1
WP Mail SMTP Paid version Pro
Microsoft Outlook.com/Office 365 one-click mailer is only in paid plans.
96feature score
WordPress SMTP & Email Delivery Plugins with Microsoft 365 / Outlook
Send through Outlook or Microsoft 365 with OAuth. 4 of the 8 plugins we track include it.
2
Easy WP SMTP Paid version Basic
Microsoft 365/Outlook mailer is included in all paid plans.
97feature score
3
FluentSMTP Included
Outlook/Office 365/Microsoft 365 connection via OAuth API, free.
89feature score
4
Post SMTP Paid version Basic
Office 365 connection needs Pro; Microsoft one-click setup is in Business.
90feature score