You can bet $105 on the Cubs to win $100 and guarantee either a break-even or $5 profit. Simultaneously, another sportsbook lists the Cardinals at -105 and the Cubs at -105.Ĭan you make money betting on both teams? Say you bet $100 on the Cardinals at +110 against the Cubs with one sportsbook. The right condition (which can be rare) would provide the odds being so far apart that you can bet and win regardless of the outcome. It’s the most talked-about when learning about betting on both teams, so we’ll focus on arbitrage betting here and compare it to middling in a bit. … yes, but it depends on the circumstances.īetting on both teams (also called arbitrage betting or middling) can result in the bettor making a profit - regardless of the outcome - by placing one bet per each outcome (and with different betting companies).Īrbitrage betting arises when bookmakers have different opinions on the outcome of a sports event. Many sports bettors wonder if they can bet on both teams. Can You Bet on Both Teams in Sports Gambling?