How do I stay signed in?

This suggested solution assumes that you have a work or school account. I have a "personal" Office 365 account and I'm having the same logout problems. I can check the box that says 'keep me signed in', but after a period of time (hours or next day), I have to sign in again to use any of the web-based services (mail, calendar, onedrive, etc.). The odd thing is that the background OneDrive file sync remains connected.

I sign into Office 365 on my browser (on my Mac). I used to be able to choose to stay signed in, but something happened and now I get automatically signed out every night.

And yes, one time I chose the "Don't show this message any more" option, but I did NOT turn off the option to stay signed in.... only the message that gave me the option. Now I cannot find any way/button to "Stay Signed In" any more. How do I change this back? I'm tired of signing back in every morning.

Hi Matt & Myles,

For Office 365 tenants, there is a default session timeout in OWA of 6 hours, that is set for all tenants and admins can configure that or disable the session timeout if they desire. 

For detail information, please see Session timeouts for Office 365 and Set-OrganizationConfig

If you need further help, I’ll suggest you post a new thread in Outlook>Office 365 category for proper resolution.

Regards,

Neha

Does this mean that this issue got a  "proper resolution" ?

I have the same problem, but only in Chrome on my PC. 

I stay signed in with IE on my PC and Chrome, Safari, and Firefox on my Mac. 

I have signed out and cleared my cache and I still don't get the dialog with the option to stay signed in.