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Find a Babysitting Job in Winfield, IL

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137 Babysitting Jobs Found

  • $15–20/hr
  • Skokie, IL • 24 miles away

Help With Four Children, Ages Toddler to...

  • 4 children
  • Babysitting
  • S
  • M
  • T
  • W
  • T
  • F

Weekly

8:30am - 12:30pm (flexible)

Hello! We need a reliable sitter for our four children, ages toddler and preschool. The job starts on December 1, 2025, but we can be flexible. You will work from 8:30 AM to 12:30 PM, Sunday through Friday. Your tasks include preparing snacks, engaging in playtime, and ensuring a safe environment.... More

  • $18–23/hr
  • Downers Grove, IL • 10 miles away

Experienced Babysitter Needed for 2 Young...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! We’re looking for a reliable babysitter for our two children, ages infant and toddler. You need to have multiple experiences working with young kids and must be energetic, nurturing, and trustworthy. We are a screen free home. We want someone who will actively engage with our kids.... More

  • $23–27/hr
  • Chicago, IL • 24 miles away

Experienced Babysitter Needed for 3...

  • 3 children
  • Babysitting
  • S
  • S

One-time

Start date: 02/28 - 03/01

5:00pm - 1:00am

Hello! We’re looking for a babysitter to help with our three children, aged toddler, preschool, and middle school. This position starts on February 28, 2026, from 5:00 PM to 1:00 AM. You should have multiple experiences in similar roles. Your tasks include supervising playtime, preparing snacks, and... More

  • $20–21/hr
  • Orland Park, IL • 24 miles away

Before School Sitter 1-2 days weekly

  • 1 child
  • Babysitting
  • M
  • T
  • W
  • T
  • F

Weekly

7:30am - 8:30am

We are looking for a responsible and caring babysitter for our kindergarten-aged child. We are looking at 1-2 mornings a week, Monday to Friday, 7:30 AM/7:45 AM to 8:30 AM. You will be responsible for supervising, engaging in play, providing breakfast, ensuring a safe environment, making sure she... More

  • $23–27/hr
  • Glenview, IL • 22 miles away

Dedicated babysitter needed for toddler on...

  • 1 child
  • Babysitting
  • M
  • T
  • W
  • T
  • F

Weekly

8:00am - 5:00pm

We want a babysitter for our toddler, starting November 24, 2025. The hours are from 8:00 AM to 5:00 PM, Monday through Friday.

Your main tasks include supervising playtime, preparing meals, and ensuring the child’s safety. You will engage with fun activities, read stories, and support naptime. ... More

  • $22–26/hr
  • Lombard, IL • 7 miles away

School day babysitter needed for two...

  • 2 children
  • Babysitting
  • M
  • T
  • W
  • T
  • F

Weekly

7:00am - 5:00pm (flexible)

Hello! We’re looking for a babysitter for our two elementary-aged children. The job starts on May 4, 2026, with flexible scheduling. You will work Monday through Friday from 7:00 AM to 4:30 PM. Responsibilities include supervising playtime, helping with homework, preparing snacks, and ensuring a... More

  • $10–15/hr
  • Chicago, IL • 20 miles away

Seeking Babysitter for Infant with...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We are looking for a caring and responsible babysitter for our infant starting on November 20, 2025, at 6:30AM. The start date is flexible. The sitter will be responsible for feeding, diaper changes, and engaging in age-appropriate activities. Must be comfortable with pets in the home. Previous... More

  • $23–30/hr
  • Chicago, IL • 25 miles away

Babysitter Needed for Toddler from 8 AM to...

  • 1 child
  • Babysitting
  • M

One-time

Start date: 12/22

8:00am - 12:00pm

Hello! We’re looking for a reliable babysitter for our toddler. You'll engage our child in fun and educational activities, ensuring a safe environment while we are away.

The position starts on December 22, 2025, from 8:00 AM to 12:00 PM. You'll need to prepare snacks and help with simple clean-up.... More

  • $23–27/hr
  • River Grove, IL • 16 miles away

Seeking Babysitter for Preschool Child,...

  • 1 child
  • Babysitting
  • M
  • T
  • W
  • T
  • F

Weekly

7:00am - 4:00pm

Hello sitters! We’re looking for a reliable babysitter for our preschool-aged child. The hours are from 7:00 AM to 4:00 PM, Monday through Friday, starting November 20, 2025.

You will supervise playtime, help with snacks, and engage in early learning activities. Keeping our child safe and... More

  • $23–28/hr
  • Chicago, IL • 23 miles away

Morning Help And Driving Needed In Bucktown

  • 3 children
  • Babysitting
  • M
  • W

Weekly

7:00am - 10:00am (flexible)

Hello! I am looking for help with getting my 3 kids up and ready for school on Mondays and Wednesdays. They are 9, 5, and 4 years old. On these days I also need help with driving to school in Lincoln Park, so must have a reliable car, clean driving record, and be ok with keeping car seats.... More

  • $22–26/hr
  • River Forest, IL • 17 miles away

Morning support for 4 children, ages...

  • 4 children
  • Babysitting
  • M
  • T
  • W
  • T
  • F

Weekly

7:00am - 10:00am (flexible)

We’re looking for a morning helper to assist our four children, ages preschool and elementary, get ready for and transported to school. Start date is flexible. You will begin around 7:00 AM and finish by 10:00 AM. Your main tasks include preparing meals, helping with morning routines, and managing... More

  • $10–24/hr
  • Chicago, IL • 25 miles away

Babysitter Needed for 2 Preschool...

  • 2 children
  • Babysitting
  • M
  • W
  • F

Weekly

6:00pm - 10:00pm

Hello! We want a responsible babysitter for our two preschool children. The job starts on November 19, 2025, for Monday, Wednesday, and Friday evenings from 6:00 PM to 9:30 PM. You should have your own car for transportation and be ready to help with bedtime routines, prepare simple meals, and... More

  • $23–27/hr
  • Chicago, IL • 21 miles away

Babysitter wanted for two elementary kids...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

Hello sitters! We need a date night babysitter starting on December 12, 2025, for our third grader and fifth grader. We are looking for occasional evenings. You may be asked to prepare a simple dinner as part of the job, and oversee bedtime. They are creative, love books, and games so reading... More

  • $23–27/hr
  • Chicago, IL • 24 miles away

Seeking Babysitter with Car and Experience...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hello! We're looking for a reliable babysitter for our infant. The position starts on December 1, 2025, but we can be flexible with the start date.

You will spend your time watching and engaging with our child, ensuring a safe environment. It’s important that you have experience with multiple... More

  • $18–22/hr
  • Forest Park, IL • 17 miles away

Looking for a caring babysitter for two...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

We are looking for a reliable babysitter to care for two children, ages toddler and elementary. Responsibilities include supervising playtime, preparing snacks, and supervision. You should create a safe and engaging environment while ensuring the children have fun. The start date is flexible, but we... More

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