Submit your challenge completions to earn raffle entries!


Virtual Event Details

Since we can’t race together at this time, we have developed a unique virtual experience that allows you to continue supporting CARA, to receive your race amenities (shirt and finishers medal), as well as an opportunity to engage in each other's virtual Wintrust Lakefront 10 Miler and 5K, and 2 Mile Walk experience. 


Through the month of June, as you join in on this event, you will have the chance to win great prizes.


We will raffle off a “Daily Prize” every day in June. Prizes will include items from CARA and our partners, including running gear, 2021 race entries, and more. Daily prize winners will be announced on our event website


On July 1, we will raffle off the grand prize, a set of CARA’s Normatec Recovery Boots (with chair, a $1,500 value).


Beginning now, through July 1, you can complete challenges each day to earn raffle entries. You may choose new challenges each day, or complete the same challenge multiple days. Your entries will accumulate through the month, giving you a greater chance to win each day. Each participant receives one entry regardless of whether they complete a challenge.


Participants may win only one Daily Prize through the month of June, but all participants with entries will be eligible for the grand prize drawing on July 1.

Earn raffle entries by completing any of the following:

  • Complete a 10 Miler, 5K, or 2 Mile​

  • Submit a screenshot or link of any share on your social media, tagging CARA, related to your virtual run/walk.

  • Submit a screenshot or link of any share on your social media tagging CARA, and:

    • Posting of a favorite motivational quote, phrase, or mantra

    • Posting of a picture of yourself from any previous year’s Wintrust Lakefront 10 Miler & 5K

    • Posting of a picture of yourself wearing any year’s shirt or medal from the Wintrust Lakefront 10 Miler & 5K

  • Submit a screenshot or link of any share on your social media related to your support for any of our key partners, such as tagging or posting photos related to:

    • Wintrust Banks 

    • Fleet Feet

    • NovaCare Rehabilitation

    • Michelob Ultra (21 & over only)

    • Gatorade Endurance

    • FreshThyme Farmers Market


Keep an eye on our event website daily through June, as new challenges will be added here along the way for bonus entries!


Virtual results already submitted prior to this update will be counted for raffle entries.

After completing a challenge, to receive your raffle entry, return here and click the on “SUBMIT” button at the top of this page. Complete the form, and click submit. We will pick some of our favorite submissions through the month to share, with your permission, on our race website, newsletters, and through our social media to motivate you and others to keep running!

© 2019 by Chicago Area Runners Association Registered 501(c)(3). EIN: 36-3054942