There are no shortage of babysitters in Chicago, but not all are created equal. As a newborn photographer, I’ve met so many parents searching for reliable, trustworthy help-someone who’s not only experienced but genuinely loves what they do. That’s why I’ve rounded up five trusted agencies real families recommend and that I’d trust with my own kids.
Let Mommy Sleep is a Chicago agency made up of night nannies, doulas, and nurses. Every caregiver has at least five years of real infant experience. They’re NAPS Certified, CPR and First Aid Certified, and recognized as Cribs for Kids Safe Sleep Ambassadors.
Here’s the best part: you can even add their services to your baby registry. Instead of more baby clothes, you can ask for something every parent actually needs: sleep and peace of mind. They also make payments easy with flexible financing options.
Consistency matters to them, too. Your baby will see the same night nurse or nanny each night, creating comfort and trust. No rotating faces, just one familiar caregiver who truly knows your little one. Let Mommy Sleep is also the only team in the country made up of Registered Nurses and NAPS Certified Newborn Care Providers, setting a new standard for newborn care.
 Chicago Super Sitters
Chicago Super SittersThis agency puts safety first. They personally match every family with the right caregiver, not just whoever’s available. It shows since 95% of families who start with them stay.
Every caretaker comes in with at least three years of childcare experience before they even join the team. They don’t hire just anyone. Each applicant goes through a seven-step screening process and has to pass every stage before moving on. That says a lot about their standards.
They also think beyond the basics. Whether it’s a wedding, family party, or special event, their babysitters in Chicago are there to help. They’ll keep a close, caring eye on your little ones so you can actually relax and enjoy yourself. It’s thoughtful touches like this that make their agency stand out — real support for real-life moments.
Founded by two women with over 15 years of nanny experience, this agency truly gets it. They hold every nanny to the highest standards, not only when it comes to their credentials. During their scouting process, they only bring on caregivers who genuinely love working with kids. You can feel that heart in the way they do things.
Finding your nanny is simple. You fill out a quick family form, and they start the search. After an initial interview done by the agency, they narrow it down to the top candidates who fit your needs. Then, you get to meet and interview those finalists yourself. It saves you time and spares you from sorting through unqualified sitters, as you only see the best matches. At the one-month mark of when you chose your caretaker, someone from their agency will follow up to ensure everything is still running smoothly. Their process takes the stress out of searching and leaves you feeling confident in your choice.

Nanny Harmony offers three types of care: newborn overnight care, nanny or house managers, and mini family assistants. Their Newborn Care Specialists are trained specifically in newborn needs. They help with feeding plans, sleep routines, and gentle structure, giving parents the chance to rest while knowing their baby is in trusted hands.
Their nannies and house managers are the long-term helpers every busy family dreams of. They handle grocery runs, calendar management, meal prep, errands, even travel prep-all those daily details that make home life run smoother. Their mini family assistants fill the gaps between childcare and household tasks, giving you that extra support you didn’t know you needed.
Each candidate goes through a five-step screening process before you even meet them. You’ll only see the best fits, and you can interview and do a trial before making a final decision. Once you find your match, they’ll help you set up an employment agreement so everything’s clear from the start.
Nanny Harmony isn’t just about finding help; it’s about finding balance. They understand what families truly need: peace of mind, dependable care, and the freedom to focus on what matters most.
Second City Nannies believes that choosing the right nanny is one of the most important investments you can make in your child’s future. A great nanny does more than care for your child-she guides, teaches, and models the values you want your little one to grow up with. She becomes part of the family, offering support, consistency, and genuine care every step of the way.
Matching with a babysitter in Chicago is simple. You start by filling out a quick client application. Once the agency narrows it down to their top two or three candidates, you’ll get to set up interviews with them.
They also encourage something called a “working interview.” It’s a short trial that lets you see how the sitter interacts with your kids in real life; how they play, communicate, and handle the little moments. These trials usually last two to five days and make it easy to feel confident in your choice.
Once you’ve found the right fit, the agency helps finalize everything with a formal written agreement between you and your new caretaker.
 When Families Feel Supported, Finding Babysitters in Chicago Gets Easier.
When Families Feel Supported, Finding Babysitters in Chicago Gets Easier.Finding someone you trust with your child can change everything. The right caregiver gives you space to rest, reset, and enjoy the moments that matter most. As a newborn photographer, I see every day how much calmer and happier families are when they feel supported, that love always shines through in the photos. Finding babysitters in Chicago can feel overwhelming, but with these five trusted agencies, the search for the right fit just got a little easier. I love helping Chicago families feel supported, both behind the camera and beyond it. Contact me here to start the conversation.