The Best Episodes from Season 44 of Saturday Night Live 

Amy Boal
Updated October 30, 2019 1k votes 241 voters 11k views 21 items

List Rules Vote up the overall best episodes, considering the quality of sketches, musical guest, and surprise appearances.

All Saturday Night Live Season 44 episodes, ranked by fans of the long-running NBC sketch comedy series and maybe Ariana Grande too, who knows! Her former guy pal Pete Davidson remains one of the best current SNL cast members, an essential part of the new 2018-19 season. Alongside Kate McKinnon, Colin Jost, Leslie Jones, and the rest of the gang, Saturday Night Live's fourth decade continues to bring the late night laughs.

With musical guests like the controversial Kanye West, BTS's first SNL appearance, and hosts like Adam Sandler (making his 20+ year return to the show), Awkwafina, John Mulaney, Kit Harrington, and Matt Damon, this list of new SNL episodes has all the info on sketches, performances, impressions, and surprise cold open guests. Whether you think the series is past its prime or entering a new era of comedy gold, vote up the top Season 44 SNL episodes below.

And when you're done, vote on the best episodes of SNL Season 45!

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Ep. 14 - John Mulaney / ... is listed (or ranked) 1 on the list The Best Episodes from Season 44 of Saturday Night Live
Photo: Katie McGowan/Will Heath / NBC
Ep. 14 - John Mulaney / Thomas Rhett

Date: March 2, 2019

Who Said "Live from New York": Ben Stiller as Michael Cohen.

Monologue: The time Petunia met Woody Allen, the male and female voices on the New York Subway, and what is up with the new police sirens.

Notable Sketches: What's That Name?, Toilet Death Ejector digital short, Shark Tank: Legal Edition, Chad Horror Movie, meat farmers Vaneta and Wylene Starkie on Weekend Update, Bodega of Love.

Surprise Guests: Bill Hader as Jim Jordan and Vince Blake, Ben Stiller as Michael Cohen.

Thomas Rhett Performed: "Look What God Gave Her" and "Don't Threaten Me with a Good Time"

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Ep. 19 - Adam Sandler / ... is listed (or ranked) 2 on the list The Best Episodes from Season 44 of Saturday Night Live
Photo: NBC
Ep. 19 - Adam Sandler / Shawn Mendes

Date: May 4, 2019

Who Said "Live from New York": Cold open cast

Monologue: Adam got fired song.

Notable Sketches: Avengers / Game of Thrones Family Feud, Clothes Are Holes digital short, Romano Tours, Sandler Family Reunion, Rectix digital short, Opera Man on Weekend Update, Last Call with Adam, Kate, and Kristen, Chris Farley song.

Surprise Guests: Chris Rock as himself, Kristen Wiig as Adam's mom and Melba Letzmantoast, Jimmy Fallon as Adam's dad.

Shawn Mendes Performed: "If I Can't Have You" and "In My Blood"

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Ep. 9 - Matt Damon / Mil... is listed (or ranked) 3 on the list The Best Episodes from Season 44 of Saturday Night Live
Photo:  Will Heath/NBC
Ep. 9 - Matt Damon / Miley Cyrus and Mark Ronson

Date: December 15, 2018 (the Christmas episode)

Who Said "Live from New York": Cold open cast

Monologue: Matt expresses love and gratitude for SNL and memories of his father.

Notable Sketches: The Westminster Daddy Show, Best Christmas Ever digital short, Oscar Host Screen Tests digital short, the ornaments from the back of the tree, "Happy Christmas, Britain" with Teresa May, Weezer fans argue over dinner, Che and Jost give each other jokes to read for Christmas, Jingle Bells at the Carnegie Lounge.

Surprise Guests: Ben Stiller as Michael Cohen, Alec Baldwin as Donald Trump and the boss at the bar, Robert De Niro as Robert Mueller

Miley and Mark Ronson Performed: "Nothing Breaks Like a Heart: and "(Happy Xmas) War Is Over" featuring Sean Ono

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Ep. 1 - Adam Driver / Ka... is listed (or ranked) 4 on the list The Best Episodes from Season 44 of Saturday Night Live
Photo:  Will Heath/NBC
Ep. 1 - Adam Driver / Kanye West

Date: September 29, 2018

Who Said "Live from New York": Matt Damon as Brett Kavanaugh

Monologue: Adam Driver attempts small talk with the cast.

Notable Sketches: William McTavish learns to play Fortnite; Pete Davidson vs. Kyle Mooney digital short; Kate McKinnon's RBG on Weekend Update; Career Day featuring Abraham H. Parnasus

Surprise Guests: Matt Damon as Brett Kavanaugh, Rachel Dratch as Amy Klobuchar

Kanye Performed: "I Love It" (dressed as a Perrier bottle and accompanied by Lil Pump, dressed as a Fiji water bottle), an unreleased track featuring Teyana Taylor, and "Ghost Town" featuring Kid Cudi; he ended the final performance with a pro-Trump monologue that didn't make it to air but was recorded by audiences members and posted on social media.

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