How do I quickly delete Messages on my Mac?

You can also use a shortcut to do this even more quickly. Press Option + Command + K, or you can right-click on an empty space in a conversation window and select the Clear Chat Transcript option. You can do this for each conversation on you Mac or Macbook to quickly delete all of the iMessages.

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How do I delete multiple Messages on Mac?

How to delete multiple messages on Mac
  1. In Messages, click on the conversation you want to delete.
  2. Go File ➙ Delete Conversation… from the menu bar. Alternatively, you can right-click on the conversation on the left side and select Delete Conversation… from there. …
  3. Confirm Delete.