Chime is designed to find you a sitter for one day or evening at a time. But most Chime families try out at least a couple sitters, then build up their Favorites to use on rotation, since we can't guarantee one sitter will be available on all of your requested dates.
If you've already communicated with a Chime sitter (and agreed on a set of dates/times), feel free to shoot us an email (email@example.com) and we'll set up the bookings for you.
Otherwise, always try searching for each date/time you need a sitter for—the same sitter might be free, or you may need to try different sitters—which is a great way to meet some new favorites!
If you are looking for more consistent or recurring care, we'd also recommend posting a job on Sittercity.com.