"But here's a woman she's supposed to fight all of these recent things, and she can't make it 15 feet to her car.
"Give me a break."
Trump then started swooning on stage before pretending to stumble and fall sparking laughs from his supporters.
The property magnate also suggested that Clinton was not "loyal" to her husband and former President Bill.
He said: "I don't even think she's loyal to Bill, you want to know the truth.
"And really, folks, really, why should she be, right?"
The brash businessman, who himself has admitted having extramarital affairs, has hinted that he may bring up Bill's numerous infidelities in the next televised debate with Hillary.
Last November, Trump caused controversy by impersonating disabled New York Times journalist Serge Kovaleski, who suffers from congenital joint condition, at a rally in South Carolina.
Today the New York Times released a copy of the Republican's 1995 financial returns which proves Trump may have avoided paying federal income tax for up to 18 years.
According to the paper he declared a $916 million loss on his 1995 income tax return, allowing him to legally avoid paying taxes for decades.
The sensitive issue is important because Trump has refused to release his tax records, as US presidential candidates customarily do in the interest of transparency.
During last week's presidential debates Clinton attacked Trump over his tax history as well as over his attitudes to women.
In response Trump launched a bizarre early morning Twitter tirade against the Democrat hopeful that Clinton later poked fun at.