The BEST episodes of The Simpsons season 19

Every episode of The Simpsons season 19, ranked from best to worst by thousands of votes from fans of the show. The best episodes of The Simpsons season 19!

Set in Springfield, the average American town, the show focuses on the antics and everyday adventures of the Simpson family; Homer, Marge, Bart, Lisa and Maggie, as well as a virtual cast of thousands. Since the beginning, the series has been a pop culture icon, attracting hundreds of celebrities to guest star. The show has also made name for itself in its fearless satirical take on politics, media and American life in general.

Last Updated: 11/11/2024Network: FOXStatus: Continuing
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He Loves to Fly and He D'ohs
star
7.50
1918 votes

#1 - He Loves to Fly and He D'ohs

Season 19 - Episode 1 - Aired 9/23/2007

After Homer saves Mr. Burns' life he is rewarded with a trip in Mr. Burns' private plane. A depressed Homer realizes he will never again receive a chance to fly in a luxurious private jet and Marge hires Homer a life coach to help get him out of his rut.

Directors: Mark Kirkland
Watch Now:Apple TV
Eternal Moonshine of the Simpson Mind
star
7.46
1475 votes

#2 - Eternal Moonshine of the Simpson Mind

Season 19 - Episode 9 - Aired 12/16/2007

Homer wakes up to find himself outdoors and covered in snow, without memory of the night before. When he arrives home, he finds everyone missing. Seeking help from Moe and Professor Frink, Homer tries to piece together his memory to find out what happened to him the night before.

Directors: Chuck Sheetz
Watch Now:Apple TV
Dial 'N' for Nerder
star
7.36
1471 votes

#3 - Dial 'N' for Nerder

Season 19 - Episode 14 - Aired 3/9/2008

Marge hires an investigative television show to follow Homer around after she suspects him of cheating on his diet. Meanwhile, one of Bart and Lisa's pranks on Martin Prince goes wrong and they become burdened with guilt after assuming they are responsible for Martin's accidental death.

Directors: Bob Anderson
Watch Now:Apple TV
The Homer of Seville
star
7.32
1725 votes

#4 - The Homer of Seville

Season 19 - Episode 2 - Aired 9/30/2007

After a freak accident, Homer becomes an opera singer and finds himself star of the Springfield Opera. Soon he becomes mobbed by fans and gains himself a female stalker.

Directors: Michael Polcino
Watch Now:Apple TV
Midnight Towboy
star
7.32
1744 votes

#5 - Midnight Towboy

Season 19 - Episode 3 - Aired 10/7/2007

Homer starts working in the towing business, but gets into some trouble when the town sets up Homer to look like he is towing on a rival's turf after he becomes greedy with power. Meanwhile, Marge signs up for a counseling program that teaches parents how to raise young children to become independent, but the program works a little too well on Maggie.

Directors: Matthew Nastuk
Watch Now:Apple TV
Mona Leaves-a
star
7.29
1208 votes

#6 - Mona Leaves-a

Season 19 - Episode 19 - Aired 5/11/2008

After Mona, Homer's mother, passes away unexpectedly, Homer feels guilty for not getting the chance to tell her how much he really loved her.

Watch Now:Apple TV
Smoke on the Daughter
star
7.29
1548 votes

#7 - Smoke on the Daughter

Season 19 - Episode 15 - Aired 3/30/2008

Lisa enrolls in a ballet class and develops an addiction to secondhand smoke after being exposed to it by her smoking ballet classmates. Meanwhile, Homer lets Bart in on his secret beef jerky manufacturing operation.

Directors: Lance Kramer
Watch Now:Apple TV
Treehouse of Horror XVIII
star
7.29
1863 votes

#8 - Treehouse of Horror XVIII

Season 19 - Episode 5 - Aired 11/4/2007

The 18th installment of the Treehouse of Horror series. Mr. and Mrs. Simpson A parody of the 2005 film Mr. and Mrs. Smith, featuring Marge and Homer as the title characters. E.T. Go Home Bart and Lisa help Kodos return to his home planet, but Kodos uses their assistance to secretly plan something sinister. Heck House Flanders decides to scare Bart, Lisa, and their friends straight after they go too far with their pranks.

Directors: Chuck Sheetz
Writer: Marc Wilmore
Watch Now:Apple TV
Funeral for a Fiend
star
7.25
1379 votes

#9 - Funeral for a Fiend

Season 19 - Episode 8 - Aired 11/25/2007

Sideshow Bob returns, this time with his entire family, and sets in motion a complex diabolical scheme to finally kill Bart.

Directors: Rob Oliver
Watch Now:Apple TV
That 90's Show
star
7.21
1521 votes

#10 - That 90's Show

Season 19 - Episode 11 - Aired 1/27/2008

After discovering Marge's diploma, Homer recounts the story of how he gave up his dreams of being a musician so Marge could attend Springfield University. However, after she became attracted to one of her professors Homer started focusing his emotions into music and formed the first grunge band called Sadgasm.

Directors: Mark Kirkland
Writer: Matt Selman
Watch Now:Apple TV
The Debarted
star
7.18
1328 votes

#11 - The Debarted

Season 19 - Episode 13 - Aired 3/2/2008

Bart teams up with a new kid at school, Donny, to pull some pranks, but when the hijinks go haywire, Groundskeeper Willie tips Bart off to the fact that there might be a rat amongst his friends. Meanwhile, Homer becomes attached to a loaner vehicle while his is in the shop being repaired.

Directors: Matthew Nastuk
Watch Now:Apple TV
Any Given Sundance
star
7.18
1023 votes

#12 - Any Given Sundance

Season 19 - Episode 18 - Aired 5/4/2008

Lisa makes a documentary of her own family for a school project, and the film is so impressive that Superintendent Chalmers and Principal Skinner push her to enter the documentary in the Sundance Film Festival.

Directors: Chuck Sheetz
Writer: Daniel Chun
Watch Now:Apple TV
Little Orphan Millie
star
7.16
1456 votes

#13 - Little Orphan Millie

Season 19 - Episode 6 - Aired 11/11/2007

After Milhouse's parents are lost at sea and assumed dead, he is forced to toughen up. His new confidence and personality help him become cooler than Bart. Meanwhile, Homer gets into trouble with Marge, when he can't remember her eye color.

Directors: Lance Kramer
Writer: Mick Kelly
Watch Now:Apple TV
E Pluribus Wiggum
star
7.12
1392 votes

#14 - E Pluribus Wiggum

Season 19 - Episode 10 - Aired 1/6/2008

In an effort to raise money with a bond issue Mayor Quimby moves up election day, making Springfield's primary election the first in the nation causing the media, candidates and political pundits to descend in the city.

Directors: Michael Polcino
Watch Now:Apple TV
Husbands and Knives
star
7.09
1664 votes

#15 - Husbands and Knives

Season 19 - Episode 7 - Aired 11/18/2007

Marge starts up a new women-only gym in Springfield and Homer frets about losing her after she becomes a highly successful businesswoman. Meanwhile, Coolsville, a new comic book shop, opens up in Springfield and puts Comic Book Guy out of business.

Directors: Nancy Kruse
Writer: Matt Selman
Watch Now:Apple TV
Apocalypse Cow
star
7.03
1215 votes

#16 - Apocalypse Cow

Season 19 - Episode 17 - Aired 4/27/2008

Bart joins the 4-H club and falls in love with a cow named Lou, but when he finds out that Lou is destined for the slaughterhouse Bart gives the cow to Mary, a fellow 4-H member, and her father mistakes the cow for a dowry. Homer and Marge come to the rescue to try and free Bart from his marriage agreement.

Directors: Nancy Kruse
Watch Now:Apple TV
All About Lisa
star
7.02
1296 votes

#17 - All About Lisa

Season 19 - Episode 20 - Aired 5/18/2008

Lisa outshines Krusty as his new assistant and steals the spotlight from him, earning her own TV show. Meanwhile, Homer and Bart spend some quality time together with their new coin collecting hobby.

Writer: John Frink
Watch Now:Apple TV
Papa Don't Leech
star
7.02
1339 votes

#18 - Papa Don't Leech

Season 19 - Episode 16 - Aired 4/13/2008

When Mayor Quimby realizes the city of Springfield has gone broke, Lisa goes through the town's financial records and discovers millions in uncollected city taxes; Marge reluctantly allows a fugitive to stay with the family.

Directors: Chris Clements
Watch Now:Apple TV
I Don't Wanna Know Why the Caged Bird Sings
star
7.00
1406 votes

#19 - I Don't Wanna Know Why the Caged Bird Sings

Season 19 - Episode 4 - Aired 10/14/2007

During a bank robbery, Marge convinces Dwight, the bank robber, to turn himself in with the assurance that she will visit him once in jail. Marge never makes good on her promise and things get interesting when Dwight escapes from jail and comes looking for Marge.

Directors: Bob Anderson
Writer: Dana Gould
Watch Now:Apple TV
Love, Springfieldian Style
star
6.73
1209 votes

#20 - Love, Springfieldian Style

Season 19 - Episode 12 - Aired 2/17/2008

After being stranded in a Tunnel of Love ride at a carnival, Homer, Marge and Bart pass the time by sharing some of the greatest love stories of all time.

Directors: Raymond S. Persi
Writer: Don Payne
Watch Now:Apple TV