3. Roger Federer. US Open Singles Titles: Five (2004, 2005, 2006, 2007, 2008). Roger Federer is the only player, male or female, to win 5 straight US singles titles in the Open Era. When he faced No 6-seeded Juan Martin del Potro in the 2009 US Open finals, the top-seeded Federer was favored to win his 6th straight crown, which would have tied Bill Tilden's all-time record of consecutive US titles.