1. Home
  2. Tailoring
  3. Tailored Dresses

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.

Refine by

From £
to £

Refine by
Sort by
500+ Products
View
Sort by
  • KarenMillen
    Premium Cotton Tailored Belted Shirt Maxi Dress
    £249.00 £124.50 ( -50 % off )
  • KarenMillen
    Tailored Crepe Pleated Panelled Shirt Dress
    £199.00 £99.50 ( -50 % off )
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Abstract Ombre Floral Italian Structured Satin Tailored Corset Midi Dress
    £269.00 £215.20 ( -20 % off )
  • KarenMillen
    Soft Tailored Waist Drape Corset Maxi Dress
    £279.00 £223.20 ( -20 % off )
  • KarenMillen
    Soft Tailored Halterneck Open Back Maxi Dress
    £199.00 £99.50 ( -50 % off )
  • KarenMillen
    Structured Crepe Ruffle Shoulder Tailored Full Skirted Midi Dress
    £239.00 £119.50 ( -50 % off )
  • KarenMillen
    Pinstripe Corseted Tailored Pencil Midi Dress
    £229.00 £114.50 ( -50 % off )
  • KarenMillen
    Structured Crepe Tailored Asymmetrical Collared Fitted Maxi Dress
    £249.00 £199.20 ( -20 % off )
  • KarenMillen
    Compact Stretch Open Back Full Skirted Tailored Midi Dress
    £249.00 £124.50 ( -50 % off )
  • KarenMillen
    Premium Viscose Linen Asymmetric Neck Tailored Pencil Maxi Dress
    £229.00 £114.50 ( -50 % off )
  • KarenMillen
    Tailored Crepe Pleated Panelled Shirt Dress
    £199.00 £99.50 ( -50 % off )
  • Bestseller
    KarenMillen
    Petite Military Tailored Mini Dress
    £179.00 £143.20 ( -20 % off )
  • KarenMillen
    Premium Viscose Linen Tailored Asymmetric Shoulder Full Midi Dress
    £279.00 £139.50 ( -50 % off )
  • KarenMillen
    Soft Tailored Colourblock Bandeau Midi Dress
    £199.00 £99.50 ( -50 % off )
  • KarenMillen
    Petite Compact Stretch Square Neck Tailored Full Skirted Midaxi Dress
    £249.00 £199.20 ( -20 % off )
  • KarenMillen
    Compact Stretch Darted Tailored Blazer Mini Dress
    £189.00 £94.50 ( -50 % off )
  • KarenMillen
    Pearl And Diamante Embellished Tailored Pencil Dress
    £269.00 £134.50 ( -50 % off )
  • KarenMillen
    Premium Viscose Linen Tailored Full Skirt Midi Dress
    £289.00 £231.20 ( -20 % off )
  • KarenMillen
    Compact Stretch Asymmetric Neck Tailored Full Skirted Dress
    £229.00 £114.50 ( -50 % off )
  • KarenMillen
    Clean Tailored Asymmetric Neckline Draped Midi Dress
    £199.00 £159.20 ( -20 % off )
  • Bestseller
    KarenMillen
    Petite Structured Crepe Roll Neck Belted Tailored Midi Dress
    £199.00 £159.20 ( -20 % off )
  • KarenMillen
    Compact Stretch Square Neck Tailored Pencil Midi Dress
    £199.00 £99.50 ( -50 % off )
  • KarenMillen
    Structured Crepe Long Sleeve Belted Tailored Pencil Midi Dress
    £239.00 £119.50 ( -50 % off )
  • KarenMillen
    Soft Tailored Waterfall Sleeve Maxi Dress
    £199.00 £159.20 ( -20 % off )
  • KarenMillen
    Premium Linen Structured Pleated Bandeau Tailored Midi Pencil Dress
    £199.00 £99.50 ( -50 % off )
  • KarenMillen
    Compact Stretch Viscose Tie Neck Tailored Full Skirted Midi Dress
    £249.00 £124.50 ( -50 % off )
  • KarenMillen
    Compact Stretch Square Neck Tailored Full Skirted Maxi Dress
    £249.00 £199.20 ( -20 % off )
  • KarenMillen
    Clean Tailored Square Neck Full Skirted Midi Dress
    £229.00 £114.50 ( -50 % off )
  • KarenMillen
    Taffeta Contrast Tux Tailored Full Skirted Shirt Dress
    £229.00 £183.20 ( -20 % off )
  • Petite 5'3 and Under
    KarenMillen
    Petite Premium Linen Structured Pleated Bandeau Tailored Midi Pencil Dress
    £199.00 £159.20 ( -20 % off )
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Taffeta Rosette Neck Tailored Pleat Gathered Maxi Dress
    £399.00 £319.20 ( -20 % off )
  • Bestseller
    KarenMillen
    Tall Military Tailored Mini Dress
    £179.00 £143.20 ( -20 % off )
  • KarenMillen
    Taffeta Drama Sculptural Tailored Maxi Dress
    £399.00 £199.50 ( -50 % off )
  • KarenMillen
    Spot Jacquard Full Skirted Tailored Midaxi Dress
    £249.00 £199.20 ( -20 % off )
  • Bestseller
    KarenMillen
    Tailored Crepe High Neck Side Pleat Detail Midi Dress
    £229.00 £114.50 ( -50 % off )
  • KarenMillen
    Clean Tailored Asymmetric Collar Belted Full Skirted Tailored Midi Dress
    £269.00 £134.50 ( -50 % off )
  • KarenMillen
    Pinstripe Corseted Tailored Pencil Midi Dress
    £229.00 £114.50 ( -50 % off )
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Premium Viscose Linen Asymmetric Neck Tailored Pencil Maxi Dress
    £229.00 £183.20 ( -20 % off )
  • PLUS SIZE
    KarenMillen
    Plus Size Floral Jacquard Strappy Full Skirted Tailored Maxi Dress
    £279.00 £139.50 ( -50 % off )
  • KarenMillen
    Premium Satin Halter Neck Tailored Maxi Dress
    £219.00 £109.50 ( -50 % off )
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Soft Tailored Contrast Tipped Belted Wrap Mini Dress
    £129.00 £64.50 ( -50 % off )
  • KarenMillen
    Floral Jacquard Strappy Full Skirted Tailored Maxi Dress
    £279.00 £139.50 ( -50 % off )
  • KarenMillen
    Jacquard Tailored Sleeveless Mini Dress
    £179.00 £89.50 ( -50 % off )
  • KarenMillen
    Soft Tailored Bandeau Midi Dress
    £229.00 £183.20 ( -20 % off )
  • KarenMillen
    Premium Satin Halter Neck Tailored Maxi Dress
    £219.00 £109.50 ( -50 % off )
  • KarenMillen
    Metallic Taffeta Tux Tailored Full Skirted Shirt Dress
    £219.00 £109.50 ( -50 % off )
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Floral Jacquard Strappy Full Skirted Tailored Maxi Dress
    £279.00 £139.50 ( -50 % off )
  • KarenMillen
    Structured Crepe Ruffle Shoulder Tailored Full Skirted Midi Dress
    £239.00 £119.50 ( -50 % off )
  • KarenMillen
    Spring Tweed Tailored Mini Dress
    £199.00 £99.50 ( -50 % off )
  • KarenMillen
    Abstract Ombre Floral Italian Structured Satin Tailored Corset Midi Dress
    £269.00 £215.20 ( -20 % off )
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Placed Floral Crystal Embellished Tailored Drama Cape Maxi Dress
    £499.00 £399.20 ( -20 % off )
  • KarenMillen
    Premium Tailored Linen Drama Cape Midi Dress
    £269.00 £134.50 ( -50 % off )
  • PETITE 5'3 AND UNDER
    KarenMillen
    Petite Crystal Embellished Tailored Blazer Mini Dress
    £449.00 £224.50 ( -50 % off )
  • KarenMillen
    Geo Jacquard Twill Tailored Full Skirted Midi Dress
    £139.00 £111.20 ( -20 % off )
  • KarenMillen
    Geo Jacquard Velvet Mix Tailored Strappy Maxi Dress
    £249.00 £174.00 ( -30 % off ) Sale
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Pinstripe Corseted Tailored Pencil Midi Dress
    £229.00 £183.20 ( -20 % off )
  • KarenMillen
    Jacquard Tailored Sleeveless Mini Dress
    £179.00 £89.50 ( -50 % off )
  • KarenMillen
    Compact Stretch Open Back Full Skirted Tailored Midi Dress
    £249.00 £124.50 ( -50 % off )
  • KarenMillen
    Premium Linen Structured Pleated Bandeau Tailored Midi Pencil Dress
    £199.00 £99.50 ( -50 % off )
  • KarenMillen
    Petite Tailored Denim Full Skirted Midi Shirt Dress
    £199.00 £159.20 ( -20 % off )
  • KarenMillen
    Structured Viscose Satin Stitch Detail Tailored Pencil Maxi Dress
    £249.00 £124.50 ( -50 % off )
  • KarenMillen
    Compact Stretch Tailored Contrast Collar Pencil Midi Dress
    £249.00 £199.20 ( -20 % off )
  • KarenMillen
    Compact Stretch High Neck Open Back Tailored Maxi Dress
    £199.00 £99.50 ( -50 % off )
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Premium Woven Stripe Tailored A-Line Midi Dress
    £199.00 £99.50 ( -50 % off )
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Spring Tweed Tailored Mini Dress
    £199.00 £159.20 ( -20 % off )
  • TALL 5'10 AND OVER
    KarenMillen
    Tall Wool Mix Boucle Tailored Collared Sleeveless Mini Dress
    £179.00 £143.20 ( -20 % off )
  • KarenMillen
    Placed Floral Crystal Embellished Tailored Drama Cape Maxi Dress
    £499.00 £399.20 ( -20 % off )
  • KarenMillen
    Premium Tailored Linen Belted Strappy Full Midi Dress
    £199.00 £99.50 ( -50 % off )
  • KarenMillen
    Clean Tailored Colour Block Pencil Midi Dress
    £179.00 £89.50 ( -50 % off )
  • Bestseller
    KarenMillen
    Petite Military Tailored Dress
    £179.00 £143.20 ( -20 % off )
  • KarenMillen
    Premium Woven Stripe Tailored A-Line Midi Dress
    £199.00 £99.50 ( -50 % off )
  • KarenMillen
    Compact Stretch Sleeveless Pleated Tipped Tailored Midaxi Dress
    £219.00 £109.50 ( -50 % off )
  • KarenMillen
    Petite Viscose Blend Asymmetric Colour Block Dress
    £149.00 £75.00 ( -50 % off ) Sale
  • KarenMillen
    Soft Tie Tailored Sleeveless Pencil Midi Dress
    £229.00 £114.50 ( -50 % off )
  • KarenMillen
    Premium Viscose Linen Asymmetric Neck Tailored Pencil Maxi Dress
    £229.00 £114.50 ( -50 % off )
  • BESTSELLER
    KarenMillen
    Compact Stretch Asymmetric Collar Tailored Pencil Maxi Dress
    £229.00 £114.50 ( -50 % off )
  • KarenMillen
    Grosgrain Tie Statement Boater Hat
    £149.00 Sale
  • PETITE 5’3 AND UNDER
    KarenMillen
    Petite Lace Applique Contrast Sleeveless Tailored Maxi Dress
    £269.00 £134.50 ( -50 % off )
  • PLUS SIZE
    KarenMillen
    Plus Size Italian Structured Rib Tailored Envelope Neck Pencil Midi Dress
    £229.00 £114.50 ( -50 % off )
  • KarenMillen
    Leather Corset Detail High Waist Maxi Pencil Skirt
    £389.00 £117.00 ( -70 % off ) Sale

Tailored Dresses for Women