Make a Smart Playlist Create a Smart Playlist with the following attributes:Once the smart playlist is created, select all the files by pressing Command-A or going to the Edit Menu and choosing "Select All." Then, press Option-Delete to remove all the songs from iTunes -- however, make sure not to select the box that removes the songs from iCloud. We only want to remove the local, lower quality sound files. When iTunes asks, select to move the files to the trash.
- Bit Rate is less than 256kbps
- Media Kind is Music
- Any of the following are true: (to create this conditional, option-click on the plus button in the Smart Playlist window) iCloud status is Matched, iCloud status is Purchased.
This creates a list of all your low-bit-rate files that are upgradeable—namely, ones iTunes Match has deemed Matched or Purchased.
Finally, make sure that all the songs remain selected and right- or control-click any song and choose Download. This will start the long (depending on how many songs there are, possibly very long) downloading process. iTunes only downloads 3 items at one time, but Apple's iTunes servers are generally very responsive.