Summary

• The funniest The Office episodes showcase what fans love about the show - the laughs, heartwarming moments, and memorable characters.
• Holiday celebrations, love triangles, and workplace adventures make for the funniest The Office episodes that fans keep coming back to.
• From Michael's antics to Jim and Dwight's pranks, each episode brings a unique blend of humor and cringe-worthy moments, creating a beloved series.

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 one of the most beloved television comedies of all time and 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 ed for simply being the funniest episodes of The Office.

30 "The Duel"

Episode 5, Episode 11

There are some dysfunctional romances in The Office, but one of the most problematic is the love triangle that emerged between Andy, Angela, and Dwight. The truth about Angela’s affair with Dwight comes out in season 5 when Phyllis reveals it to the office, but Andy is still left in the dark until the hilariously tense episode, “The Duel.” As with a number of memorable The Office episodes, it all begins with Michael Scott learning a secret and not being able to hold it in.

After Michael tells Andy the truth, the two suitors decide to have a duel with Angela agreeing that she will stay with whoever the winner is. The episode has some hilarious moments of the over-the-top soap opera relationship that is unfolding as well as the wild moment of Andy slowly running Dwight over with his hybrid car. The episode brings together some of the most eccentric characters in the series to square off, while there is also a charming subplot about David Wallace summoning Michael to a meeting to figure out what makes him such a good manager.

29 "The Lover"

Season 6, Episode 7

With the charm and chaos of Jim and Pam’s wedding in season 6, it is easy to overlook the fact that the event also delivered a shocking reveal. It was discovered at the end of the wedding episode that Michael was hooking up with Pam’s divorced mother. However, it turns out it was not a one-time thing. The episode “The Lover” is another hilarious look at the drama that unfolds when a romance like this becomes public knowledge in the office.

The funniest scene in the episode is when Michael reveals the identity of his new girlfriend to Jim in the break room, with Jim’s hilarious reaction to realizing this is not a joke. Of course, the real sparks fly when Pam finds out about the typically soft-spoken character getting a chance to shine as she unloads her rage on Michael, something that isn't often seen,making it even funnier.

28 "The Secret"

Season 2, Episode 13

The relationship between Jim and Pam made for some of the best moments in the series, but “The Secret” is one of the most underrated looks at the early days of this storyline. The episode comes in the wake of Jim telling Michael that he has a crush on Pam in a moment of weakness and Michael subsequently makes Jim deeply regret that choice.

The episode is the perfect example of how The Office can create awkward tension while still being hilarious, as Michael’s excitement over sharing this secret with Jim makes him even more likely to reveal it to everyone. There are some sweet moments of Jim dealing with his feelings for Pam, but much of the humor comes from how desperate Michael is to form a friendship with Jim. Taking Jim to Hooters to cheer him up is a particularly memorable scene.

27 "The Alliance"

Season 1, Episode 4

Jim and Dwight’s combative relationship in the early episodes was a big part of how the show found its footing. Even the best sitcoms of all time can take a while to come together, but “The Alliance” is one of the best early installments that really connected with audiences. The title of the episode refers to Jim agreeing to a secret alliance with Dwight in order to protect themselves from possible layoffs. Of course, this only creates the perfect opportunity for Jim to mess with Dwight.

From convincing Dwight to seal himself in a box in the warehouse to dying his hair blonde, it is an episode that makes the most out of the dynamic between Jim as the prankster and Dwight as his gullible target. Dwight also shines with his overly serious take on office politics. Michael also gets a great subplot as he attempts to raise the morale of the office by organizing a birthday party for Meredith despite it not being her birthday.

26 "Drug Testing"

Season 2, Episode 20

The relationship between Michael and Dwight is another winning dynamic in the series and the episode “Drug Testing” is one that shows the hilarious extremes their friendship can go to. The episode begins with Dwight finding a t in the office parking lot which puts him into full-blown sheriff mode as he makes it his mission to find the drug in the office.

There is a hilarious series of interviews Dwight conducts with the people in the office, including Jim convincing Dwight he is the drug and Dwight being unable to pick up on the fact that Creed knows a lot about drugs. However, the funniest aspect of the episode is the revelation that Michael smoked pot and the tricky situation that puts Dwight in as Michael's right-hand man as well as a self-appointed lawman.

25 "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 special for everyone in the office, even though 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 was nominated for an Emmy for writing and remains a favorite to revisit around the holiday season.

The episode is full 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.

24 "Gossip"

Season 6, Episode 1

Any office space is subject to a good deal of gossip, but it is bound to get much worse when Michael Scott becomes involved. The episode finds Michael feeling left out of all the latest news in the Scranton office, so he searches for the hottest 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. As the chaos unfolds, Andy's increasingly frantic attempts to dispel the rumors about his sexuality add another layer of humor to Michael's gossip-fueled escapades. It is another beautiful mess made by Michael with a laugh-out-loud conclusion. Showrunner Michael Schur was nominated for an Emmy for writing the episode.

23 "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 of all of them, it may pack the most laughs. The hilarity begins with Michael being chosen to help in the ceremony, letting the job go to his head, and then acting 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. As Michael desperately seeks attention, he hijacks the microphone during the ceremony, delivering a cringeworthy toast that becomes painfully long and awkward. Meanwhile, Dwight's relentless quest to catch wedding crashers adds another layer of comedic chaos to the event. The episode culminates in classic Office style when Michael is ultimately kicked out of the reception, marking another memorable mishap in his series of social faux pas.

22 "Diversity Day"

Season 1, Episode 2

The first season of The Office 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 Michael's hilarious ignorance and the cringe-worthy comedy the show did so well. It would be painful to watch if it wasn’t so funny.

Michael's misguided attempts to imitate different accents under the guise of being "educational" highlight his character's absurd lack of self-awareness and sensitivity. The discomfort is palpable among the Dunder Mifflin staff as they are forced to participate in Michael's offensive version of a diversity training exercise, leading to a series of awkward yet humorous interactions. Kelly's reaction to Michael's impersonation, resulting in a swift slap, is a comedic climax that perfectly encapsulates the episode's blend of humor and tension.

21 "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." 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, "The Coup" is a great episode to put these two memorable characters against each other. Angela's covert of Dwight's ambitions, which reflects her own complex relationship with power and secrecy in the office, further complicates the dynamics and adds to the comedic tension. The episode's humor peaks during a painfully awkward yet hilarious scene where Michael pretends to fire Dwight, only to reveal it as a bizarre punishment and loyalty test.