|Season 1||Season 2||List of episodes|
On May 18th, 2018, the series was renewed for a second season ahead of its season 1 premiere. 
This season features a musical Christmas special and a CGI-themed episode ("Green Christmas" and "Level Up" respectively). In addition to themed episodes, the season focuses on other characters rather than just the main characters (Green family). A few characters who appeared in the previous season appear in this season, including new characters like Gwendolyn Zapp.
Season 2 is also the point which officially sets Chip Whistler up as the main antagonist of the show, in which the Greens help Chip get the position of CEO of Wholesome Foods and take over for his retiring father. However, they soon realize he tricked them into accepting his apology that he's sorry for their actions so that he can run them out of town with all the power he has; at the end of the second half, Chip takes over Big Coffee and plots an expansion plan which will be right where the Greens' house currently stands, and the family must defeat him once and for all.
Like the first season, the second comprises of 30 half-hours.
Production on Season 2 began on August 1, 2019.
According to Shane Houghton, this season will have additional 30 half hour episodes similar to the first season, bringing over 60 episodes from both of the series' seasons, while 120 11 minute segments in total.
On April 26th, the show was featured during the Fan Fest 2019, with the creators showing storyboard animations of upcoming episodes, including a beach-themed episode ("Shark Objects"), which was mentioned to premiere sometime in the fall of 2019.
The voice actor, Marieve Herington, was interviewing and mentioned that season 2 will get more "wackier and wackier", plus mentioned that Tilly and Bill will create a video, similar to that of YouTube ("Bad Influencer"), and also have a night talk show. (would be Miss Tilly's Fun Time TV Minute) 
On August 24th, during D23 2019, Shane added that this season will feature a musical Christmas special, containing 6 songs associated with the theme. This episode would turn out to be "Green Christmas".
Season 2 will feature more of the same as the first season, whilst adding new guest stars, more shorts, promo, and newer content. 
Guest stars for season two include NBA All-Star Karl-Anthony Towns, Alfred Molina (Spider-Man 2), Thomas Middleditch (Silicon Valley), Jonathan Van Ness (Queer Eye), Christopher Lloyd (Back to the Future), Jameela Jamil (The Good Place), Lucy Lawless (Xena the Warrior Princess), Jim O'Heir (Parks and Recreation), Ed Begley Jr. (Arrested Development), Cheri Oteri (Saturday Night Live), Candace Kozak (Disney Channel's Just Roll With It), Jason Maybaum (Disney Channel's Raven's Home) and YouTube sensation SungWon Cho, with "Cheap Show" featuring Tom Hanks (Toy Story) playing himself. The second season includes a holiday musical featuring seven original songs and a video game-themed episode with CG animation.
Halfway into production, the cast went on hiatus for four months, mainly due to the coronavirus (colloquially COVID-19) pandemic, forcing most of the staff to work on the production restrictively at home. The voice actors recorded all their dialogue from their bedroom closets.
The season finished production on July 8, 2020.
In addition, "Broken Karaoke," a new animated short-form series that spotlights favorite Disney Channel characters singing parodies of popular songs, launched on Disney Channel YouTube with the first short, "Queen of Nice," featuring Tilly Green singing a parody of viral sensation "Queen of Mean" from the global hit Disney Channel Original Movie Descendants 3.
In addition, new "Random Rings" shorts, featuring Cricket and Tilly Green calling unsuspecting real-world people, continued to premiere every Sunday through Oct. 27 on Disney Channel and Disney Channel YouTube.
During this season's run, the short Big City Greens: Road Trip premiered on Disney Channel and its YouTube channel.
A new standalone short series, Shortsgiving, will premiere November 2020.
|Season||Episodes||Production Codes||Start date||End date||Total Ratings|
|2||30||TBD||201-||November 16, 2019||Late 2020-Early 2021||N/A|
|Title||No. in series||No. overall||Airdate||Written-Storyboarded||Story||Views|
|"1. Cricket's Kapowie/Car Trouble||1 & 2||61 & 62||November 16, 2019||Amy Hudkins & Jonathan Wallach / Charlie Gavin & Anna O'Brian||Lacey Dyer & Julia Layton||535,000|
|Cricket earns a role in Big Coffee's new TV commercial but loses his confidence. / Bill trades his pickup in for a cutting-edge electric car, but gets more than he bargained for.|
|"2. Urban Legend/Wishing Well||3 & 4||63 & 64||November 23, 2019||Monica Ray & Steve Wolfhard / Chris Houghton & Natasha Kline||Carson Montgomery||569,000|
|When Bill learns that Gramma has been purposely creating a frightening reputation around town, he throws a barbeque to befriend the neighbors. / Cricket makes a wishing well to cash in on people making wishes, but when Tilly dumps all her savings into it, he is faced with a dilemma.|
|"3. Elevator Action/Bad Influencer||5 & 6||65 & 66||November 30, 2019||Anna O'Brian / Caldwell Tanner & Kiana Khansmith||Kenny Byerly||577,000|
|Gloria gets stuck on an elevator with the Greens when trying to return the keys to her apartment. / Cricket s worried when Remy falls under the sway of an obnoxious internet influencer and begins imitating his lifestyle.|
|"4. Green Christmas||7-8||67-68||December 7, 2019||Caldwell Tanner, Kiana Khansmith, Amy Hudkins, Jonathon Wallach||Kenny Byerly||426,000|
|On Christmas Eve, Tilly helps Cricket redeem his year's worth of bad deeds for one last chance to get on Santa's nice list, but things go horribly wrong; Gramma and Nancy look for a present for Bill.|
|"5. Reckoning Ball/Clubbed||9 & 10||69 & 70||December 14, 2019||Anna O'Brian & Ariel Vracin-Harrell / Caldwell Tanner & Kiana Khansmith||Kenny Byerly / Lacey Dyer & Julia Layton||610,000|
|Chip Whistler returns to exact his revenge on the Greens, but his dad forces him to apologize. / Tilly and Andromeda follow Gloria to a nightclub where they try to cure her "amnesia".|
|"6. Impopstar/Football Camp||11 & 12||71 & 72||January 11, 2020||Amy Hudkins & Jonathon Wallach / Raj Brueggmann & Steve Wolfhard||Lacey Dyer & Julia Dayton / Carson Montgomery||576,000|
|Cricket is mistaken for a tween pop star who looks just like him, and exploits the situation for all the perks of fame. Meanwhile, the real pop star hangs out with the Greens to get a taste of normal life / Remy and Cricket attend football camp in an attempt to impress Remy’s dad.|
|"7. Heat Beaters/Bill-iever||13 & 14||73 & 74||January 18, 2020||Raj Brueggmann & Steve Wolfhard / Anna O'Brian & Charlie Gavin||Carson Montgomery / Jenava Hudek||568,000|
|Cricket and Remy play a contentious game of “H-O-R-S-E” on the hottest day of the year / In order to avoid punishment, Cricket must make his dad believe in aliens.|
|"8. Shark Objects/Dream Weaver||15 & 16||75 & 76||January 25, 2020||Caldwell Tanner & Kiana Khansmith / Amy Hudkins & Jonathon Wallach||Kenny Byerly / Lacey Dyer & Julia Layton||546,000|
|When the Greens try to spend an eventful day at the beach, Cricket tries to prank the beach-goers but gets thrown in danger. / Cricket discovers he can influence the family’s dreams to disastrous real-life results.|
|"9. Level Up/Wild Side||17 & 18||77 & 78||February 1, 2020||Raj Brueggermann & Steve Wolfhard / Amy Hudkins & Jonathon Wallach||Kenny Byerly / Carson Montgomery||590,000|
|Bill gets addicted to a farm-simulating video game. / Cricket's feral wild side takes over when Bill is unable to replicate their old camping trips.|
|"10. Garage Tales/Animal Farm||19 & 20||79 & 80||February 8, 2020||Caldwell Tanner & Kiana Khansmith / Anna O' Brian & Natasha Kline||Jenava Mie / Shane Houghton & Kenny Byerly||444,000|
|After finding a box of mementos, Gramma tells the kids the story of her greatest adventure. / While the Greens are away, the animals compete to see who will rule the farm.|
|"11. Desserted/The Gifted||21 & 22||81 & 82||July 11, 2020||Amy Hudkins & Jonathon Wallach / Raj Brueggemann & Steve Wolfhard||Carson Montgomery / Jenava Mie||447,000|
|Cricket treats his family to dinner, but Bill is suspicious about how he plans to pay for it. / Tilly and Cricket battle to see if Bill lies about liking their Father's Day gifts.|
|"12. Time Crisis/Gramma Driver||23 & 24||83 & 84||July 18, 2020||Ariel Vracin-Harrell & Jennifer Begeman /
Caldwell Tanner & Kiana Khansmith
|Carson Montgomery / Kenny Byerly||260,000|
|Remy's plan for his whole life is thrown into question when he is unprepared for a violin recital. / Gramma becomes a rideshare driver, only to find her best customers are thieves.|
|"13. Tilly Style/I, Farmbot||25 & 26||85 & 86||July 25, 2020||Kaj Brueggemann & Steve Wolfhard / Amy Hudkins & Jonathon Wallach||Carson Montgomery / Rachel McNevin||399,000|
|When Tilly is mistaken for a baby, she searches the mall for a new look to reflect her maturity. / Cricket persuades Bill to buy a farming robot in order to get out of chores.|
|"14. Friend Con/Flimflammed||27 & 28||87 & 88||August 1, 2020||Caldwell Tanner & Kiana Khansmith / Kenny Byerly, Carson Montgomery, Rachel McNevin, Ariel Vracin-Harrell, & Eddie West||Kenny Byerly / Jenava Mei||557,000|
|Bill and Chip Whistler instantly hit it off and become friends at Farm Con, but their friendship might be too good. / Cricket finds a $100 dollar bill and is eventually persuaded into a major pyramid scheme.|
|"15. Greens' Acres/Dolled Up||29 & 30||89 & 90||August 8, 2020||Amy Hudkins & Jonathon Wallach / Ariel Vracin-Harrell & Chris Pianka||Kenny Byerly / Rachel McNevin||394,000|
|In flashback a younger Bill will do whatever it takes to keep the family farm alive. / Tilly and Nancy celebrate Saxon's birthday at a fancy store where they are attracted by its posh VIP.|
|"16. Gabriella's Fella/Cheap Show||31 & 32||91 & 92||August 15, 2020||Raj Brueggemann & Steve Wolfhard / Caldwell Tanner & Kiana Khansmith||Carson Montgomery / Kenny Byerly||373,000|
|When Cricket's crush returns, Remy encourages him to get to know her more. / The Greens want to attend a street fair, but Bill would rather stay home and save cash.|
|"17. Green Mirror/Cricket's Tickets||33 & 34||93 & 94||August 22, 2020||Amy Hudkins & Jonathon Wallach / Raj Brueggemann||Kenny Byerly / Rachel McNevin||484,000|
|When the Greens visit BigTech, Tilly jumps at the chance to test Gwendolyn Zapp's new technology, which promises to make them the "perfect family." / Cricket wins two tickets to a show and must decide whether to bring Tilly or Remy, causing a rift amongst them.|
|"18. Times Circle/Super Gramma||35 & 36||95 & 96||August 29, 2020||Kiana Khansmith & Caldwell Tanner / Ariel Vracin-Harrell & Chris Pianka||
Rachel McNevin / Lacey Dyer & Julia Layton
|Tilly and Remy put on a sidewalk play while Cricket and Bill meet their favorite costumed superheroes. / Cricket and Tilly try to keep Gramma at home while she recovers from eye surgery.|
|"19. Present Tense/Hurt Bike||37 & 38||97 & 98||September 12, 2020||Amy Hudkins, Jonathon Wallach / Ariela Vrachin-Harrell, Tyler Chen||Marieve Herington, Jeff Jones / Carson Montgomery||379,000|
|Cricket struggles to get the best birthday present for Remy, but keeps ruining their fun together in the process. / After almost getting in a dirt bike accident, Cricket decides to live his life in shelter.|
|"20. Quiet Please/Chipwrecked||39 & 40||99 & 100||September 19, 2020||Caldwell Tanner, Kiana Khansmith / Raj Brueggemann / Steve Wolfhard||Both segments: Kenny Byerly
"Chipwrecked" only: Carson Montgomery
|When the Greens visit the library to teach Cricket about reading, the strict librarian threatens to throw them out if they make any sound. / Chip attempts to make Cricket lose his job by running Big Coffee out of business, but Cricket highly doubts of this, or so he thinks.|
- United States: November 16th, 2019 
- Europe: 2019-2020
- Latin America: December 8, 2019
- Australia/New Zealand: 2019-2020
- Canada: November 2019
- United Kingdom: December 2019
- Asia/Southeast Asia: December 6, 2019 (Sneak preview); May 11, 2020 (Official)
- Latin America: December 8, 2019 (Sneak preview); February 3, 2020 (Official)
- Spain: February 3, 2020
- France: March 16, 2020
- Japan: May 9, 2020
- India: 2020
- Middle East/North Africa: 2020
- Africa: 2019
- The theme song does not change this season.
- This is the first season with no episode premieres in March.
- The season took a four month hiatus from February to July due to COVID-19.
- This was also part of Disney Channel's new binge-watching strategy where the crew has to finish producing about 10 episodes instead of one to three at a time, and release them all at once.
- During said hiatus, in May, Disney Channel broadcast marathons of all aired episodes every night in May, along with new Random Rings shorts and the premiere of the new short series, Miss Tilly's Fun Time TV Minute.
- For the first time, an episode this season focuses on a villain and ends on a huge cliffhanger.
- This is the first season to not have previews of later episodes for Disney Channel FanFest (having gotten cancelled due to COVID-19).
- Chip Whistler, Andromeda, Rashida Remington, Russell Remington and Gabriella Espinosa do not appear on the poster.
- Brett and Mr. Grigorian are seen on the poster, but have not appeared in the season to date.
- This season will have a special Thanksgiving episode titled “Shortsgiving”
- No clips from "Chipwrecked" were shown throughout the September episodes promo, possibly to avoid any spoilers and to build up hype for the dark nature of the episode.
- The same promo featured Bill in an unknown episode saying "Wow, two for two."