Men Don't Leave (1990)

After her husband's death, Beth Macauley (Jessica Lange) moves into an inexpensive Baltimore apartment with her two sons, Chris (Chris O'Donnell) and Matt (Charlie Korsmo). When Beth accepts a job at a local grocery store, Chris grows bitter and falls for an older woman (Joan Cusack), while 9-year-old Matt hides his grief behind a new interest in burglary. As the Macauleys adjust to their new life, they learn that sticking together is the only way to overcome their loss.