Windy City Ski Store

One day of skiing is great, but two days will leave you much more satisfied! Overnight trips leave from one location in downtown Chicago (Fullerton and Sheffield) and then pickup in Schaumburg (Holiday Inn at 3405 Algonquin Road) before heading to the slopes. You will enjoy two full days of skiing and get the added perk of night skiing as most resorts are open for skiing/snowboarding until 10:00pm. Trips will vary depending on destination and trip length so please read the details within each trip.

Local Overnights will vary depending on the destination but typically include your transportation, 1 Night Lodging in Hotel Style rooms (minimum occupancy: 2 per room, maximum: 4 per room), 2 Day Lift Ticket, Saturday dinner, and one breakfast or lunch (your choice).

Rentals and lessons are available at our standard rates and will be provided at the resort upon arrival.

Typical Overnight Trip:

• Day 1
  • 6:00-6:15 AM Bus loads at Fullerton and Sheffield
  • 6:45-7:00 AM Bus loads in Schaumburg
  • 7:00 AM Bus departs for mountain
  • 9:30-9:45 AM Check in and receive your 2 day lift tickets
  • 9:45AM-10:00 PM Mountain is open for skiing/riding!
  • 6:30 PM Dinner with the group or on your own
  • Evening Shower, dinner, hot tub, pool, drinks...your choice!
• Day 2
  • Morning Breakfast
  • 9:00 Mountain opens for skiing/boarding
  • 5:00-5:30 PM Bus loads for return trip
  • 5:00 PM Bus departs mountain
  • 7:30-8:00 PM Bus arrives back in Chicago and drops at both pickup locations
  • Local Overnight Schedule:
  • January 8th-9th Devil's Head Resort
  • March 5th-6th Devil's Head Resort

The deadline for registration is 7 days prior to the departure date. Cancellations within 5 days of the departure will not receive any refund but cancelations prior will receive a full refund. Overnight customers traveling alone will be paired with another of the same gender.

Additional dates and destinations coming soon...