14 Friends Episodes That Best Show Monica and Chandler Relationship

If there’s one iconic TV series that captured the attention and massively influenced people’s lives, it’s “Friends.” You get to meet and relate with Ross and Rachel’s long and messy love story, Joey’s love for pizza, Phoebe’s quirks, Monica’s OCD, and Chandler’s sarcastic humor. But one of the unexpected but incredible additions to the plot is Monica and Chandler’s relationship. And here are 14 Friends episodes that best show it.  

1. The One With the Birth

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Season/Episode: Season 1, Episode 23

Episode Aired: May 11, 1995 

In this episode, Carol goes into labor and Monica feels envious of the women with babies. She’s wondering how they can have it easy when she can’t even have a steady relationship. Chandler told her that when they’re 40 and still single, they can just be together. This took a hilariously dark turn when Monica asked why he thinks she’d still be single at 40.

This is one of the episodes that show Monica and Chandler’s solid friendship before they became a couple.

2. The One With Phoebe’s Husband

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Season/Episode: Season 2, Episode 4

Episode Aired: October 12, 1995 

In this episode, it was revealed that Chandler and Monica have secrets about each other that the others in the gang don’t know. They were just funny secrets about a third nipple and underwear hanging on the wire but still, you wouldn’t expect them to be able to keep these secrets about each other for a long time. And yes, without even Chandler telling Joey! 

3. The One at the Beach

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Season/Episode: Season 3, Episode 25

Episode Aired: May 15, 1997

This episode features several little snippets where Chandler keeps on trying to convince Monica that he could be a good boyfriend material for her. On the other end, Monica keeps saying that she just can’t see it, especially with his weird voice. The scenes were so hilarious you couldn’t have expected them to end up with each other after the series. 

4. The One With Joey’s New Girlfriend

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Season/Episode: Season 4, Episode 5

Episode Aired: October 30, 1997

“The One with Joey’s New Girlfriend” features Joey introducing her new girlfriend, Kathy, whom Chandler asked out at the start of the episode. That night, Chandler admits that he likes Kathy and can’t sleep in the same apartment as the two. He goes to Monica’s apartment to stay there, and she welcomes him with open arms.

5. The One Where Phoebe Hates PBS

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Season/Episode: Season 5, Episode 4

Episode Aired: October 18, 1998

In this episode, Rachel accidentally reveals that Monica told her how her secret boyfriend (Chandler) is the best in the sack. Throughout the whole episode, you will see Chandler gloating all about it, especially considering how he’s often described as an awkward lover. This only goes to show how compatible they are with each other, even when it comes to intimacy. Maybe Monica just brings out the best in him. 

6. The One With Ross’s Sandwich

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Season/Episode: Season 5, Episode 9

Episode Aired: December 10, 1998

Monica and Chandler continue to keep their relationship a secret, with Joey covering their every track. With all the proofs of intimacy, Joey takes the blame for everything but reaches a breaking point at the end. After he had enough, he claimed Monica as his crazy stalker. With Monica’s high-strung personality, it was surprising how she settled on being labeled negatively just to keep their affair private and have more time for themselves. 

7. The One With Rachel’s Inadvertent Kiss

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Season/Episode: Season 5, Episode 17

Episode Aired: March 18, 1999

This is the episode where Monica panics over her relationship with Chandler and fears they are getting boring after comparing their relationship with Phoebe and her new boyfriend, Gary. While Chandler is prone to freaking out in the relationship, he acts maturely and comforts Monica. He told her that he’s actually excited about their progress in the relationship and looks forward to what’s in store for them in the future. 

8. The One With the Joke

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Season/Episode: Season 6, Episode 12

Episode Aired: January 13, 2000

“The One With the Joke” is the episode where Monica gets annoyed at Phoebe and Rachel for calling her high-maintenance. Asking for Chandler’s support, she created a speech she wanted him to tell Phoebe and Rachel just to prove that she’s not. In the end, he tells Monica that while she might be high-maintenance, it’s okay because Chandler likes that he gets to “maintain her.” 

9. The One With All the Candy

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Season/Episode: Season 7, Episode 9

Episode Aired: December 7, 2000

This episode features Monica creating candies to give away to neighbors for free to get to know them. When the neighbors became too abusive, Chandler ran the mob off and comforted Monica afterward. 

It’s fascinating to see a more assertive Chandler who can tell people off when it comes to Monica. The entire scene felt like they were already a married couple supporting each other. 

10. The One Where They’re Up All Night

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Season/Episode: Season 7, Episode 12

Episode Aired: January 11, 2001

This episode shows the couple having a sleepless night. With Monica already half asleep, Chandler just keeps on talking about movies with Monica kicking his shin. In the end, they do their best to keep the other awake. They know each other’s weaknesses and use that to their advantage to keep the other awake throughout the episode. 

11. The One With Chandler’s Dad

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Season/Episode: Season 7, Episode 22

Episode Aired: May 10, 2001

Chandler has a weird family, with his mom being a popular R-18 novelist and his estranged dad being gay with his own burlesque show in Vegas. Monica encourages Chandler to talk to his dad to ask him to be at their wedding. With Monica’s support, though, he was able to face his childhood trauma and reconcile with his dad. 

12. The One Where Joey Tells Rachel

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Season/Episode: Season 8, Episode 16

Episode Aired: February 28, 2002

In this episode, Phoebe introduces Monica to the guy she believes is Monica’s soulmate. Chandler was left worried, thinking that she would leave him for Don, the perfect English guy for her. In the end, Monica assures Chandler that she doesn’t believe in soulmates and that she’s proud that the relationship they have is a product of their hard work. 

13. The One With the Donor

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Season/Episode: Season 9, Episode 22

Episode Aired: May 8, 2003

With Monica and Chandler being incapable of having a baby together, they started to consider other alternatives to get pregnant. Chandler tells Monica to look for another man who can get her pregnant. Monica, on the other hand, doesn’t want anyone’s child but Chandlers. This episode shows how selfless they are and willing to sacrifice just to have the family they want.  

14. The One With the Birth Mother

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Image Credit: NBCUniversal, Inc./IMDb

Season/Episode: Season 10, Episode 9

Episode Aired: January 8, 2004

When Monica and Chandler traveled to Ohio to meet Erica, the young pregnant woman who’s considering them to adopt her child, they discovered that there was a mistake in the files. They admitted to Erica about the mistake. While she is at first mad and doubtful, Chandler talks to her about Monica and how she’s the perfect mother for her child. His speech was sweet and touching, and he was able to convince Erica to choose them. 

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