Crossword clues for the word: HEARTLESS The word HEARTLESS has appeared as an answer to at least 12 crossword clues on different crossword puzzles. Crossword clues for HEARTLESS Showing 1 to 12 of 12 results Clue(s) “Cold” without the “ol”? 'Cruel' with the 'u' missing? #1 single by 52-Across on his 2020 album "After Hours" 2019 The Weeknd hit that was his fourth #1 single in the US Callous as Doris would become after Rex left Cruel Cruel Kanye song from '08? Lacking in pity Sending nary a note on Feb. 14? The cruel Mr Green Unkind, cruel Unpitying