A momentous occasion is almost upon us. Twenty years after The Devil Wears Prada first graced our screens, a sequel is on the way to update us on how Andy, Miranda, Emily, and Nigel are navigating today’s fashion world.

As a disciple of the original film, I’m both overly excited and nervous for the follow-up. A lot has changed in the fashion industry, with social media and influencers guiding trends just as much as editors, and print publications dwindling by the day. How will The Devil Wears Prada 2 reckon with this dramatically altered industry twenty years after we first entered the Runway offices? Hopefully, with the same wit and charm as the first film, but all will be revealed when the movie comes to theaters on May 1.

Until then, I’ve been gearing up for the sequel by visiting the pop-up on Hollywood & Vine and grabbing my own copy of the latest issue of Runway, donning my best cerulean blue, and rewatching the original for the 1000th time. On my latest rewatch, I was thinking a lot about Andy’s fashion evolution and how the outfits throughout the movie function. Obviously, in a film about the fashion industry, clothes, hair, and makeup play an integral role, but I was struck by how Andy’s pre-makeover outfits in particular hold up in 2026.

They aren’t great when compared against Chanel boots and couture, but they aren’t all horrible, either. Some of them are close to working but in a color that doesn’t flatter Anne Hathaway’s features, or with a frumpy fit. Hell, the famous cerulean blue outfit could pass for a Miu Miu runway look with the right small tweaks. Meanwhile, some of the post-makeover fashionable outfits feel a bit dated at this point, which makes sense, given they were trendy for their time. As with all trends, they eventually fade.

So how do all these outfits hold up twenty years on? And are there pre-makeover looks of Andy’s that get a bad rap just because of where they fall in the film’s runtime? I challenged myself to rank and review every one of Andy’s outfits in The Devil Wears Prada to answer these very questions. The results may surprise you, but here is how I would rank all of Andy’s looks:

33) The Interview Outfit

The bad news: the first outfit we see Andrea “Andy” Sachs don in 2006’s The Devil Wears Prada is her worst of the film. The good news: things can only go up from here! Obviously, that is the point, but I still feel like a post-grad aspiring writer would dress up a little more for an interview, even if she didn’t know she would be appearing before the Miranda Priestly when she got dressed.

32) Post-Work Lounge Outfit

Is a Northwestern hoodie really better than her interview look? Maybe, maybe not, but the way in which she angrily throws on her sweatshirt and headband as she contemplates a grilled cheese with $8 of Jarlsberg has stuck with me for the past 20 years.

31) Running Errands With The Dogs

A quick glimpse of an outfit that’s mostly memorable for the absurdity of the errands she’s running. A lot of Andy’s pre-makeover clothes are purposefully frumpy and unflattering against her hair and skin tone, like this dowdy camel coat. The no-nonsense ponytail and minimal makeup do not help matters.

30) The Cerulean Sweater

The sweater that led to one of cinema’s greatest monologues…this outfit is meant to be bad, and yet, that cerulean sweater has become the lasting symbol of The Devil Wears Prada. Meryl Streep wore it on a talk show, Old Navy is selling a branded version of it, and cerulean was even the code name for the sequel while in production!

I talked more about the fascinating legacy of the cerulean sweater here, but its long-lasting importance cements the very ideas Miranda was getting at with her monologue; that this sweater, while frumpy, was not too far removed from the trends established by designers, just reiterated and regurgitated until it was a drab sweater. We’ve, in turn, taken the drab sweater and transformed it back into a fashion moment, participating in the cyclical nature of fashion as a collective.

29) First Day Of Work Coat

When accessorized, her first day ‘fit is definitely better. I like the clash of prints with the mix of argyle skirt, polka dot scarf, and fairisle knit gloves, and things are tonally cohesive enough that I truly believe Andy was trying when she put together this ensemble before starting at Runway, but it could be improved. The stiletto pumps that Nigel provides do improve the overall look, though I know she had blisters for days wearing those while running errands around Manhattan.

28) Handbag Montage Outfits

These are a series of blink-and-you’ll-miss-them shots from Miranda’s coats and purses montage, with us getting just a second or two of various knitwear and shirt combos. They’re mostly inoffensive, but appear for such a short time that I cannot say any of them are memorable.

27) She Hates Me, Nigel

Again with the washed-out colors. They intentionally make the stunning Anne Hathaway splotchy and washed out pre-makeover, and with this being her final outfit before her fashionable fairy godmother lends a hand, it had to be the splotchiest and the most-washed-out of them all. However, there’s a 90s simplicity to this look that, with a few tweaks, feels like it could be something CBK would have worn at Calvin Klein.

26) Waking Up For Work

You can’t get more basic than a gray long-sleeve tee, but as far as sleepwear goes, it could have been so much worse!

25) Paris Fashion Show

Another brief glimpse of an outfit that I find completely unmemorable. And look, I’m the queen of wearing my sunglasses atop my head like Andy is here, but that’s when I’m browsing clothes at Nordstrom or picking up groceries, not sitting at Paris Couture Week!!! Put the shades away, girl!

24) Dinner With Dad

There is nothing pre-makeover Andy loves more than a good sweater, but this one she wears for dinner and a show with her Dad is one of the better ones. The orchid color is pretty on her, and I like her braid.

23) Backstage Talking To Christian

Another backstage moment at Paris Fashion Week where I can’t even quite tell what’s happening with this outfit. It kind of looks like an embellished western jacket? Could it be Chanel tweed? I’m not sure, but it’s boring.

22) “Get Me Demarchelier” Button-Down

I’m a sucker for a menswear moment, and this striped button-down is definitely on the better end of Andy’s early outfits. Also, I like that they paired this shirt, which almost looks slightly pajama-like, with the scene where she’s staying way late at the office. It works well for the scene.

21) Telling Emily She’s Not Going To Paris

Oof, way to add insult to injury by wearing this top to tell Emily she’s no longer going to Paris! I had a top like this in 2006, sure, but I was 12 and at middle school in San Diego, not working for the most prestigious fashion magazine in the world. I knew it was an odd choice then, and it still is now. Also, I’m just now noticing the random plaid clutch…what is happening here?

20) Red Sweater on the Second Day of Work

The next two outfits are celebrating how good Anne Hathaway looks in jewel tones, rich wine reds in particular.

19) “I Got The Job” Drinks With Friends

But seriously, she looks gorgeous here! You can tell this is the color and style that early-movie Andy thinks is sexy and sophisticated, and she’s rocking it.

18) Urban Jungle Photo Shoot

We don’t get a very long or full view of this outfit, but from what I can see, it reminds me of Marc by Marc Jacobs collections from the early 2000s, and those meant so much to me.

17) Final Look Interview Outfit

Andy’s final outfit is meant to be a moment of equilibrium; she’s not the dowdy post-grad with corn chowder stains on her sweater and wrinkled blouses, but she’s not the self-obsessed fashion addict either. Her final look reflects her full growth. It’s stylish, but not too much, and she looks like the cool, serious journalist she always wanted to be. I still think jeans are a bit informal for an interview at a newspaper, but that’s me being nitpicky.

16) Brown Polka Dot Top

This is an outfit that goes up and down in my personal rankings, but as it stands, polka dots and wide waist belts are back in, so I err on the side of liking it.

15) She’s A Size 4 Now

Andy’s feeling herself in Paris with these sultry skirt suits, but there’s another similar outfit I like better. More on that in a few…

14) Arriving In Paris

This is one of Andy’s more ridiculous ensembles, and yet I cannot help but love the print clashing and that fabulous jacket. Points off for the fur purse. I feel like even at her most fashion-obsessed, Andy’s the type of girl who strongly objects to fur.

13) Cap With Off-The-Shoulder Top

Do you think Andy realized when she put on this Paris-charm Chanel necklace that she would be taking Emily’s place as the assistant who would go to Paris? I wonder…this is such a great outfit, but between the off-the-shoulder top and the tweed pageboy cap, it is very Keira Knightley in Love, Actually, and that is such a specific moment in fashion.

12) Finding The Harry Potter Manuscript

I know a lot of people hate on this outfit, but I’ve always had a soft spot for it. Does it have something to do with the fact that I had a similar bubble skirt olive green dress and matching brown belt that I would wear and act like I was a Runway assistant? Possibly…

11) Paris Pencil Skirt

This is the hottest Andy looks during the course of the movie. I know that’s not the point, but girl is feeling herself in the City of Lights.

10) “Vogue” Montage Black Coat

I love the ladylike, almost Audrey Hepburn-esque look of this outfit, especially with Andy’s elegant updo. The red gloves bring this look from classic to cool.

9) “Vogue” Montage Brown Coat

We don’t get to see this outfit for nearly long enough for it to make too much of an impact, but that coat is fabulous.

8) Gala Dress

These are my Charlie’s Angels. Andy looks so elegant here that you could barely guess her life is falling apart. That’s the power of a red lip.

7) “Vogue” Montage Green Coat

I adore this coat with all my heart. Is the overall outfit a bit Jackie O costumey? Sure, but I love it.

6) “Vogue” Montage Orange Beanie Look

People love to hate on the orange beanie, but I say it’s great! This is sooo 2006 boho chic, and I love the mix of textures in this outfit, as well as the way the hat and boots bookend the look in color.

5) Her Paris Finale

Andy’s final Paris outfit is the epitome of sophisticated French chic, and also her “Cinderella leaving the ball” moment, transformed for the high-fashion world. One thing I really paid attention to on my latest rewatch of the film is how much Andy is dressed in dark hues. It makes realistic sense; New York fashion people love wearing black for all occasions and seasons, and an assistant like Andy should look professional while still stylish. It’s a testament to Patricia Field’s knack for dressing characters in a way that balances the far-fetched with the real.

4) “Vogue” Montage White Coat

So darling. So fun. The thought of an assistant wearing a stark white coat while she runs errands in Manhattan is so fantastical, but isn’t that the point of Andy’s fashion evolution? Right down to the completely impractical half-gloves.

3) The Run-Through

Is there anything more fashionable than black and white? This is what I thought I’d be wearing to my cool grown-up girl job every day, back when I fantasized about working at Vogue and living a glamorous corporate life. WFH life is a little different, with a lot more sweatshirts involved. Alas…

2) James Holt Party

Technically the final outfit of the “Vogue” montage, and they saved the best for last. This is the outfit that I remember being in awe of back in 2006 and still aim to recreate with my own wardrobe. The layering and proportions are perfect, and I love the statement necklaces that enhance the look without overdoing it. I know some people are haters of the James Holt purse, but it’s unique and looks good with the outfit, so there.

1) The Chanel Boots

I mean, duh. Could it be anything else? The high-fashion version of the Cinderella makeover, Andy walking back into the office with the Chanel boots is an iconic moment in movie herstory. It has spawned countless memes, becoming an internet mainstay and endlessly-referenced scene even 20 years later. It’s also so fun, the perfect balance of classic and trendy. I would have killed for this outfit then, and I would still kill for it now, especially that beautiful jacket.

And there you have it, my ranking of every one of Andy’s outfits from The Devil Wears Prada. These rankings are by no mean set in stone, and I did do a lot of bargaining with myself over the placement of several of these looks, but as I hit publish in April of 2026, this is how I’m feeling.

Now to look forward to the sequel and many more outfits to review!

Ranking Every One Of Andy’s Outfits in ‘The Devil Wears Prada’