If you're in the TDSB you cannot. You can try, but it is your guidance counsellor's obligation to reject your application.
However i do know one person who is taking english in nightschool and day school at the same time to get a higher mark.
how my school and the ocsb work with ilc is you can only take a course if it's not offered at your school, or if you have a full timetable and need the class. You can try asking, but i'd doubt they'd let you do the same course twice