We're almost in a similar situation, permit expiring in July while Studies end in August; did you get any update.My wife and I applied for study permit extension and spouse open work permit extension back in January 2024 and we're still waiting to receive a decision on our application. Our permits expire in July 28 and my wife's studies end in August 19. We submitted a webform and received an email asking us to send the information as an attached file (letter of explanation) instead of typing it in the textbox of the webform. We did that and then received an email saying they received our request and are currently experiencing higher than usual processing times so we had to wait.
We also emailed our MP and they got in touch with IRCC and received a reply saying our application was being processed and we had to just wait to hear back from them. Our main goal is to receive a decision before my wife has to submit her PGWP application (which will be in late August or early September); that's why we submitted our application back in January.
Currently debating on whether or not try to flagpole and send an application to cancel our current request. Based on this forum, seems like when there's a SOWP request involved it takes way longer but I'm not sure I want to risk falling into implied status and then have some sort of issues (like my wife not being able to work) while waiting for a decision on her PGWP application.