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The Best Fall Jeans To Wear This Season And Beyond

Whether you prefer a skinny crop or a relaxed wide leg, we've already done the shopping for you! Keep reading for the best fall jeans.
Best fall jeans

We may have spent our summer in breezy maxi dresses and linen, but now that autumn is upon us, it’s all about denim. And whether you prefer a leg-lengthening crop or a relaxed wide-leg, we’ve already done the shopping for you! Keep reading for the best fall jeans to add to your fall closet.

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High-Waisted Straight-Leg Jeans For Fall

High-waisted straight-leg jeans are a timeless and flattering wardrobe staple, offering both style and comfort. With a rise that sits at or above the natural waist, these jeans help define the waistline while elongating the legs. The straight-leg cut provides a relaxed yet polished silhouette, making them versatile enough for both casual and semi-formal outfits. High-waisted straight-leg jeans pair well with tucked-in tops, blouses, or cropped sweaters, making them ideal for various occasions. Their classic design and comfortable fit ensure they remain a go-to choice for those seeking both practicality and effortless style.

Classic Straight Fit Jeans
Classic Straight Fit Jeans, $59.99

Pros: Available in 8 colors/denim shades, including medium- and high-stretch options. Sizes range from 2S to 18L, and they feature a relaxed fit for all-day comfort.

The Way-High Jean, $118

Pros: These ultra-high-rise jeans fit above your belly button to accentuate your true waist and give you legs for days.

Madewell Barlowe The '90s Straight Leg Jeans, $128
Madewell Barlowe The ’90s Straight Leg Jeans, $128

Pros: These ’90s-inspired jeans sit high at the waist with a snug fit through the hips and thighs, and you’ll love the nod to your youth with the old-school straight legs.

Flattering Tapered-Leg Jeans for Fall

Tapered-leg jeans are a versatile and stylish option, featuring a fit that gradually narrows from the hips to the ankle. This design offers a tailored yet relaxed look, making them ideal for both casual and smart-casual outfits. Tapered-leg jeans provide more room in the thighs while giving a streamlined silhouette at the bottom, making them flattering for various body types. They can be dressed up with a blazer and heels or dressed down with sneakers and a tee. Comfortable and chic, these jeans are a modern wardrobe essential that strikes the perfect balance between comfort and style.

Madewell The '90s Straight Mid-Rise Jean (2 colors), $98.50 (was $138)
Madewell The ’90s Straight Mid-Rise Jean (2 colors), $98.50 (was $138)

Pros: These jeans are snug through the hips and thighs with a higher back rise to give you a curve-enhancing lift (AKA they’ll make your butt look incredible). With an old-school straight leg and released hems, these jeans look great (and come in 2 versatile colors).

Stella High Waist Ankle Tapered Jeans, $109
Stella High Waist Ankle Tapered Jeans, $109

Pros: Perfectly tapered for a vintage-chic look, these stretchy jeans flatter from all angles thanks to Lift Tuck® Technology that comfortably slims from within.

Boyfriend Tapered-Leg Jeans, $59.50

Pros: Available in 9 colors and denim shades, you’ll love the wide variety of options. Plus, these relaxed, tapered-leg Levi’s® boyfriend jeans feature artful destructed details and raw hems.

Flared Jeans For Fall

Flared jeans are a retro-inspired style that’s made a fashionable comeback. Featuring a fitted waist and thighs, they widen from the knees down, creating a dramatic, flared silhouette. This design elongates the legs and adds a playful, vintage vibe to any outfit. Flared jeans are versatile and easily paired with casual tops or more polished pieces like blouses or blazers. They’re especially flattering when worn with heels or platform shoes, enhancing the lengthening effect. Available in various washes and fabrics, these jeans offer a statement-making alternative to classic denim styles, perfect for those looking to add flair to their wardrobe.

Sam Edelman Women's Flare-Leg Pocket Jeans, $99
Sam Edelman Flare-Leg Pocket Jeans, $99

Pros: The patch pocket design adds a unique touch to these flattering flare-leg jeans – perfect for fun fall activities.  

PAIGE Genevieve High Rise Flare in Black Fog Luxe Coating, $129.50
PAIGE Genevieve High Rise Flare in Black Fog Luxe Coating, $129.50

Pros: These jeans have a 70s-inspired, high-rise flare silhouette that gives your legs a long, lean look. They also have plenty of stretch and recovery, giving them a flawless fit from morning to bedtime.

Good American Good Legs Flare Jeans, $99
Good American Good Legs Flare Jeans, $99

Pros: Rock a retro-inspired silhouette in these high-waist jeans punctuated with flared hems and crafted with just a hint of stretch.

The Best Bootcut Jeans for Fall

Bootcut jeans are a timeless denim style known for their versatile and flattering silhouette. Fitted through the hips and thighs, they subtly flare out from the knee, allowing room to accommodate boots, hence the name. This slight flare creates a balanced look that complements a range of body types, particularly when paired with heeled shoes or boots. Bootcut jeans offer a classic, casual style that can easily be dressed up or down, making them perfect for both everyday wear and more polished outfits. Their versatile fit makes them a go-to choice for anyone seeking a relaxed yet refined denim option.

KUT Natalie Fab Ab High Waist Bootcut Jeans, $89
KUT Natalie Fab Ab High Waist Bootcut Jeans, $89

Pros: Transition from day to night in stretchy, mid-rise bootcut jeans featuring floor-sweeping legs and Fab Ab front pockets that smooth and shape your waist.

7 For All Mankind Women's Kimmie Bootcut Jeans (6 colors), $148.50
7 For All Mankind Women’s Kimmie Bootcut Jeans (6 colors), $148.50

Pros: These jeans feature a low rise and skinny fit from the hip to the knee, breaking into a silhouette-lengthening bootleg to help you look your best.

Mid Rise Baby Boot Jeans with Washwell
Mid Rise Baby Boot Jeans with Washwell, $79.95

Pros: These classic bootcut jeans are kept straight through the leg — then ended with a slight flare to fit and feel amazing.

Boyfriend Jeans To Wear

Boyfriend jeans are a relaxed, laid-back denim style designed to give a borrowed-from-the-boys look with a comfortable fit. They typically sit low on the hips and have a loose, slightly baggy cut through the legs. The casual silhouette makes them perfect for off-duty days, offering an effortlessly cool vibe. Often styled with rolled cuffs, boyfriend jeans pair well with everything from sneakers and t-shirts to heels and blazers, allowing for versatile outfits. Their roomy fit and relaxed design make them a favorite for those seeking both comfort and a trendy, carefree style in their denim wardrobe.

Boyfriend Ridge Jeans, $129

Pros:  These jeans offer a straight-legged style that’s straighter through the waist and hips and slimmer through the legs to accent your figure without sitting too low. 

PLNOTME Women’s Boyfriend Wide Leg Jeans (4 colors), $42.99
PLNOTME Women’s Boyfriend Wide Leg Jeans (4 colors), $42.99

Pros: We love the seamed pouch pockets and yoking for to give you a bit of added shape. Plus, there are buttons on the waistband, so you can adjust to get the perfect fit.

Boyfriend Mid Rise Jeans
Boyfriend Mid-Rise Jeans, $59.99

Pros: Loose, slouchy, and infused with the perfect touch of masculinity, this pair works whether you want to keep things casual or even a bit more formal.

Skinny Jeans For Fall

Skinny jeans are a modern wardrobe staple known for their sleek, form-fitting silhouette. Designed to hug the body from the waist through the ankles, they offer a flattering and streamlined look that works for a variety of outfits. Versatile and easy to style, skinny jeans pair well with both casual and dressy tops, making them suitable for day or night. Available in a range of colors and washes, they can be dressed up with heels or down with sneakers. Their snug fit highlights the legs, creating a polished and fashionable appearance while remaining a go-to option for contemporary style.

MANGO High Waist Skinny Jeans, $69.99
MANGO High Waist Skinny Jeans, $69.99

Pros: With a high waist and full-length legs, these low-stretch skinny jeans make a sleek base for a variety of casual outfits.

PAIGE Women's Hoxton Ankle Jeans (9 colors), $115.93
PAIGE Women’s Hoxton Ankle Jeans (9 colors), $115.93

Pros: These jeans are fitted from the hip through the leg opening, and they have the look of authentic vintage denim but are incredibly comfortable with plenty of stretch and recovery.

High Rise Skinny Bond Jeans, $139

Pros: These jeans sit just at your natural waist and are fitted through the hips, thighs, and legs. Their ultra-flattering fit lifts your butt, sculpts your waist, hugs your curves, and gives you legs for days.

Every woman’s wardrobe should contain at least one pair of jeans that fit them perfectly. Thankfully, we’ve made this process easy — check out the best jeans for women over 50!

Read Next:

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