Etymology
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lackadaisical (adj.)

"sentimentally woebegone" [Century Dictionary], 1768, lack-adaysical (Sterne), from interjection lackadaisy "alas, alack" (1748), a ludicrous alteration of lack-a-day (1690s), an exclamation of sorrow or regret, from alack the day (1590s). Hence, "given to crying 'lack-a-day,' vapidly sentimental." Sense probably altered by influence of lax. Related: Lackadaisically.

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Definitions of lackadaisical

lackadaisical (adj.)
lacking spirit or liveliness;
a lackadaisical attempt
Synonyms: dreamy / languid / languorous
lackadaisical (adj.)
idle or indolent especially in a dreamy way; "a...lackadaisical, spiritless young man-about-town"- P.G.Wodehouse;
she was annoyingly lackadaisical and impractical
From wordnet.princeton.edu