Sittercity home

Find a Babysitting Job in Winnetka, IL

Search for jobs, message families, and build a career you love—all for free

182 Babysitting Jobs Found

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

Seeking a babysitter for our infant,...

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

Weekly

8:00am - 4:00pm (flexible)

Hello! We're looking for a reliable babysitter for our infant starting March 30th, for 3-4 weeks. The hours are from 8:00 AM to 4:00 PM, Monday through Friday. The sitter is expected to care for the infant during wake and sleep windows, engaging in developmental activities and supporting sleep... More

  • $23–30/hr
  • Evanston, IL • 6 miles away

Talented babysitter needed for a toddler...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

Hello! We're looking for a babysitter to help us with our toddler starting on March 27th. The start date is flexible.

This job involves one child. The ideal candidate has experience with multiple toddlers and is comfortable around pets. We have a large Siberian husky at home, but the sitter will... More

  • $21–25/hr
  • Palatine, IL • 17 miles away

Seeking Babysitter for Two Elementary...

  • 2 children
  • Babysitting

Occasional

On an as-needed basis

We are looking for a reliable babysitter to care for our two elementary school-aged children starting on March 20, 2026. The schedule is flexible. The ideal candidate will have experience with multiples, be comfortable with pets, and have their own car for transportation. Responsibilities include... More

  • $23–27/hr
  • Wilmette, IL • 2 miles away

Seeking reliable, early morning babysitter...

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

Weekly

6:30am - 9:30am (flexible)

Hello sitters! We need a reliable babysitter for our elementary-aged child. The schedule is flexible, starting April 13th, from 6:30 AM to 9:00 AM on Monday through Thursday. You must have a car to drive our child to school and be comfortable with pets, as you will walk our 20 lb dog (preferably... More

  • $16–26/hr
  • Waukegan, IL • 19 miles away

Babysitter needed for infant from April...

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

Weekly

8:00am - 4:00pm

We want a babysitter to look after our infant on weekdays. The position starts on April 6th, with hours from 8:00 AM to 4:00 PM, Monday through Friday. Our home has a medium-sized beagle, so please be comfortable with pets. The sitter needs to speak Spanish and must have a car for any needed... More

  • $20–22/hr
  • Chicago, IL • 11 miles away

Looking for a caring babysitter for a...

  • 1 child
  • Babysitting
  • W

Weekly

12:00am - 5:00am (flexible)

*please note we do not follow recommended vaccine schedule and are asking for a sitter that is okay with our choice on how we parent*

We need a babysitter for 1 active toddler starting April 1, at 10am. The schedule is flexible,with regular Wednesday shifts from 10:00AM-3:00 PM. The candidate... More

  • $15–20/hr
  • Mount Prospect, IL • 9 miles away

Wonderful family looking for help Tuesdays...

  • 1 child
  • Babysitting
  • T
  • W
  • T

Weekly

2:30pm - 4:30pm

Hi! We’re looking for a babysitter for our preschool child. This position starts on August 19th and requires availability on Tuesdays, Wednesdays, and Thursdays from 2:30 PM to 4:30 PM. We are looking for someone to pick up our child from school and bring them home and participate in homework and... More

  • $22–26/hr
  • Lombard, IL • 21 miles away

Babysitter needed for one elementary...

  • 1 child
  • Babysitting
  • M
  • T
  • W

Weekly

8:30am - 3:30pm (flexible)

Hello! We need a babysitter for our elementary-age child. The job starts on March 23rd, and the schedule is flexible. You will work from 8:30 AM to 3:00 PM on Monday, Tuesday, and Wednesday. You will supervise activities, help with homework, and prepare lunch. Engaging with our child through play... More

  • $22–26/hr
  • Evanston, IL • 4 miles away

Babysitter for Toddler - Car, Comfortable...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We are seeking a reliable babysitter for our toddler starting March 21, 2026, at 6:30 PM. Our daughter will be asleep and we will be a few blocks away until 9:30 PM. We often have this schedule on Friday’s and Saturday’s for dinner with friends or dinner dates.

We have a 5 year old labradoodle... More

  • $17–20/hr
  • Chicago, IL • 21 miles away

Babysitter needed for two preschool kids...

  • 2 children
  • Babysitting
  • W
  • T
  • F

Weekly

5:00am - 10:00am

We're looking for a reliable babysitter for our two children, both in preschool. The job begins on March 18th and runs from 5:00 AM to 9:30 AM on Wednesday, Thursday, and Friday.

You need to have a car and be comfortable around our cat, who does not require any care. Experience with special needs... More

  • $20–23/hr
  • Wheeling, IL • 9 miles away

Babysitter needed for one toddler from 11...

  • 1 child
  • Babysitting
  • M

One-time

Start date: 03/30

11:00am - 3:00pm

Hi there! We’re looking for a babysitter for our toddler. The position starts on March 30th and runs from 11:00 AM to 3:00 PM. We need the sitter from 3/30-4/2. We will update you on the hours from 3/31-4/2 after I figure out my work schedule. You will play with our child, feed meals, and assist... More

  • $25–30/hr
  • Chicago, IL • 21 miles away

Babysitter needed for elementary child on...

  • 1 child
  • Babysitting
  • M
  • T
  • W

Weekly

10:00am - 5:00pm

We're looking for help with our elementary-aged child. The job starts on March 25th, from 10:00 AM to 5:00 PM, on Mondays, Tuesdays, and Wednesdays. You will supervise playtime, assist with homework, and prepare meals. It’s important to engage our child in fun activities while ensuring safety.... More

  • $18–25/hr
  • Schaumburg, IL • 17 miles away

Seeking Experienced Babysitter for One...

  • 1 child
  • Babysitting

Occasional

On an as-needed basis

We need a caring and responsible babysitter for our infant. You will be responsible for feeding, changing, and keeping the child entertained. Light housekeeping duties related to the child’s needs are also required. The start date is March 19, 2026, but we can be flexible. You should have previous... More

  • $17–18/hr
  • Carol Stream, IL • 23 miles away

Babysitter needed for preschool child from...

  • 1 child
  • Babysitting
  • S

One-time

Start date: 03/21

6:00pm - 11:00pm

We're looking for a babysitter to help with our preschool child. The job starts on March 21st and runs from 6:30 PM to 10:30 PM. This job is just monitor sitting, kids will be asleep so you won’t have to do much at all!

  • $24–28/hr
  • Glencoe, IL • 2 miles away

Seeking Experienced Babysitter for 3 Kids...

  • 3 children
  • Babysitting
  • S

One-time

Start date: 03/21

7:30pm - 11:30pm (flexible)

We need a babysitter for three children, including a toddler (2) and two in elementary school (5 & 8), starting on March 21, 2026. The start time is around 7:30 PM and the end time is around 11:30 PM. Experience with multiples is essential as is comfort with pets. You will help with playtime,... More

Babysitting FAQ

Jump to Top

Today only! Save up to 50% on a
Sittercity Premium membership.

Register now