Office 365 Outlook Desktop Application Search Not Working on macOS
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Close Outlook
Add the profile folder, usually called "Main Profile" located inside the folder below to Spotlight Privacy
~/Library/Group Containers/UBF8T346G9.Office/Outlook/Outlook 15 Profiles/
Once the Profile Folder is Added, Remove the Profile Folder from Spotlight Privacy
*the idea behind adding the folder and then removing it is to force Spotlight to reindex the folder
Run the command below inside the terminal
mdimport -L
Open Outlook and Search Again (Wait for about 5 Minutes)