Entry 2 senses · 2 variants Webster, 1913 Flagging /flăg'-ĭng/ · Flag·ging · IPA /ˈflæɡɪŋ/ n. a. 01 n. A pavement or sidewalk of flagstones; flagstones, collectively. 1. A pavement or sidewalk of flagstones; flagstones, collectively. 02 a. Growing languid, weak, or spiritless; weakening; delaying. 1. Growing languid, weak, or spiritless; weakening; delaying.