iTunes Outlook Sync

Greetings thotnavy,

Thanks for following up and confirming the details.

To help troubleshoot, test after restarting your PC and your iPhone. Restarting is a quick process that can help clear up unexpected behavior: Restart your iPhone - Apple Support

"How to restart your iPhone 6, 7, 8, or SE (2nd or 3rd generation)

1. Press and hold the side button until the power-off slider appears.
2. Drag the slider, then wait 30 seconds for your device to turn off. If your device is frozen or unresponsive, force restart your device.
3. To turn your device back on, press and hold the side button until you see the Apple logo."

If the behavior persists, then reach out to Apple Support directly, as they're best equipped to investigate and resolve the behavior. You can use the following link to reach out: Contact - Official Apple Support

Kind regards.

Hello thotnavy,

Thank you for reaching out to Apple Support Communities.

"Sync your Outlook calendar with your iOS device

1. Connect your iPhone or iPod touch to your computer using the cable provided with your device or by placing the iPhone or iPod touch in the Apple Universal Dock.
2. iTunes opens automatically when connected to your computer.In iTunes, in the source list, under Devices, click the entry for your iPhone or iPod touch.
3. Click the Info tab.
4. Under Calendars, click Sync calendars from, and then click Outlook.
5. Do one of the following:

• To synchronize all calendars, click All calendars.
• To limit the calendars that are synchronized, click Selected calendars, and then click the calendars you want to synchronize.
  • Note: To select multiple calendars, press Ctrl as you click each calendar name.

6.Click Apply."

More details can be found here: Synchronize Outlook and Apple iPhone or iPod touch calendars

If the issue persists, can you provide a few more details? What happens when you attempt to sync calendars with outlook? Also, what is your exact iOS version?

Cheers!