The New York senior footballers are heading to Markievicz Park for a Connacht semi final meeting with Sligo.
A 2-0 win on penalties has sealed a first Connacht championship victory for New York, with Leitrim falling short in the Bronx.
Shane Carthy (0-3), former Dublin senior footballer who plays his club football with Donegal Boston, scored the point to bring the game to extra time at 0-13 a piece.
Strong Connacht connections were represented in the NY side, with former Galway senior footballers Eoin Kerin and Adrian Varley (0-2) playing vital roles along with midfielder and former Galway All Ireland senior hurling winner Johnny Glynn.
It took a late free from Keith Beirne deep into extra time to bring the game to penalty kicks - the Mohill man finished up with 0-9 for the day.
The penalty shoot out finished 2-0 to New York, with American Mikey Brosnan dispatched the winner for New York to Leitrim keeper Nevin O'Donnell's right.
Lahardane MacHales' Matthew Queenan also played his part for New York, coming on as a 51st minute sub, before Reilly came in with just minutes of normal time remaining before kicking a point in extra time.
Andy Moran's Leitrim now head for the Tailteann Cup while New York look to keep the ball rolling when they make the trip to face Sligo.
Full time score from Gaelic Park, New York:
New York 0-15 Leitirm 0-15
New York win 2-0 on penalties