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Find an after school nanny in Winnetka, IL

After school nannies recommended by families in Winnetka. Help with pickup, homework, activities, and more.

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97 experienced after school nannies in Winnetka, IL

Families in Winnetka use UrbanSitter to find full-time, part-time, and live-in nanny care.
Rates vary by schedule, experience, and responsibilities.

Every after school nanny is background checked annually and their profile is individually reviewed by our Trust & Safety team. Learn more.

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Drew
Booked by 18 repeat families
19 reviews
$18 per hour for 1 child
Booked by 32 families in Winnetka, IL

Hello! (Fully vaccinated for COVID-19 as of 2/2/21) I love working with kids, and have professionally worked with children from toddler age to teens for over 8 years now! I have 5 years experience at a summer day camp back in my home town of Minneapolis, teaching classes from art to gymnastics for children ages 3-11. In addition, I worked with a program called JumpStart at DePaul University, where me and 4 other college students were placed in a preschool classroom on the west side of Chicago to provide teaching assistant support. During JumpStart I learned a lot of early childhood education skills and techniques, and could assist with homework or literacy skills for your children when I care for them. I enjoy reading, painting, staying active, dance, and exploring Chicago. I also have nannied for a family from this site from June 2017 until June 2019. I have babysat since I was 11 years old watching the neighborhood kids, and would love to help out by being a babysitter for you. :)

“Drew came on time and very approachable and fun. Quickly got along with my child. Hopefully will see her soon.”

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Pia
Booked by 3 repeat families
4 reviews
$23 per hour for 1 child
Booked by 9 families in Winnetka, IL

Hello, my name is Pia and am currently in school for ultrasound tech. I am offering child care and household services. I have 4 years of experience as a daycare assistant watching over infants, toddlers, and kids (pre-k to 6th grade). I have also been babysitting different families ever since I was 16 years old. I enjoy my responsibilities of taking the kids to the park or the library, driving to/from school, tutoring, making art and crafts, or sing and dance to some music. I also offer light housekeeping services such as cooking, cleaning, laundry, and occasional grocery shopping. If you would like to add more housekeeping services, just let me know-- I will be flexible!

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Giuliana
Booked by 3 repeat families
5 reviews
$23 per hour for 1 child
Booked by 12 families in Winnetka, IL

Hi! Nice to meet you, my name is Giuli, I am a dedicated, patient, non-smoker, and CPR/First Aid-certified childcare provider with extensive experience working with children of all ages-from young infants starting at 3 months old to toddlers and teenagers. I hold a background in hospitality management, which has helped me hone key skills like organization, clear communication, and creating a safe, welcoming environment for families. Whether engaging in fun, age-appropriate activities, assisting with routines and school-age needs, or going on peaceful outdoor walks, my goal is always to provide high-quality, trustworthy care tailored to your family’s needs. I look forward to connecting with you and supporting your family! I also love animals. Dogs are my favorite. I have three at home: a German Shepherd, two poodles, and three cats

“Giuliana was so great with our kids! They loved her and felt comfortable immediately. We would love to have her back anytime!”

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Natalia
Booked by 1 repeat family
1 review
$20 per hour for 1 child
Booked by 2 families in Winnetka, IL

Hello! My name is Natalia, and working with children has always been my true passion. I hold a Master’s degree in Education and have over 17 years of experience helping children learn and grow. For the past four years, I’ve been a Preschool Teacher at a private school in Chicago, where I work with young learners ages 2–4. I’m 43 years old and a proud mom of three (ages 22, 20, and 9). My colleagues and families describe me as warm, dedicated, and reliable. In my free time, I also work as a babysitter, which I truly enjoy — spending time with little ones always brings me joy and positive energy. 💛

“Natalia was punctual and extremely patient with our son. She asked a lot of questions and followed our instructions. Would hire again!”

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Nikkiah
Booked by 2 repeat families
3 reviews
$32 per hour for 1 child
Booked by 3 families in Winnetka, IL

30 yr old female with two children of her own, born and raised in California recently moved to Chicago in 2025 to work as a EMT for a major private ambulance company in Illinois. Used to nanny in California from 2[removed] but changed careers. I love snuggling and taking care of babies and seeing them grow into their little personalities. CPR certification & Basic Life support Certification. Currently full time with a family now, but always looking for one time or part time to fill in between!

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Recent after school nanny activity in Winnetka, IL

After school care starts with trust

Every nanny’s profile is individually reviewed by our Trust & Safety team after an annual background check. Read reviews from families in Winnetka to find your fit.

Every nanny on UrbanSitter is background checked annually.

photo of quoted parent Michelle

"Johanna is AMAZING! My two boys love her - she does everything from amazing arts & crafts, to helping with homework, to getting them playing outside! She also drives them and does everything involved with after school activities: packing snacks, getting the right gear, etc."

Michelle R., mom of two

photo of quoted parent Milena

"When we hired Amani, we felt like we hit the jackpot. We were very lucky to find her on UrbanSitter at the beginning of school year. She was picking up kids from school, taking them to afternoon activities, helping them with assignments. She prepped food for them, helped organize their closets and keep their spaces neat and orderly. We would hire her again in a heartbeat."

Milena L., mom of two

photo of quoted parent Heather

"Caitlin has been such a lifesaver for our family. We hired Caitlin to help with the after school routine. The kids took to her instantly. She does it all - school pick ups, dinners, baths, lunch making, clean up, etc. She has really helped make a busy time so much easier for us."

Heather B., mom of two

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Why families use UrbanSitter for after school nannies

Loved by Winnetka families

Find after school nannies with reviews from families in your Winnetka school, parent group, and neighborhood.

Help with school pickup and activities

Filter for nannies who can drive, then check profiles for carpool, pickup, and activity experience.

Annual background checks

Every nanny clears an annual background check and has their profile reviewed by our Trust and Safety team.

Homework help for school-age kids

Browse profiles to find nannies who can help with reading, spelling, math, projects, and daily homework.

Frequently asked questions about hiring after school nannies in Winnetka

How much does an after school nanny cost in Winnetka, IL?

After school nanny pay in Winnetka is usually hourly and depends on the schedule, the nanny's experience, whether driving is required, and homework help. Most after school roles are part-time, in the range of 15 to 25 hours per week. See current after school nanny costs.

How do I find an after school nanny near me in Winnetka?

Sign up for free, post a job with your school-year schedule and needs, then browse profiles with reviews and references from local Winnetka families. Message candidates, schedule interviews, and hire when you find the right fit. Learn how UrbanSitter works.

Are after school nannies in Winnetka background checked?

Yes. Every nanny in Winnetka must clear an annual background check, and each profile is individually reviewed by our Trust and Safety team. See what's included in the background check.

Can my after school nanny drive my kids to activities in Winnetka?

Yes. UrbanSitter families in Winnetka can specify driving requirements when posting a job, including whether the nanny uses their own car or the family's car. Many after school nannies help with school pickup, driving to activities.

When is the best time to find an after school nanny in Winnetka?

Most Winnetka families start their search in late summer for an August or September start, matching the school year. Demand peaks in July and August, so families who plan ahead have the widest selection. Mid-year hiring happens too, often when schedules change or families move.

What should I look for when interviewing an after school nanny in Winnetka?

Look for experience with your kids' age range, comfort with your school pickup logistics and after-school activities, references from families you trust, and a clear sense of reliability. See interview questions to ask.

Resources

Nanny Interview Questions: A Guide for Parents

Interview questions that surface experience, references, and fit.

How Much Does an After School Nanny Cost

Current rates and what factors affect the price.

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