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Outdoorsy Chicago • 2026 Challenge

TheOutDozen

One unique outdoor outing every month, all year long — done together.

12
Months
24
Planned Outings
5
Events Done
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How it works

The Rules

01

Once a Month, Every Month

Attend one approved outing each month for all 12 months of 2026. Miss a month and double up in any following month.

02

Qualifying Activities

Any OutDozen-branded activity counts. Camping trips also count.

03

The Goal: 24 for the Year

We're aiming for two OutDozen outings each month — a total of 24 experiences across all seasons. More chances to earn your spot.

2026 Calendar

Winter & Spring Schedule

January
❄️
Snow Day
⛸️
Ice Skating Maggie Daley
February
⛷️
Ski Trip Adam & Arr — Boyne Highlands
🏔️
Snow Shoeing Morton Arboretum
March
⛳
Top Golf Jodi
🏃
7-Mile Run PJ
April
🥾
5-Mile Hike Micah — Cantigny Park
🗓️
+ One activity TBD
Events Completed

Pins Collected So Far

Every completed outing earns a pin — a physical keepsake marking that you showed up and got outside. Here are the events already in the books.

Maggie Daley Ice Skating
Maggie Daley Ice Skating
January 2026
The iconic skating ribbon along Chicago's lakefront
Starved Rock Camping
Starved Rock Camping
January 2026
Dusk-till-dawn camping by the frozen falls
Promentory Point Bonfire
Promontory Point
January 2026
Snow Day bonfire with the Chicago skyline as backdrop
Boyne Highlands Ski Trip
Boyne Highlands
February 2026
Ski trip to Boyne Highlands, Michigan
Cantigny Park
Cantigny Park
March 2026
Gardens, trails, and open fields just outside the city
Building Momentum

What We've Already Done

📍
5

Pins Earned

Completed events, pins on the board. The collection is growing.

🏕️
1

Camping Trips

Starved Rock — dusk till dawn, group invited, officially in the books.

🗓️
2

Months Complete

January and February are fully stamped. 10 months to go.

🌨️
5

Winter Outings

Tackling snow, ice, and frozen falls — proving winter is no excuse to stay inside.

End-of-Year Reward

Earn the Patch

Finish all 12 months and you'll receive an official OutDozen patch — a mark of someone who actually showed up, every single time.

OutDozen Patch
🗓️

12 Months

Complete all twelve months of 2026

🏅

Limited Award

Only those who finish receive the patch

🌲

Official OutDozen

Outdoorsy Chicago recognition

🤙 The Micah Bet

Micah has agreed to get the OutDozen logo tattooed on his leg if he finishes all 12 months. No take-backs. We will all be watching.

Join the Challenge

Let's Do More
Stuff Outside.

One outing a month. All year. Your people. The outdoors is always better together.

Join the OutDozen