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How to schedule an email in outlook, and where it waits

By Alberto Gulotta · Updated 23 September 2026 · 9 min read

There are two ways to answer how to schedule an email in outlook, because there are two Outlooks, and the difference between them is not the menu. It is where the message sits while it waits — which decides whether it goes at the time you chose.

Both routes look identical from the composing window: pick a time, press Send, the message disappears. What happens next is different, and Microsoft says so in a one-line note under the instructions.

This is not a fault and it is not obscure — it is what an Outbox is. The Outbox is a queue on your machine of things waiting to leave; a scheduled message joins that queue with a release time on it. Nothing about that arrangement can act while the program is closed.

So the practical rule is short. If the timing genuinely matters — an application deadline, a message that must not arrive before an announcement — schedule it somewhere that holds it on a server, which means new Outlook, Outlook on the web, or Outlook.com rather than the classic desktop program. If you are on classic Outlook and cannot move, the machine has to be awake at the appointed time, and that is a thing to arrange rather than assume.

The cancel route is worth knowing before you need it, because a scheduled message is out of sight and the folder holding it is not one you open by habit. In new Outlook it is sitting in Drafts, looking like an ordinary unfinished message. In classic Outlook it is in the Outbox, a folder that normally empties itself unattended.

The account-type limitation is worth pausing on too, because it is the second time it appears in this wing. Scheduling in new Outlook is “not available for IMAP or POP accounts”, exactly as automatic out-of-office replies are not. The pattern is the same underneath: features that have to happen while you are not there need a server that is willing to act on your behalf, and an account that Outlook merely reads from does not provide one.

One last use worth naming, since it is the reason a good number of people look this up. Writing an email at eleven at night and sending it at eight in the morning is not deception; it is declining to teach colleagues that you answer at eleven at night. The feature is as much about the expectations a timestamp sets as about the timing itself.

The other mail system waits in a different place, and says so. Gmail schedules on the server: the message sits in a Scheduled folder, you can open it, change it or cancel it from another device, and Google notes the limit — “you can have up to 100 scheduled emails” — plus the detail that decides when it actually leaves: “your emails will be sent based on the timezone you schedule them in.” That is the comparison worth making before you rely on either: one waits on a computer that has to be awake, the other waits on a machine that always is.

The guides below take it four ways: scheduling it, stopping it, the account types where it does not work, and the rest of what happens to a message on the way out.

Not covered here. It will not tell you the two Outlooks behave the same. One holds the message in Drafts and one holds it in your Outbox, and Microsoft says which is which.

It will not skip the connection note. “Outlook needs to be online and connected for this feature to work” is the sentence that decides whether the schedule is real.

And it will not recommend an add-in. Both versions do this natively, and the limitation is in the account type rather than in the software. What holds instead is simple: both routes and the connection requirement are Microsoft’s own wording, including where each version leaves the message waiting.