The 25 Funniest Episodes Of The Office

The funniest The Office episodes are a good glimpse at what fans love so much about this show. The American remake of The Office is not only one of the most beloved television comedies of all time, but it’s also one of the most rewatchable. Even after binging all nine seasons of the show, fans can turn around and start again from the beginning. And while the show certainly knows how to pull at the heartstrings and can bring a tear to the eye, it’s the laughs fans keep coming back for, as seen in the funniest The Office episodes.

There are the holiday celebrations that inevitably go array, the new distractions Michael finds and thrusts upon everyone, and even a few memorable adventures outside of Dunder Mifflin itself. These standout The Office episodes deliver the funniest moments and most quotable lines from the workplace sitcom. So, while there are some episodes fans hold dear because of how special they are, others are remembered for simply being the funniest episodes of The Office.

Christmas Party

Season 2, Episode 10

There have been some terrific Christmas episodes of The Office, but the very first one remains a hard one to top. With a year of layoffs and cutbacks, Michael wants to ensure this year’s holiday festivities are a special one, despite the fact that corporate won’t let them have alcohol. Of course, Michael proves to be a big part of turning the party into a disaster as he changes the simple Secret Santa gift exchange into a tense game of Yankee Swap.

The episode is a lot of yuletide fun mixed with the show’s talent for wringing laughs out of increasingly uncomfortable scenarios. It all builds to a fun conclusion where Michael decides to win everyone back with booze. The episode was nominated for an Emmy for writing and remains a favorite to revisit around the holiday season.

Gossip

Season 6, Episode 1

Any office space is subject to a good deal of gossip but it is bound to be much worse when Michael Scott becomes involved. The episode finds Michael feeling left out of all the latest news in the Scranton office so goes on the search for the hottest piece of gossip he can find. When he accidentally reveals that Stanley is having an affair, he tries to spread misinformation to cover it up.

There are a lot of hilarious moments coming from Michael’s endless rumors he begins spreading about everyone in the office, especially with Andy starting to question things when a rumor starts that he is gay. It is another wonderful mess made by Michael with a laugh-out-loud conclusion. Showrunner Michael Schur was nominated for an Emmy for writing the episode.

Phyllis’ Wedding

Season 2, Episode 10
Wedding episodes on The Office have been a lot of fun and while “Phyllis’s Wedding” might not be the most memorable out of all of them, it does perhaps pack the most laughs. The hilarity begins with Michael being chosen to help out in the ceremony, letting the job go to his head, and then proceeding to act like a child when it is a less showy role than he expected. It can be hard to watch Michael act so immature, but it is undeniably funny. There is also a funny subplot with Pam gradually realizing that Phyllis just copied the plans for her abandoned wedding to Roy.

Diversity Day

Season 1, Episode 2

The first season of the show took a little while to get going. It was still struggling to move out of the shadow of the British version and the characters were not yet fully realized. However, the second episode showed just how much potential the show had. The concept of Michael Scott doing diversity sensitivity training is just the perfect setup. It showcased the hilarious ignorance of Michael as well as the cringe-worthy comedy the show did so well. It would be painful to watch if it wasn’t so funny, though the controversial and offensive nature of the episode holds it back.

The Coup

Season 3, Episode 3

Dwight has always been Michael’s most loyal employee, but he is also the most ambitious employee in the office which makes for an interesting conflict in “The Coup.” After Dwight goes behind Michael’s back to try to get the manager job, but when Michael finds out about it, he plans a complicated scheme for revenge.

There are so many hilarious moments in the episode as Dwight and Michael both treat this power play as a much bigger deal than it actually is. From Dwight’s strange meeting with Jan to Michael inspecting Dwight’s claim about a dentist appointment to the truth finally being revealed, it is a great episode to put these two memorable characters against each other.

Goodbye, Toby

Season 4, Episode 14

Michael’s hatred for Toby on The Office is one of the show’s most popular running gags so there were a lot of expectations for how the show would handle Toby’s farewell party. The episode also serves as the introduction of Holly Flax making for some adorable fun as she and Michael prove to be an expectedly good match. It is a jam-packed episode with a surprise proposal, a shocking return from Jan, and a cliffhanger reveal, but most of the laughs come from Michael finally seeing his enemy leave, including a hilarious exit interview.

Threat Level Midnight

Season 7, Episode 17

One of the funniest The Office episodes feels like a special treat to fans as an intriguing gag from long ago gets a wonderful payoff. Years after finding a script for Michael Scott’s spy movie Threat Level Midnight, the employees of Dunder Mifflin gather to see the finished product. The episode is a wonderful glimpse inside Michael’s delusional mind as he actually thought this ridiculous movie would turn out to be good. It is also a lot of fun to see the various ways the cast is used in the film, including some fun cameos from former cast members.