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Tailored Dresses
Tailored Dresses

From work-to-weekend these tailored dresses are defined by an essence of timeless glamour. Discover a myriad of expertly crafted designs, from effortless black tailored dresses to soft shirt dresses, flattering shift styles or structured mini dresses. Highlighting our focus of premium craftsmanship, these tailored work dresses flatter the form with ease. Explore an elevated take on classic tailoring with these elegant tailored dresses below.

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  • KarenMillen
    Cutwork Beaded Twill Wide Leg Woven Trouser
    £189.00 £95.00 ( -50 % off ) Sale
  • KarenMillen
    Viscose Blend Rib Detail Bardot Knit Midi Dress
    £75.00 £23.00 ( -69 % off ) Sale
  • PLUS SIZE
    KarenMillen
    Plus Size Check Pu Mix Tailored Jacket
    £239.00 £143.00 ( -40 % off ) Sale
  • KarenMillen
    Suede Lace Up Pencil Skirt
    £269.00 £135.00 ( -50 % off ) Sale
  • KarenMillen
    Tailored Viscose Zip Through Multi Stitch Jacket
    £199.00 £119.00 ( -40 % off ) Sale
  • KarenMillen
    Textured Tailored Contrast Taffeta Ruffle Midi Dress
    £239.00 £72.00 ( -70 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Mono Floral Woven Button Up Maxi Dress
    £249.00 £174.00 ( -30 % off ) Sale
  • KarenMillen
    Taffeta Bandeau Tailored Rosette Drape Mini Dress
    £249.00 £124.50 ( -50 % off )
  • KarenMillen
    Wool Cashmere Knit Ballet Maxi Dress
    £179.00 £72.00 ( -60 % off ) Sale
  • KarenMillen
    Technical Crepe Tailored Metal Zip Detail Jacket
    £179.00 £90.00 ( -50 % off ) Sale
  • KarenMillen
    Texture Metallic Contrast Tipped Double Breasted Tailored Midi Coat
    £399.00 £200.00 ( -50 % off ) Sale
  • KarenMillen
    Cutwork Beaded Georgette Tie Neck Woven Blouse With Drama Sleeve
    £169.00 £101.00 ( -40 % off ) Sale
  • KarenMillen
    Scallop Trim Woven Crepe Trouser
    £99.00 £50.00 ( -49 % off ) Sale
  • KarenMillen
    Cashmere Blend One Off The Shoulder Maxi Dress
    £119.00 £36.00 ( -70 % off ) Sale
  • KarenMillen
    Wool Blend Cosy Knit Belted Long Sleeve Midi Dress
    £99.00 £59.00 ( -40 % off ) Sale
  • KarenMillen
    Premium Italian Manteco Wool Investment Notch Neck Tailored Midi Coat
    £379.00 £152.00 ( -60 % off ) Sale
  • KarenMillen
    Leather Fur Lined Chunky Lace Up Worker Boot
    £179.00 £54.00 ( -70 % off ) Sale
  • KarenMillen
    Wool Blend Knit High Low Midi Skirt Wool
    £99.00 £50.00 ( -49 % off ) Sale
  • KarenMillen
    Tailored Crepe Essential Shirt
    £99.00 £40.00 ( -60 % off ) Sale
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Lace Petal Applique Woven Midi Dress
    £269.00 £161.00 ( -40 % off ) Sale
  • KarenMillen
    One Shoulder Feather Detail Viscose Blend Knit Mini Dress
    £85.00 £26.00 ( -69 % off ) Sale
  • KarenMillen
    Tailored Kick Flare Trouser
    £129.00 £77.00 ( -40 % off ) Sale
  • KarenMillen
    Textured Wool Blend Darted Tailored Mini Dress
    £219.00 £131.00 ( -40 % off ) Sale
  • KarenMillen
    Viscose Blend Knit Corsage Detail Maxi Dress
    £139.00 £83.00 ( -40 % off ) Sale
  • KarenMillen
    Romantic Rosette Texture Woven Prom Midi Dress
    £249.00 £174.00 ( -30 % off ) Sale
  • TALL 5'10 AND OVER
    KarenMillen
    Tall Embellished Woven Long Sleeved Maxi Dress
    £389.00 £233.00 ( -40 % off ) Sale
  • KarenMillen
    Flannel Tailored Collared Blazer
    £199.00 £100.00 ( -50 % off ) Sale
  • KarenMillen
    Viscose Georgette Cape Woven Mini Dress
    £149.00 £89.00 ( -40 % off ) Sale
  • THE FOUNDER
    KarenMillen
    The Founder Cashmere Roll Neck Jumper
    £199.00 £100.00 ( -50 % off ) Sale
  • KarenMillen
    Pearl Trim Cotton Full Skirt Mini Dress
    £119.00 £71.00 ( -40 % off ) Sale
  • KarenMillen
    Viscose Blend Rib Knit Belted Midi Dress
    £139.00 £42.00 ( -70 % off ) Sale
  • Bestseller
    KarenMillen
    Plus Size Tailored Compact Stretch Split Hem Straight Trouser
    £99.00 £69.00 ( -30 % off ) Sale
  • KarenMillen
    Embellished Tailored Pocket Detail Maxi Skirt
    £299.00 £179.00 ( -40 % off ) Sale
  • KarenMillen
    Viscose Blend Rib Knit Square Neck Vest
    £35.00 £25.00 ( -29 % off ) Sale
  • KarenMillen
    Viscose Blend Stripe Knit Maxi Skirt Co-Ord
    £55.00 £17.00 ( -69 % off ) Sale
  • PLUS SIZE
    KarenMillen
    Plus Size Structured Crepe Asymmetric Cape Detail Tailored Maxi Dress
    £239.00 £72.00 ( -70 % off ) Sale
  • KarenMillen
    Wool Blend Cosy Knit Fly Collar Boxy Cardi
    £79.00 £47.00 ( -41 % off ) Sale
  • KarenMillen
    Heat Seal Puffer Belted Faux Fur Hood Longline Jacket
    £229.00 £115.00 ( -50 % off ) Sale
  • KarenMillen
    Wool Blend Cosy Funnel Knit Jumper
    £79.00 £32.00 ( -59 % off ) Sale
  • KarenMillen
    Chainmail Strappy Midi Dress
    £159.00 £64.00 ( -60 % off ) Sale
  • KarenMillen
    Full Sleeve Rib Knit Midi Dress
    £89.00 £53.00 ( -40 % off ) Sale
  • KarenMillen
    Tailored Fishtail Maxi Skirt
    £99.00 £59.00 ( -40 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Crinkle Floral Woven Maxi Dress With Laced Back And Embellishment
    £219.00 £88.00 ( -60 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Technical Crepe Tailored Metal Zip Detail High Low Midi Dress
    £249.00 £100.00 ( -60 % off ) Sale
  • Georgia Louise Edit
    KarenMillen
    Tailored Sequin Cropped Blazer
    £179.00 £54.00 ( -70 % off ) Sale
  • KarenMillen
    Leather Lace Up Pencil Skirt
    £239.00 £120.00 ( -50 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Italian Satin Black Lace Mini Dress
    £259.00 £78.00 ( -70 % off ) Sale
  • KarenMillen
    Satin Wide Leg Woven Trousers
    £79.00 £55.00 ( -30 % off ) Sale
  • KarenMillen
    Viscose Satin Wide Leg Woven Trouser
    £119.00 £60.00 ( -50 % off ) Sale
  • KarenMillen
    Merino Wool Blend Knit Jumper With Silk Cuffs
    £119.00 £48.00 ( -60 % off ) Sale
  • KarenMillen
    Statement Fabric Choker Necklace
    £49.00 £20.00 ( -59 % off ) Sale
  • KarenMillen
    Viscose Satin Structured Tailored Seam Detail Midi Dress
    £219.00 £131.00 ( -40 % off ) Sale
  • PLUS SIZE
    KarenMillen
    Plus Size Soft Tailored Contrast Tipped Belted Midaxi Dress
    £179.00 £107.00 ( -40 % off ) Sale
  • KarenMillen
    Leather Colourblock Midi Dress
    £499.00 £250.00 ( -50 % off ) Sale
  • PETITE 5'3 and under
    KarenMillen
    Petite Fluid Tailored Asymmetric Sleeve Maxi Dress
    £189.00 £113.00 ( -40 % off ) Sale
  • KarenMillen
    Compact Stretch Stab Stitch Tailored Pencil Midi Skirt
    £129.00 £90.00 ( -30 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Italian Structured Rib Asymmetric Neckline Draped Tailored Maxi Dress
    £249.00 £149.00 ( -40 % off ) Sale
  • KarenMillen
    Figure Form Bandage Knit Round Sleeve Mini Dress
    £99.00 £30.00 ( -70 % off ) Sale
  • KarenMillen
    Premium Yarn Wide Collar Knitted Cardigan
    £99.00 £40.00 ( -60 % off ) Sale
  • KarenMillen
    Tailored Contrast Tipped Stitch Detail Double Breasted Jacket
    £249.00 £149.00 ( -40 % off ) Sale
  • KarenMillen
    Ponte Belted Maxi Dress
    £149.00 £45.00 ( -70 % off ) Sale
  • KarenMillen
    Flannel Asymmetrical Tailored Wrap Mini Dress
    £199.00 £60.00 ( -70 % off ) Sale
  • KarenMillen
    Ruffle Taffeta Compact Stretch Bandeau Tailored Midi Dress
    £239.00 £143.00 ( -40 % off ) Sale
  • KarenMillen
    Sequin Tailored Mini Shorts
    £99.00 £50.00 ( -49 % off ) Sale
  • TALL 5'10 AND OVER
    KarenMillen
    Tall Ruffle Taffeta Stretch Crepe Bandeau Tailored Midi Dress
    £239.00 £96.00 ( -60 % off ) Sale
  • KarenMillen
    Petite Compact Stretch Viscose Cape Detail Maxi Dress
    £309.00 £93.00 ( -70 % off ) Sale
  • KarenMillen
    Tailored Sequin Tweed Drop Waist Midi Dress
    £199.00 £60.00 ( -70 % off ) Sale
  • KarenMillen
    Tailored Contrast Tipped Stitch Detail Midi Skirt
    £149.00 £60.00 ( -60 % off ) Sale
  • KarenMillen
    Slinky Drape Knit Column Skirt
    £65.00 £26.00 ( -60 % off ) Sale
  • KarenMillen
    Italian Structured Rib Tailored Envelope Neck Pencil Midi Dress
    £229.00 £115.00 ( -50 % off ) Sale
  • PETITE 5'3 and under
    KarenMillen
    Petite Compact Stretch Viscose Drape Tailored Midi Dress
    £249.00 £174.00 ( -30 % off ) Sale
  • KarenMillen
    Pleated Cape Sleeve Plunge Neck Top
    £99.00 £40.00 ( -60 % off ) Sale
  • KarenMillen
    Viscose Blend Knit Asymmetric Neck Midi Dress
    £79.00 £55.00 ( -30 % off ) Sale
  • KarenMillen
    Textured Wool Blend Darted Tailored Midi Dress
    £279.00 £195.00 ( -30 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Embellished Pearl Strong Shoulder Mini Dress
    £359.00 £180.00 ( -50 % off ) Sale
  • KarenMillen
    Bandage Figure Form Organza Frill Knit Midi Dress
    £129.00 £77.00 ( -40 % off ) Sale
  • KarenMillen
    Petite Satin Back Crepe One Shoulder Drape Midi Dress
    £199.00 £80.00 ( -60 % off ) Sale
  • KarenMillen
    Wool Blend Fur Trim Collar Tailored Midi Coat
    £389.00 £117.00 ( -70 % off ) Sale

Tailored Dresses for Women