Mirroring Bessie and Happy's close friendship, Millie and Chester are practically inseparable, both playing black in checkers and with Millie giving him bugs to eat as a treat when he's on his best behavior. The two frequently bunny kiss, though Chester will sometimes bite her nose instead.
There are, however, disagreements between the two; for example, Millie mentions in "Irritable Bowling Syndrome" they fought over whether he should wear a sweater (Millie's preferred choice) or a cardigan (what Chester wanted to wear). Millie was also willing to deface Chester's shell if it meant getting revenge on Bessie in "Stuffed Happens."
Chester is the central focus of the episode "Mr. Turtleton's Wild Ride," wherein Bessie looks after him in Millie's absence. However, he enjoys life in the Higgenbottom's home and refuses to return to his owner, much to Millie's sadness.
After seeing how hectic life is at the Higgenbottom's, he misses Millie, especially when he hears her sing about him from across the street. In the end, he returns to the Millerson household and is Millie's pet once more.
In the first season, Chester was a black turtle with a red shell. However, he was redesigned in season 2, now a dark green turtle with a lighter green shell. He was also given three black hairs on his head. Chester has yellow sclera and orange eyes, though his eye color is brown in closeups.
|111b||"Hat Trick"||Appears, but does not speak|
|204b||"Bee Plus One"||Appears, but does not speak|
|206a||"Mr. Turtleton's Wild Ride"||Speaking role|
|215||"Stuffed Happens"||Appears, but does not speak|
|219b||"Irritable Bowling Syndrome"||Mentioned only|
|220b||"C'mon Get Happy!"||Appears, but does not speak|
- Main article: Chester Turtleton/Gallery
- Chester was credited as "Chester the Turtle" in "Hat Trick," despite Millie calling him Chester Turtleton within the episode.
- In "Bee Plus One," Millie states Chester writes haikus.
- As shown in "Mr. Turtleton's Wild Ride," Chester has a stuffed turtle that, according to Millie, he can't sleep without.
- Inside his shell, the following is seen: an alien poster, a basketball, bookshelf, pair of headphones, lava lamp, a skateboard and video game controller.
- Chester was among the pets who auditioned to be Bessie's new friend in "C'mon Get Happy!."
- Shown in the end credits of "Mr. Turtleton's Wild Ride"
- Season 2, Episode 6 Mr. Turtleton's Wild Ride; A Pirate's Life for Bee. TV Guide. Retrieved October 14, 2020.
- Millerson residence, where Chester lives