Guest Starring: Sarah Shahi (Woman in White / Constance Welsh), Adrianne Palicki (Jessica Lee Moore), Samantha Smith (Mary Winchester), Jeffrey Dean Morgan (John Winchester), R.D. Call (Sheriff), Ross Kohn (Troy Squire), Steve Railsback (Joseph Welsh)
Co-Starring: Derek Webster (), Jamil Z. Smith (), Elizabeth Bond (Amy Hein), Miriam Korn (Rachel), Cletus Young (), Robert Peters (), Rick Dano (Hotel Clerk), Hunter Brochu (Sam's Friend)
Co-Starring: Jim Byrnes (Professor), Anne Marie DeLuise (Joanie Pike), Ryan Robbins (Travis Wheeler), Jimmy Herman (Joe White Tree), Mi-Jung Lee (Newscaster), Michael Daingerfield (Dustin)
Written By: Rachel Nave & Bill Coakley
Directed By: Kim Manners
Ep: 9
The Journey Home
Guest Starring: Jeffrey Dean Morgan (John Winchester), Samantha Smith (Mary Winchester), Kristin Richardson (Jenny), Loretta Devine (Missouri Moseley)
Co-Starring: Don Thompson (Mr. Guenther), Jerry Rector (Joe the Plumber), Haili Page Phillips (), Jamie Schwanebeck ()
Written By: Eric Kripke
Directed By: Ken Girotti
Ep: 10
Asylum
Guest Starring: Brooke Nevin (Katherine), Nicholas D'Agosto (Gavin), Tom Pickett (Lieutenant Danny Gunderson)
Co-Starring: James Purcell (Dr. James Ellicott), Norman Armour (), Peter Benson (Officer Kelly), Karly Warkentin (Kelly's Wife), Nancy Bell (), Nicole LaPlaca (Spirit), Richard Dietl (), Leif Bridgman (), Roy Campsall (), John Gray ()
Written By: Richard Hatem
Directed By: Guy Bee
Ep: 11
Scarecrow
Guest Starring: Nicki Aycox (Meg), Jeffrey Dean Morgan (John Winchester), Tania Saulnier (Emily), Tom Butler (Harley Jorgeson), P. Lynn Johnson (Stacey Jorgeson), William B. Davis (College Professor)
Co-Starring: Brent Stait (), David Orth (Sheriff), Dean Wray (), Christian Schrapff (), Brendan Penny (), Leah Graham (), Angela Moore (), Lara Gilchrist (), Tim O'Halloran (), Mike Carpenter (The Scarecrow)
Teleplay By: John Shiban
Story By: Patrick Sean Smith
Directed By: Kim Manners
Ep: 12
Faith
Guest Starring: Julie Benz (Layla Rourke), Rebecca Jenkins (Sue Ann Le Grange), Kevin McNulty (Reverend Roy Le Grange)
Co-Starring: Gillian Barber (Mrs. Rourke), Jim Codrington (), Alex Diakun (Reaper), Colin Lawrence (Jason), Woody Jeffreys (), Tiffany Lyndall-Knight (), Shawn Reis (), Aaron Craven (David Wright), Scott Miller (Cop), Pat Waldron (), Conrad Whitaker (), Erica Carroll (Nurse), John Hainsworth (), Cainan Wiebe (Boy), Kenya Jo Kennedy (), Rikki Gagne (), Nick Harrison ()
Written By: Sera Gamble & Raelle Tucker
Directed By: Allan Kroeker
Ep: 13
Route 666
Guest Starring: Megalyn Echikunwoke (Cassie Robinson), Kathleen Noone (Mrs. Robinson), Alvin Sanders (Jimmy Anderson), Gary Hetherington (Mayor Harold Todd)
Co-Starring: Dee Jay Jackson (Cyrus Dorian), Mike Busswood (), Ron Robinson ()
Guest Starring: John Dennis Johnston (Pa Bender), Jessica Steen (Deputy Kathleen), Jon Cuthbert (Alvin Jenkins)
Co-Starring: Ken Kirzinger (Jared Bender), Shawn Reis (Lee Bender), Ryan Drescher (Evan McKay), Alexia Fast (Missy Bender), Sandra Steier (Dispatcher), Sadie Lawrence (Mrs. McKay)
Written By: John Shiban
Directed By: Peter Ellis
Ep: 16
Shadow
Guest Starring: Nicki Aycox (Meg), Jeffrey Dean Morgan (John Winchester)
Co-Starring: Lorena Gale (Landlady), Melanie Papalia (Meredith McDonell), Nimet Kanji (Bartender)
Co-Starring: Britt Irvin (Teenage Girl #1), Colby Johannson (James), Kyle Labine (), Jase-Anthony Griffith (), Agam Darshi (Jill), Jay-Nicolas Hackleman (), Natasha Peck (Teenage Girl #2), Gerry MacKay (Mr. Goodwin), Nick Harrison (Mordechai Murdoch), Krista Bell (Dana)
Written By: Trey Callaway
Directed By: Chris Long
Ep: 18
Something Wicked
Guest Starring: Jeffrey Dean Morgan (John Winchester), Colby Paul (Michael), Ridge Canipe (Young Dean), Venus Terzo (Joanna)
Co-Starring: Ari Cohen (), Adrian Hough (), Jeannie Epper (The Shtriga), Mary Black (), Alex Ferris (Young Sam), Erica Carroll (), Stacee Copeland (), John Prowse (), Chandra Berg (Bethany), Penelope Cardas ()
Written By: Daniel Knauf
Directed By: Whitney Ransick
Ep: 19
Provenance
Guest Starring: Taylor Cole (Sarah Blake), Jay Brazeau ()
Co-Starring: Jodelle Micah Ferland (), Keith Martin Gordey (), Linden Banks (), Jody Thompson (Anne Telesca), Curtis Caravaggio (), Kenton Reid (Waiter), Josh D. Clark (), Sarah Mutch (), Barbara Frosch ()
Written By: David Ehrman
Directed By: Phil Sgriccia
Ep: 20
Dead Man's Blood
Guest Starring: Jeffrey Dean Morgan (John Winchester), Warren Christie (Luther), Anne Openshaw (Kate), Dominic Zamprogna (Beau)
Co-Starring: Christine Chatelain (Waitress), Damon Runyan (), Terence Kelly (Daniel Elkins), Brenda Campbell (Beth), Sean Tyson (Trucker)
Written By: Cathryn Humphris & John Shiban
Directed By: Tony Wharmby
Ep: 21
Salvation (Part 1)
Guest Starring: Nicki Aycox (Meg), Jeffrey Dean Morgan (John Winchester), Sebastian Spence (Demon)
Co-Starring: Erin Karpluk (Monica), David Lovgren (Charlie), Richard Sali (Pastor Jim Murphy), Rondel Reynoldson (Nurse), Serinda Swan (Hospital Receptionist), Josh Blacker (Caleb)
Written By: Sera Gamble & Raelle Tucker
Directed By: Robert Singer
Ep: 22
Devil's Trap (Part 2)
Guest Starring: Nicki Aycox (Meg), Jeffrey Dean Morgan (John Winchester), Jim Beaver (Bobby Singer), Sebastian Spence (Demon)