Here's a mega-list of funny films that will certainly give you ideas for what to watch this weekend. It's supposedly a list of "the funniest movie the year you were born" but I don't see how that makes a movie special among great films. All the listed movies that I've seen are indeed worth the time, and I want to check out some of them that I haven't seen. The funniest comedy of each year was determined by ratings on IMDb and Rotten Tomatoes, with later movies also factoring in box office. Bonus: trailers are included.
Your opinions may vary, for the designation of "funniest," and even the categorization. I saw The Graduate during its initial run, although its been a long time, and I never knew it was supposed to be a comedy. For most of the years represented, it's hard to complain when you can't think of what other movies came out that year, but in 1987 I have to argue that Raising Arizona was much funnier than Moonstruck, which I also didn't realize was a comedy.
Check out all 73 films, one for each year from 1950 to last year, at Mental Floss.