There are a set of films from the 1980s and 1990s that are very well done comedies about dating or finding one's true love. The best known one is MOONSTRUCK, but others are WHILE YOU WERE SLEEPING and this one, CROSSING DELANCEY. Like MOONSTRUCK, CROSSING DELANCEY deals with an ethnic group. Cher's movie was a valentine about Italian Americans. CROSSING DELANCEY is a similar valentine about Jewish Americans in Manhattan.
Izzy (Amy Irving, in her best film part) is pretty happy. She is an independent woman who works in a famous private book shop, gets to be in contact with the leading writers of the day (she tells of speaking to Isaac Bashevits Singer at one point), and has a nice rent controlled apartment near Central Park. But her beloved grandmother Bubbe (Reizl Bozyk) is upset that Izzy is still single. She approaches the local, Lower East Side, matchmaker (Sylvia Miles) to find a groom for her granddaughter. Izzy is appalled at this, but she does come to dinner to meet the young man (Sam - Peter Riegert). He's a businessman (he and his brother run a pickle selling business on Delancey Street). Sam is a smart and nice guy, but Izzy is stand-offish because of her set of modern values.
The title refers to Izzy's assimilated views versus the standards of her grandmother and Sam. She does not want to be associated with old style lifestyles that represent an earlier era. But Sam tells her a story about a friend of his who was forced to buy a new hat when he lost his old cap "Crossing Delancey", and his life was changed was changed as a result (he got engaged in two days). Sam reinforces the story by sending Izzy a new hat (as though to suggest trying something different).
Izzy's state of mind is also confused because she has a sexual interest in a popular novelist named Anton Maas (Jerome Krabbe). Maas is certainly a gifted novelist, with a ready line of colorful patter that causes certain types of women (like Izzy) to swoon. But he is a little self-centered for all that, though Izzy does not notice this for awhile. But she does feel, after getting Sam's gift, that she should do something for him - she tries to set him up with a girlfriend. But she suddenly discovers he is a nice guy, and she begins to wonder if she has made a serious error.
This description of the film is inadequate, especially at it can barely touch the performances of Ms Bozyk (her only film lead role - after a lifetime in Yiddish theater she got this, and proved she should have had many more film performances to her credit), and Sarah Miles as the loud, overbearing, matchmaker Mrs. Hannah Mandlebaum. David Hyde Pierce appears as one of Izzy's fellow employees at the bookstore - an early role for the future Niles Crane. And Rosemary Harris appears as a "Marianne Moore" poet at a soirée, who makes the mistake of trying to patronize Krabbe (in his most sympathetic in the film - he returns the comment with interest). The movie has everything, including a version of a comedy chase (involving a taxicab with an unbelievably bad driver) and moments of hamish philosophy by Bubbe over a bottle of cherry herring. Altogether one perfect romantic comedy.
