
"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.
118 available tonight | Avg hourly rate: $22.63/hr
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My name is Laurelai and I am a former speech-language pathologist with experience working clinically with ages 3-14 and experience babysitting all ages. I now work full-time in medical education/administration, and am looking for one-time or as-needed babysitting opportunities. I grew up with three much younger siblings so I have been around children my whole life! I have worked as a child caretaker in a church, a toddler room supervisor, a nanny, and I have been babysitting for many years. I am CPR/First Aid certified for all ages (infant-adult). I have intermediate sign language experience. I have worked with multiples (twins and triplets) and children with special needs including cerebral palsy and oppositional/defiant disorder. I have experience working with infants, toddlers, and school-aged children. In college I minored in vocal performance because I love to sing! I also played violin for 10+ years. I love to play games, read books, visit parks, sing songs and have fun! I provide services throughout the city of Chicago. **At this time I am not available for school pick-ups/drop-offs or recurring positions. I am flexible on nights and weekends. Feel free to reach out about last-minute or one-time needs!** Up-to-date on all vaccinations including COVID-19 & annual flu shot. CPR/First Aid certified for infant-adult Current certification expires Oct 2026
“My 9 year olds really enjoyed Laurelai! She was very engaging.”
Hi there! My name is Emily and I am currently a student at Northeastern Illinois University! I am an undergrad student specializing in social work while working as a part-time sitter/house manager. I love children and have always found my way into many children’s hearts. I have previous baby sitting experience as well as years experience working with the Chicago Park District as recreational leader for their play camp program that gave me the opportunity to work alongside 20 amazing children from the ages of 4-5 in the community. Being a camper myself when I was younger I learned the importance of having the people around children teaching them values and Influencing them in the right ways. I am a very creative person in my free time and always like to have a good time! Arts and crafts are a speciality of mine! Plus knowing about the latest toys for the kiddos!
Hi! My name is Natalya and I am a Research assistant and student at UIC. I work as a Nursing tech at Northwestern twice a week. I am primarily available for occasional babysitting on weekend days and week nights! I’ve worked with high school students previously for two years in Chicago and for a year in Madrid, Spain. I am the second oldest of five girls so I have been taking care of younger siblings my whole life. I began babysitting about 12 years ago. I also worked as a nanny for one family for four years in college. I am hoping to eventually become a pediatrician! In my free time I love to read, run, and drink good coffee or tea.
Hi! I’m Sam, a mom who loves working with kids of all ages, from infants to teens. I’m currently homeschooling my son, so I’m primarily available for evening babysitting, date nights, and occasional sitting. I have experience caring for multiple children at once and am comfortable around all kinds of pets. I also have reliable transportation, making scheduling a little easier for your family. I’d love to help your family enjoy a night out, knowing your kids are in caring and capable hands!
Hello I will be looking for full time job starting in September.The family I worked for will have their children in school full days.So they won't no longer need my services. I'm 37 years old.I was born and raised in Chicago.I have experience watching children 3 months and older.I love babysitting because I love working with children.theres never a dull moment with a child.I've been watching children since I was 15 years old.I come from a big family.I can speak,read, and write English and Spanish.

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.