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The cast features fourteen major roles with star billing, all of whom return from the fourth season. Because the storyline follows two different time periods, the cast is largely broken into two groups. The first storyline follows the group of people who have left the island: the survivors’ leader Dr. Jack Shephard (Matthew Fox), the fugitive Kate Austen (Evangeline Lilly), mentally unstable millionaire Hugo "Hurley" Reyes (Jorge Garcia), assassin Sayid Jarrah (Naveen Andrews), grieving wife Sun Kwon (Yunjin Kim), three-year islander Desmond Hume (Henry Ian Cusick) and Ben Linus (Michael Emerson), former leader of the island’s native population, known as the Others. The second follows those who remain on the island as they erratically jump through time, following the island being moved in the fourth season finale. They are crash survivor James "Sawyer" Ford (Josh Holloway), former Other Dr. Juliet Burke (Elizabeth Mitchell), three members of a science team from a freighter offshore, who have joined the crash survivors: medium Miles Straume (Ken Leung), anthropologist Charlotte Lewis (Rebecca Mader), and physicist Daniel Faraday (Jeremy Davies); and Jin Kwon (Daniel Dae Kim), who survived the explosion of the freighter. The only main character to be involved in both storylines is John Locke (Terry O’Quinn), who, at the end of the fourth season, leaves his fellow crash survivors to become the new leader of the Others. However, following the first jump through time, he rejoins the crash survivors and eventually leaves the island and dies, which prompts the other survivors who have left the island to return with his body. The character of Charlotte is written out in the fifth episode of the season.

Those who previously received star billing in season four, but will not in season five include Claire Littleton (Emilie de Ravin), who follows an apparition of her deceased father into the forest and later appears in a moving cabin that is home to a semi-invisible man on the island and Michael Dawson (Harold Perrineau), who died when the freighter exploded. Emilie de Ravin will return as a regular cast member in season six, following guest appearances in season five. Furthermore, former main cast member Malcolm David Kelley, who portrays Walt Lloyd, Michael’s son, makes guest appearances in the fifth season. Second season main cast member Michelle Rodriguez portrays the deceased Ana Lucia Cortez in one episode.
From left to right: Daniel, Locke, Ben, Jack, Juliet, Sawyer, Sun, Kate, Hurley, Charlotte, Desmond, Sayid, and Miles.

Several guest stars from past seasons reprise their roles in season five. Nestor Carbonell appears as the apparently ageless Richard Alpert in nine episodes; Cheech Marin returns as Hurley’s father, David Reyes; François Chau portrays Dharma Initiative scientist Dr. Pierre Chang; Lance Reddick continues to appear as the mysterious Matthew Abaddon; Sonya Walger plays Desmond’s wife, Penny Widmore; William Mapother portrays deceased Other Ethan Rom; Jeff Fahey returns as pilot Frank Lapidus; and L. Scott Caldwell and Sam Anderson continue to play married couple Rose Henderson and Bernard Nadler, respectively.Recurring guest stars Alan Dale and John Terry who play billionaire Charles Widmore and deceased Christian Shephard, respectively, may be promoted to the main cast for the sixth season, according to Entertainment Weekly’s Michael Ausiello.The character of Danielle Rousseau is present in the fifth season as a younger version, played by Melissa Farman. Mira Furlan, who previously portrayed an older Rousseau, asked for her character to be written out of the series because she did not want to travel to Hawaii to film her scenes.The producers have stated that Vincent, a dog who survived the crash and lives on the island will be alive and well through to the series’ conclusion.

Several new recurring characters are introduced in the fifth season. Two characters introduced in the premiere are the attractive Asian "Martha", Dr. Chang’s wife, who is portrayed by Leslie Ishii and Dan Norton, an attorney who is tasked with performing a maternity test on Kate and Aaron, portrayed by Tom Irwin. Another pair of recurring characters, Caesar and Ilana, are introduced in the sixth episode, "316". They may be upgraded to the main cast in the sixth season. Caesar, played by Saïd Taghmaoui, is in his late thirties or early forties, is "dangerous, physical and extremely intelligent" with a "dark past" and is "as skillful at charming people as he is at killing them." Ilana, who is in her late twenties or early thirties, has a "pivotal role" and is smart, dangerous, alluring and "used to getting her own way" is played by Zuleikha Robinson. Reiko Aylesworth will guest-star in at least four episodes as Amy, who, according to the Hollywood Reporter, is a "smart and successful professional woman with a love for the outdoors who is looking for the right man."Ausiello later reported that Amy is a member of the Dharma Initiative, a scientific group that did research on the island in the 1970s. Ausiello has also reported on two new recurring characters, who are set to appear in the fifth season finale: Jason, a former soldier, and Samuel, whom Ausiello likened to J. R. Ewing, a character on the telelvision show Dallas. Sean Whalen, who previously portrayed Neil Frogurt in the Lost: Missing Pieces mobisodes, reprised his role in the first two episodes of season five.