Lillies Leaping Learners

Now accepting applications

Join Our Provider Network

Lillie's Leaping Learners connects families with dependable local professionals across Northwest Indiana, Chicago, and the surrounding suburbs. We are actively accepting applications for childcare providers, residential cleaners and household support providers, and transportation drivers.

Please note: Completing an application does not guarantee assignments or hours. Providers are considered for flexible and recurring opportunities based on their availability, service area, and the needs of families we serve.

Why providers choose Lillie's

Flexible scheduling

Choose the opportunities that fit your life.

Competitive pay

Transparent rates with direct payouts.

Supportive community

A network of professionals who have your back.

Safety-first culture

We vet families and providers for everyone's protection.

Open application categories

Each category has its own application and approval process. Approval in one category does not carry over to another.

Childcare Providers

We are looking for babysitters, nannies, after-school caregivers, overnight caregivers, and event childcare workers who genuinely love working with children and are committed to their safety and well-being.

What we look for

  • Experience caring for infants, toddlers, school-age children, or teens
  • Reliable, punctual, and responsive to assignment offers
  • Comfortable with routines — meals, homework, bedtime, and diapering as needed
  • CPR and First Aid certification (or willingness to obtain)
  • Ability to pass a background screening appropriate to the assignment type
  • Professional communication with families and Lillie's Leaping Learners staff

Opportunity types

Recurring weekly careOne-time and same-day careDate-night and evening careOvernight careBefore- and after-school careEvent childcare
Apply for this category

Cleaning & Household Support Providers

We are looking for residential cleaners, home organizers, meal prep providers, laundry assistants, and general household support professionals who take pride in their work and treat every home with care and respect.

What we look for

  • Experience in residential cleaning, home organization, or household support
  • Ability to work independently or with the client present
  • Reliable, detail-oriented, and professional in all client interactions
  • Comfortable following household-specific instructions and preferences
  • Ability to pass a background screening appropriate to the assignment type
  • Responsive to scheduling requests and assignment offers

Opportunity types

Recurring and deep cleaningHome organizationMeal preparation and grocery supportLaundry and household assistanceOne-time and same-day assignments
Apply for this category

Transportation Providers

We are looking for dependable drivers who can safely transport children, adults, and families throughout Northwest Indiana, Chicago, and the surrounding suburbs. A valid driver's license and current auto insurance are required.

What we look for

  • Valid driver's license and current personal auto insurance (required)
  • Clean driving record — violations must be disclosed during application
  • Reliable, punctual, and professional with all passengers
  • Comfortable transporting minors, adults, or both depending on assignment
  • Familiarity with Northwest Indiana, Chicago, and surrounding suburbs
  • Ability to pass a background and driving screening appropriate to the assignment

Opportunity types

School pickup and drop-offRecurring adult and family routesMedical and appointment transportationSame-day and event transportationNW Indiana ↔ Chicago corridor routes
Apply for this category

Ready to get started?

Choose the application that matches your skills and availability. We review every submission and will be in touch if there is a fit.

Completing an application does not guarantee assignments or hours.

Start Your Application