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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
    Military Tailored Mini Dress
    £179.00 £89.50 ( -50 % off )
  • BY LYDIA
    KarenMillen
    Lydia Millen Taffeta Full Skirt Tailored Midi Dress
    £199.00 £119.00 ( -40 % off ) Sale
  • Bestseller
    KarenMillen
    Tailored Structured Crepe Roll Neck Pencil Midi Dress
    £199.00 £99.50 ( -50 % off )
  • KarenMillen
    Soft Tailored Pleated Panel Midaxi Dress
    £189.00 £132.00 ( -30 % off ) Sale
  • KarenMillen
    Lightweight Packable Coat
    £139.00 £70.00 ( -50 % off ) Sale
  • KarenMillen
    Slinky Knit Contrast Piping Halter Neck Maxi Dress
    £119.00 £36.00 ( -70 % off ) Sale
  • KarenMillen
    Quilted Hooded Longline Belted Coat
    £299.00 £120.00 ( -60 % off ) Sale
  • KarenMillen
    Italian Satin Tailored Bow Detail Maxi Dress
    £279.00 £167.00 ( -40 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Crystal Embellished Tailored Tuxedo Blazer Midaxi Dress
    £499.00 £250.00 ( -50 % off ) Sale
  • KarenMillen
    Embellished And Beaded Long Sleeve Woven Maxi Dress
    £549.00 £329.00 ( -40 % off ) Sale
  • BY LYDIA
    KarenMillen
    Lydia Millen Premium Tailored Linen Darted Waist Midi Dress
    £269.00 £134.50 ( -50 % off )
  • Bestseller
    KarenMillen
    Tailored Military Pleat Notch Neck Wrap Mini Dress
    £179.00 £89.50 ( -50 % off )
  • KarenMillen
    Italian Wool Mix Maxi Double Breasted Tailored Coat
    £429.00 £215.00 ( -50 % off ) Sale
  • KarenMillen
    Tailored Viscose Zip Detail Trouser
    £139.00 £56.00 ( -60 % off ) Sale
  • KarenMillen
    Italian Manteco Wool Blend Tailored Flared Skirt Maxi Coat
    £439.00 £263.00 ( -40 % off ) Sale
  • Bestseller
    KarenMillen
    Military Tailored Mini Dress
    £179.00 £89.50 ( -50 % off )
  • Bestseller
    KarenMillen
    Lydia Millen Taffeta Full Skirt Tailored Midi Dress
    £199.00 £159.20 ( -20 % off )
  • KAREN MILLEN OBE PICKS
    KarenMillen
    Compact Stretch Essential Tailored Single Breasted Blazer
    £129.00 £77.00 ( -40 % off ) Sale
  • KarenMillen
    Tailored Viscose Zip Through Multi Stitch Mini Dress
    £239.00 £120.00 ( -50 % off ) Sale
  • KarenMillen
    Tailored Drama Ruffle Double Breasted Blazer
    £449.00 £269.00 ( -40 % off ) Sale
  • KarenMillen
    Tailored Viscose Zip Through Multi Stitch Jacket
    £199.00 £80.00 ( -60 % off ) Sale
  • BESTSELLER
    KarenMillen
    Applique Organdie Satin Woven Midi Dress
    £329.00 £132.00 ( -60 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Structured Crepe Asymmetric Neck Midi Dress
    £249.00 £149.00 ( -40 % off ) Sale
  • KarenMillen
    Tailored Drama Ruffle Double Breasted Blazer
    £449.00 £225.00 ( -50 % off ) Sale
  • KarenMillen
    Compact Stretch Essential Oversize Tailored Blazer
    £129.00 £90.00 ( -30 % off ) Sale
  • KarenMillen
    Premium Embellished Draped Beaded Strappy Midi Dress
    £429.00 £129.00 ( -70 % off ) Sale
  • PETITE 5'3 and under
    KarenMillen
    Petite Soft Tailored Pleated Panel Midaxi Dress
    £189.00 £132.00 ( -30 % off ) Sale
  • Bestseller
    KarenMillen
    Tailored Structured Crepe Forever Pleat Belted Midi Dress
    £219.00 £109.50 ( -50 % off )
  • KarenMillen
    Soft Structured Tailored Wrap Blazer Dress
    £249.00 £149.00 ( -40 % off ) Sale
  • KarenMillen
    Compact Stretch Belted Peplum Tailored Jacket
    £199.00 £139.00 ( -30 % off ) Sale
  • KarenMillen
    Petite Compact Stretch Off Shoulder Button Through Tailored Midi Pencil Dress
    £229.00 £115.00 ( -50 % off ) Sale
  • KarenMillen
    Guipure Lace Woven Mini Dress
    £299.00 £179.00 ( -40 % off ) Sale
  • KarenMillen
    Crinkle Floral Woven Midi Dress With Balloon Sleeve And Embellishment
    £279.00 £112.00 ( -60 % off ) Sale
  • KarenMillen
    Sequin Fishtail Halterneck Maxi Dress
    £199.00 £139.00 ( -30 % off ) Sale
  • KarenMillen
    Embellished Beaded High Neck Woven Mini Dress
    £349.00 £105.00 ( -70 % off ) Sale
  • KarenMillen
    Cutwork Beaded Embroidered Woven Mini Dress
    £249.00 £149.00 ( -40 % off ) Sale
  • KarenMillen
    Wool Blend Embellished Belted Tailored Longline Coat
    £699.00 £210.00 ( -70 % off ) Sale
  • KarenMillen
    Embellished Sequin And Beaded Strong Shoulder Mini Dress
    £359.00 £180.00 ( -50 % off ) Sale
  • KarenMillen
    Italian Structured Textured Satin Bandeau Tailored Maxi Dress
    £279.00 £112.00 ( -60 % off ) Sale
  • KarenMillen
    Compact Stretch Essential Oversize Tailored Blazer
    £129.00 £77.00 ( -40 % off ) Sale
  • KarenMillen
    Fluid Tailored Asymmetric Sleeve Midi Dress
    £189.00 £94.50 ( -50 % off )
  • KarenMillen
    Tailored Wool Blend Belted Maxi Wrap Coat
    £279.00 £140.00 ( -50 % off ) Sale
  • PLUS SIZE
    KarenMillen
    Plus Size Floral Studded Lace Woven Maxi Dress
    £289.00 £173.00 ( -40 % off ) Sale
  • KarenMillen
    Satin Back Crepe Wide Leg Trouser
    £99.00 £50.00 ( -49 % off ) Sale
  • KAREN MILLEN OBE PICKS
    KarenMillen
    Wool Look Blouson Sleeve Midi Knit Pencil Dress
    £99.00 £40.00 ( -60 % off ) Sale
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Tailored Single Breasted Jacket
    £199.00 £100.00 ( -50 % off ) Sale
  • KarenMillen
    Italian Structured Textured Satin Bandeau Tailored Maxi Dress
    £279.00 £112.00 ( -60 % off ) Sale
  • KarenMillen
    Tailored Viscose Zip Through Multi Stitch Midi Dress
    £219.00 £131.00 ( -40 % off ) Sale
  • KarenMillen
    Placed Floral Crystal Embellished Tailored Cape Maxi Dress
    £499.00 £249.50 ( -50 % off )
  • KarenMillen
    Compact Stretch Essential Oversize Tailored Blazer
    £129.00 £77.00 ( -40 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Crystal Applique Woven Maxi Cape
    £419.00 £168.00 ( -60 % off ) Sale
  • TALL 5'10 AND OVER
    KarenMillen
    Tailored Viscose Zip Through Multi Stitch Waistcoat
    £149.00 £60.00 ( -60 % off ) Sale
  • KarenMillen
    Compact Stretch Tailored Assymetric Peplum Jacket
    £199.00 £119.00 ( -40 % off ) Sale
  • KarenMillen
    Tailored Cotton Multiway Trench Coat
    £179.00 £125.00 ( -30 % off ) Sale
  • BESTSELLER
    KarenMillen
    Soft Tailored Pleated Panel Maxi Dress
    £189.00 £132.00 ( -30 % off ) Sale
  • KarenMillen
    Enamel Chain Detail Halter Woven Mini Dress
    £199.00 £119.00 ( -40 % off ) Sale
  • KarenMillen
    Compact Stretch Double Breasted Belted Tipped Tailored Midi Dress
    £229.00 £114.50 ( -50 % off )
  • KarenMillen
    Figure Form Bandage Knit Embellished Maxi Dress
    £219.00 £110.00 ( -50 % off ) Sale
  • KarenMillen
    Figure Form Bandage Knit All Over Embellished Mini Dress
    £149.00 £45.00 ( -70 % off ) Sale
  • KarenMillen
    Tailored Drama Ruffled Double Breasted Blazer Dress
    £559.00 £280.00 ( -50 % off ) Sale
  • KarenMillen
    Cotton V Neck Knit Boxy Striped Cardigan
    £79.00 £40.00 ( -49 % off ) Sale
  • KarenMillen
    Crystal Applique Woven Maxi Cape
    £419.00 £168.00 ( -60 % off ) Sale
  • KAREN MILLEN OBE PICKS
    KarenMillen
    Shrunken Milano Knit Viscose Blend Knit Jacket
    £99.00 £59.00 ( -40 % off ) Sale
  • KarenMillen
    Western Style Woven Shirt
    £99.00 £69.00 ( -30 % off ) Sale
  • KarenMillen
    Crystal Embellished Tailored Blazer Mini Dress
    £449.00 £269.00 ( -40 % off ) Sale
  • KarenMillen
    Tailored Viscose Zip Through Multi Stitch Waistcoat
    £149.00 £60.00 ( -60 % off ) Sale
  • KarenMillen
    Metallic Floral Tailored Blazer Mini Dress
    £229.00 £92.00 ( -60 % off ) Sale
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Halter Neck Feather Sequin Detail Woven Maxi Dress
    £459.00 £321.00 ( -30 % off ) Sale
  • KarenMillen
    Soft Tie Back Detail Tailored Single Breasted Blazer
    £229.00 £160.00 ( -30 % off ) Sale
  • Bestseller
    KarenMillen
    Soft Tailored Pleated Panel Maxi Dress
    £189.00 £94.50 ( -50 % off )
  • KarenMillen
    Soft Tailored Waterfall Hem High Neck Midi Dress
    £219.00 £88.00 ( -60 % off ) Sale
  • BESTSELLER
    KarenMillen
    Petite ltalian Wool Tailored Belted Trench Coat
    £399.00 £200.00 ( -50 % off ) Sale
  • KarenMillen
    Compact Stretch Essential Pocket Detail Tailored Mini Dress
    £99.00 £49.50 ( -50 % off )
  • KarenMillen
    Soft Tailored Ruched Waist Long Sleeve Mini Dress
    £189.00 £57.00 ( -70 % off ) Sale
  • KarenMillen
    Milano Knit Removable Woven Collar Top
    £89.00 £36.00 ( -60 % off ) Sale
  • KarenMillen
    Sheer Georgette Cutwork Woven Halter Top
    £139.00 £70.00 ( -50 % off ) Sale
  • KarenMillen
    V Neck Elevated Rib Knit Full Skirt Midi Dress
    £119.00 £36.00 ( -70 % off ) Sale

Tailored Dresses for Women