25 Most Popular Jennifer Aniston Outfits & Looks

Are you looking for the best Jennifer Aniston outfits? Then, grab a coffee and take this journey with us as we give you exactly what you need—some Jennifer Aniston style inspiration!

Rachel Green has influenced our fashion choices over the decades. Her style is as relevant today as it was in the 90s. And that, people, is the beauty of the Jennifer Aniston clothing style. Jen has been a style icon for decades. Her on-screen style has undoubtedly been an inspiration. But her off-screen fashion choices have also garnered equal amounts of attention. Aniston has influenced the fashion circuit with her chic and sophisticated style that effortlessly transforms from casual to red-carpet ready. Below are some of the best Jennifer Aniston outfits. Coming up with just 25 of these was difficult but we did it!

25 Best Jennifer Aniston Outfits

1. Jennifer Aniston Outfits And Style

Jennifer Aniston has figured out the tricks to fashion and she nails an effortlessly chic look every time she steps out. From casual wear to the red carpet, her style is simple and comfortable yet tasteful. Jennifer knows what works for her and she works with it. She loves to work around a neutral palette. The classic combination of black and white can never go wrong and Aniston has proven it time and again. She is often seen in black jackets and white blouses. She also likes to switch from sneakers to stilettos.

2. Comfortable Fashion

The Jennifer Aniston Style takes both fashion and comfort into consideration. Just because you want to look stylish doesn’t mean you have to compromise on comfort. Here she looks chic and comfy in a pair of sweats and white sneakers. A plain white tee is a must and holds a special place in Jennifer’s wardrobe as well. It is a classic piece, never goes out of style and you can work it with everything from your denim to skirts to sweats. Just like Jen does.

3. Boot Cut Denims

Boot cut jeans are a favorite of Jennifer and when she loves something she is not afraid of repeating it. This is why many of the best Jennifer Aniston outfits include this pair of beauty. It is a classic piece of clothing that makes an effortless fashion statement. We also love this touch of satin in the Jennifer Aniston casual style.

4. Love For Denim

We told you about her love for a pair of boot cut jeans. But that is not where her love for denim ends. Jennifer also likes to throw on a denim jacket to complete her look. And on some occasions, she likes to go with a full denim look by pairing these two pieces together. She completes the look with a cute brown belt and brown booties. When you have the signature Jennifer Aniston layered hair, do you even need any other accessories?

5. Jennifer Aniston Looks On The Red Carpet

Jennifer Aniston outfits on the red carpet have ranged from gowns and skirts to pantsuits and jumpers. Jennifer loves going short on the hemline to show off her beautiful legs. Here she looks absolutely gorgeous at the Los Angeles premiere of The Switch. She chose a black and nude strapless look that gives off minimalist vibes and yet stuns the lookers.

6. Jennifer Aniston Casual Style

The Jennifer Aniston jeans collection goes beyond the straight and boot cuts. She has also been seen rocking the latest trends with a pair of distressed jeans. She likes to fold her jeans from the bottom just above her ankle. It creates an elongating effect and looks uber chic. A scarf is a staple accessory of the winter and Jennifer sure knows how to make a statement even with a plain grey one.

7. Formal Fit

Jennifer Aniston clothing style is simple and effortless. Jennifer has mastered the art of styling. She uses a few choice tips and tricks. She knows what size and fit suit her well. She is a big fan of whites, blacks, and greys. This is why her fashion game is always on point. She looks fashionable without being a slave to the latest trends. And that is iconic. Here she combines two classic pieces, a sleeveless white button-down blouse, and a dark grey skirt, to create an effortless glam look. This is easily one of the best Jennifer Aniston outfits.

8. Comfy Day Out

For a comfy day out Jennifer chose this beautiful breezy dress paired with a comfy pair of slippers. This casual feminine chic look comes with a pop of colour making it a welcome switch from the signature all-black Jennifer Aniston looks.

9. Little Black Dresses

If there is anything that you can learn from the Jennifer Aniston clothing style it is that in LBDs we trust. These little black dresses are a staple to the Jennifer Aniston capsule wardrobe. From weddings to formal events, interviews to red carpet appearances, a little black dress is a no-fail fashionable option. It is Jennifer Aniston’s signature red carpet look for a reason. She has rocked a variety of LBDs over the years on the red carpet. Be it sequins or frills or even one in leather, Jennifer has done it all.

10. Red On The Red Carpet

Celebrities often don’t wear red while walking the red carpet. But a few dared to bring this change. And of course, Jennifer Aniston was one of these few celebrities. She wore this beautiful custom Dior Gown to the 2013 Academy Awards. This was a timeless look that will always be remembered in the history of fashion as one of the best Jennifer Aniston outfits.

11. Chic And Stylish

No one can beat the effortless glam that is found in the Jennifer Aniston style. This woman can look stunning even while walking her dog. Here she is seen wearing a printed dress with puffy sleeves paired with nude stilettos and her trusted pair of sunglasses. She looks chic and stylish even when she has kept things simple. This is the power of Jennifer Aniston’s fashion game.

12. Cargo Pants Comfort

As much as we love Jennifer in dresses, we always wait for some of the Jennifer Aniston jeans looks. Jeans are everyone’s favorite and you will find that Jen has quite a fondness for them. But she likes to go beyond the usual white, black, and grey route and often opts for a change of style and colour. She loves a basic pair of cargo pants in olive green. This is a piece of clothing that goes with almost all other neutral shades of the Jennifer Aniston outfits.

13. Leather Pants And Long Jackets

Going all black is the signature style of Aniston. And a good old pair of leather pants is something that forms a vital part of the Jennifer Aniston capsule wardrobe. It adds an edge to the whole look and Aniston can carry it well. This is one of our favorite Jennifer Aniston looks where she rocks this edgy and chic vibe with a long black coat, leather pants, and wine oxfords.

14. Short White Dresses

Here is yet another one of the best Jennifer Aniston outfits that we immediately fell in love with. This minimalistic white dress is elegant and flatters Jennifer’s frame.

15. Indigo Mood

Look how cool is this cute indigo look from Jennifer Aniston. She pairs her tie and die dress with a denim jacket. The similar shades of blue compliment each other well. It is a look perfect for a day off in summer. Jennifer Aniston style makes use of simple yet effective accessories like a pair of sunglasses and a simple necklace.

16. Classic Jennifer Aniston Outfits

We are as much a fan of classic pieces as Aniston. If there is one thing that she loves more than her signature black looks is a classic button-down paired with the trademark Jennifer Aniston jeans. Here, she was seen wearing a crisp white button-down shirt with boot cut jeans and wedges. This is a timeless and no-fail fashion choice taken from the Jennifer Aniston casual style lessons.

17. Jen’s Red Carpet Style

Jennifer Aniston style is chic and glamourous. Sometimes she switches the game and goes bold and sultry like with this glamourous black sequined dress she wore at the 2017 Vanity Fair Oscar Party. This Atelier Versace dress was a perfect pair up for the night. It served major glam and is notable one of the best Jennifer Aniston outfits.

18. Hats Are The Best

Nothing says chic more than a black bell sleeves jacket and a wide-brimmed hat. And that is why this is one of our favorite Jennifer Aniston outfits. Jennifer has quite a vast hat collection. She has everything from a Panama to a Derby to a wide-brimmed hat such as the one she is wearing here. It can serve her dual purposes: protection from the sun as well as the paparazzi.

19. Airport Fashion

If you thought her casual and red carpet style is worth talking about, think again. Jennifer Aniston outfits at the airport are a class of their own. They are simple effortless chic just like the usual Jennifer Aniston style. But they also bear a comfortable level that is demanded by travel via air. A plain white tee with jeans and a cozy jacket is a great outfit. Aniston completed the look with her trusty wedges and aviators. She also threw over a scarf, a staple for travelling.

20. Motorcycle Jacket And Scarves

We have seen a variety of the Jennifer Aniston clothing style. From her red carpet dresses to daily fashion, Jennifer has never disappointed us with her stylish choices over the years. She looks one hell of a beauty in whatever she chooses to wear. But we have a particular favorite and Jennifer does too. This would be her motorcycle jacket. This classic leather jacket is edgy and has a subtle sex appeal to it. It gives off badass vibes that Aniston carries of pretty well.

21. Vacation Vibes

Nothing gives cool vacation vibes more than this navy blue short breezy dress paired with a Panama hat. If you haven’t noticed, hats are another staple item of the Jennifer Aniston casual style. She has quite a collection and she loves wearing them.

22. Good Old Button-Downs

Button downs are another trustworthy part of Jennifer Aniston looks. Wearing a button-down is a good option when you don’t want something too casual like a plain t-shirt. From her outings to red carpet appearances, many Jennifer Aniston outfits involve a button-down shirt. Here she is wearing a classic white shirt with her favorite pair of jeans and knee-high boots.

23. Floral Prints

All of the Jennifer Aniston red carpet dresses deserve an appreciation post of their own. Jen wore this beautiful Giambattista Valli outfit to the LA premiere of her critically acclaimed film, Cake. The minimal floral prints popped out in a contrast with white. Jennifer kept the look minimalistic chic by going easy on the accessories and tying her hair in a chic updo.

24. Head To Toe Black

You will find many head to toe black Jennifer Aniston outfits. This is her signature style. From casual daywear to date night or formal events to red carpet appearances, Jennifer loves to don a completely black look. She plays with different pieces and often goes with a trustworthy structured blazer. It is a classic and timeless piece that might look simple but is stylish. It can be paired with pants as well as dresses. It lets us have some polished and sophisticated Jennifer Aniston looks.

25. Dazzling In White

Jennifer Aniston red carpet dresses are a thing of beauty. She switched things up for the AFI Life Achievement Awards 2012 and gave up her signature LBDs for this beautiful white Burberry gown. This floor-length dress with sexy back cut-outs is one of the best Jennifer Aniston outfits on the red carpet. It is effortlessly chic and elegant. Jennifer completed the look with an oversized Valentino clutch in ivory.

When we are talking about the best Jennifer Aniston outfits, it would be a crime to not mention the iconic Rachel Green wardrobe. So here is an honorable mention to some of her most amazing looks from when she starred on the fan famous 90s sitcom, Friends.

26. Rachel Green Special

Jennifer Aniston played the iconic character Rachel Green and gave us an equally iconic wardrobe. Rachel Green was undoubtedly a fashion icon in the 90s but her style keeps on influencing the fashion of today, even after all these decades. From jeans and dungarees to plaid skirts and spaghetti dresses, there is just so much that we love from this Jennifer Aniston capsule wardrobe. You will find many accounts dedicated to these Jennifer Aniston outfits on Pinterest and Instagram. Even other celebrities cannot help themselves from recreating some of these looks.