Nylander was drafted by the Hartford Whalers in the third round (59th overall) in the 1991 NHL Entry Draft. In the NHL, he has played for the Hartford Whalers (1992–1994), Calgary Flames (1994–98), Tampa Bay Lightning (1999), Chicago Blackhawks (1999–2002), Washington Capitals (2002–2003), and Boston Bruins (2004), New York Rangers (2005–2007), and Washington Capitals (2007–2009).