Guest Starring: Marc Evan Jackson (Shawn), Jason Mantzoukas (Derek), Kirby Howell-Baptiste (Simone Garnett), Brandon Scott Jones (John Wheaton), Ben Koldyke (Brent Norwalk), Maribeth Monroe (Mindy St. Clair), Jama Williamson (Val), Bambadjan Bamba (Bambadjan), Luke Guldan (Chris Baker)
Guest Starring: Kirby Howell-Baptiste (Simone Garnett), Ben Koldyke (Brent Norwalk), Deb Hiett (Wanda)
Written By: Andrew Law & Kassia Miller
Directed By: Drew Goddard
Ep: 42
Chapter 42: Chillaxing
Guest Starring: Brandon Scott Jones (John Wheaton), Josh Siegal (Glenn), Sheila Carrasco (Matilda)
Written By: Aisha Muharrar
Directed By: Anya Adams
Ep: 43
Chapter 43: Tinker, Tailor, Demon, Spy
Guest Starring: Marc Evan Jackson (Shawn), Tiya Sircar (Vicky), Jason Mantzoukas (Derek), Kirby Howell-Baptiste (Simone Garnett), Brandon Scott Jones (John Wheaton), Ben Koldyke (Brent Norwalk), Luke Guldan (Chris Baker), Jama Williamson (Val), Bambadjan Bamba (Bambadjan)
Co-Starring: Josh Siegal (Glenn)
Written By: Cord Jefferson
Directed By: Morgan Sackett
Ep: 44
Chapter 44: Employee of the Bearimy
Guest Starring: Marc Evan Jackson (Shawn), Tiya Sircar (Vicky), Jason Mantzoukas (Derek), Kirby Howell-Baptiste (Simone Garnett), Brandon Scott Jones (John Wheaton), Ben Koldyke (Brent Norwalk)
Co-Starring: Patrick Cox (Rufus), Joe Mande (Todd Hemple), Deb Hiett (Wanda), Chad Guerrero (Phil)
Written By: Joe Mande
Directed By: Beth McCarthy-Miller
Ep: 45
Chapter 45: A Chip Driver Mystery
Guest Starring: Kirby Howell-Baptiste (Simone Garnett), Brandon Scott Jones (John Wheaton), Ben Koldyke (Brent Norwalk)
Written By: Lizzy Pace
Directed By: Steve Day
Ep: 46
Chapter 46: Help is Other People
Guest Starring: Kirby Howell-Baptiste (Simone Garnett), Ben Koldyke (Brent Norwalk), Brandon Scott Jones (John Wheaton)
Written By: Dave King
Directed By: Beth McCarthy-Miller
Ep: 47
Chapter 47: The Funeral to End All Funerals
Guest Starring: Maya Rudolph (Judge), Marc Evan Jackson (Shawn), Brad Morris (Matt), Paul Scheer (Chuck)
Guest Starring: Marc Evan Jackson (Shawn), Tiya Sircar (Vicky), Rebecca Hazlewood (Kamilah Al-Jamil), Ajay Mehta (Waqas Al-Jamil), Anna Khaja (Manisha Al-Jamil), Fran Gillespie (Megan), Carl Tart (Steve)
Co-Starring: Dave King (Phil), Melodie Casta (Anais), Robert Paul Taylor (Georges), Joe Mande (Todd Hemple), Evan Gaustad (Waiter)
Written By: Jen Statsky
Directed By: Rebecca Asher
Ep: 51
Chapter 51: Patty
Guest Starring: Lisa Kudrow (Hypatia), Paul Scheer (Chuck), Gary Richardson (Musa)
Co-Starring: Takato Yonemoto (Daisuke), Tatiana Carr (Meg), Denise Sanchez (Andie), David Danipour (Paltibaal), Andrew Law (Drew)
Written By: Megan Amram
Directed By: Morgan Sackett
Ep: 52/53
The Final Chapter: When You're Ready
Guest Starring: Maya Rudolph (Judge), Marc Evan Jackson (Shawn), Tiya Sircar (Vicky), Mike O'Malley (Jeff), Nick Offerman (Nick Offerman), Mary Steenburgen (Teacher), Brandon Scott Jones (John Wheaton), Kirby Howell-Baptiste (Simone Garnett), Ben Koldyke (Brent Norwalk), Maribeth Monroe (Mindy St. Claire), Jason Mantzoukas (Derek), Mitch Narito (Donkey Doug), Eugene Cordero (Pillboi), Rebecca Hazlewood (Kamilah Al-Jamil), Ajay Mehta (Waqas Al-Jamil), Anna Khaja (Manisha Al-Jamil), Keston John (Uzo), Angela Trimbur (Madison), Meryl Hathaway (Brittany), Kurt Braunohler (Ken)
Co-Starring: Josh Siegal (Glenn), Noah Garfinkel (Doug Forcett), Mele Ihara (Beadie), Tom Yi (Albert), Todd May (Himself), Pamela Hieronymi (Herself)