
"Katrina watched our son while we were in town for a wedding. She was timely, so nice and sent great pictures throughout the evening. He looked like he was having more fun than we were!"
Madeleine B., parent

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118 available tonight | Avg hourly rate: $22.63/hr
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Hi, I'm Rebecca. I've spent the past 10 years providing therapy to children with autism in clinical and in-home settings. While I'm still in clinics part-time, I would love to provide childcare as well for those in my community as I finish my Master's Degree in Applied Behavior Analysis. I've been a pet sitter for the last 6 years with Rover/Wag as well. I love to help! I take a very empathetic and whole-child approach to childcare that allows me to build meaningful relationships with clients and their caregivers, as well as trust. My experience with children has allowed me to very effectively multi-task, remain calm under pressure, and use creative problem solving in all situations. I'm happy to cook, clean, or run errands as necessary as well. All pets are a bonus!
Hello! My name is Olivia. I am a 30 year old Special Education teacher. I am looking for a family who needs an occasional sitter on evenings, weekends or in the summer (date night, last minute, etc). I have worked with children of all ages, abilities & have cared for 3+ children at a time. I genuinely love kids- helping them, teaching them, building healthy relationships, going on adventures & being out in nature. In my free time, I spend time with family, friends & my dogs. I am very comfortable working with families who have pets as well! I am flexible, dependable & trustworthy.
I am fun loving of all kids and pets. With my own daughter I learned a lot about growing children and how to teach and help them grow into the best part of themselves. I also know what it means for parents to have a break, and can easily make sure to give you the peace of mind needed when taking a much needed break.
My name is Jennah! I am very friendly and easygoing. I like to be stern when needed. I enjoy creating schedules for the day, but if there is one in place as well, I am ready to follow it! :) I love working with young children and joining them on exploring their creativity. I love to cook simple meals and incorporating new things for them to try. I can help with all homework up to high school level. I have worked with multiple kids before for several years. I have a car and can perform all household duties/functions if needed! I currently do not have my own cleaning supplies to bring, but I will in a few months. If I am working with pets that require walking, I have worked with large dogs and am good to handle them on walks.
Hi.My name is Stefany, I am 31 years old, currently residing in the northwest side of Chicago. I’m currently looking for few part time morning/evenings or overnight weekend stays. Whether it’s to step out and run to get errands done, dinner with a friend, a date night with your spouse, you name it. I’m here to help! I have extensive experience caring for children, starting with helping my mother—an educator and childcare provider—and continuing through years of caring for my nieces, nephews, and local families. As a bilingual caregiver, I enjoy engaging with kids, building positive relationships, and supporting their learning and development. I look forward to the opportunity to meet and work with your family.

As of November 2026
Every babysitter on UrbanSitter completes an annual background check, and every profile is individually reviewed by our Trust and Safety team.
845 sitters background checked in Chicago, IL
4.9 average star rating from 4,852 reviews in Chicago, IL

"Katrina watched our son while we were in town for a wedding. She was timely, so nice and sent great pictures throughout the evening. He looked like he was having more fun than we were!"
Madeleine B., parent

"Caitlin was awesome and jumped right in to chaperone four girls (10, 9, 8 and 6) at a family wedding (they were bridesmaids) and she was very helpful with the event as well as taking them home and putting them to bed."
Lila P., parent

"McKenna was great with our 3 year old son! She came prepared with a box of fun activities and handled playing, dinner, and bedtime seamlessly... and it was all at our hotel while we were in town for a wedding. Thank you McKenna!"
Catherine B., parent

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Browse profiles and read parent reviews for free.
To sign up with Facebook, we need permission to use your email address.
Sharing your friends list is optional, and allows us to connect you with sitters they book and recommend. Nothing will be shared or posted.
Share the wedding date and babysitting details, then hear from available sitters. Review your options and hire only if you find the right fit.
Browse profiles, read reviews from other parents, and pick the babysitter you feel best about. No agency assignments.
Every babysitter completes an annual background check. See bookings, repeat families, and reviews from local parents.
Whether it is a hotel room, a kids' room at the venue, or late-night care, book one sitter or several to fit the plan.