• Filters

    Filter by

    Size Range
    Size
    Category
    Style Name
    Rise
    Leg Shape
    Wash
    Price
    $
    $
    Availability
    Clear all
19 products
Indigo Denim High Rise Contour Shape Technology Out There Flare Jean Indigo Denim High Rise Contour Shape Technology Out There Flare Jean
  • Quick view
High Rise Out There Flare Jeans
Regular price $94
Indigo Denim Skyrise Contour Shape Technology Long Flare Tall Jean
  • Quick view
Skyrise Long Flare Jeans
Regular price $98
Blue Denim Madison Contour Shape Technology High Rise Grinded Hem String Itty Bitty More Boot Jean
  • Quick view
Madison High Rise Itty Bitty More Boot Jeans
Regular price $88
Blue Denim Madison High Rise Utility Itty Bitty More Boot Jean Blue Denim Madison High Rise Utility Itty Bitty More Boot Jean
  • Quick view
Madison High Rise Utility Pocket Rise Itty Bitty More Boot Jeans
Regular price $88
Mid Blue Artisanal Denim High Rise Tatum Cropped Reverse Finish Fray Hem Contour Shape Technology Itty Bitty Flare Jean Mid Blue Artisanal Denim High Rise Tatum Cropped Reverse Finish Fray Hem Contour Shape Technology Itty Bitty Flare Jean
  • Quick view
Tatum High Rise Cropped Itty Bitty Flare Jeans with Fray Hem
Regular price $78
Blue Shadow High Rise Tatum Cropped Reverse Finish Fray Hem Contour Shape Technology Itty Bitty Flare Jean Deep Seagrass High Rise Tatum Cropped Reverse Finish Fray Hem Contour Shape Technology Itty Bitty Flare Jean Deep Seagrass High Rise Tatum Cropped Reverse Finish Fray Hem Contour Shape Technology Itty Bitty Flare Jean Ecru High Rise Tatum Cropped Reverse Finish Fray Hem Contour Shape Technology Itty Bitty Flare Jean Periwinkle High Rise Tatum Cropped Reverse Finish Fray Hem Contour Shape Technology Itty Bitty Flare Jean
  • Quick view
Tatum High Rise Cropped Reverse Finish Fray Hem Itty Bitty Flare Jeans
Regular price $78
Dusty Spruce Contour Shape Technology High Rise Double Button Elastic Waistband Madison Utility Itty Bitty More Boot Pant Plum Contour Shape Technology High Rise Double Button Elastic Waistband Madison Utility Itty Bitty More Boot Pant Espresso Contour Shape Technology High Rise Double Button Elastic Waistband Madison Utility Itty Bitty More Boot Pant Plum Contour Shape Technology High Rise Double Button Elastic Waistband Madison Utility Itty Bitty More Boot Pant
  • Quick view
Madison High Rise Utility Itty Bitty More Boot Pants
Regular price $88
Blue Denim Madison High Rise Contour Shape Technology Grinded Hem String Itty Bitty More Boot Petite Jean Blue Denim Madison High Rise Contour Shape Technology Grinded Hem String Itty Bitty More Boot Petite Jean
  • Quick view
Madison High Rise Itty Bitty More Boot Petite Jeans
Regular price $88
Indigo Denim Skyrise Contour Shape Technology Long Flare Tall Petite Jean
  • Quick view
Skyrise Long Flare Petite Jeans
Regular price $98
Black Contour Shape Technology High Rise Double Button Elastic Waistband Madison Utility Itty Bitty More Boot Petite Pant Plum Contour Shape Technology High Rise Double Button Elastic Waistband Madison Utility Itty Bitty More Boot Petite Pant Dusty Spruce Contour Shape Technology High Rise Double Button Elastic Waistband Madison Utility Itty Bitty More Boot Petite Pant Espresso Contour Shape Technology High Rise Double Button Elastic Waistband Madison Utility Itty Bitty More Boot Petite Pant Plum Contour Shape Technology High Rise Double Button Elastic Waistband Madison Utility Itty Bitty More Boot Petite Pant
  • Quick view
Madison High Rise Utility Itty Bitty More Boot Petite Pants
Regular price $88
Mid Blue Artisanal Denim High Rise Tatum Cropped Reverse Finish Fray Hem Contour Shape Technology Itty Bitty Flare Petite Jean
  • Quick view
Tatum High Rise Cropped Itty Bitty Flare Petite Jeans with Fray Hem
Regular price $78
Deep Seagrass High Rise Tatum Cropped Reverse Finish Fray Hem Contour Shape Technology Itty Bitty Flare Petite Jean Ecru High Rise Tatum Cropped Reverse Finish Fray Hem Contour Shape Technology Itty Bitty Flare Petite Jean
  • Quick view
Tatum High Rise Cropped Fray Hem Itty Bitty Flare Petite Jeans
Regular price $78
Light Blue Artisanal Denim Contour Shape Technology Mid-Rise Double Layer Fray Hem Whiskering Fading Kick Flare Plus Size Jean Light Blue Artisanal Denim Contour Shape Technology Mid-Rise Double Layer Fray Hem Whiskering Fading Kick Flare Plus Size Jean
  • Quick view
Mid-Rise Double Layer Fray Hem Kick Flare Plus Size Jeans
Regular price $88
Blue Denim Madison High Rise Contour Shape Technology Grinded Hem String Itty Bitty More Boot Plus Size Jean Blue Denim Madison High Rise Contour Shape Technology Grinded Hem String Itty Bitty More Boot Plus Size Jean
  • Quick view
Madison High Rise Itty Bitty More Boot Plus Size Jeans
Regular price $88
Washed Black Artisanal Denim Contour Shape Technology High Rise Grinded Hem Strings Madison Itty Bitty Boot Jean Washed Black Artisanal Denim Contour Shape Technology High Rise Grinded Hem Strings Madison Itty Bitty Boot Jean
Sale
  • Quick view
Madison High Rise Itty Bitty More Boot Jeans
Regular price $88 Sale price $66
Washed Black Denim Contour Shape Technology High Rise Die Cut Side Out There Flare Jeans
Sale
  • Quick view
High Rise Out There Flare Dye Cut Jeans
Regular price $98 Sale price $73.50
Washed Black Artisanal Denim Contour Shape Technology High Rise Grinded Hem Strings Madison Itty Bitty Boot Petite Jean
Sale
  • Quick view
Madison High Rise Itty Bitty More Boot Petite Jeans
Regular price $88 Sale price $66
Washed Black Denim Contour Shape Technology High Rise Die Cut Side Out There Flare Plus Size Jeans Washed Black Denim Contour Shape Technology High Rise Die Cut Side Out There Flare Plus Size Jeans
Sale
  • Quick view
High Rise Out There Flare Dye Cut Plus Size Jeans
Regular price $98 Sale price $73.50
Washed Black Artisanal Denim Contour Shape Technology High Rise Grinded Hem Strings Madison Itty Bitty Boot Plus Size Jean Washed Black Artisanal Denim Contour Shape Technology High Rise Grinded Hem Strings Madison Itty Bitty Boot Plus Size Jean
Sale
  • Quick view
Madison High Rise Itty Bitty More Boot Plus Size Jeans
Regular price $88 Sale price $66

Discover Flare Leg Jeans from Wit & Wisdom

Elevate your everyday style with Wit & Wisdom’s Flare Leg Jeans Collection, where classic retro flair meets contemporary, silhouette-shaping innovation. Crafted for comfort, style, and confidence, these Flare jeans deliver on both trend and timeless appeal.

Why Choose Our Flare Leg Jeans?

  • Signature Contour Shape Technology: Every Flare style is engineered with Wit & Wisdom’s exclusive Contour Shape Technology, developed to sculpt your shape, smooth your silhouette, and create a custom-tailored fit—no matter your shape. Expect details like hidden elastic waistbands, arched back yokes, and premium stretch denim that moves with you for all-day assurance and comfort.

  • Leg-Lengthening Chic: Designed to sit high at the waist and shape through the hips before flaring at the hem, these jeans give the illusion of longer legs and balanced proportions. The subtle flare adds vintage-inspired style without overwhelming your frame.

  • Versatile Details & Sizes: From the dramatic Skyrise Long Flare to cropped Kick Flares, indigo and black washes, luxe embroidery, and innovative hem finishes—you’ll find petite, missy, and plus sizes for an inclusive, made-for-you fit.

Featured Collection Styles

Fit/Name

Rise

Flare Style & Details

Sizes

High Rise Out There Flare

High

Full-length, sweetheart yoke, classic/flared hem

Standard 

Skyrise Long Flare

Skyrise

Full-length, sailor button pockets, extra-long inseam

Standard, Petite

Tatum Cropped Flare

High

Cropped flare, fray hems, playful details

Standard, Petite

Mid-Rise Kick Flare Plus

Mid

Double layer fray hem, kick flare

Plus

Exploring Wit & Wisdom Flare Jeans

  • Find Your Flare: Go bold with extra-long Skyrise Flares or keep it playful with cropped Tatum fits. All are crafted for both statement style and comfortable wear.

  • Choose Your Rise: Select from high rise, skyrise, or mid-rise waist fits in a silhouette you love.

  • Inclusive Sizing: Enjoy an array of options in missy, petite, and plus sizes. Our styles are designed to flatter every body shape.

  • Trend-Forward Detailing: Look for denim washes from classic blue to vintage fading, special embroidery, frayed or finished hems, and signature “W” hardware.

Styling Ideas

  • All About Balance: Show off the drama of your Flare Legs by pairing with tucked-in blouses, slim knits, or structured jackets.

  • Day-to-Night Ready: Dress up with heeled boots or sandals for elongation, or keep it casual with sneakers and vintage tees.

  • Year-Round Appeal: Layer with cozy sweaters in fall, or simple tanks in summer for refined, seasonless style.

Ready to Shop?

Browse Wit & Wisdom’s Flare Leg Jeans Collection today and enjoy free standard shipping on orders over $100. Each style features the tailored comfort of Contour Shape Technology, ensuring your new favorite Flare jeans look custom-made and feel flawless every time you wear them.

You may also like

Woman seated wearing mid-rise blue jeans and a sleeveless white top with ruffle details, paired with beige heeled sandals, posing against a neutral background.
Woman seated wearing mid-rise blue jeans and a sleeveless white top with ruffle details, paired with beige heeled sandals, posing against a neutral background.

Join The Style Collective

Earn Style Credits on every purchase. Redeem for a rewarding wardrobe.

Faded grey denim jeans draped over a modern minimalist chair with soft lighting.
Faded grey denim jeans draped over a modern minimalist chair with soft lighting.

Spread the Word

Give Them $20, You Get $20