Guest Starring: Jeffrey Dean Morgan (John Winchester), Jim Beaver (Bobby Singer), Lindsey McKeon (Tessa), Fredric Lane (Yellow-Eyed Demon)
Co-Starring: Marcel Maillard (), Sarah Groundwater (), Randal Edwards (), Benson Simmonds (), Julian D. Christopher (), Todd Woffinden (), Carrie Anne Fleming (), Nicola Anderson (), Marsha Regis (), Daniel Bacon (), Sharon Bell ()
Written By: Eric Kripke
Directed By: Kim Manners
Ep: 24
Everybody Loves a Clown
Guest Starring: Alona Tal (Jo), Chad Lindberg (Ash), Samantha Ferris (Ellen), Alec Willows ()
Co-Starring: Ken Kramer (), Nicole Munoz (), Julius Chapple (), Lexie Huber (), Quinn Lord (), David Stuart (), Alexis Llewellyn (), Dean Redman (), Kirsten Williamson (), Colin Naples ()
Written By: John Shiban
Directed By: Phil Sgriccia
Note: In memory of our friend Peter Ellis
Ep: 25
Bloodlust
Guest Starring: Sterling K. Brown (Gordon Walker), Amber Benson (Lenore), Samantha Ferris (Ellen), Ty Olsson (Eli)
Co-Starring: Derek McIver (), Ralph Alderman ()
Written By: Sera Gamble
Directed By: Robert Singer
Ep: 26
Children Shouldn't Play With Dead Things
Guest Starring: Tamara Feldman (Angela Mason), Christopher Jacot (Neil Levine)
Guest Starring: Samantha Ferris (Ellen), Alona Tal (Jo), Chad Lindberg (Ash), Gabriel Tigerman (Andrew Gallagher), Elias Toufexis (Webber)
Co-Starring: Chiara Zanni (Tracy), Blu Mankuma (Dr. Jennings), Eric Keenleyside (Dennis), Rachel Wainwright (Holly Beckett), Ivan Vance (), Richard Lett (), Ian Rozylo (), John Dadey ()
Co-Starring: Andrea Brooks (Katie), Brent Chapman (Ed the Landlord), Stephen Aberle (H.H. Holmes), Chris Eastman (Tourist), Lisa Marie Caruk (Teresa Ellis)
Written By: Matt Witten
Directed By: Kim Manners
Ep: 29
The Usual Suspects
Special Guest Star: Linda Blair (Detective Diana Ballard)
Guest Starring: Jason Gedrick (Detective Peter Sheridan)
Guest Starring: Samantha Ferris (Ellen Harvell), Chad Lindberg (Ash), Sterling K. Brown (Gordon Walker), Katharine Isabelle (Ava Wilson)
Co-Starring: Bill Mondy (Dr. George Waxler), Richard De Klerk (Scott Carey), Levi James (), Tom McBeath (Mr. Carey), Jason Benson (), Monique Ganderton ()
Co-Starring: John R. Taylor (Sherwin), Brenda McDonald (Grandma Rose), Jonathan Bruce (Larry Williams), Rob Bruner (), Talia Williams ()
Written By: Matt Witten
Directed By: Charles Beeson
Ep: 34
Nightshifter
Guest Starring: Chris Gauthier (Ronald Reznick), Charles Malik Whitfield (FBI Special Agent Victor Henrikson)
Co-Starring: Stephen E. Miller (), Alison Matthews (), Sanjay Talwar (), Holly Hougham (), Georgia Craig (Sherri), Roman Podhora (), Kurt Max Runte (), Emy Aneke (Sampson), Brad Turner ()
Written By: Ben Edlund
Directed By: Phil Sgriccia
Ep: 35
Houses of the Holy
Guest Starring: Denis Arndt (Father Reynolds), David Monahan (Father Gregory)
Co-Starring: Heather Doerksen (Gloria), Dan Mellor (Pedophile), Wesley Salter (Zach Smitt), Sean Rogerson (Rapist), Zara Taylor (), Brent Fidler (TV Evangelist)
Written By: Sera Gamble
Directed By: Kim Manners
Ep: 36
Born Under a Bad Sign
Guest Starring: Jim Beaver (Bobby Singer), Alona Tal (Joanna "Jo" Beth Harvell)
Co-Starring: Philip Granger (Manager), Richard Kahan (Clerk), Vince Murdocco ()
Written By: Cathryn Humphris
Directed By: J. Miller Tobin
Ep: 37
Tall Tales
Guest Starring: Jim Beaver (Bobby Singer), Richard Speight, Jr. (Janitor), David Tom (Curtis)
Co-Starring: Barclay Hope (Professor Cox), Tara Wilson (Co-ed), Emma Lahana (), Desiree Loewen (), Elena Esovolova (), Neil Grayston (), Chad Hershler (Research Scientist), Matreya Fedor (), Angela Case (), Mashiah Vaughn ()
Co-Starring: David Quinlan (Lawyer), Patrick Currie (Kurt Mueller), Brad Dryborough (Glen), Caroline Carter (), Rob Hayter (Cop), Teryl Rothery (Coroner), Lindsay Maxwell (), Yasmine Vox ()
Written By: Sera Gamble
Directed By: Kim Manners
Ep: 40
Hollywood Babylon
Guest Starring: Gary Cole (Brad Redding), Don Stark (Jay Wiley), Regan Burns (McG), Michael B. Silver (Martin), Elizabeth Whitmere (Tara Benchley), Ben Ratner (Walter Dixon)
Co-Starring: Andrew Francis (), Morgan Brayton (), rnelsonbrown (Gerard St. James), Torrance Coombs (Mitch), Alycia Purrott (Kendra), Graeme Duffy (Dave), Patricia Nudd (), Gerry Rousseau (), Julie Patzwald (), Leah Graham ()
Written By: Ben Edlund
Directed By: Phil Sgriccia
Ep: 41
Folsom Prison Blues
Guest Starring: Charles Malik Whitfield (FBI Special Agent Victor Henriksen), Bridget Ann White (Mara Daniels), Jeff Kober (Randall), Garwin Sanford (Guard Deacon)
Co-Starring: Kurt Evans (), Robert Parent (), Andee Frizzell (), Alistair Abell (), Steven Cree Molison (Lucas), Clif Kosterman (Tiny), James Michalopoulos (), Chris Nowland (), Byron Lucas ()