Race Registration and Post-Race Entertainment for the Whole Family

Tickets and Events

Four things we love? Fun, fitness, health, and happiness. As a wise mama, you know they all come together.

Lace up your shoes and head to Montrose Harbor to run or walk in the Strollers in the Front 5K Chicago! If you've ever run a race with your kids, you've heard it before: "Strollers in the back!" No more, Mom. This is the first 5k designed from a family's perspective, where parents with strollers lead the pack!

Registration includes a t-shirt, goody bag, and admission to the post-event festival where you can enjoy Halloween portraits (come in costume!), a bounce house, face painting, arts and crafts, music, and stroller derby. You can also register your little ones for their very own Kids Dash race!

Get ready for some serious fall fun, and feel good knowing that a portion of proceeds goes to Neighborhood Parents Network (NPN), which connects a diverse community of families with the resources they need to navigate parenting in the city.

Jen D.


This is a unique family event where strollers are at the front of the race! After the run/walk there is plenty of entertainment that you and the kids won't want to miss!


Jen D.

Chicago, IL

Strollers in the Front 5K Website>

Unlike other 5K races - which relegate parents with strollers to the back of the pack and separate moms and dads - the Strollers in the Front 5K is a race that celebrates kids in strollers and the parents that are pushing them along. It’s the first 5K designed from a family's perspective, where you can enjoy conveniences like family-sized portapotties, nursing stations, changing stations, as well as fun activities for kids, including a Kids Dash complete with their own bibs and t-shirts, and, of course - if you couldn't tell it from the name - strollers in the front on the route.

  • Montrose Harbor
    600 West Montrose Avenue
    Chicago, IL 60613

Plum Steal: $12 for 1 Registration for Strollers in the Front 5K Walk - a $25 Value
Plum Steal: $17 for 1 Registration for Strollers in the Front 5K Run - a $35 Value

The Nitty Gritty:

  • Voucher must be used in 1 transaction
  • Limit 2 per person
  • For family members of all ages, even stroller-aged children (though strollers are not required to participate!)
  • Pre-registration is required and can be completed at any of the following locations/times: Montrose Harbor on Sunday, October 28 from 7-8:30am; Universal Sole Thursday, October 25 from 1-7pm or Friday, October 26 from 1-7pm; and Little Beans Café on Saturday, October 27 from 4-6pm (registration required for Little Beans - email for details)
  • Runners fee includes timing chip
  • Runners/walkers may be any age; however, each runner/walker must pay the registration fee and children under 14 must be accompanied by a parent or guardian, with a limit of 4 children per supervising adult
  • For FAQ, visit
  • For additional information, please call Event 360 at 773-247-5360 x111
  • May not be combined with other offers
  • Reservations are required
  • Vouchers are not redeemable for cash, unless prohibited by law
  • Plum Dollars may not be used to purchase this Plum Steal (Learn why >>)
  • You cannot earn Plum Dollars for referring this Plum Steal (Learn why >>)
  • Plum District promotional codes may not be used toward the purchase of this Plum Steal
  • Additional Terms and Conditions apply