Chronological Episode Timeline

This timeline includes all episodes and why they are placed that way.

The beginning
Diverse Dimensions and Real Life Style (Baby Segment)
 * Shows when Mario was a baby and how his childhood likely could have gone, except without that dimension teleporter.

Bowser Junior's Clown Car! (Mentioned)
 * Bowser is given a clown car as a present from his father before his father went to war. Throughout the years, he left it in the storage closet.

SuperPowers 2 (mentioned), and Bowser Junior's Biggest Fear! (confirmed/memory)
 * In SuperPowers 2, it is mentioned that Bowser Junior is actually adopted and could be the reason why Bowser doesn't properly take care of him.
 * In Bowser Junior's Biggest Fear, Bowser shuts Junior up (from crying) and stuffs cotton in his mouth, unintentionally getting him Sidonglobophobia.

Mario's Wig (confirmed)
 * Mario and Peach get divorced due to unrevealed problems.

Koopa's New Job
 * This is mostly considered the starting point of the timeline because of Chef Pee Pee. Chef Pee Pee is happy with his job because it's most likely that he recently got this job.

Bowser's Biggest Fear
 * Bowser Junior shows Bowser a recent movie that came out called, The Man with the Banana
 * Sparks Bowser's fear of bananas

Bowser's Milkshake
 * Most likely takes place after Bowser's Biggest Fear. Or due to Pneumonia spreading across the neighborhood.

Bowser's Cookies
 * Most likely takes place shortly after Bowser's Milkshake.
 * Chef Pee Pee, at this point, starts to hate his job.

Mario's Wig
 * Most likely to almost confirmed that this episode takes place after Bowser's Cookies and is a pilot episode to MBSCA
 * Peach's boyfriend was Sonic at the time until episode 6 of MBSCA.

Bowser's Biggest Fear 2
 * Likely to take place after Mario's Wig.
 * Increases Bowser's fear of Bananas.

Mario and Bowser's Stupid and Crazy Adventure
 * Likely takes place after Bowser's Biggest Fear and most likely after Mario's Wig.
 * Continues the drama between Mario and Peach.

Bowser's Biggest Fear 3
 * Sparks Bowser's fear of either having no milk or a fear of milk.

Bowser Junior's Summer School Arc
Bowser Junior's Summer School 1 (flashback)
 * Bowser Junior skips school with Toad to play Ding Dong Ditch on Bowser.

Bowser Junior's Homework
 * First episode of arc and pilot of the summer school series.
 * Chef Pee Pee makes a reference of how Toad stabbed him in the eye back in Bowser's cookies.

Bowser Junior's Summer School Parts 1 - 7
 * Bowser Junior references of how he cheated with a cucumber.
 * Bowser Junior unintentionally sends Chef Pee Pee to jail.
 * Cody and Joseph make an appearance along with Toad.
 * Junior kills "The Fly" making him pass the final exam.

Bowser Junior's Summer Vacation
 * Chef Pee Pee is bailed out of jail.
 * Junior, Joseph, and Cody become "The Dynamic Trio".
 * Final episode of arc.

Bowser's Video Game
 * Could possibly take place after arc itself.
 * Bowser never plays with the game he bought ever again.

Old House, Friends and New Apartment Arc
Black Yoshi's Fried Chicken
 * Takes place in arc, before the old house burned down.

Bowser Junior's Playtime
 * Junior's first playtime with his new friends.

Bowser Junior's Pool Party
 * Junior has his first pool party with his new friends.

Bowser Junior's Game Night and Cody's House
 * Junior has his first game night with his new friends.
 * Junior and Joseph are invited to Cody's House.

Shrek's Crappy Wish
 * Takes place in arc.

Chef Pee Pee's Family
 * Introduction to Chef Pee Pee's Parents
 * Part of arc