
"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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Families in Chicago turn to UrbanSitter for wedding and special event babysitting.
117 available tonight | Avg hourly rate: $22.63/hr
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Hi, I am Lilly. I attended Saint Louis University for Nursing school and graduated in 2022. I work at Rush University Hospital as a medical-surgical nurse. Throughout high school and college, I worked at Kumon. Kumon is a tutoring center for toddlers-high schoolers for math and reading. Also, I babysat newborns to middle schoolers for church. I love babysitting because children was full of life and positivity. Caregiving is loving and warm. A fun fact about me is my spiritual animal is a Beluga whale.
I am a fun, flexible 26 year old who loves kids! I have babysat boys and girls ages 2 and up since I was 12 and have always really enjoyed it. I have a car so am available for transporting kids to school, camps, etc.
I am a caring and dependable childcare provider with 6+ years of experience as a special education classroom assistant, currently pursuing my master's in special education. I'm skilled in creating a safe, structured, and nurturing environment while supporting children's individual needs and development. I enjoy engaging kids in fun, age-appropriate activities, helping with routines, and encouraging independence. I'm patient, attentive, and value strong communication with families.
Hi! My name is Zamzam. I’m an experienced caregiver, educator, and working professional with a genuine love for helping others. I’m currently working on a passion project and looking to earn some extra income doing something I’ve always enjoyed—caring for and supporting others! I have experience caring for people of all ages, from infants and young children to older adults. My background as both a caregiver and educator has taught me the importance of patience, communication, reliability, and creating an environment where people feel safe and comfortable. I’m compassionate, dependable, and easy to communicate with, and I’m happy to work with families to understand their routines, preferences, and what makes their household run smoothly. I also have my own reliable vehicle, which gives me flexibility with transportation, activities, errands, and outings. Whether you’re looking for someone to keep your little ones safe and engaged, help with everyday routines, or simply be an extra set of dependable hands, I’d love the opportunity to get to know your family!
I am a nanny with 15 years experience in childcare. I value open communication between myself as the caregiver and parents to best meet and support children's changing needs. I have most recently worked with infants and toddlers and I am knowledgeable of developmental milestones and engaging play. I have also worked with preschool and school age children as a babysitter, swim instructor and dance instructor. I am a patient, mindful and creative person who loves to be active and outdoors with children of all ages and foster a safe, loving and engaging environment. I am CPR/First Aid certified and have references available. *** haven’t been able to change my availability but available for date nights :) **** Friday & Saturday nights :) *** also available during the day for the next month!! M (anytime) T (afternoon/evening) W (anytime) F (afternoon/evening)
“Maura was amazing today with our 10 month old baby! He is going through stranger anxiety, separation anxiety, teething, AND wasn't feeling the best today, and despite all of that, he really enjoyed spending time with Maura and felt comfortable almost immediately. That almost never happens! Maura was so sweet with him, kept him engaged and happy, and even loaded/unloaded our dishwasher & straightened up during his nap and before leaving for the day. He had a really fun day! We are very excited to have Maura back as our regular part-time nanny and sitter!”

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.
847 sitters background checked in Chicago, IL
4.9 average star rating from 4,857 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.