We've made you wait long enough

It's time to show you what we have been up to

And holy moly are we excited about it.

We’ve survived the pandemic, we’ve hired more than 75 new sitters in 4 months, we’ve built new technology to make our process even more Super, and we are ready to show this Chicago Summer who’s boss.

Pick the button below that best suits you and your family, and let’s get this babysitting party re-started.

Already in new system?

If you have already completed the new profile and are here to place a new request:

*Brand New Families*

It’s finally time, come on in.
We’re excited to meet you!

*Existing CSSitters Families*


Complete a family profile and place requests in our NEW system!

The new profile will take 10-15mins.
Want to do it later? Use the “Not Yet” button below.

Not yet, I need more time!


If you are an existing family, but don’t want to get in the new system yet, you can place requests in the former/legacy system for now.

Heads up procrastinators:
You will only have access to this system until 5/31.