Find flexible babysitting jobs in Chicago, IL

Showing 6 of 205 jobs nearby

• MLMatayah L.

  Matayah L.

  2 children • Babysitter

  ASAP

  Seeking Reliable Babysitter with Car for Two Kids After School

  We are looking for an experienced babysitter for our two children, ages preschool and elementary. The job starts on September 30, 2026, with flexible scheduling. You will care for the children on Monday, Tuesday, Wednesday, Thursday, and Friday from 3:00 PM to 5:00 PM. The ideal candidate has their own car to handle school pickups and local activities. Responsibilities include supervising play, assisting with homework, and preparing snacks. A reliable, safety-conscious individual is essential for this role.

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

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• BDBrittany D.

  Brittany D.

  1 child • Babysitter

  ASAP

  Warm, Reliable Sitter Wanted for Playful 2.5 y.o. Girl

  Hi! We’re a family of 3 looking for a wonderful, reliable sitter to help with our sweet 2.5-year-old daughter, Olivia (aka “Livvy”!) Livvy is a happy, playful, independent little girl who loves books, being outside, and having fun! She’s potty trained and attends PK-2 at Holy Family Catholic Academy M/W/F in the mornings. We typically need a couple hours of help on Saturday mornings (9:30-11:30am) plus the occasional date night or event. We’d love to find someone kind, energetic, dependable, and who genuinely enjoys toddlers. We’re hoping to find someone we can build a great relationship with! ❤️

  • $19-20/hr
  • Occasional
  • 22.5 mi away

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• 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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• 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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