Find flexible babysitting jobs in Chicago, IL

Showing 6 of 167 jobs nearby

• JNJoseph N.

  Joseph N.

  1 child • Babysitter

  ASAP

  Seeking a babysitter for one preschool child, flexible start on November 9th

  We're looking for a dedicated babysitter for our preschool-aged child. The job starts on November 9th, but we can be flexible with the start date. You will work from 8:00 AM to 6:00 PM, Monday through Friday. Your main responsibilities include supervising playtime, preparing meals, and engaging in educational activities. You should be patient and able to create a safe environment for our child. Reliable transportation is a must. Experience with preschool-aged children is preferred. We appreciate a warm, friendly approach.

  • $10-50/hr
  • Weekly
  • 2.7 mi away

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• IGIren G.

  Iren G.

  1 child • Babysitter

  ASAP

  Looking for a caring babysitter for a energetic playfull toddler

  We need a reliable babysitter for our toddler. Responsibilities include engaging and teaching playtime, and ensuring a safe environment. The schedule starts on or after November 5, 2026, and will be for five days a week, including Monday, Tuesday, Wednesday, Thursday, and Friday, from 10:00 AM to 2:00 PM. Experience with toddlers is preferred. We are looking for someone who is patient, energetic, and able to engage in age-appropriate activities. Please apply if you are interested.

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

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• MCMadeline C.

  Madeline C.

  4 children • Babysitter

  NEW

  After-school mother's helper plus, four kids incl. twins - Kenilworth

  After-school mother's helper plus in Kenilworth, starting January. Four kids: a kindergartener, a preschooler, and 14-month-old twins. Both parents are home during the day - a real partnership. At first mostly with the twins while I get to know you; over time more with the older girls, including pickup and driving as trust builds. Household help too: kids' laundry, dishes, tidying, packing lunches, meal prep for the twins, starting dinner. You bring toddler/baby experience, references, a reliable car and clean record, CPR/First Aid or willing to certify. $35/hr to start, raise after a 60-day trial.

  • $34-35/hr
  • Weekly
  • 11.8 mi away

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• SOSakiko O.

  Sakiko O.

  2 children • Babysitter

  NEW

  Babysitter needed for two toddlers and preschoolers, December 11th

  We're looking for a reliable babysitter to watch two children, ages toddler and preschool, starting December 11th. The job runs from 5:00 PM to 10:30 PM. Responsibilities include preparing snacks, engaging them in play, and ensuring a safe environment. The sitter must speak Japanese to communicate effectively. It’s important to be patient, creative, and attentive. If you enjoy working with young children and have experience, we want to hear from you. Your support will make a difference in our family’s routine.

  • $22-26/hr
  • One-Time
  • 21.2 mi away

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• ASAlexandria S.

  Alexandria S.

  4 children • Babysitter

  NEW

  Seeking a babysitter for four kids, ages elementary and middle school

  We're looking for a babysitter to help us from 3:00 PM to 6:00 PM on Mondays, starting November 16th. The schedule is flexible if needed. You will watch four children, ages elementary to middle school, in our home. It's important to have experience with multiples and be comfortable around pets. We have two large dogs: a Catahoula Leopard Dog and a Golden Retriever. You won’t need to care for them, but you should feel at ease around them. This role includes supervising activities, preparing snacks, and ensuring a safe environment for the kids.

  • $24-28/hr
  • Weekly
  • 21.9 mi away

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• NBNevo B.

  Nevo B.

  1 child • Babysitter

  ASAP

  Seeking a reliable babysitter/reading buddy for my 7yo daughter weekdays at 4 PM

  Hello sitters! We are looking for a babysitter for our elementary-aged child. The job starts ASAP, with flexibility around the start date. You will work Monday through Friday (or if you prefer, M,T,Th) from 4:00 PM to 5:30 PM. Responsibilities include reading with our 7yo and going over her classroom grades to make sure she knows where she did well and where she can improve; unloading the dishwasher and loading the breakfast dishes, and tidying kids' areas. You should create a fun and safe environment. Reliability and a positive attitude are important. If you enjoy working with kids and have experience, we would love to hear from you. Thank you for considering this opportunity!

  • $22-27/hr
  • Weekly
  • 2.3 mi away

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