Our Idea of Fun is a Room Full of Kids.


Conferences, meetings, special events, oh baby(sitter)!

Are you hosting a special event that needs childcare but aren’t sure how that would work? Do you want to have reliable childcare as part of your full service business options? Do you want to make sure your childcare is of the highest quality for you or your most important clients?

If so, CSSitters is the only childcare placement service that comprehensively vets our sitters and personally matches them with you based on your needs. Our special events services are specifically designed for babysitting at corporate events, child-free gatherings, conferences, or any other time your group needs childcare.

We can accommodate groups of all sizes in the Chicago area and we take care of all the work so you can focus on your event.

We’ve got you covered

How it works to book sitters for events

  1. Get in touch with us and describe your event and attendees on THIS FORM.
  2. We select sitters based on your specific needs
  3. You confirm our selections work for you, and submit payment.
  4. You pay your sitters in advance through CSS (with a transaction fee) or can pay the sitters directly at the event.

For policies and FAQs see the How it Works page.