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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
    Compact Stretch Essential Waist Tab Detail Tailored Mini Dress
    £119.00 £95.20 ( -20 % off )
  • TALL 5’10 AND OVER
    KarenMillen
    Tall Soft Tailored Contrast Tipped Belted Wrap Mini Dress
    £149.00 £75.00 ( -50 % off ) Sale
  • KarenMillen
    Compact Stretch Essential Tailored Pocket Mini Dress
    £119.00 £48.00 ( -60 % off ) Sale
  • KarenMillen
    Soft Tailored Contrast Tipped Belted Midi Dress
    £179.00 £107.00 ( -40 % off ) Sale
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Contrast Tipped Bardot Tailored Midi Dress
    £229.00 £115.00 ( -50 % off ) Sale
  • KarenMillen
    Compact Stretch Essential Tailored Pocket Mini Dress
    £119.00 £60.00 ( -50 % off ) Sale
  • PLUS SIZE
    KarenMillen
    Plus Size Tailored Twill Lace Mix Zip Front Midi Dress
    £249.00 £75.00 ( -70 % off ) Sale
  • KarenMillen
    Italian Structured Textured Satin Bandeau Tailored Midi Dress
    £279.00 £112.00 ( -60 % off ) Sale
  • KarenMillen
    Clean Tailored Taffeta One Shoulder Panel Midi Dress
    £219.00 £131.00 ( -40 % off ) Sale
  • PLUS SIZE
    KarenMillen
    Plus Size Placed Floral Crystal Embellished Tailored Cape Maxi Dress
    £499.00 £349.00 ( -30 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Tailored Twill Lace Mix Zip Front Mini Dress
    £219.00 £66.00 ( -70 % off ) Sale
  • KarenMillen
    Compact Stretch Off Shoulder Button Through Tailored Midaxi Pencil Dress
    £229.00 £137.00 ( -40 % off ) Sale
  • PETITE 5'3 and under
    KarenMillen
    Petite Soft Tailored Pleated Panel Midaxi Dress
    £189.00 £151.20 ( -20 % off )
  • KarenMillen
    Geo Jacquard Velvet Mix Tailored Bardot Midi Dress
    £229.00 £137.00 ( -40 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Tailored Twill Lace Mix Zip Front Midi Dress
    £249.00 £75.00 ( -70 % off ) Sale
  • KarenMillen
    Tailored Structured Crepe Forever Pleat Belted Midi Dress
    £219.00 £110.00 ( -50 % off ) Sale
  • PETITE 5'3 and under
    KarenMillen
    Petite Soft Tailored Pleated Panel Midaxi Dress
    £189.00 £151.20 ( -20 % off )
  • BESTSELLER
    KarenMillen
    Tailored Military Pleat Short Sleeve Mini Dress
    £179.00 £125.30 ( -30 % off )
  • KarenMillen
    Compact Stretch Essential Pocket Detail Tailored Mini Dress
    £99.00 £79.20 ( -20 % off )
  • KarenMillen
    Compact Stretch Tailored Collared Button Detail Mini Dress
    £149.00 £60.00 ( -60 % off ) Sale
  • KarenMillen
    Ruffle Taffeta Compact Stretch Bandeau Tailored Midi Dress
    £239.00 £96.00 ( -60 % off ) Sale
  • KarenMillen
    Tailored Viscose Zip Through Multi Stitch Mini Dress
    £239.00 £120.00 ( -50 % off ) Sale
  • KarenMillen
    Taffeta Bandeau Tailored Rosette Drape Mini Dress
    £289.00 £116.00 ( -60 % off ) Sale
  • KarenMillen
    Tailored Compact Stretch Viscose Cape Mesh Panel Midi Dress
    £279.00 £195.30 ( -30 % off )
  • KarenMillen
    Textured Tailored Contrast Taffeta Ruffle Midi Dress
    £239.00 £72.00 ( -70 % off ) Sale
  • KarenMillen
    Italian Structured Textured Satin Bandeau Tailored Midi Dress
    £279.00 £112.00 ( -60 % off ) Sale
  • BESTSELLER
    KarenMillen
    Tailored Military Pleat Short Sleeve Mini Dress
    £179.00 £125.30 ( -30 % off )
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Textured Tailored Contrast Taffeta Ruffle Maxi Dress
    £239.00 £72.00 ( -70 % off ) Sale
  • BESTSELLER
    KarenMillen
    Tailored Military Pleat Short Sleeve Mini Dress
    £179.00 £125.30 ( -30 % off )
  • PLUS SIZE
    KarenMillen
    Plus Size Tailored Twill Lace Mix Zip Front Mini Dress
    £219.00 £66.00 ( -70 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Flannel Tailored Belted Dress
    £229.00 £115.00 ( -50 % off ) Sale
  • KarenMillen
    Textured Tailored Contrast Taffeta Ruffle Midi Dress
    £239.00 £96.00 ( -60 % off ) Sale
  • KarenMillen
    Tailored Twill Lace Mix Zip Front Midi Dress
    £249.00 £75.00 ( -70 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Cutwork Pu Halter Neck Tailored Midi Dress
    £199.00 £100.00 ( -50 % off ) Sale
  • BESTSELLER
    KarenMillen
    Soft Tailored Pleated Panel Maxi Dress
    £189.00 £57.00 ( -70 % off ) Sale
  • KarenMillen
    Pinstripe Tailored Grosgrain Detail Pocket Mini Dress
    £229.00 £183.20 ( -20 % off )
  • KarenMillen
    Compact Stretch Belted Tailored Tipped Midi Dress
    £239.00 £120.00 ( -50 % off ) Sale
  • KarenMillen
    Compact Stretch Double Breasted Belted Tipped Tailored Midi Dress
    £229.00 £183.20 ( -20 % off )
  • KarenMillen
    Tailored Applique Satin Beaded Maxi Dress
    £499.00 £349.30 ( -30 % off )
  • KarenMillen
    Tailored Twill Lace Mix Zip Front Midi Dress
    £249.00 £75.00 ( -70 % off ) Sale
  • BESTSELLER
    KarenMillen
    Tailored Structured Crepe Roll Neck Pencil Midi Dress
    £199.00
  • KarenMillen
    Lace Applique Contrast Corseted Tailored Maxi Dress
    £299.00 £209.30 ( -30 % off )
  • TALL 5'10 AND OVER
    KarenMillen
    Tall Ruffle Taffeta Stretch Crepe Bandeau Tailored Midi Dress
    £239.00 £96.00 ( -60 % off ) Sale
  • KarenMillen
    Tailored Viscose Linen Strappy Pleat Detail Midi Dress
    £149.00 £89.00 ( -40 % off ) Sale
  • PETITE 5'3 and under
    KarenMillen
    Petite Compact Stretch Tailored Midi Prom Dress
    £229.00 Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Italian Structured Textured Satin Bandeau Tailored Maxi Dress
    £279.00 £112.00 ( -60 % off ) Sale
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Tailored Viscose Linen Strappy Pleat Detail Midaxi Dress
    £149.00 £89.00 ( -40 % off ) Sale
  • KarenMillen
    Lace Applique Contrast Corseted Tailored Maxi Dress
    £319.00 £128.00 ( -60 % off ) Sale
  • KarenMillen
    Compact Stretch Belted Peplum Tailored Maxi Dress
    £229.00 £137.00 ( -40 % off ) Sale
  • KarenMillen
    Compact Stretch Contrast Tipped Forever Belted Tailored Midi Dress
    £199.00 £100.00 ( -50 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Check Ruffle Tailored Midaxi Dress
    £249.00 £125.00 ( -50 % off ) Sale
  • KarenMillen
    Compact Stretch Contrast Tipped Bardot Tailored Midi Dress
    £249.00 £125.00 ( -50 % off ) Sale
  • KarenMillen
    Soft Structured Tailored Wrap Blazer Dress
    £229.00 £183.20 ( -20 % off )
  • TALL 5'10 AND OVER
    KarenMillen
    Tall Italian Structured Textured Satin Bandeau Tailored Maxi Dress
    £279.00 £112.00 ( -60 % off ) Sale
  • TALL 5'10 AND OVER
    KarenMillen
    Tall Tailored Twill Lace Mix Zip Front Mini Dress
    £219.00 £66.00 ( -70 % off ) Sale
  • TALL 5’10 AND OVER
    KarenMillen
    Tall Compact Stretch Contrast Tipped Forever Belted Tailored Midi Dress
    £199.00 £100.00 ( -50 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Contrast Detail Full Skirt Tailored Midi Dress
    £239.00 £143.00 ( -40 % off ) Sale
  • KarenMillen
    Compact Stretch Tailored Asymmetric Peplum Pencil Midaxi Dress
    £259.00 £181.30 ( -30 % off )
  • KarenMillen
    Grey Check Tailored Full Skirted Asymmetrical Maxi Dress
    £249.00 £149.00 ( -40 % off ) Sale
  • KarenMillen
    Compact Stretch Contrast Tipped Bardot Tailored Midi Dress
    £249.00 £149.00 ( -40 % off ) Sale
  • KarenMillen
    Compact Stretch Tailored Colour Block Full Skirted Midi Dress
    £239.00 £191.20 ( -20 % off )
  • BESTSELLER
    KarenMillen
    Military Tailored Mini Dress
    £179.00 £125.30 ( -30 % off )
  • TALL 5’10 AND OVER
    KarenMillen
    Tall Tailored Twill Lace Mix Zip Front Midi Dress
    £249.00 £75.00 ( -70 % off ) Sale
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Metallic Floral Tailored Blazer Mini Dress
    £229.00 £92.00 ( -60 % off ) Sale
  • KarenMillen
    Contrast Detail Full Skirt Tailored Midi Dress
    £239.00 £143.00 ( -40 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Italian Structured Rib Asymmetric Neckline Draped Tailored Maxi Dress
    £249.00 £174.30 ( -30 % off )
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Italian Structured Rib Asymmetric Neckline Draped Tailored Maxi Dress
    £249.00 £149.00 ( -40 % off ) Sale
  • KarenMillen
    Grey Check Tailored Asymmetrical Collared Fitted Maxi Dress
    £249.00 £125.00 ( -50 % off ) Sale
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Viscose Satin Structured Tailored Seam Detail Midi Dress
    £219.00 £131.00 ( -40 % off ) Sale
  • BESTSELLER
    KarenMillen
    Fluid Tailored Asymmetric Sleeve Midi Dress
    £189.00 £132.30 ( -30 % off )
  • BESTSELLER
    KarenMillen
    Soft Tailored Pleated Panel Maxi Dress
    £189.00 £132.00 ( -30 % off ) Sale
  • KarenMillen
    Herringbone Full Skirt Tailored Midi Dress
    £199.00 £159.20 ( -20 % off )
  • KarenMillen
    Compact Stretch Essential Waist Tab Detail Tailored Mini Dress
    £119.00 £95.20 ( -20 % off )
  • BESTSELLER
    KarenMillen
    Tailored Applique Satin Beaded Maxi Dress
    £499.00 £250.00 ( -50 % off ) Sale
  • KarenMillen
    Tailored Contrast Tipped Stitch Detail Midi Dress
    £199.00 £159.20 ( -20 % off )
  • PLUS SIZE
    KarenMillen
    Plus Size Textured Tailored Contrast Taffeta Ruffle Maxi Dress
    £239.00 £96.00 ( -60 % off ) Sale
  • BESTSELLER
    KarenMillen
    Petite Tailored Structured Crepe Forever Pleat Midi Dress
    £219.00 £153.30 ( -30 % off )
  • KarenMillen
    Taffeta Check Bow Detail Tailored Maxi Dress
    £269.00 £135.00 ( -50 % off ) Sale
  • PLUS SIZE
    KarenMillen
    Plus Size Textured Tailored Contrast Taffeta Ruffle Maxi Dress
    £239.00 £72.00 ( -70 % off ) Sale

Tailored Dresses for Women