It is possible to create several checklist items and groups (headers) at once - simply paste multi-line text into item creation field and then press Enter.
Multiline paste and creating several items at once is useful for:
- copy-paste bullet point list of items from external list (issue Comment or Description, Trello, web page, MS Word, etc.),
- compiling a checklist in a favorite text editor before entering it into Jira.
- paste checklist copied from another issue
Paste multi-line text (e.g., bullet list copied from the web page or Word):
and get the following checklist: