The Trump company spent at least $68,000 in its 1988 "foray" into Cuba, Newsweek reports.
Clinton is seen as the winner in five critical battleground states.
Clinton leads Trump in Colorado, Florida, North Carolina, Pennsylvania and Virginia.
OPINION | The chance to make history is thrilling, only if it's history worth making.
The Detroit News endorsement is its first for a non-Republican in 143 years.
NARAL Pro-Choice America released ads targeting Ayotte, Toomey and Heck.
They say Clinton bullied "women like Paula Jones, Gennifer Flowers and Monica Lewinsky."
Trump accused Google of suppressing damaging results for Clinton.
Trump said the company that he owned wanted to fire the woman for gaining weight.
"I am having a brain freeze," the Libertarian nominee said during a town hall event.