iTunes lacks FLAC support out of the box and as annoying as that is, there is hope. Fluke lets you import and play your FLACs with iTunes.
Unfortunatly the standard method requires that you select the files you want to import in the Finder and open them with “Open with”.
This can be cumbersome if you have many FLACs in different places. To add them all in one run, open
the Terminal, cd into the directory where your music is stored an run
1 | find . -name "*.flac" -print0 | xargs -0 open -a Fluke |
This will search in the current directory and all it’s subdirectories for FLAC files and import them