I've just noted that Chrome OS Dev Channel has an experimental handwriting recognition mode
you can play with now by enabling the On-screen keyboard in the Accessibility settings.
Once the On-screen keyboard is visible, tap or click the⋮key and pick the handwriting mode. For information, since it uses the Google Input Tools¹ API, this mode only works when you're connected to the internet.
Still, it's still fun to draw smileys on the keyboard and get it recognized ☺