Find flexible babysitting jobs in Oak Park, IL

Showing 6 of 249 jobs nearby

• IGIren G.

  Iren G.

  1 child • Babysitter

  ASAP

  Provide engaging tutoring care for a toddler from 11 AM to 2 PM weekdays

  Hello! We're looking for a reliable babysitter for our toddler. The job starts on September 28th, from 11:00 AM to 2:00 PM every Monday through Friday. Your main tasks will include playing, tutoring letters, numbers, pretend play, potty, languages (if known) and ensuring our child stays safe and engaged. You should be energetic and patient, able to communicate well, and flexible if a situation arises. This role is key in supporting our child's daily routine. We hope to find someone who can commit to this schedule easily and enjoys working with little ones.

  • $22-26/hr
  • Weekly
  • 16.4 mi away

  View details
• CBCheyenne B.

  Cheyenne B.

  2 children • Babysitter

  ASAP

  Seeking reliable sitter for 2 kids, pets, and morning rides

  Hi there! We need a babysitter for two children, aged preschool and elementary. The job starts on August 19th, from 6:30 AM to 8:30 AM, Monday through Friday. The sitter must be comfortable with our large Siberian husky, though no pet care is required. A reliable car is necessary for this role. The ideal candidate enjoys spending time with kids and can help with breakfast and morning routines. We look forward to finding someone warm and dependable to join our family.

  • $20-23/hr
  • Weekly
  • 3.4 mi away

  View details
• NVNathaniel V.

  Nathaniel V.

  1 child • Babysitter

  NEW

  Help needed driving one 7yo boy after school, Tuesdays/Thursdays

  Hi! We are looking for someone to help take our seven year old from school to therapy and from therapy to home one day a week (usually Thursdays, sometimes Tuesdays - if you're only available one of those days, that still helps; reliability is essential). Own car is preferred. School is in West Loop and the drive between locations is not far; 2 hours or less from start to finish (we'll pay full two hours). Start date is in the coming weeks.

  • $23-25/hr
  • Weekly
  • 8.2 mi away

  View details
• TCTy C.

  Ty C.

  2 children • Babysitter

  NEW

  After-School Sitter – 20 Hours/Week, Mon-Fri (Prepped Meals & Homework Help)

  We are seeking a reliable, structured, and caring after-school sitter for our two children (ages 5 and 7). This is a part-time position requiring 20 hours per week at $20/hour. The ideal candidate is someone who can create a smooth transition from the school day into the evening routine, providing a blend of educational support and gentle structure before bedtime. This position is perfect for local university students, graduate students, or teachers looking for consistent afternoon hours. Core responsibilities including aftercare pickup, homework support, serve pre-prepared meals, light housework, and assistance with kids' evening routine.

  • $20-25/hr
  • Weekly
  • 17.2 mi away

  View details
• AOAbby O.

  Abby O.

  2 children • Babysitter

  ASAP

  Seeking Reliable Babysitter for Two Preschoolers on Weekends

  We need a reliable babysitter for two preschool children. The position starts on September 25, 2026, with flexibility on the date. You will work on Saturdays and Sundays from 7:00 AM to 4:30 PM. Your responsibilities include engaging the kids in fun and educational activities, preparing light meals, and maintaining a safe environment. A valid driver's license and a car are required for this role. If you enjoy working with young children and have a nurturing attitude, we would love to hear from you.

  • $15-18/hr
  • Weekly
  • 15.5 mi away

  View details
• ASAjay Pal S.

  Ajay Pal S.

  2 children • Babysitter

  ASAP

  Looking for a sitter to help with two elementary kids

  Hello! We are looking for someone to help with our two boys (ages 7 and 9) in South Loop. The schedule is flexible, starting September 28th, from 3:00 PM to 5:30 PM, on Mondays and Wednesdays. We need someone to pick them up from school, and then drive them to evening activities (within 2-3 miles from school) and bring them home after that. A driver’s license and a reliable car are necessary for this position. If you can help with light housekeeping, that will be great as well.

  • $21-25/hr
  • Weekly
  • 9.3 mi away

  View details