Former National Security Agency contractor Edward Snowden is seeking political asylum after hopscotching across the globe.
Following a night in Russia, the whistleblower is expected to fly to Cuba Monday en route to possible asylum in Ecuador.
Over the weekend, the United States asked Hong Kong to arrest him and begin the extradition process.
But Hong Kong officials said there were problems with the legal documents and allowed Snowden to leave for Russia despite having had his passport revoked.
"What's infuriating here is Prime Minister Putin of Russia aiding and abetting Snowden's escape," Sen. Chuck Schumer, D-N.Y., said.
"The bottom line is very simple," he continued. "Allies are supposed to treat each other in decent ways, and Putin always seems almost eager to put a finger in the eye of the United States, whether it is Syria, Iran, and now, of course, with Snowden."
"That's not how allies should treat one another, and I think it will have serious consequences for the United States-Russia relationship," he said.
A spokesperson for Putin said Snowden's arrival in Russia was unexpected. The United States demanded Russia expel the fugitive and warned other countries not to let him travel through.
"What Snowden has revealed has caused irreversible and significant damage to our country and to our allies. This is an individual who's not acting, in my opinion, with noble intent," Gen. Keith Alexander, director of the NSA, said.
Snowden was expected to leave Russia Monday, flying first to Cuba and then on to Ecuador where officials say they're considering his request for asylum.
This morning, however, Snowden was a no show at the airport, missing his flight to Cuba.
"We don't know specifically where he may head or what his intended destination may be," U.S. State Secretary John Kerry said. "Evidently he places himself above the law having betrayed his country with respect of the violation of his oath and I think there are very serious implications in that."
Meanwhile, there's growing concern that he will publicly reveal more damaging information or even pass it on to America's rivals.
Sen. Diane Feinstein, D-Calif., chair of the Senate Intelligence Committee said on CBS's "Face the Nation" that Snowden has perhaps more than 200 classified documents, and Snowden himself said he's traveling with four laptops full of the country's most sensitive secrets.
"I had access to the full rosters of everyone working at the NSA, the entire intelligence community and undercover assets all over the world," Snowden said.
Despite warnings from the United States, neither Russian nor Cuban authorities are expected to stop Snowden from flying through on his way to Ecuador, where officials say they're considering his request for asylum.
Snowden is also being helped by the anti-secrecy group WikiLeaks. Ecuador granted asylum to its founder, Julian Assange, last year.