Guest Starring: Jim Beaver (Bobby Singer), Kurt Fuller (Zachariah), Rob Benedict (Chuck Shurley), Mark Pellegrino (Nick / Lucifer), Bellamy Young (Sarah / Lucifer), Rachel Miner (Meg)
Co-Starring: Emily Perkins (Becky Rosen), Marci T. House (Nurse), Frank Topol (Pilot)
Written By: Eric Kripke
Directed By: Robert Singer
Ep: 84
Good God, Y'all
Guest Starring: Jim Beaver (Bobby Singer), Samantha Ferris (Ellen Harvelle), Alona Tal (Jo Harvelle), Steven Williams (Rufus Turner), Shawn Roberts (Austin), Titus Welliver (Roger / War)
Co-Starring: Genevieve Fleming (Pregnant Woman), Michael Bean (Pastor), Josh Young (Pregnant Woman's Husband), Autumn Bri (Teen Girl), Steve Love ()
Written By: Sera Gamble
Directed By: Phil Sgriccia
Ep: 85
Free to Be You and Me
Guest Starring: Adrianne Palicki (Jessica Moore), Jim Beaver (Bobby Singer), Mark Pellegrino (Lucifer), Demore Barnes (Raphael / Donnie Finnerman), Emma Bell (Lindsey), Scott Michael Campbell (Tim)
Co-Starring: Colin Lawrence (Reggie), Sean Campbell (Steve), Murray Lowry (Bartender), Katya Virshilas (Chastity), Ed Welch (Vampire), Peter Bryant (Deputy Walt Framingham), Ted Cole (Coroner), Michelle Simick (Reporter)
Written By: Jeremy Carver
Directed By: J. Miller Tobin
Ep: 86
The End
Guest Starring: Kurt Fuller (Zachariah), Rob Benedict (Chuck Shurley), Lexa Doig (Risa)
Co-Starring: Todd Scott (), John Paul McGlynn (Jehovah's Witness), Devyn Dalton (Little Girl), Dwayne Bryshun (Hunter), Michael Jonsson (Yeager)
Written By: Ben Edlund
Directed By: Steve Boyum
Ep: 87
Fallen Idol
Special Guest Star: Paris Hilton (Herself)
Guest Starring: Daryl Shuttleworth (Sheriff Rick Carnegie)
Co-Starring: Paul McGillion (Jim Grossman), Robert Clarke (Wax Museum Owner), Paul Statman (Gandhi), Brad Dryborough (Abraham Lincoln), Bruce Harwood (Professor William Hill), Jo-Ann Fernandes (Consuela Alvarez), David Livingstone (Cal Hopkins), Emily Tennant (Girl in Station #1), Anja Savcic (Girl in Station #2), Cynthia Mendez (Bartender)
Co-Starring: Keith Mackechnie (Coroner), Raquel Riskin (Amber Greer), Andrew Bernard (Jimmy Malloy), Chris Boyd (), Patricia Cullen (), John F. Parker (), Patrick Keating (), Christopher DeLisle (), Dalila Bela (), Mark Acheson (Tooth Fairy), Neelam Khabra (), Peter Bundic (), Joe-Norman Shaw (Postman)
Written By: Andrew Dabb & Daniel Loflin
Directed By: Charles Beeson
Ep: 89
The Curious Case of Dean Winchester
Guest Starring: Jim Beaver (Bobby Singer), Hal Ozsan (Patrick), Pascale Hutton (Lia), Christopher Russell (Cliff Whitlow)
And: Chad Everett (Older Dean)
Co-Starring: Veena Sood (Dr. Aldrich), Daniel Arnold (Xavier), Monica Mustelier (Xavier's Wife), Elan Ross Gibson (Cliff's Wife), Grace Beak (Hooker #1), Marianne Patricio (Hooker #2), Matt Kelly (Bartender), Rob Heschl (Guy at Bar), Daesha Danielle Usman (Maid), Robert Hewko (Hesh)
Teleplay By: Sera Gamble
Story By: Sera Gamble & Jenny Klein
Directed By: Robert Singer
Ep: 90
Changing Channels
Guest Starring: Richard Speight, Jr. (Trickster)
Co-Starring: Steve Bacic (Dr. Sexy), Hiro Kanagawa (Game Show Host), Sarah Jane Redmond (Cathy Randolph), Christine Chatelain (Dr. Ellen Piccolo), William MacDonald (Sheriff), Sarah Smyth (Nurse), Beatrice Ilg (Girl), Bart Anderson (Gunman), Chasty Ballesteros (Nurse #2), Marcia Yu (Demonette #1), Marita Eason (Demonette #2), Ken Camroux-Tayor (Old Man in Commercial), Garnet Harding (Cop), Gabriel Carter (Guy)
Co-Starring: Teagan Rae Avoledo (Leticia Gore), Kayla Deorksen (LARP Maid), John Shaw (Hotel Manager), Scott Patey (Alex), Amitai Marmorstein (Tim), Darien Provost (Little Boy), Connor Stanhope (Little Boy #1), Connor Beardmore (Little Boy #2), Luke Gair (Little Boy #3), Jonathan Bruce (Convention Host), Ken Lawson (Black Dean), Paul Andrich (Killer Clown Fan)
Teleplay By: Eric Kripke
Story By: Nancy Weiner
Directed By: James L. Conway
Ep: 92
Abandon All Hope...
Guest Starring: Jim Beaver (Bobby Singer), Samantha Ferris (Ellen Harvell), Alona Tal (Joanna "Jo" Beth Harvell), Mark Pellegrino (Lucifer), Rachel Miner (Meg), Mark A. Sheppard (Crowley)
Co-Starring: L. Harvey Gold (Mr. Pendleton), Darryl Scheelar (Demon), Dawn Chubai (Newscaster)
Written By: Ben Edlund
Directed By: Phil Sgriccia
Ep: 93
Sam, Interrupted
Guest Starring: Jon Gries (Martin Creaser), Lara Gilchrist (Nurse Foreman), Malcolm Stewart (Aaron Fuller), Michelle Harrison (Dr. Erica Cartwright)
Co-Starring: Gwenda Lorenzetti (Nurse), Juan Riedinger (Ted), Holly Hougham (Wendy), Tanja Dixon-Warren (Night Nurse #1), Bronwen Smith (Night Nurse #2), Veronika Hadrava (Susan), Kevin O'Grady (Orderly), Claire Lindsay (Patient)
Written By: Andrew Dabb & Daniel Loflin
Directed By: James L. Conway
Ep: 94
Swap Meat
Guest Starring: Colton James (Gary), Sarah Drew (Nora), Patricia Harras (Donna), Eileen Pedde (Mrs. Finkel), Greg Kean (Leonard Finkel), Alex Arsenault (Trevor)
Co-Starring: Debra Donohue (Crystal), James Clayton (Bartender), Lydia Doesburg (Katie), Tanya Geisinger-McKie (Waitress), Ian Robison (Donna's Husband), Steve Adams (Deputy), Daniela Bobadilla (Sydney Frankle), Jennifer Shirley (Maggie Briggs)
Teleplay By: Julie Siege
Story By: Julie Siege & Rebecca Desserting & Harvey Fedor
Directed By: Robert Singer
Ep: 95
The Song Remains the Same
Guest Starring: Julie McNiven (Anna Milton), Amy Gumenick (Young Mary Campbell), Matthew Cohen (Young John Winchester)
Co-Starring: Matt Ward (Uriel), Juliana Semenova (Angel Dancer), Daniela Dib (Devil Dancer), Allie Bertram (Firebird Girl), Luke Welland (Firebird Guy)
Written By: Sera Gamble & Nancy Weiner
Directed By: Steve Boyum
Ep: 96
My Bloody Valentine
Guest Starring: James Otis (Famine), Lex Medlin (Cupid)
Co-Starring: Jay Brazeau (Dr. Corman), Colin Corrigan (Gaunt Demon), Aili Storen (Alice), Andrew Halliwell (Russell), Michaela Mann (Alice's Friend), Peter-John Prinsloo (Brad), Scott McAdam (Jim), Lucie Guest (Janice), Raahul Singh (Marty), Michael Q. Adams (Male Demon), Cailin Stadnyk (Female Demon)
Written By: Ben Edlund
Directed By: Mike Rohl
Ep: 97
Dead Men Don't Wear Plaid
Guest Starring: Jim Beaver (Bobby Singer), Kim Rhodes (Sheriff Jody Mills), Troy Ruptash (Clay Thompson), Carrie Anne Fleming (Karen Singer)
Co-Starring: Scott McNeil (Benny Sutton), Ben Geldreich (Digger Wells), Aubrey Arnason (Hannah Thompson), Chris Bradford (Owen Mills), Kai Kennedy (Sean Mills), Monica Davis (Old Mrs. Jones), Craig March (Man)
Written By: Jeremy Carver
Directed By: John F. Showalter
Ep: 98
Dark Side of the Moon
Guest Starring: Roger Aaron Brown (Joshua), Traci Dinwiddie (Pamela Barnes), Colin Ford (Young Sam Winchester), Kurt Fuller (Zachariah), Chad Lindberg (Ash), Samantha Smith (Mary Winchester)
Co-Starring: Nels Lennarson (Walt), Kerry Van Der Griend (Roy), Lane Edwards (Stephanie's Father), Jean Nicolai (Stephanie's Mother), Laura Ward (Stephanie)
Written By: Andrew Dabb & Daniel Loflin
Directed By: Jeff Woolnough
Ep: 99
99 Problems
Guest Starring: Cindy Sampson (Lisa Braeden), Larry Poindexter (Pastor David Gideon), Kayla Mae Maloney (Leah Gideon), Michael Shanks (Rob), Johannah Newmarch (Jane), Bruce Ramsay (Paul)
Co-Starring: Brett Dier (Dylan), Laura Wilson (Elise)
Written By: Julie Siege
Directed By: Charles Beeson
Ep: 100
Point of No Return
Guest Starring: Jim Beaver (Bobby Singer), Kurt Fuller (Zachariah), Jake Abel (Adam Milligan)
Co-Starring: Michael Robinson (Stuart Holmes), Jason Vaisvila (Street Preacher)
Written By: Jeremy Carver
Directed By: Phil Sgriccia
Ep: 101
Hammer of the Gods
Guest Starring: Richard Speight, Jr. (Trickster), Mark Pellegrino (Lucifer), Matt Frewer (Pestilence), Adam Croasdell (Baldur), Rekha Sharma (Kali), John Emmet Tracy (Mercury), Keith Blackman Dallas (Ganesh)
Co-Starring: Duncan Fraser (Odin), King Lau (Zao Shen), William Phillips (Convenience Store Clerk), Brian Calvert (Security Guard), Patrick Bahrich (Hotel Guest), Sarah Porchetta (Casa Erotica Woman)
Teleplay By: Andrew Dabb & Daniel Loflin
Story By: David Reed
Directed By: Rick Bota
Ep: 102
The Devil You Know
Guest Starring: Jim Beaver (Bobby Singer), Mark A. Sheppard (Crowley), Eric Johnson (Brady)
Co-Starring: Carmen Moore (Doctor), Stephen Park (Mitchell), William Phillips (Convenience Store Clerk), Mark Ghanime (Dr. Drake), Chris Shields (Doctor #2), Rocky Anderson (Janitor Demon)
Written By: Ben Edlund
Directed By: Robert Singer
Ep: 103
Two Minutes to Midnight
Guest Starring: Jim Beaver (Bobby Singer), Mark A. Sheppard (Crowley), Matt Frewer (Pestilence), Julian Richings (Death), Leah Gibson (Female Nurse)
Co-Starring: Christina Jastrzembska (Celeste), Paul Duchart (Doctor), Fiona Vroom (Nurse), Rocky Anderson (Janitor Demon), Conan Graham (Businessman), James Tyce (Security Guard), Frank Ferrucci (Security Guard Demon)
Written By: Sera Gamble
Directed By: Phil Sgriccia
Ep: 104
Swan Song
Guest Starring: Jim Beaver (Bobby Singer), Rob Benedict (Chuck Shurley), Mark Pellegrino (Lucifer), Jake Abel (Adam Milligan), Cindy Sampson (Lisa Braeden)
Co-Starring: Anthony Harrison (Sal Moriarty), Nathan Smith (Young Sam), Nicolai Lawton-Guistra (Young Dean)