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Ski Trips

We offer three types of ski trips.

Flash trips are one-day trips that any member can plan with short notice.

Midwestern trips go to resorts in Wisconsin or Michigan and average two to three days in length.

Western trips are week-long trips to mountain resorts in the western United States and Canada.


Flash Ski Trips

Good snow conditions in Wisconsin allow for last minute, day-long ski excursions. If you’d like to check us out on one of these trips, contact us at to get on our flash email list and to spend a day skiing with us.



2021 Midwestern 2-3 Day Trips

Chestnut Mtn IL      January 24 - 25 2021  Chestnut Mountain Ski Trip Flyer & Release of Liability
Crystal Mtn MI         March 14 - 17, 2021Crystal Mountain Ski Resort Flyer & Release of Liability   

Get your ski legs ready for the Rockies by skiing the Midwest with us. 

2021 Week-long Western Ski Trips

Chicagoland Club 50 arranges week-long, 
fun-filled adventure trips each year. Usually 
this includes trips to popular resorts in the American
Rockies and Canada.

Due to COVID–19, Chicagoland Club 50's trip to Park City, UT has
been cancelled.

Mammoth Mtn CA   Feb. 27 - March 6, 2021
CMSC Mammoth Mountain Ski Trip Flyer
 CMSC Mammoth Mountain Ski Resort Waiver/Release  

Size and Pricing:

Trips are planned for 20 to 40 people depending on the locale. Pricing is reasonable. From our years of experience, we’ve learned how to arrange excellent deals on accommodations, lift tickets and airfare that suit our members. Nightly pre-dinner wine and cheese parties are included in the package.

Trip Applications:

Flyers with all the trip details are mailed to members in summer, then posted on the website where they can be downloaded and printed. Trip applications and deposit checks are mailed to the trip director.

Air Transportation:

Some of our trips include round trip airfare from Chicago. If you are not flying from Chicago with the group, the cost of airfare will be subtracted from the total. You can use frequent flyer miles for your ticket if you wish. If ground transportation is needed, you can join the group at the airport and take the chartered bus.


Either hotel rooms for two people or condos for four to six people are offered. You may request a roommate, or we will assign one.


All trips are subject to the club trip sign-up policy (below). Please read it carefully before sending in your application. And don’t delay. Our ski trips fill up VERY quickly. See the Home Page for dates and links to the trip flyers or look at the Events list on the Home Page.



Sign-Up Policy:

If you’re not a member and interested in going on one of our trips, you can join the club and send in your trip application at the same time.

A deposit is not required to be on a trip waiting list.

Club 50 members who live in the Chicagoland area have a four-week period to sign up for a trip before applications from non-Chicago area residents are accepted.

If you are a smoker, we ask that you arrange for your own roommate (must be a club member) on a ski trip or pay the cost of a private room if available. Please be aware that most places where we stay do not allow smoking in their establishments.

Recent Trip Locations:
2019/20: Big Sky, MT; Whitefish, MT; Boyne Mtn, MI

2018/19: Crested Butte, CO; Lake Tahoe, CA/NA 

2017/18: Sun Valley, ID; Beaver Creek, CO

2016/17Sun Peaks, BC;  Steamboat, CO

2015/16: Big Sky, MT; Snowmass, CO; Mt Bachelor, OR; Banff, AB, Canada