Find flexible babysitting jobs in Chicago, IL

Showing 6 of 209 jobs nearby

• ERElliott R.

  Elliott R.

  1 child • Babysitter

  NEW

  Babysitter needed for a toddler on Mondays and Wednesdays

  Hello, we are looking for a babysitter for our toddler. The position starts on November 1st and runs on Mondays and Wednesdays from 10:00 AM to 6:00 PM. The job is for one child and includes supervising playtime and meals. The ideal candidate is comfortable with pets, as you will also need to walk and play with our large mixed-breed dog. A reliable car is necessary for transportation. Please apply if you are friendly and responsible. Thank you for considering this opportunity.

  • $20-27/hr
  • Weekly
  • 5.1 mi away

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• DBDanielle B.

  Danielle B.

  2 children • Babysitter

  NEW

  Afternoon Mother's Helper / Family Assistant (Winnetka)

  We are seeking a reliable, proactive mother's helper to team up with us for our busy evening routine with a 6-month old and 3-year old. In most cases, a parent will handle daycare pickup while you get a head start at the house. However, we need someone with their own reliable vehicle who is comfortable occasionally helping with daycare pickup if needed. Responsibilities: -Dinner prep and kitchen cleanup: cook simple family dinners, wash dishes/bottles, and tidy kitchen -Bedtime support: act as extra hand with bath time, diapers, and bedtime prep -Light tidying: reset the living spaces and pick up toys at end of the night -Backup daycare pickup: must have a safe, reliable car to occasionally help with local daycare pickup Requirements: -Safe vehicle, valid DL, and clean driving record -Experience with infants and toddlers -Highly organized and efficient with kitchen tasks -CPR/Fist Aid certified, non-smoker -References and background check required

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

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• NQNancy Q.

  Nancy Q.

  1 child • Babysitter

  ASAP

  Looking for a babysitter for my elementary child with a car

  Hello, we need a babysitter for our elementary-aged child. This position starts on September 30th, with flexible scheduling. The hours are Monday through Friday, from 7:30 AM to 8:30 AM. You will supervise our child and ensure their safety during these hours. A medium French bulldog lives in our home, so you must be comfortable around pets, though you will not need to care for them. A car is required for this job. Thank you for considering joining our family!

  • $12-24/hr
  • Weekly
  • 22.3 mi away

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• MTMonica T.

  Monica T.

  1 child • Babysitter

  ASAP

  Seeking Experienced Babysitter for One Elementary Child with Special Needs

  We seek a responsible babysitter for one elementary-aged child. The role includes providing care on Fridays, Saturdays, and Sundays, starting at 4:00 PM and ending at 11:00 PM, beginning on October 1, 2026. The ideal candidate has experience with special needs and must have their own car for transportation. Responsibilities include engaging the child in activities, ensuring safety, and meeting individual needs. Flexibility with the start date is available.

  • $23-24/hr
  • Weekly
  • 21.7 mi away

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• 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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• SWSarah W.

  Sarah W.

  1 child • Babysitter

  ASAP

  Babysitter needed for sleeping toddler 7:30 PM - 11:30 PM on October 3rd

  We're visiting from out of town for a reunion and need a babysitter to be on hand in our friends' house with our toddler after we put her to bed. This is a one-time job on October 3rd with a flexible start time around 7:30 PM and ends around 11:30 PM. One of our friends will also be home, but he's not comfortable being on point if our daughter wakes up. She almost never wakes up once asleep, but duties in that case would be to prepare a milk bottle and work on going back to sleep. You could also call us to come back to the house if needed. Previous experience with toddlers is preferred.

  • $25-30/hr
  • One-Time
  • 13.0 mi away

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