McHale's Navy (1964)

Lt. Quinton McHale (Ernest Borgnine) and his navy crew concoct a plot to make some money from horse racing results, but the plan flops and they ring up a $2,000 debt to a troop of Marines. When they try to recoup their losses, their ship runs into a building, which only compounds their debt. Soon McHale and the klutzy Parker (Tim Conway) devise a new idea: They will steal a racehorse and enter it in a race in disguise, hoping to win the prize money.