Donald Trump is bound for the White House, and when he reaches the Oval Office, stocks will "go straight up," said Kevin O'Leary, chairman of O'Leary Financial Group.

"I think what we're going to see happen — although it's so remarkable and I'm not endorsing his candidacy — is Trump is going to ride his way into the White House on a populist wave of anger at our government," O'Leary told CNBC's "Fast Money: Halftime Report" on Monday.