The film flashes back and forth between the 1970s and 1980s and centers on the relationship between Fielding Pierce, a young Coast Guard officer with political ambitions, and idealistic Roman CatholicSarah Williams, who is drawn to programs designed to better the lives of the underprivileged and has mixed feelings about his career goals. In the opening scene, Fielding sees a television news program reporting Sarah's death in a Minneapolis car bombing following a church-organized excursion to Chile to feed the poor and organize resistance to the oppressive Pinochet dictatorship. He never quite recovers from the news, and he finds himself increasingly haunted by the past, in which the couple were as romantically close as they were politically apart, divided by his desire to work within the system and her conviction that the system is the root of all evil. His obsession with Sarah slowly puts his career, forthcoming marriage, and sanity in jeopardy. The question of whether or not Sarah actually was killed remains unresolved as Fielding's sister Caroline reports having seen her on the street some years later and Fielding himself supposedly meets her after being elected to the United States Congress, only to wonder afterwards if she merely was a hallucination.
Waking the Dead received mixed reviews from critics and has an overall approval rating of 51% on Rotten Tomatoes. Waking the Dead debuted at the Sundance Film Festival in January 2000. It opened in Brazil one week later and Austria in February and was shown at the Santa Barbara International Film Festival in early March before going into limited release in North America later that month. It went on to gross $327,418 in North America, well below its budget. In his review in The New York Times, Stephen Holden wrote, "In falling short of its goal, the movie raises the question of whether it's possible to film an intelligent tear-jerker that prompts us to think and cry at the same time. Or are serious suds and serious ideas a cinematic oxymoron? At its best, Waking the Dead suggests an intellectually upscale answer to Love Story. At its weakest, it comes off as a stiff, muted exercise in countercultural nostalgia... makes a terrible mistake by continually and abruptly cutting back and forth between the 70s and the early 80s. The movie is forever stumbling over itself and breaking its own spell. At exactly the moment it begins to draw us in to one of its stories, it makes another leap, and the mood is broken. Because it barely distinguishes between the two decades, the flashbacks have none of the resonance of treasured memories". Roger Ebert of the Chicago Sun-Times wrote the film "has a good heart and some fine performances, but is too muddled at the story level to involve us emotionally. It's a sweet film. The relationship between Sarah and Fielding is a little deeper and more affectionate than we expect in plot-driven melodramas". Entertainment Weekly gave the film a "C" rating and Lisa Schwarzbaum wrote, "the arbitrariness of the lovers' passion and the somber hysteria with which the novelist and filmmaker treat every issue, whether it's South American dictatorship or female armpit hair, is enough to anesthetize the living". In his review for the Chicago Reader, Jonathan Rosenbaum wrote, "I can cite only one unequivocal reason for seeing Waking the Dead, and that's Jennifer Connelly... What makes Connelly so remarkable isn't her character's radicalism but her capacity to keep the character fresh every time she appears and to leave a lingering impression that makes the hero's sense of loss acute". In the San Francisco Chronicle, Mick LaSalle called it "a film teeming with riches. One of the most powerful romances of recent years, it is as generous as they come... an intelligent tale told with go-for-broke passion... Crudup and Connelly are splendid together... Waking the Dead gives us acting at its biggest and most beautiful". In his review for the Los Angeles Times, Kevin Thomas wrote, "The seeming presence of Sarah creates a special challenge for Gordon and his stars, and that Waking the Dead deals with it so imaginatively, makes the film all the richer and provocative an experience".