McEnany repeated Trump lawyer Rudy Giuliani, who descended on Philadelphia alongside Trump's legal team earlier Wednesday claiming of "massive cheating."
"Philadelphia, in particular, has a history of very peculiar results," McEnany, who also works as a senior adviser to the Trump campaign said.
"You had 59 different precincts where Mitt Romney got precisely zero votes [in 2012], which is very unlikely and curious indeed ... You had a Democrat individual who was charged for -- in 2014, 2015, and in 2016, -- stuffing the ballot box with fraudulent ballots," she explained, "So we want to be on alert."
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McEnany insisted election officials had forced poll watchers to stand several feet away, restricting their ability to see the counting process and guarantee precision.
"That's what this lawsuit is all about, free, transparent, observation of what's going on in Philadelphia," she said. "Right now, we are not being given that."
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Pennsylvania and North Carolina were allowed to continue the deadline for when officials took ballots. That could mean that official tallies for those states won't be known until Friday for Pennsylvania and Nov. 12 for North Carolina. The Trump campaign is trying to overturn the 4-4 decision granting Pennsylvania the ability to maintain its ballot extension.
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Despite this, McEnany said the Trump team is positive that Trump will win Pennsylvania by at least 40,000 votes, even with a “conservative estimate" of the numbers.
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McEnany claimed the campaign also thinks they will prevail in Arizona, contradicting the Tuesday night call by the Fox News Decision Desk. Trump needs about 57.7% of the 600,000 outstanding votes, she said, adding that she is sure he will win "by about 30,000 votes."
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When asked whether the campaign believes Trump could reach the 270 needed electoral votes without Arizona, McEnany said that "Anything can happen.
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Earlier Wednesday, the Trump campaign declared it had filed a lawsuit in Michigan to gain "meaningful access" to ballot counts and vowed to demand a recount in Wisconsin. For now, both states seem to follow Biden. The campaign also filed suit in Georgia Wednesday night to temporarily halt the ballot counting.
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"That's why we are doing the recounts in Wisconsin, why we're looking at Michigan as well having the poll observers," McEnany said. "We’re looking, but we believe the path runs through Arizona, Pennsylvania, keeping Georgia, which we're already in the lead there."