Find flexible babysitting jobs in Chicago, IL

Showing 6 of 206 jobs nearby

• AOAbby O.

  Abby O.

  2 children • Babysitter

  ASAP

  Seeking Responsible Babysitter with Car for Two Preschoolers on Wednesdays

  We need a babysitter for two preschool children starting on September 30, 2026. The schedule is flexible, with regular hours on Wednesdays from 3:00 PM to 7:00 PM. The sitter must have their own car for transportation. Responsibilities include engaging the children in play, preparing snacks, and ensuring their safety. Experience with preschoolers is preferred.

  • $15-20/hr
  • Weekly
  • 17.8 mi away

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• KFKayla F.

  Kayla F.

  2 children • Babysitter

  ASAP

  Babysitter needed for two children, flexible hours until 2 AM

  We're looking for a reliable babysitter for our two children, an infant and a toddler. The job starts on October 1st, with a flexible start time at 4:00 PM and an end time of 2:00 AM. The ideal candidate is comfortable around pets, specifically our cat, though no pet care is necessary. A vehicle is required for transportation, so having a car is essential. Your responsibilities include supervising playtime, preparing snacks, and maintaining a safe environment. We value a warm, engaging approach with our children.

  • $10-20/hr
  • One-Time
  • 16.2 mi away

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• MNMaida N.

  Maida N.

  2 children • Babysitter

  NEW

  Occasional Babysitter Needed for 2 Elementary-Aged Children with Car

  We are looking for a reliable and responsible caregiver to help with school drop-off and pick-up for two children on October 8 and 9. The caregiver would arrive at our home at 7:00 AM, with everything ready for the children, and safely drive them to their respective schools. In the afternoon, the caregiver would pick up Ayesha at approximately 3:30 PM, followed by Fatima andbring kids back to our home, and stay with them until approximately 5:00 PM. We are looking for someone dependable, punctual, comfortable driving children, and attentive to their individual needs and routines.

  • $22-26/hr
  • Occasional
  • 14.5 mi away

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• 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
  • 21.9 mi away

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• MPMichelle P.

  Michelle P.

  2 children • Babysitter

  NEW

  Responsible sitter needed for 2 kids, starting November 1st

  Hello, we're looking for help with our two children, ages preschool and elementary. The start date is November 1st, but we can be flexible on that. We need someone with a car who can drive the kids to activities or playdates when needed. It is important to be comfortable around pets, as we have a large dog in the home. The dog does not require any care, but we’d like you to feel at ease around him. This position involves engaging with our kids, supervising playtime, and ensuring a safe environment. Thank you for considering this opportunity!

  • $20-25/hr
  • Occasional
  • 24.4 mi away

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• CCChristine C.

  Christine C.

  2 children • Babysitter

  ASAP

  Seeking a babysitter for two infants and toddlers, 9 AM to 12 PM

  Hi! We need a babysitter for two children, ages infant and toddler. The position starts on September 28th, but we can be flexible. You will work on Monday through Friday, from 9:00 AM to 12:00 PM. Your duties include supervising playtime, preparing snacks, and ensuring a safe environment. You will also help with basic routines and engage with the children during activities. We value someone who is reliable and has experience with young children. If you’re interested, please reach out!

  • $23-27/hr
  • Weekly
  • 15.7 mi away

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