Season 2 of Just Roll With It was announced on September 10, 2019 by Deadline. The season will consist of 21 episodes. Production for the second season of Just Roll With It began on October 4, 2019. and wrapped on November 20, 2020. On November 24, 2020, Robbie Countryman announced a series wrap, meaning no Season 3 for Just Roll With It. Also, on May 8, 2021, Candace Kozak revealed to a fan through Instagram that this is the final season.  On May 14, 2021, Kaylin Hayman revealed the show was cancelled due to Covid-19.
The season premiered on March 15, 2020. The series ended on May 14, 2021.
“Just Roll With It” follows the newly blended Bennett-Blatt family as they navigate everyday family life and the ups and downs of adolescence. The series stars Tobie Windham and Suzi Barrett as fun-loving newlyweds and parents, Byron and Rachel; talented young actors Ramon Reed and Kaylin Hayman as preteen step-siblings, Owen and Blair; and J.C. Currais as The Gator.
- Ramon Reed as Owen Blatt (21/21 Episodes)
- Kaylin Hayman as Blair Bennett (21/21 Episodes)
- Suzi Barrett as Rachel Bennett (21/21 Episodes)
- Tobie Windham as Byron Blatt (21/21 Episodes)
- JC Currais as The Gator (16/21 episodes)
- Lela Brown as DJ Lela B (21/21 episodes)
- John Ratzenberger as Grandpa Bennett (5/21 Episodes)
- Michael Lanahan as Mr. Penworth (10/21 Episodes)
- Candace Kozak as Ruth Buth (4/21 Episodes)
Special Guest Cast
- Charles Shaughnessy as Sir Liam Gooch (The Preventers Directive, The Preventers Directive: Part Two: The End Part)
- Johnny Pemberton as Lil Pouty (The Preventers Directive, The Preventers Directive: Part Two: The End Part)
These are episodes that have confirmed titles and confirmed dates.
- 03/15/20 - Grandpa Moves In (201)
- 03/22/20 - The Most Brilliant Blair in the World (202)
- 03/29/20 - The Great Coconuts Caper (204)
- 04/05/20 - Grandpa Gets Grounded (205)
- 04/19/20 - Grandma & Grandpa Sittin' in a Tree (203)
- 10/16/20 - Aliens Among Us (211)
- 10/23/20 - Shayna Pennsylvania (206)
- 11/06/20 - The Preventers Directive (208)
- 11/13/20 - The Preventers Directive: Part Two: The End Part (209)
- 11/20/20 - Owen's Bromance (207)
- 11/27/20 - Maybe Baby (210)
- 12/11/20 - The Most Wonderful Crime of the Year (218)
- 03/19/21 - Just Reminisce With It! (212)
- 03/26/21 - Warlock World: War of the Warlocks (213)
- 04/02/21 - A League of Their Owen (214)
- 04/09/21 - The Great Switchy Witchy (215)
- 04/16/21 - In Da Club (216)
- 04/23/21 - The Blair Crush Project (217)
- 04/30/21 - Blair Bennett - Child Activist (219)
- 05/07/21 - Lightning and Lockdown (220)
- 05/14/21 - Before the Beginning (221)
- Production started on October 4, 2019.
- Production was scheduled to be done by May 8, 2020, but did not due to COVID-19. Production wrapped on November 20, 2020.
- As a result of the pandemic, it is unknown how the audience will be a part of the show or vote. It could be possible that the voting will be done online like for the season 1 live episode.
- This is the final season of Just Roll With It.
- On May 14, 2021, Kaylin Hayman revealed the show was cancelled due to Covid-19.
- Production was scheduled for a 7 month timing. 7 months of production on 30 minute episodes is equal to 21 episodes.
- The season premiered on March 15, 2020, and concluded May 14, 2021.
- This season premiered a week after the Season 1 finale, Byron & The Gator: The Far Side of the World.
- Starting with this season, the end credits plays after the last scene of the episode, Disney Channel airings have the credits play during the last scene of the episode like in Season 1.