IPA: /ˈtʃɪə.ləs/
KK: /ˈtʃɪr.ləs/
Not happy or joyful; causing sadness or gloom.
The weather was cheerless, making everyone feel down.
Comparative: more cheerless
Superlative: most cheerless
Cheerless is formed from "cheer" (from Old English *cēar*, meaning joy or gladness) and "-less" (meaning without). The word "cheerless" describes a state of being without joy or gladness.
Think of being 'without' ('-less') joy ('cheer') — that's why cheerless means lacking cheer.