We have 2 options to create multiple checklists.
OPTION 1
Open up a task, on the Properties tab, scroll down to checklist.
By clicking SHIFT + ENTER. Type in the list of data you wish to add on the checklist,
Click enter then choose "Create Items" on the pop up.
OPTION 2
Create first the data or information you need for your checklist in excel.
Open up a task, on the Properties tab, scroll down to checklist.
Go back to the excel sheet copy the needed information.
Paste the information on the checklist, then click enter.
Choose "Create Items" on the pop up.