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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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  • BESTSELLER
    KarenMillen
    Clean Tailored Square Neck Full Skirted Midi Dress
    £229.00 £160.30 ( -30 % off )
  • BESTSELLER
    KarenMillen
    Lydia Millen Taffeta Full Skirt Tailored Midi Dress
    £199.00 £159.20 ( -20 % off )
  • BESTSELLER
    KarenMillen
    Tailored Military Pleat Short Sleeve Mini Dress
    £179.00 £125.30 ( -30 % off )
  • KarenMillen
    Taffeta Bandeau Tailored Rosette Drape Mini Dress
    £249.00 £174.30 ( -30 % off )
  • KarenMillen
    Compact Stretch Belted Tailored Tipped Midi Dress
    £199.00 £159.20 ( -20 % off )
  • KarenMillen
    Petite Compact Stretch Off Shoulder Button Through Tailored Midi Pencil Dress
    £229.00 £115.00 ( -50 % off ) Sale
  • KarenMillen
    Compact Stretch Contrast Tipped Forever Belted Tailored Midi Dress
    £199.00 £159.20 ( -20 % off )
  • KarenMillen
    Tailored Twill Lace Mix Zip Front Mini Dress
    £219.00 £66.00 ( -70 % off ) Sale
  • BESTSELLER
    KarenMillen
    Placed Floral Crystal Embellished Tailored Cape Maxi Dress
    £499.00 £349.00 ( -30 % off ) Sale
  • KarenMillen
    Tailored Viscose Zip Through Multi Stitch Midi Dress
    £219.00 £131.00 ( -40 % off ) Sale
  • KarenMillen
    Compact Stretch Contrast Tipped Forever Belted Tailored Midi Dress
    £199.00 £159.20 ( -20 % off )
  • KarenMillen
    Structured Crepe Full Skirted Tailored Asymmetrical Maxi Dress
    £249.00 £174.00 ( -30 % off ) Sale
  • KarenMillen
    Jacquard Ruffle Strappy Tailored Midi Dress
    £229.00 £115.00 ( -50 % off ) Sale
  • KarenMillen
    Crystal Embellished Tailored Blazer Mini Dress
    £449.00 £269.00 ( -40 % off ) Sale
  • KarenMillen
    Placed Floral Crystal Embellished Tailored Cape Maxi Dress
    £499.00 £349.30 ( -30 % off )
  • BESTSELLER
    KarenMillen
    Tailored Military Pleat Notch Neck Wrap Mini Dress
    £179.00 £143.20 ( -20 % off )
  • BESTSELLER
    KarenMillen
    Military Tailored Mini Dress
    £179.00 £125.30 ( -30 % off )
  • KarenMillen
    Italian Structured Rib Asymmetric Neckline Draped Tailored Maxi Dress
    £249.00 £149.00 ( -40 % off ) Sale
  • BESTSELLER
    KarenMillen
    Military Tailored Mini Dress
    £179.00 £125.30 ( -30 % off )
  • BESTSELLER
    KarenMillen
    Tailored Structured Crepe Forever Pleat Belted Midi Dress
    £219.00 £153.30 ( -30 % off )
  • BESTSELLER
    KarenMillen
    Soft Tailored Pleated Panel Maxi Dress
    £189.00 £132.00 ( -30 % 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
    Compact Stretch Double Breasted Belted Tipped Tailored Midi Dress
    £229.00 £183.20 ( -20 % off )
  • BY LYDIA
    KarenMillen
    Lydia Millen Taffeta Full Skirt Tailored Midi Dress
    £199.00 £119.00 ( -40 % off ) Sale
  • PLUS SIZE
    KarenMillen
    Plus Size 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
    Italian Structured Rib Tailored Envelope Neck Pencil Midi Dress
    £229.00 £115.00 ( -50 % off ) Sale
  • BESTSELLER
    KarenMillen
    Tailored Tuxedo Wrap Mini Dress
    £199.00 £80.00 ( -60 % off ) Sale
  • KarenMillen
    Fluid Tailored Asymmetric Sleeve Midi Dress
    £189.00 £113.00 ( -40 % off ) Sale
  • KarenMillen
    Tailored Twill Lace Mix Zip Front Mini Dress
    £219.00 £66.00 ( -70 % off ) Sale
  • KarenMillen
    Tailored Viscose Zip Through Multi Stitch Mini Dress
    £239.00 £120.00 ( -50 % off ) Sale
  • BESTSELLER
    KarenMillen
    Clean Tailored Taffeta One Shoulder Panel Midi Dress
    £219.00 £153.30 ( -30 % off )
  • BESTSELLER
    KarenMillen
    Compact Stretch Tailored Forever Belted Midi Dress
    £199.00 £139.30 ( -30 % off )
  • BESTSELLER
    KarenMillen
    Soft Tailored Pleated Panel Maxi Dress
    £189.00 £132.30 ( -30 % off )
  • PETITE 5'3 and under
    KarenMillen
    Petite Soft Tailored Pleated Panel Midaxi Dress
    £189.00 £151.20 ( -20 % off )
  • KarenMillen
    Compact Stretch Off Shoulder Button Through Tailored Midaxi Pencil Dress
    £229.00 £115.00 ( -50 % off ) Sale
  • BESTSELLER
    KarenMillen
    Soft Tailored Pleated Panel Maxi Dress
    £189.00 £113.00 ( -40 % off ) Sale
  • KarenMillen
    Italian Structured Rib Tailored Envelope Neck Pencil Midi Dress
    £229.00 £92.00 ( -60 % off ) Sale
  • KarenMillen
    Soft Tailored Waterfall Hem High Neck Midi Dress
    £219.00 £88.00 ( -60 % off ) Sale
  • BESTSELLER
    KarenMillen
    Tailored Military Pleat Short Sleeve Mini Dress
    £179.00 £72.00 ( -60 % off ) Sale
  • KarenMillen
    Check Ruffle Tailored Midaxi Dress
    £269.00 £135.00 ( -50 % off ) Sale
  • BESTSELLER
    KarenMillen
    Tailored Tuxedo Wrap Mini Dress
    £199.00 £60.00 ( -70 % off ) Sale
  • KarenMillen
    Soft Structured Tailored Wrap Blazer Dress
    £249.00 £149.00 ( -40 % off ) Sale
  • KarenMillen
    Ruffle Taffeta Compact Stretch Bandeau Tailored Midi Dress
    £239.00 £143.00 ( -40 % off ) Sale
  • KarenMillen
    Soft Tailored Colour Block Bow Tie Neck Midi Dress
    £179.00 £107.00 ( -40 % off ) Sale
  • KarenMillen
    Soft Tailored Pleated Panel Midaxi Dress
    £189.00 £132.00 ( -30 % off ) Sale
  • KarenMillen
    Tailored Linen Wrap Blazer Midi Dress
    £229.00
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Jacquard Ruffle Strappy Tailored Maxi Dress
    £229.00 £115.00 ( -50 % off ) Sale
  • BESTSELLER
    KarenMillen
    Soft Tailored Pleated Panel Maxi Dress
    £189.00 £132.30 ( -30 % off )
  • KarenMillen
    Tailored Crepe Mini Shirt Dress
    £249.00 £125.00 ( -50 % off ) Sale
  • PETITE 5’3 AND UNDER
    KarenMillen
    Lydia Millen Petite Taffeta Full Skirt Tailored Midi Dress
    £199.00 £119.00 ( -40 % off ) Sale
  • KarenMillen
    Technical Crepe Tailored Metal Zipp Detail High Low Midi Dress
    £249.00 £100.00 ( -60 % off ) Sale
  • KarenMillen
    Soft Tailored Pleated Panel Midaxi Dress
    £189.00 £132.00 ( -30 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Textured Tailored Contrast Taffeta Ruffle Maxi Dress
    £239.00 £96.00 ( -60 % off ) Sale
  • PLUS SIZE
    KarenMillen
    Plus Size Technical Crepe Tailored Metal Zip Detail High Low Midi Dress
    £249.00 £100.00 ( -60 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Compact Stretch Formal Tailored Dress
    £169.00 £68.00 ( -60 % off ) Sale
  • KarenMillen
    Flannel Fitted Tailored Midi Dress
    £229.00 £69.00 ( -70 % off ) Sale
  • BESTSELLER
    KarenMillen
    Military Tailored Mini Dress
    £179.00 £125.30 ( -30 % off )
  • KarenMillen
    Technical Crepe Tailored Metal Zipp Detail High Low Midi Dress
    £249.00 £100.00 ( -60 % off ) Sale
  • BESTSELLER
    KarenMillen
    Tailored Structured Crepe Forever Pleat Belted Midi Dress
    £219.00 £153.30 ( -30 % off )
  • KarenMillen
    Tailored Viscose Zip Through Multi Stitch Midi Dress
    £219.00 £131.00 ( -40 % off ) Sale
  • BESTSELLER
    KarenMillen
    Tailored Military Pleat Notch Neck Wrap Mini Dress
    £179.00 £143.20 ( -20 % off )
  • BESTSELLER
    KarenMillen
    Petite Tailored Structured Crepe Forever Pleat Midi Dress
    £219.00 £153.30 ( -30 % off )
  • KarenMillen
    Soft Tailored Contrast Tipped Belted Wrap Mini Dress
    £149.00 £75.00 ( -50 % off ) Sale
  • KarenMillen
    Compact Stretch Tailored Asymmetric Peplum Pencil Midaxi Dress
    £259.00 £181.00 ( -30 % off ) Sale
  • KarenMillen
    Metallic Floral Tailored Bow Detail Mini Dress
    £239.00 £143.00 ( -40 % off ) Sale
  • KarenMillen
    Compact Stretch Double Breasted Belted Tipped Tailored Midi Dress
    £229.00 £115.00 ( -50 % off ) Sale
  • TALL 5'10 and over
    KarenMillen
    Tall Compact Stretch Off Shoulder Button Through Tailored Midaxi Pencil Dress
    £229.00 £137.00 ( -40 % off ) Sale
  • KarenMillen
    Italian Structured Rib Asymmetric Neckline Draped Tailored Maxi Dress
    £249.00 £174.30 ( -30 % off )
  • KarenMillen
    Tailored Contrast Tipped Stitch Detail Midi Dress
    £219.00 £131.00 ( -40 % off ) Sale
  • KarenMillen
    Soft Tailored Contrast Tipped Belted Midi Dress
    £149.00 £119.20 ( -20 % off )
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Soft Structured Tailored Wrap Blazer Dress
    £249.00 £149.00 ( -40 % off ) Sale
  • KarenMillen
    Compact Stretch Belted Peplum Tailored Maxi Dress
    £229.00 £160.30 ( -30 % off )
  • KarenMillen
    Flannel Tailored Belted Dress
    £229.00 £115.00 ( -50 % off ) Sale
  • KarenMillen
    Pinstripe Tailored Grosgrain Detail Pocket Mini Dress
    £229.00 £137.00 ( -40 % off ) Sale
  • KarenMillen
    Metallic Floral Tailored Blazer Mini Dress
    £229.00 £92.00 ( -60 % off ) Sale
  • BESTSELLER
    KarenMillen
    Lydia Millen Premium Tailored Linen Darted Waist Midi Dress
    £269.00 £215.20 ( -20 % off )
  • BESTSELLER
    KarenMillen
    Tailored Structured Crepe Roll Neck Pencil Midi Dress
    £199.00 £139.30 ( -30 % off )
  • KarenMillen
    Italian Satin Tailored Bow Detail Maxi Dress
    £279.00 £167.00 ( -40 % off ) Sale
  • BESTSELLER
    KarenMillen
    Petite Tailored Structured Crepe Forever Pleat Midi Dress
    £219.00 £175.20 ( -20 % off )

Tailored Dresses for Women