If you’ve ever won the lottery, consider yourself truly fortunate A touching tale of love and devotion unfolded when a Chicago man won $650,000 while honoring his late wife. According to the Illinois Lottery, a Chicago-based man, identified as Big Money D, won a $650,000 “Lucky Day Lotto” jackpot prize recently. What made his win even more special was that the numbers he chose were all tied to his beloved wife.