Plan Your Stay

Reserve online or call 1-800-397-1320 to speak with us directly. Must be 21 to make reservation.

Wednesday 10/24

High 54°/Low 30°

Professional Ski Lessons Around Chicago

If you’re looking for ski lessons near Chicago, we are just the place for you. Chestnut Mountain Resort is available all year to provide you with the adrenaline rush that only skiing and snowboarding can provide. Moreover, while there are naturals who can easily plant their feet and ride down the slopes like a pro, it is always advisable to learn from certified professionals. After all, there is more to learning the sport than meets the eye. The confidence to overcome fear and anxiety, for example, can only come from the reassurance of snowsport experts. You have nothing to worry − learning and having fun can go hand-in-hand.

Whether you’re a first-timer or you’re already breezing through the blues, our more than 50 professional instructors will help you get the most out of Chestnut Mountain. While they’re serious about snowsport instruction, there’s also a big emphasis on enjoyment. At the Chestnut Mountain Ski School, you’re sure to improve your skills and have a blast along the way.

Group Lessons, Times & Rates

$20/hour for group, $50/hour for private. Private or semi-private lessons can be arranged. Children must be 7 years old or older to be in a group lesson.

Group Lesson Times:

9:30am, 11:00am, 12:30pm, 2:00pm, 4:30pm and 6:00pm daily.  Special 8:00pm lesson on Fantastic Fridays.

Private Lessons

Private lessons are designed to offer individually tailored instruction for all ability levels. Private lessons can be arranged for all age groups at anytime. Please call 815.777.4652 or email for availability.

Private & Semi- Private Lessons Rates

One Hour (1 person) – $50

One Hour (2 person) – $100
One Hour (3 person) – $125
One Hour (4 person) – $150

Half-Day (1 person) – $150

Half-Day (2 person) – $200
Half-Day (3 person) – $225
Half-Day (4 person) – $250

Full-Day (1 person) – $200

Full-Day (2 person) – $300
Full-Day (3 person) – $350
Full-Day (4 person) – $400

There is a limit of four people to a semi-private lesson.

Nastar Rates & Times

$10 Unlimited Runs or Pass Holders May Purchase A Nastar Season Pass for $25


1:00pm – 3:00pm (Saturday, Sunday & *Holidays)

  • Holiday Dates: (12/26/18 – 1/1/19, 1/3/19, 1/4/19, 1/21/19 & 2/18/19)
  • No Nastar WIIJARA Race Weekend January 5th & 6tt

6:00pm – 8:00pm (Every WednesdayNight 1/2/19 – 2/27/19)

Burton Learn to Ride

Burton Learn To Ride Program (Ages 7 & Older)
The biggest name in snowboarding has teamed up with Chestnut Mountain to provide new riders with a solid foundation on which to build their skills. The Learn To Ride (LTR) Program has been developed by a team of knowledgeable professionals in the snowboarding industry to make learning snowboard easy, fun and exciting. It’s the perfect program for beginner boarders.

General Details

By joining forces with the American Association of Snowboard Instructors (AASI), the Canadian Association of Snowboard Instructors (CASI) and rental shops around the globe, Burton Snowboard has established a learning program that really works. They’ve developed boards, boots and bindings specifically designed for the beginner rider, and have tested these products with real people in real lessons to ensure their quality and performance. All elements of the Learn To Ride Center are designed by riders, for riders – from equipment setup to instruction and appropriate learning terrain. Because the ultimate goal of LTR is to eliminate the stressful pressures of learning a new sport – making it fun, easy and enjoyable for all the young boarders. It’s a program that gets results. Beginners will feel comfortable enough on a board to be linking turns on their very first day out.

Burton Learn To Ride Program Rates

Program Includes: Lift Ticket, Snowboard Rental, & 2-Hour Lesson
Cost: $100.00 Weekends & Holidays;
Holiday Dates: Dec. 22 – Jan. 1, Jan. 21, & Feb. 18
$50.00 Monday – Friday (Non-holidays)
Lesson Times: 10:00 a.m. & 1:00 p.m.

Reservations Required. Please call 815-777-4652 or email .

Book Now!

Power Pups


You will be required to be on-premises when your children are participating in our programs. We encourage you to watch your child’s progress from a discreet distance, as to not distract them during their lessons. Instructors utilize a mountain paging system to notify you if any concerns arise during the lesson. You may also leave messages for your children or family members at the Children’s Center. Our programs fill up fast, so advanced reservation is suggested. Call 815-777-4650 to reserve your child’s spot. Registrations starts at 8:30 a.m. Please allow a half hour to register your child at the Children’s Center. Rates do not include rental, but rentals are available at registration.

Powder Pups Program (Ages 4-12)

The sooner you can start them on the slopes the better! Our Powder Pups Program is for young skiers 4-12 years old and focuses ski games and small group activities that will help your little skier learn basic moves like snowplow turns and stops. The instructors stress an atmosphere of encouragement and improvement – giving the young Powder Pups the skill, confidence and independence to tackle the slopes on their own. Rates do not include rental.

Book Now!

Powder Program Lesson Times & Rates

Half-day lesson $65 Full day $115. Rates do not include rental.

These programs fill up fast, so advanced reservations are suggested. Call 815-777-4650 to register in advance. Registration opens at 8:30 a.m. Please allow a half hour to register your child at the Children’s Center. Rentals are available there as well (not included in lesson fee). For more information, send email to

Lessons Times:

9:00am – 12:00pm, (10:00am – 1:00pm Available Weekends & Holiday Only) and 1:00pm to 4:00pm