Three separate taxes now apply to every online sports wager placed in Chicago as of Jan. 1, 2026. HB 5143, which would have repealed the per-wager portion of the stack, missed the April 17 crossover deadline.
A divided federal appeals court ruled in April that Kalshi’s sports event contracts are federally regulated swaps that state gambling laws cannot touch, the first appellate decision of its kind. With district courts split and the CFTC suing states to defend the platforms, the question of whether prediction markets can take sports bets nationwide now looks headed for the Supreme Court, even as DraftKings and FanDuel rush to launch their own.
PENN Entertainment shut down ESPN BET on Dec. 1, 2025. The same day, DraftKings took over as ESPN’s exclusive sportsbook. theScore Bet replaced ESPN BET inside PENN’s US app. Six months in, the numbers tell the story.
Six months after Missouri opened legal online sports betting, the state’s eight operators have accepted more than $1.5 billion in wagers and produced roughly $4 million in state tax revenue. HB 3533, the legislative fix, stalled in committee.