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  • New
    Plus Size Paneled Plaid VestPaneled Plaid Vest

    Matching Set

    Paneled Plaid Vest - EDEN

    Plaid is posh on our paneled vest with a satin back and faux pockets for a mix of texture and style. Layer it over the matching leggings for a set that’s cozy, chic and made to stand out.
    $59.50
    $59.50
      13
    • EDEN
  • New
    Plus Size Green Plaid Leggings Wide Leg Knit Pants Matching SetPull On Plaid Leggings

    Matching Set

    Pull On Plaid Leggings - EDEN

    Mid-rise plaid leggings with a comfy pull-on waistband that keeps the fit sleek and snug. Pair with the matching vest for a head-to-toe look that nails cozy polish with ease.
    $49.50
    $49.50
      13
    • EDEN
  • New
    Plus Size Classic Plaid Blazer Knitted Open Jacket Matching SetPlaid Open Front Blazer

    Plaid Open Front Blazer - MAUVE WINE

    Layers look lovely when worn with our plaid knitted blazer with an open-front design that blends cozy & cool. Pair it with the matching pants for a set that’s smart.
    $69.50
    $69.50
      13
    • MAUVE WINE
  • New
    Plus Size Black Plaid Leggings Wide Leg Knit Pants Matching SetPlaid Pull On Leggings

    Matching Set

    Plaid Pull On Leggings - MAUVE WINE

    Mid-rise plaid leggings with a comfy pull-on waistband that keeps the fit sleek and snug.
    $49.50
    $49.50
      13
    • MAUVE WINE
  • New
    Plus Size Hammered Button CardiganHammered Button Cardigan

    Matching Set

    Hammered Button Cardigan - Caramel Cafe

    This cardigan is knit perfection with striped trims, front patch pockets and gold hammered buttons that shine. Team it with the matching pants for a two-piece set that’s effortlessly stylish and made for moves.
    $59.50
    $0.00
    $59.50
      13
    • Caramel Cafe
  • New
    Plus Size Striped Wide Leg Knit PantsStriped Wide Leg Knit Pants

    Matching Set

    Striped Wide Leg Knit Pants - Caramel Cafe

    Step into mid-rise knitted wide-leg pants with striped trims and a comfy elastic waistband. Pair with the matching cardigan for a two-piece set that’s full of energy and ready for anything.
    $59.50
    $0.00
    $59.50
      13
    • Caramel Cafe
  • New
    Plus Size Buttoned Ponte BlazerButtoned Ponte Blazer

    Matching Set

    Buttoned Ponte Blazer - Grey Flannel

    Bring your #bosslife energy with you everywhere you go in our button blazer designed for flexible ponte easy to wear with our range of separates or over any of your collection of looks.
    $64.50
    $64.50
      13
    • Grey Flannel
  • New
    Plus Size Ponte Pencil SkirtPonte Pencil Skirt

    Matching Set

    Ponte Pencil Skirt - Grey Flannel

    This pencil skirt is a #WorkWear essential easy to pair with a smart blazer to make you a total style queen from desk to dinner.
    $44.50
    $44.50
      13
    • Grey Flannel
  • New
    Plus Size High Rise Ponte TrousersPlus Size High Rise Ponte Trousers

    Matching Set

    High Rise Ponte Trousers - Grey Flannel

    Choose to wear as a suit or as separates, you'll look & feel like the boss you are in our ponte straight-leg trousers.
    $54.50
    $54.50
      13
    • Grey Flannel
  • New
    Plus Size Ponte Pull On Wide Leg PantsPonte Pull On Wide Leg Pants

    Matching Set

    Ponte Pull On Wide Leg Pants - Grey Flannel

    Effortless style meets ultimate comfort in these ponte wide-leg pants featuring slant pockets and an elasticized waistband that makes them chic & easy to wear.
    $54.50
    $54.50
      13
    • Grey Flannel
  • New
    Plus Size Hammered Button Striped CardiganHammered Button Striped Cardigan

    Matching Set

    Hammered Button Striped Cardigan - Bleached Sand

    This cardigan is knit perfection with striped trims, front patch pockets and gold hammered buttons that shine. Team it with the matching pants for a two-piece set that’s effortlessly stylish and made for moves.
    $59.50
    $0.00
    $59.50
    Online Exclusive
      13
    • Bleached Sand
  • New
    Plus Size Striped Knitted Wide Leg PantsPlus Size Striped Knitted Wide Leg Pants

    Matching Set

    Striped Knitted Wide Leg Pants - Bleached Sand

    Step into mid-rise knitted wide-leg pants with striped trims and a comfy elastic waistband. Pair with the matching cardigan for a two-piece set that’s full of energy and ready for anything.
    $59.50
    $0.00
    $59.50
    Online Exclusive
      13
    • Bleached Sand
  • New
    Plus Size Ponte BlazerPonte Blazer

    Matching Set

    Ponte Blazer - EDEN

    Bring your #bosslife energy with you everywhere you go in our button blazer designed for flexible ponte easy to wear with our range of separates or over any of your collection of looks.
    $64.50
    $64.50
      13
    • EDEN
  • New
    Ponte Slip On Pencil SkirtPonte Slip On Pencil Skirt

    Matching Set

    Ponte Slip On Pencil Skirt - EDEN

    This pencil skirt is a #WorkWear essential easy to pair with a smart blazer to make you a total style queen from desk to dinner.
    $44.50
    $44.50
      13
    • EDEN
  • New
    Plus Size Straight Leg Ponte TrousersStraight Leg Ponte Trousers

    Matching Set

    Straight Leg Ponte Trousers - EDEN

    Choose to wear as a suit or as separates, you'll look & feel like the boss you are in our ponte straight-leg trousers.
    $54.50
    $54.50
      23
    • EDEN
  • New
    Plus Size Faux Leather Paneled Ponte BlazerFaux Leather Paneled Ponte Blazer

    Matching Set

    Faux Leather Paneled Ponte Blazer - Black

    Faux leather panels update this ponte blazer with flap pockets for a bold, statement-making look. Team with matching trousers for a full set with impact.
    $69.50
    $69.50
      13
    • Black
  • New
    Plus Size Faux Leather Paneled TrousersFaux Leather Paneled Trousers

    Matching Set

    Faux Leather Paneled Trousers - Black

    Mid-rise ponte trousers get a remix with faux leather panels and side pockets. Wear with the blazer for a set that serves power and polish in one.
    $59.50
    $59.50
      13
    • Black
  • New
    Plus Size Collared Pinstriped ShirtCollared Pinstriped Shirt

    Matching Set

    Collared Pinstriped Shirt - Grey

    Pinstripes with bite. This dark grey woven shirt sharpens up with button-fastening cuffs and pairs flawlessly with the matching skirt for a two-piece that's all business for the baddies.
    $64.50
    $64.50
      13
    • Grey
  • New
    Plus Size Pinstriped Split Midi SkirtPinstriped Split Midi Skirt

    Matching Set

    Pinstriped Split Midi Skirt - Grey

    Dare to pinstripe in our midi skirt with side pockets and front-to-back splits. Double the impact when teamed with the matching shirt.
    $54.50
    $54.50
      13
    • Grey
  • New
    Plus Size Houndstooth V Neck TopHoundstooth V Neck Top

    Matching Set

    Houndstooth V Neck Top - Black Combo

    This top blends classic pattern with modern appeal. The V-neckline hints at allure and the sleeve cuffs hold a soft tension. Wear it with the matching pants for a look that sizzles.
    $39.50
    $39.50
      13
    • Black Combo
  • New
    Plus Size Houndstooth Wide Leg PantsHoundstooth Wide Leg Pants

    Matching Set

    Houndstooth Wide Leg Pants - Black Combo

    Stretch-knit houndstooth is cut into high-rise fit and a wide-leg ease. The waistband holds just enough tension to lay in place and the matching top completes a set that’s all heat.
    $39.50
    $39.50
      13
    • Black Combo
  • New
    Plus Size Belted Faux Suede JacketBelted Faux Suede Jacket

    Matching Set

    Belted Faux Suede Jacket - Tan

    Imagine: Soft suede feel, sharp waist tie, pure power fit. That's exactly what you get with this faux suede jacket easy to double down on the chic with the matching skirt that doesn’t play.
    $69.50
    $69.50
      13
    • Tan
  • New
    Plus Size Faux Suede Mini SkirtFaux Suede Mini Skirt

    Matching Set

    Faux Suede Mini Skirt - Tan

    Faux stretch suede gives this mini a smooth finish with a waistband that pulls on with ease. Pair it with the jacket when you want the set to hit different.
    $44.50
    $44.50
      13
    • Tan
  • New
    Plus Size Knit Blazer Yellow Suit Jacket Three Piece Suit SetPonte Buttoned Blazer

    Matching Set

    Ponte Buttoned Blazer - Mango Mint

    Bring your #bosslife energy with you everywhere you go in our button blazer designed for flexible ponte easy to wear with our range of separates or over any of your collection of looks.
    $64.50
    $64.50
      23
    • Mango Mint
  • New
    Pull On Ponte Pencil SkirtPlus Size Pull On Ponte Pencil Skirt

    Matching Set

    Pull On Ponte Pencil Skirt - Mango Mint

    This pencil skirt is a #WorkWear essential easy to pair with a smart blazer to make you a total style queen from desk to dinner.
    $44.50
    $0.00
    $44.50
      13
    • Mango Mint
  • New
    Ponte Straight Leg TrousersPlus Size Ponte Straight Leg Trousers

    Matching Set

    Ponte Straight Leg Trousers - Mango Mint

    Choose to wear as a suit or as separates, you'll look & feel like the boss you are in our ponte straight-leg trousers.
    $54.50
    $0.00
    $54.50
      23
    • Mango Mint
  • New
    Plus Size Ruched Ponte BlazerRuched Ponte Blazer

    Matching Set

    Ruched Ponte Blazer - Sodalite

    Tailored but not too tame. This ponte blazer keeps things sharp with a faux bust pocket, flap pockets at the front and ruched detailing that snatches your waist. Fully lined in silky satin and made to match your mood, pair it with the coordinating...
    $64.50
    $64.50
      23
    • Sodalite
  • New
    Plus Size Slip On Ponte Pencil SkirtSlip On Ponte Pencil Skirt

    Matching Set

    Slip On Ponte Pencil Skirt - Sodalite

    This pencil skirt is a #WorkWear essential easy to pair with a smart blazer to make you a total style queen from desk to dinner.
    $44.50
    $0.00
    $44.50
      43
    • Sodalite
  • New
    Plus Size Ponte High Waist TrousersPonte High Waist Trousers

    Matching Set

    Ponte High Waist Trousers - Sodalite

    Choose to wear as a suit or as separates, you'll look & feel like the boss you are in our ponte straight-leg trousers.
    $54.50
    $0.00
    $54.50
      23
    • Sodalite
  • New
    Plus Size Pleated Mock Neck TopPleated Mock Neck Top

    Matching Set

    Pleated Mock Neck Top - MAUVE WINE

    Understated, polished, endlessly chic. The pleated knit drapes beautifully with a mock neckline that frames the face just so. A refined essential that slips on with ease and pairs effortlessly with the matching skirt or your go-to tailored pieces.
    $54.50
    $0.00
    $54.50
      13
    • MAUVE WINE

Recently Viewed Products

Look Fabulous & Office Chic In Our Workwear Sets

Designed for style, comfort and versatility, Ashley Stewart has the best & trendiest two-piece sets to revamp your work attire. Take the guesswork out of putting together a polished look with our options that allow you to mix & match colors, patterns & fabrics without skipping a beat. Coordinate blazers & skirts for a monochromatic look, or mix blouses & pants for fun contrasting prints. Leave the morning stress behind you as our two-piece wear-to-work sets ensure that you're dressed to impress in no time, making your morning routine easy! Whether you’re looking for the perfect outfit pairing with leggings or a pencil skirt, these two-piece outfits will make a statement with plaid prints, faux leather, and power-suit options. Perfect for business casual offices as well as more professional attire, mix-and-match blazers, dress pants, pencil skirts or midi skirts to keep updating your looks throughout the week. Upgrade your workwear game with Ashley Stewart’s plus-size workwear sets. The convenience of coordinated outfits matched with the versatility of mix and match will make you feel cool & confident, ready to win at work. Explore our collection today and experience the perfect combination of fashion and professionalism.

Shop Plus Size Clothing Online or In-Store

Find our Work Wear Sets collection online or find an Ashley Stewart location near you.