For sets of n= 2 m points in general position in the plane we consider straight-line drawings of perfect matchings on them. It is well known that such sets admit at least C_m different plane perfect matchings, where C_m is the m-th Catalan number. Generalizing this result we are interested in the number of drawings of perfect matchings which have k crossings. We show the following results. (1) For every k≤164n2-O(nn), any set of n points, n sufficiently large, admits a perfect matching with exactly k crossings. (2) There exist sets of n points where every perfect matching has fewer than 572n2 crossings. (3) The number of perfect matchings with at most k crossings is superexponential in n if k is superlinear in n. (4) Point sets in convex position minimize the number of perfect matchings with at most k crossings for k= 0, 1, 2, and maximize the number of perfect matchings with (n/22) crossings and with (n/22)-1 crossings.