Trey Urbahn had his head in the clouds Saturday as the lifelong airplane lover soared through the sky in an attempt to fly around the world in three days.

The suburban Chicago man took off Friday on an American Airlines flight from O'Hare International Airport for San Juan, Puerto Rico - the first leg of a 27,808-mile trek.He hopes to land a spot in the Guinness Book of World Records. If at 10:16 a.m. Monday, Urbahn, 32, arrives home as scheduled on United Flight 44 from Honolulu, he will have covered six continents and every time zone.

"He's just really into planes," said Urbahn's wife, Jennifer. "He really enjoys flying. He is just kind of on a natural high when on the plane. It's kind of crazy but it's what gives him pleasure."

Urbahn, a United Airlines employee, said he has been considering the global trip by commercial airline for three or four years.