About Us - Chicagoland Club 50

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Chicagoland Club 50 — Ski & Sports was created especially to satisfy the preferences and lifestyles of adults over 50. We’ve developed our own friendly style of ski trips and year-round activities.

Our members live in both Chicago and the suburbs. Instead of meeting in the same location, we gather at different Chicago area restaurants for dinner and good conversation – guests included.

If you’ve no one to ski or bike or travel with, you’re sure to enjoy Club 50’s welcoming style. The membership is an interesting mix of singles and couples, all busy staying active, making new friends and sharing activities.

Check the calendar to see what's currently going on with Club 50.

Skiing

Western Ski Trips

Club 50 travels to American and Canadian resorts such as Snowmass, Big Sky, Park City and Banff. Whether you cruise greens and blues or explore expert terrain, there will be a place for you. The group likes to get an early start and at day’s end the group relaxes together at its nightly pre-dinner wine and cheese gatherings.

We choose destinations that offer skiing for a wide range of abilities and select lodgings that are close to the slopes. See more information under Trips.

Midwest Ski Trips

For 2026-2027, the club is planning a Midwest trip to Michigan. Further details of 3 to 4 day trip will be posted once arrangements are finalized

Flash Ski Trips

Good snow conditions in Wisconsin allow for last minute, day-long ski excursions. For members, contact Club50Flash@yahoo.com to get on our flash email list. For non-members, contact the same e-mail address and advise that you're a non-member and would like information on up-coming Flash Trips to spend a day skiing with us.

Guest Activity Waiver

Dinner Meetings

At various Sundays during the year, Club 50 gathers for dinner and conversation. Members plan and host dinners at their favorite restaurants around the Chicagoland area. Guests are welcome to attend.

Hiking and Biking

The Club also sponsors both scheduled hikes and bike rides as well as Flash hikes and Flash bike rides. A FLASH event is a last minute, spur-of-the-moment, do-it-yourself outing.

Unlike Club 50 SCHEDULED events, where all members get an e-mail with details well in advance of the event, A FLASH event is spontaneous. Anyone can pick a day, time and location for a FLASH event and notify the members on the appropriate list who expressed interest in being notified. If you want to be on this list, send an e-mail to Club50Flash@yahoo.com.

Guest Activity Waiver

Bowling

Bowlers gather once a month at 810 Entertainment in South Barrington where we enjoy an afternoon of bowling and lunch. All abilities are welcome. We cheer for everybody!

Baseball Games
Picnics
Concerts

While the group is committed to participating in sports, we also enjoy baseball games, picnics and outdoor concerts.

Sailing

During the sailing season in Chicago there may be sailing opportunities out of Waukegan Harbor.

Other Club Activities

Kayaking

Cross Country Skiing

Adventure Golf

And whatever our members think of next!
To find out what events are coming up, check out our calendar.

As an all-volunteer organization we rely on members for leadership. There are many opportunities to participate including:

Sponsoring a monthly dinner
Recommending and coordinating an activity
Leading a ski trip
Serving as an advisor or a member of the board

To get on our Events email list, contact membership@skiclubchicago.com. Come to a dinner or an event and check us out! You may participate in two events, other than ski trips, without joining.