Winnings/ˈwɪnɪŋz/ Definition 1 of 2Pro Tip 1/3Gambling Context Use 'winnings' when referring to money won from betting, games, or competitions. He plans to donate a portion of his poker winnings to charity. Pro Tip 2/3Temporary Nature 'Winnings' often implies a one-time gain, not regular income. Her winnings from the contest allowed her to take a dream vacation. Pro Tip 3/3Uncertain Amount The amount of 'winnings' is usually not fixed and can vary widely. The roulette player's winnings amounted to thousands of dollars.