If you are an Apple One or iCloud subscriber, the system enables iCloud Private Relay for Safari in the background. It’s a privacy feature that reroutes your Safari traffic through an Apple-branded server to hide your IP address from advertisers. As such, you can try disabling Private Relay to get Outlook to load on the Safari browser.
Open Settings > Profile name > iCloud > Private Relay > Disable the feature.
You need to allow pop-ups on Safari for any links that you open using your Outlook account. By default, Safari can block pop-ups in the browser.
Step 1: Open Safari > Go to Outlook > Click on Safari > Settings.
Step 2: Click on Websites > Pop-up Windows > Choose Allow next to While visiting other websites > Select Allow for outlook.live.com.
Some Safari extensions might be the reason behind Outlook not working in Safari. We suggest removing those that you don’t use anymore or the ones that don’t receive regular updates.
Open Safari > Settings > Extensions > Select an extension and uninstall it till the problem gets solved.
Lastly, you can try clearing Outlook website cache from Safari. This will remove all your preferences and login data.
Open Safari > Settings > Websites > Manage Website Data > Search outlook > Remove.
Tip: Learn how to turn off AdBlock in Safari.
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