Shop pieces inspired by their tips from $9
Celebrity Stylist-Approved Pieces to Wear with Flare Jeans
- 55% Off: Automet Short-Sleeve Sweater, $9 (orig. $22)
- Spring-Friendly Top: Lamissche Oversized Blouse, $30
- Always in Style: Trendy Queen Moto Jacket, $46 (orig. $53)
- Eye-Catching Layer: Hotouch Crochet Tassel Cardigan, $25 (orig. $33)
- Brings the “Wow Factor”: PrettyGarden Faux-Suede Cropped Jacket, $37 (orig. $53)
- Stylist-Favorite: Dream Pairs Slingback Kitten Heels, $27 (orig. $50)
- Year-Round Staple: Mysoft Square-Toe Ankle Boots, $33 (orig. $39)
Celebrities like Demi Moore, Naomi Watts, Meghan Markle, and more A-listers are resurrecting a major throwback style: flare jeans. The retro look was hugely popular in the ’70s and even had a moment during the Y2K era, but celebs have found ways to bring a modern touch to the vintage bottoms.
If you’re curious about how to style flare jeans, PEOPLE spoke with two celebrity stylists to learn how to avoid looking like you're "trying too hard," as Kinsey Ranee (whose clientele includes singers Alexandra Kay and Dylan Marlowe) puts it. Keep reading for styling tips and expert-vetted pieces to complete with your flare jean looks with. Everything is available at Amazon’s fashion store starting at just $9.
Automet Short-Sleeve Sweater

$20
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In general, flare jeans are “easier to style than you think,” Ranee says. She explains if your outfit formula leans heavily on layers, to try flare pants with a sweater and an oversized blazer with boots — then it’s “new, but still you.”
This Amazon best-seller is made from a wrinkle-resistant material, which will save you from having to wake up early to iron your work outfit. One reviewer noted the fabric “has a little stretch so it’s easy to move in” and that it “instantly makes any outfit look polished and professional.”
How to Find the Right Flare Jeans
- Both stylists agree that flare denim is universally flattering on all body shapes and heights, you just need to find the right cut that works for you.
- Cassy Meier, who has dressed Suki Waterhouse (and previously worked as a first assistant for Law Roach) says that “it’s all about finding the right proportions that work for your specific body,” she explains. Since the jeans accentuate curves, she suggests taking the time to find the right level of flare for your personal style whether it’s a kick flare or full bell-bottoms.
- Meier notes that the right flare jeans pants won’t dig into your skin and recommends using a tailor to get the right fit around the waist. This, combined with the outfit elements listed, can help make your outfit feel “fresh.”
Related: I’m Ditching My Old, Tired Sweats for These Effortless, Spring-Ready Matching Sets — on Sale from $28 at Amazon
Lamissche Oversized Blouse

Flare jeans have a natural “boho-ness,” according to Meier, which makes it easy to lean into the aesthetic if you want. For her, that looks like a flowy, oversized top that you can leave untucked for an effortless feel or tucked in for a full nod to the ’70s. This oversized blouse has loose, balloon-like sleeves that are fitted at the wrist to give more shape. The neckline comes with an adjustable tie you can leave loose or tighten for a more polished look.
Common Styling Mistake
Ranee often sees people trying to force the trend instead of applying it to their personal style. “They often forget that the whole point is incorporating it into who you are,” she explains. “While it can be fun to lean into a trend and cosplay a different look, the key is to style something new around what you already have.”
Trendy Queen Moto Jacket

$53
With flare jeans, Meier says it’s best to keep “a slimmer silhouette on [your] upper half.” For a more classic look, she suggests pairing it with slim-fitting tops and adding a leather jacket (such as this popular style) on top. “The added layer can also help balance the curves [that] flared pants accentuate by drawing your eye into the center line and creating a nice continuous line from head to toe,” she says.
Reviewers compliment this piece's lightweight feel, including one shopper who wrote it “goes with everything and keeps me pretty warm in the cold and rain.”
Hotouch Crochet Tassel Cardigan

$33
Ranee says “in a sea of straight-leg and low-rise” denim, flare jeans are “such a fun way to add personality to your look.” The Western trend is still “booming,” according to her, and she finds flares to be a “subtle yet cool way to incorporate a hint of that boho-luxe" style. That can look like a pair of cowboy boots and a fringe cardigan, like this crochet style. It can act as a lightweight layer for the office or a statement piece that’ll dress up your white T-shirt.
PrettyGarden Faux-Suede Cropped Jacket

$53
Suede and dark brown are some of the trendiest pieces right now, which Ranee has also given her stamp of approval. She likes to wear her favorite pair of flares with a shrunken white tee, a suede jacket, and “a little pointed-toe kitten heel.”
PrettyGarden has a faux version of this jacket concept, with a casual, cropped construction similar to a shacket, offering a little more warmth. One reviewer thought the jacket brought the “wow factor” and wrote that it has a “wonderful cut and style for elegant movement with strategic stitching.” They also applauded the softness of the material, finding it “almost better than suede.”
Dream Pairs Slingback Kitten Heels

$50
It’s easy for flare jeans to hide your shoes (especially if you opt for a more dramatic width). But, if you want your outfit to feel complete, Meier suggests a classic shoe design: pointed toes. Ranee personally prefers styling her flare jeans with a kitten heel like this style.
Mysoft Square-Toe Ankle Boots

$39
If you want a more “modern” option, Meier suggests incorporating a square-toe boot or heel into your outfit because it’ll still peek out from under your jeans. This style has a 3-inch heel that adds height to your outfits and features a non-slip sole to keep you sturdy. One shopper praised the heels, calling them the “softest shoes” and added that they “wore these to an Auburn game and [their] feet did not hurt once.”
Shop these expert-inspired pieces while they’re still available at Amazon. And, if you need to stock up on flare jeans, we put a few of our favorite picks below, ranging from subtle flares to full on bell-bottoms.
LaiyiVic Bell Bottom Jeans, $27 with Prime

$33
Levi's 726 High-Rise Flare Jeans

$70
Lee Legendary Mid-Rise Flare Jeans

$35
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