26th Annual Winter Walk: a Mile in Her Shoes

The 26th Annual Winter Walk: a Mile in Her Shoes was a huge success! For the first time in the event's history, our supporters were able to raise over $100,000 to help women who are homeless in Chicago--watch the recap video here! Winter Walk helps you better understand homelessness through the eyes of those who struggle with it first-hand. Participants walk together on a one-mile route through the Uptown neighborhood while listening to stories of women who have rebuilt their lives with Sarah's Circle's help.


 27th Annual Winter Walk: a Mile in Her Shoes
February 2019
Stay Tuned for Details

Add your name to receive updates for this year's Winter Walk: a Mile in Her Shoes as soon as they are available. Adding your name to the Winter Walk mailing list does not obligate you to attend the event. 

How to Participate

  • Fundraise with a Team - Fundraising on a team means that along with your own donation, you and a team of your friends help collect donations from each of your separate networks. All of the money raised by team members will go toward a collective team total. Teams can be formed with any group of people, your: friends, coworkers, church group, block club, sports team, Boy or Girl Scout Troop, sorority, or fraternity. The possibilities are endless! Just recruit people who will be willing to reach out to their own personal networks to help collect donations for your team.
  • Fundraise Solo - Fundraising solo means that along with your own donation, you help collect donations from your friends and family to support Sarah's Circle.
  • Make a Donation - Even if you do not create or join a fundraising team, we welcome your donation in honor of this event!
  • Attend the Event - We encourage everyone to attend this family-friendly event free of charge! You aren't required to donate or create a fundraising team to attend this event.



Team StarKid, led by Meredith Stepien, is the highest grossing Winter Walk team for the 2nd year in a row! They raised an incredible $12,501 that will go straight toward benefitting women who are homeless in Chicago. Team StarKid raised money from 556 donors--more donors than any other team!

Walk StarKid

Watch the creative video Team StarKid made to promote their team! 

Team Walk Lobster, led by Mary NeCastro was the 2nd highest grossing team for our 26th Annual Winter Walk: a Mile in Her Shoes, raising $5,846! Not only is Mary a dedicated member of Sarah's Circle's staff, but she went above and beyond by raising funds from her friends and family to support the important work done by Sarah's Circle. Thank you, Mary!

Solo fundraiser J. Breezer Rickey is the highest raising solo fundraiser for the 3rd year in a row. In 2017, Breezer raised $6,025 thanks to dozens of caring friends and family members. In 2018, Breezer raised an incredible $10,209! Breezer is also a former Board President of Sarah's Circle who has helped fundraise for this event for many years. 

Walk Breezer

Return to Events Page

Ways to Help

Please visit our Ways to Help page to learn more about the many ways you can directly impact the women of Sarah’s Circle.


Sarah’s Circle is a refuge for women who are homeless or in need of a safe space. By providing life necessities, housing, case management, clinical and social services, we encourage women to empower themselves by rebuilding both emotionally and physically; realizing their unique potential.

Sarah's Circle

4838 N. Sheridan Road
Chicago, IL 60640
Phone: 773-728-1991

Back to top