The Best of Chandler Bing Outfits from FRIENDS
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The Best of Chandler Bing Outfits from FRIENDS

The Best of Chandler Bing Outfits from FRIENDS

The undisputed master of sarcasm from the hit T.V. show Friends, Matthew Perry, a.k.a. Chandler Bing, was also known to rock some of the coolest fits on the show. Apart from his witty comebacks and charming smile, Chandler also boasted an entire wardrobe of trendy outfits that were simple and minimal. The confidence and prowess in his styling compensated for the character’s social awkwardness. 

The entire Friends cast is known for their unique and savvy looks, especially Rachel Green. But Chandler’s outfits are quite underrated. From his famous checked overshirts to plain sweatshirts with earthy hues, Chandler continued to rock the fashion world of the 90s and inspires brands and fashion enthusiasts to this day. Let us take a trip down memory lane and have a closer look at some of the Chandler Bing outfits from Friends.

1. Plain Tee over a Sweatshirt

Plain Tee over a Sweatshirt in Chandler Bing Outfits
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How comfortably and often did Chandler rock this loose-fitted combination of a short tee over a long tee in the famous sitcom? Perfect for the chilly New York weather, the long, exposed sleeves were a fashion statement in themselves in the early seasons.

We have only two words in mind—comfort and dapper; every time we look at this particular Chandler outfit. Paired with dad sneakers and a backward cap, Chandler made this unorthodox combination look quite cool every time!

2. Buttoned Sweater Vest

Buttoned Sweater Vest in Chandler Bing Outfits
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Chandler had a way of making ordinary business-casual outfits eventful with an extra layering of clothing over it. It could be a vest, a wide tie, or a jacket that elevated any simple piece of clothing. This buttoned vest sweater is from the hilarious scene in season 5, where Chandler confesses his love for Monica.

The olive-colored sweater with matching dark pants looks sober and simple. The bold spread collars of the shirt complement his overall look. This is a must-try look for anyone looking to add that vintage touch to their outfits.

3. Oversized Polo

Oversized Polo in Chandler Bing Outfits
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Chandler needs to get more credit for some of his really mature and thoughtful outfits. This one with a striped polo shirt is the first appearance of Chandler Bing in the series, and he did it with some style! 

The color-blocking pattern on the shirt was also way ahead of its time. Chandler paired it with denim jeans and cool sneakers to complete the look. The dropped-down shoulders on the shirt resemble the current trends of oversized t-shirts. If you love wearing baggy and oversized clothes, then you should try out the Polo shirt.

4. Flannel Shirts

Flannel Shirts in Chandler Bing Outfits
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Flannel Shirts are the ultimate addition to your Fall wardrobe, and Chandler knew it way back before any of us. The first instance of Chandler rocking a Flannel was in Season 1, Episode 6, where he looks like he has come straight out from a modern-day fashion show ramp. The Flannel fashion was a big hit in the ’90s, and this buttoned-down shirt is a great example.

You can style your Flannel shirt with dark denim jeans and casual sneakers. Vans sneakers would look amazing. Pair it with a plain gray or black tee like Chandler, or opt for a basic cotton flannel shirt.

5. The Miami Vice Outfit

The Miami Vice Outfit
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Honoring the iconic ‘80s show Miami Vice, Friends did a tribute episode in season 5. Ross (portrayed by David Schwimmer) and Chandler took their fashion game to the next level with chic suits and bold colors. 

Although Chandler is not the one to style suits with t-shirts, in this episode, he rocked this look as well. A brown leather belt further complemented the look. The white and red combination is enough to make a statement that is forever etched in the minds of Friends lovers.

6. The Famous Graphic Tee

The Famous Graphic Tee

Graphic Tees were an emerging trend in the ‘90s, and Chandler doesn’t seem to have missed out. Along with his middle-part hairstyle in this episode, the tee also made a lot of buzz around the internet. This beige-colored top is simple enough to wear daily yet emits a cool, casual appearance that keeps us talking all the way along. 

The funky tee, along with dark sweatpants, is a simple, no-nonsense look that matches the personality of Chandler. The vintage prints on the tee give it a Gen Z vibe, and the entire outfit goes well with a pair of sneakers.

7. The Football Outfit

The Football Outfit
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This episode of Friends is among the favorite episodes of all time for many fans. Chandler was never always the suits and shirts guy. He sported boyish and casual outfits on many occasions.

In this iconic scene from Season 1, Chandler can be seen wearing a plain crewneck t-shirt over a plain tee with dark sweatpants. The outfit allows him to be light on his feet and play comfortably. The white trainers and backward cap give him a straight-out-of-college look, which still seems to be in fashion.


Chandler was certainly amongst the most fashion-forward of all male characters in Friends. There might be other characters who were more popular for their Friends outfits, but Chandler’s outfits are unique and easy to incorporate even today. His style was a blend of effortless fashion with practicality and modernity. He loved to wear oversized clothes, which is evident from his choice of t-shirts, blazers, and jackets. 

There are endless ways one can take inspiration from Chandler’s style and design their outfits. Even if the person who made our childhood memorable with his loving and hilarious personality is no longer with us, his character will forever remain in our hearts.


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