Lifts: 10

  • Terrain Parks: 4

Cost and Accessibility

  • Lift Ticket Prices: Adult day pass - $94; Night skiing - $60

  • Distance from Chicago: Approximately 7-hour drive

  • Address: 600 Highland Road, Harbor Springs, MI 49740

Accommodation Suggestions:

  • Nearby Hotels: Boyne Highlands Resort, Best Western of Harbor Springs.

  • On-Site Lodging: The Highlands at Harbor Springs offers a variety of high-end accommodations, including luxurious rooms and suites within the resort.

Local Attractions and Activities:

  • Nearby Attractions: Little Traverse Bay, Northern Michigan Vineyards.

  • Other Activities: Snowshoeing, cross-country skiing, and ice skating.

Additional Information:

  • Typical Season Duration: December to March

  • Equipment Rentals: Available at the resort

  • Ski School: Offers ski and snowboard lessons

  • Contact: The Highlands Website | Phone: (231) 526-3000

Why These Are Our Top Five Ski Destinations Close to Chicago.

These are ski resorts that we have been to and loved. Yes, some require overnight stays, and some do not. There is a variety here to choose from. We will return to a few of these again this 2024/2025 season.

Pro Tips for Skiing in the Midwest.

  • Pack Smart: Bring layers, as Midwest weather can be unpredictable.

  • Book Early: Lift tickets and accommodations can sell out quickly during peak season.

  • Stay Hydrated: Cold weather can dehydrate, so drink plenty of water.

  • Safety First: Always wear a helmet and follow resort guidelines.

Hit the Slopes: Your Midwest Ski Adventure Awaits.

These top five ski spots near Chicago offer diverse skiing experiences, from family-friendly resorts to more challenging terrains. Whether planning a quick day trip or a weekend getaway, these destinations provide the perfect snowy escape. Happy skiing.

For more information on lift tickets and passes, visit GetSkiTickets.com.

Learn More About These Ski Destinations and Others in Our Blogs and Videos.

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