"The Complete Fifth Season" was released on December 21, 2004 in North America. It was released in the UK and Ireland on March 21, 2005 and March 23, 2005 in Australia. It contains all 22 episodes from season five, and has the memorable extra-long circus couch gag as its main packaging theme. The spine features Bart and Principal Skinner on the outer casing, and Lisa and Groundskeeper Willie on the inner casing.
The main menu format features a picture at the top half of the page based on an episode it contains, with various things happening in it relating to the other episodes. The bottom half of the page contains each episode with a "play" button next to it, and a "plus" button that goes to the episode's menu. Each episode's menu is exactly the same way. It is sometimes packaged with a "Includes the 100th Episode!" sticker.
- "Homer's Barbershop Quartet"
- "Cape Feare"
- "Treehouse of Horror IV"
- "Homer Goes to College"
- "Marge on the Lam"
- "Bart's Inner Child"
- "The Last Temptation of Homer"
- "Homer the Vigilante"
- "Boy-Scoutz 'n the Hood"
- "Deep Space Homer"
- "Bart Gets Famous"
- "Homer and Apu"
- "Lisa vs. Malibu Stacy"
- "Homer Loves Flanders"
- "Bart Gets an Elephant"
- "Sweet Seymour Skinner's Baadasssss Song"
- "The Boy Who Knew Too Much"
- "Burns' Heir"
- "Lady Bouvier's Lover"
- "Secrets of a Successful Marriage"
- Commercials for Butterfinger, Ramada Inn, TGI Fridays and THX.
- Animation Showcases.
- Special Language Feature on "Sweet Seymour Skinner's Baadasssss Song" in four languages: Czech, Italian, Polish, and Hungarian.
- A Look Back with James L. Brooks.
- Deleted Scenes.
- Commentary on all Episodes.
- You can highlight certain objects on each of the main menus to see some extra animation.
- On Disc 4, on the "Art and Animations" menu, you can highlight the 100 episode banner to hear a secret commentary on the animatic. (Can also be accessed by using the 'Audio' button on the animatic.)
- This is the first season DVD release to not have any episode edits.
- The menu system for this boxset would be used for the following boxsets.
- This is the first boxset to the a '12' rating in the UK.