You can also deduct the amount of your losses, but the losses can't.and casinos in indiana 999CASINOS Naturally, the deductibility of a gambler ’s costs depends on the tax status of the gambler as either a casual or professional gambler. A casual gambler can deduct gambling losses on Form , Schedule A, Itemized Deductions. Gambling losses (technically, “losses from wagering transactions”) in a tax year are deductible, but only to the extent of that year’s gambling gains. Individuals who are not “ professional ” gamblers deduct gambling losses (against wins) only as miscellaneous itemized deductions. The federal government taxes gambling winnings at the highest rates allowed. So do the many states and even cities that impose income taxes on their residents. If you make enough money, in a high- tax state like California or New York, the top tax bracket is about 50 percent.