Jenna R., Wyndy babysitter Jenna R. Background checked ★ 5.0 · 1 review UNCO · Chicago, IL Jenna is a life long educator and learner with a passion for planning. She has been teaching in daycare settings on and off for over a decade, with time in the midst spent as a nanny and a family assistant. Jenna started… Mari T., Wyndy babysitter Mari T. Background checked CCCWWC · Chicago, IL Hi my name is Yomari & I have been babysitting for 4+ years now. I am the second youngest of 5. I’m 20 years old. my experience with babysitting has been so great. i love the children, they are so silly & i genuinely enj… Cristal S., Wyndy babysitter Cristal S. Background checked ★ 5.0 · 1 review Triton · Chicago, IL I am a loving, patient, and responsible childcare provider with 3 years of experience working in daycare and babysitting children. I am passionate about caring for children and creating a safe, nurturing, and positive en… Erica L., Wyndy babysitter Erica L. Background checked ★ 5.0 · 2 reviews Colum · Chicago, IL Hello! I am Erica, a sophomore in college studying English and Business Management, and I’ve spent years working with children through summer camps, youth nonprofits, and babysitting. I’ve cared for kiddos from 7 months… Rebecca K., Wyndy babysitter Rebecca K. Background checked SAIC · Chicago, IL Hello! My name is Becca and I am currently attending graduate school at the School of the Art Institute of Chicago. I have nearly 4 years of experience as a caregiver including 2.5 years as a preschool teacher (ages 2-4)… Faith M., Wyndy babysitter Faith M. Background checked ★ 5.0 · 4 reviews Utah · Chicago, IL Babysitting was my first job ever! I have been babysitting and nannying for about 10 years and love it! I am an EMT full time mon, wed, thurs, but enjoy babysitting as well. I think learning, adventures, and experiences… Sarah S., Wyndy babysitter Sarah S. Background checked CCCWWC · Chicago, IL Hi, I’m Sarah! I’ve spent several years caring for my nieces and nephews, which gave me an early foundation in childcare. For the past four years, I’ve also gained professional experience providing childcare for families… Arias P., Wyndy babysitter Arias P. Background checked RU · Chicago, IL Hello! I hope this finds you well! My name is Arias (Air-ree-as). I'm a college student at Roosevelt University with 5+ years of babysitting experience caring for children from infants to teens. I support families with m… Natalie T., Wyndy babysitter Natalie T. Background checked ★ 5.0 · 2 reviews DePaul · Chicago, IL Hi! My name is Natalie, and I’m a caring, patient, and responsible childcare provider with over a year of professional experience working in a daycare setting, along with years of experience caring for my nieces and neph… Sarah B., Wyndy babysitter Sarah B. Background checked ★ 5.0 · 7 reviews Belmont · Chicago, IL Hi there, I'm Sarah! I recently moved to Chicago and am an incoming Master of Social Work student at UChicago. Before moving, I worked as a Research Project Coordinator at Vanderbilt University and Meharry Medical Colleg… Rose G., Wyndy babysitter Rose G. Background checked ★ 5.0 · 1 review DePaul · Chicago, IL Hello there! I am a licensed teacher and experienced sitter looking to connect with families to provide top-notch, hands-on summer childcare :) I have over ten years of experience educating and caring for children betwee… Givona D., Wyndy babysitter Givona D. Background checked BC · Chicago, IL I have an extensive background in social work, having earned both my bachelor’s and master’s degrees in the field. In addition to my academic training, I passed the ASWB exam in November 2024. My professional experience… Alize Z., Wyndy babysitter Alize Z. Background checked Triton · Chicago, IL I currently nanny full time with multiple families. I am a mother to a 15M old and enrolled in college for Early Childhood Education. I’m outgoing , communicative and have lots of patience (: Maisie S., Wyndy babysitter Maisie S. Background checked Iowa · Chicago, IL While I haven't worked as a traditional babysitter, I have over three years of experience working with children as a dance instructor for Tippi Toes. I taught classes for children ranging from 18 months to 9 years old, l… Jayla L., Wyndy babysitter Jayla L. Background checked Loyola · Chicago, IL i’m a full-time college student with a lot of free time. i prefer to work with toddlers and older kids. i have 5+ years of experience working with kids. I am CPR/First Aid Certified. I have a reliable source of transport… Lila R., Wyndy babysitter Lila R. Background checked UW-Mad · Chicago, IL Hi, I’m Lila! I am currently a freshman at the University of Wisconsin–Madison, where I am double majoring in Child Development and Educational Policy Studies. I have loved working with children for as long as I can reme… Amaiya H., Wyndy babysitter Amaiya H. Background checked ★ 5.0 · 1 review Ga State · Chicago, IL Hello, my name is Amaiya! I am a college student with 4+ years of childcare experience and multiple certifications. I have experience with children of all ages, infant to school age! I’ve worked in babysitting, daycare,… Francisca A., Wyndy babysitter Francisca A. Background checked ★ 5.0 · 1 review CCCRJDC · Chicago, IL I'm an early childhood enthusiast with three years of experience providing safe, nurturing care for children. My passion for helping children grow and develop stems from my positive experiences in previous babysitting ro… Alyssa W., Wyndy babysitter Alyssa W. Background checked CCCKKC · Chicago, IL My name is Alyssa but everyone calls me Lyssa. I’m the oldest of 6. I have 3 sisters and 2 brothers. That’s actually how I got into babysitting then from there it went to other family members and children of friends. I’v… Brianna R., Wyndy babysitter Brianna R. Background checked ★ 5.0 · 1 review UAB · Chicago, IL Hello! I am a senior in college at UAB! I have worked with children for a while, and have worked with a wide range of ages. From very young babies to teenagers I have seen it all! Jakobi T., Wyndy babysitter Jakobi T. Background checked UMich · Chicago, IL Caring, experienced babysitter studying education—fun, reliable, and great with all ages! Amanda D., Wyndy babysitter Amanda D. Background checked ★ 5.0 · 1 review Samford · Chicago, IL Hi, I’m Amanda! I’ve been babysitting since 7th grade, and love being around kids! They have such fun energy and are so creative! Some things to know about me are: I love to cook and experiment with new recipes, I enjoy… Shannon C., Wyndy babysitter Shannon C. Background checked OU · Chicago, IL Hello! My name is Shannon, and I'm a responsible and caring individual with a passion for childcare. I have 7 years of experience babysitting children of various ages, from infants to pre-teens. I understand the importan… Kristian G., Wyndy babysitter Kristian G. Background checked ★ 5.0 · 1 review Xavier LA · Chicago, IL Hello! I’m Kristian, a licensed substitute teacher with more than three years of childcare experience through Wyndy.com. Since 2025, I have also worked with Chicago’s Right At School program, providing a safe, engaging,…

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All 367 sitters in Chicago.

Chicago babysitters at a glance

  • 367 Babysitters nearby
  • 5.0 ★ From 23 parent reviews
  • 245 Colleges, most from University of Illinois at Chicago

Chicago parents love their sitters.

Real five-star reviews of Chicago babysitters, written by the families they sat for.

Cristal saved the day when our previously scheduled sitter canceled last minute. She was professional, courteous, and safety conscious when caring for our kids. Would definitely hire her again!

Reid S.★★★★★ about Cristal

Erica is so kind and thoughtful. She listens to my son and plays patiently with him. She’s reliable, communicative, and an absolute pleasure to work with.

Ashleigh B.★★★★★ about Erica

Faith was awesome with my almost 2-year-old. Clearly great with kids and didn’t need any extra instruction as to what and how to play and care for my daughter. My daughter is really looking forward to Faith babysitting again!

Kaija M.★★★★★ about Faith

Natalie was great with my almost 2 year old. Super engaging and very responsive. It’s clear Natalie understands the different developmental stages of toddlers and adjusts to their needs. Thanks so much, Natalie!

Kaija M.★★★★★ about Natalie

Sarah was prompt, engaged, and our toddler took to her instantly! She has a very calm energy about her, asked all the right questions, and connects with children easily. Highly recommend!

Victoria B.★★★★★ about Sarah

Rose was wonderful! She was a natural with Hayden and followed our instructions perfectly.

Jenny Z.★★★★★ about Rose

Bri was great! My boys warmed up to her immediately! She was punctual and friendly! Would absolutely recommend Bri to other parents!

Abby K.★★★★★ about Brianna

Amanda was very sweet and amazing! Very caring and got all our specific instructions down very quickly.

Angel N.★★★★★ about Amanda

How Wyndy works

  1. 1

    Browse and save sitters

    Look through Chicago babysitters’ profiles and reviews, and save the ones you like.

  2. 2

    Offer them jobs

    Send your date and time to the sitters you saved, right from the app.

  3. 3

    Book and pay

    Confirm your sitter, then pay in the app after the job.

Questions Chicago parents ask

How much does a babysitter cost in Chicago?

Your rate depends on how many kids you have, the day and time, and how much notice you give.

Are Wyndy babysitters background checked?

Yes. Before a sitter can take jobs on Wyndy, they pass a background check that covers an identity and Social Security number trace, criminal records and the national sex offender registry. We also verify their phone number and college enrollment.

Who are Wyndy’s Chicago babysitters?

College students and recent grads who live near Chicago, including students and grads of University of Illinois at Chicago, DePaul University and Loyola University Chicago. Each profile shows their school, experience and reviews from other parents.

Can I find a babysitter in Chicago at the last minute?

Yes. Post a last-minute job in the Wyndy app and sitters near you are notified right away, so you can often book the same day.

How does booking a Wyndy babysitter work?

Save the sitters you like, then offer them your job with the date and time. You can also post it so nearby sitters apply. Book the one you want, and after the job, pay in the app once the sitter submits their hours.

Can I book the same babysitter again?

Yes. Save sitters you like to your favorites, and send your next job to them first.

Do Wyndy babysitters cover areas near Chicago?

Yes. The sitters on this page live within about 25 miles of Chicago, including Blue Island, Calumet City and Bedford Park.