Hello my fashion-forward friend, Emily here! There’s a certain magic in the air when fall arrives, and it’s the perfect season to play with drama and shape in your wardrobe. And what piece does that better than a fabulous pair of flare jeans?
Once a retro staple, this iconic style has made a major comeback, and for good reason it’s incredibly flattering for curvy figures.
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The right pair of plus size flare jeans elongates your legs, nips in at the waist, and creates a beautiful, balanced silhouette. If you’ve been hesitant to try the trend, this is your sign to go for it!
I’ve curated 12 plus size fall flare jeans outfits that celebrate your curves and feel utterly chic for the season. Let’s dive in and have some fun with fashion.
Why Flare Jeans Are a Curvy Girl’s Best Friend
Before we get to the outfits, let’s talk about why this style works so well. The magic of the flare is in its proportions. The fitted hip and thigh area celebrates your curves, while the dramatic leg opening balances out the hips, creating a stunning hourglass effect.
The key to nailing the look is in the fit. Look for a style that is truly high-waisted to support and define your midsection. The jeans should be snug but comfortable through the hips and thighs, with the flare beginning at or just below the knee.
Your Flare Jeans Essentials Checklist
- The Perfect Pair: Opt for a mid-to-high rise in a sturdy denim with some stretch for comfort.
- The Right Footwear: The secret to nailing the flare? Platform boots or shoes with a heel. They prevent the hem from dragging and complete the elegant line.
- Fitted Tops: Balance the volume of the flares with tops that are more fitted through the torso.
- Statement Belts: Use a belt to accentuate your smallest point and add a stylish touch.
12 Plus Size Fall Outfits Centered Around Flare Jeans
From casual weekend errands to a night out, here’s how to style your flare jeans for any autumn occasion.
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Effortless Everyday Errands
Perfect for a coffee run, lunch with friends, or a casual day out.
1. The Classic Boho Vibe
Pair your high-waisted flare jeans with a simple, fitted turtleneck. Add a long pendant necklace, a suede fringe bag, and platform booties for a timeless 70s-inspired look.
2. The Modern Casual
Tuck a striped boatneck tee into your jeans. Layer a motorcycle jacket over top for an edgy contrast and finish with classic sneakers (choose a slim profile like Converse).
3. The Cozy Fall Comfort
Tuck a fitted, long-sleeve bodysuit into your flares. Throw on an oversized, chunky knit cardigan as a duster layer. This is the ultimate in effortless, cozy style.
4. The Elevated Basics
A simple ribbed tank or bodysuit tucked in, topped with a structured blazer. The mix of tailored and casual is incredibly chic.
Dressed-Up & Date Night
For when you want to make a stylish statement and feel a little more glamorous.
5. The Night Out Glam
A sleek, silky camisole or a satin blouse tucked into your flares. Add a wide cuff bracelet, statement earrings, and your highest platform heels.
6. The Edgy Romantic
A delicate lace or ruffled blouse paired with your denim flares and a leather jacket. The juxtaposition of feminine and tough is always a winning combination.
7. The Sophisticated Chic
A tailored turtleneck bodysuit in a bold color like emerald green or burgundy, paired with dark wash flares and heeled ankle boots.
Weekend Warrior & Layered Looks
For exploring fall festivals, farmers markets, or a scenic drive.
8. The Fall Layer Master
A fitted henley or thermal top tucked in, layered under a cozy, oversized shacket. Complete the look with rugged platform boots.
9. The Retro Western
A graphic tee (band or vintage style) knotted at the waist with your flares. Add a suede jacket, a wide-brimmed hat, and western-style boots.
10. The Comfortable Chic
A slouchy, soft sweater half-tucked into the front of your jeans to define your waist while maintaining a relaxed feel.
Office Appropriate & Smart Casual
Yes, you can wear flares to work! It’s all about polished pairing.
11. The Polished Professional
A crisp button-down shirt, neatly tucked in. Top with a long, tailored wool coat or a smart trench for a powerful, sophisticated ensemble.
12. The Creative Professional
A fitted turtleneck layered under a sleek pinafore or jumper dress, with your flare jeans peeking out at the hem. Intellectual and incredibly stylish.
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Pro Styling Tips for Plus Size Flare Jeans
Mind the Length: The hem of your flare should just graze the top of your shoe heel, creating a long, uninterrupted line. Be prepared to get them hemmed for the perfect fit.
Embrace the Belt: This is your best tool for defining your waist and creating that coveted hourglass shape. A brown leather belt looks fantastic with blue denim.
Play with Proportions: The flare is a statement on the bottom, so keep your tops more streamlined. Fitted knits, bodysuits, and tucked-in blouses are your go-tos.
Choose the Right Shoes: The outfit’s success hinges on your footwear. Platform sneakers, chunky boots, or any shoe with a heel will elevate the look (literally and figuratively).
Step Into Your Confidence
Fashion is about joy and self-expression, and flare jeans are a wonderfully fun and flattering way to play with that. This season, I encourage you to embrace the drama, celebrate your curves, and walk with a little extra swing in your step.
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I hope these 12 plus size fall flare jeans outfits have given you the inspiration to rock this trend with confidence. Which look will you try first? Share your stylish flare outfits with our community on Pinterest by tagging @ChicSeasonStyle.
Own your look, darling!
