The 1999 Walker Cup, the 37th Walker Cup Match, was played on 11–12 September 1999, at Nairn Golf Club in Nairn, Scotland.

Each of the 24 matches is worth one point in the larger team competition.

Rather, each side earns ½ a point toward their team total.

If the two teams are tied, the previous winner retains the trophy.

Ten players for the US and Great Britain & Ireland participate in the event plus one non-playing captain for each team.