Tailored Shorts

Thanks to meticulous tailoring, polished pleats, and structural finesse, tailored shorts evolved from casual weekend wear to elevated — and even office-appropriate.

86 results

Filters
    • Alvin High Waist Shorts by Ulla Johnson - Photo 0Alvin High Waist Shorts by Ulla Johnson - Photo 1Alvin High Waist Shorts by Ulla Johnson - Photo 2Alvin High Waist Shorts by Ulla Johnson - Photo 3Alvin High Waist Shorts by Ulla Johnson - Photo 4

      Ulla Johnson

      Alvin High Waist Shorts

      Retail Value

      $295

    • Green Refined Shorts by Club Monaco - Photo 0Green Refined Shorts by Club Monaco - Photo 1Green Refined Shorts by Club Monaco - Photo 2Green Refined Shorts by Club Monaco - Photo 3Green Refined Shorts by Club Monaco - Photo 4

      Club Monaco

      Green Refined Shorts

      Retail Value

      $90

    • Pine Shorts by Veronica Beard - Photo 0Pine Shorts by Veronica Beard - Photo 1Pine Shorts by Veronica Beard - Photo 2Pine Shorts by Veronica Beard - Photo 3Pine Shorts by Veronica Beard - Photo 4

      Veronica Beard

      Pine Shorts

      Retail Value

      $348

    • White Skort by Derek Lam Collective - Photo 0White Skort by Derek Lam Collective - Photo 1White Skort by Derek Lam Collective - Photo 2White Skort by Derek Lam Collective - Photo 3White Skort by Derek Lam Collective - Photo 4

      Derek Lam Collective

      White Skort

      Comparable Value

      $270

    • Cuffed Shorts by Co - Photo 0Cuffed Shorts by Co - Photo 1Cuffed Shorts by Co - Photo 2Cuffed Shorts by Co - Photo 3Cuffed Shorts by Co - Photo 4

      Co

      Cuffed Shorts

      Retail Value

      $895

    • Imani Shorts by Nicholas - Photo 0Imani Shorts by Nicholas - Photo 1Imani Shorts by Nicholas - Photo 2Imani Shorts by Nicholas - Photo 3Imani Shorts by Nicholas - Photo 4

      Nicholas

      Imani Shorts

      Retail Value

      $365

    • Double Pleat Shorts by Denimist - Photo 0Double Pleat Shorts by Denimist - Photo 1Double Pleat Shorts by Denimist - Photo 2Double Pleat Shorts by Denimist - Photo 3Double Pleat Shorts by Denimist - Photo 4

      Denimist

      Double Pleat Shorts

      Retail Value

      $295

    • Tie Dye Shorts by Thakoon Collective - Photo 0Tie Dye Shorts by Thakoon Collective - Photo 1Tie Dye Shorts by Thakoon Collective - Photo 2Tie Dye Shorts by Thakoon Collective - Photo 3Tie Dye Shorts by Thakoon Collective - Photo 4

      Thakoon Collective

      Tie Dye Shorts

      Comparable Value

      $240

    • Green Shorts by Thakoon Collective - Photo 0Green Shorts by Thakoon Collective - Photo 1Green Shorts by Thakoon Collective - Photo 2Green Shorts by Thakoon Collective - Photo 3Green Shorts by Thakoon Collective - Photo 4

      Thakoon Collective

      Green Shorts

      Comparable Value

      $230

    • Tweed Shorts by Emporio Armani - Photo 0Tweed Shorts by Emporio Armani - Photo 1Tweed Shorts by Emporio Armani - Photo 2Tweed Shorts by Emporio Armani - Photo 3Tweed Shorts by Emporio Armani - Photo 4

      Emporio Armani

      Tweed Shorts

      Retail Value

      $395

    • Aria Boucle Shorts by Milly - Photo 0Aria Boucle Shorts by Milly - Photo 1Aria Boucle Shorts by Milly - Photo 2Aria Boucle Shorts by Milly - Photo 3Aria Boucle Shorts by Milly - Photo 4

      Milly

      Aria Boucle Shorts

      Retail Value

      $295

    • Trouser Shorts by WEWOREWHAT - Photo 0Trouser Shorts by WEWOREWHAT - Photo 1Trouser Shorts by WEWOREWHAT - Photo 2Trouser Shorts by WEWOREWHAT - Photo 3Trouser Shorts by WEWOREWHAT - Photo 4

      WEWOREWHAT

      Trouser Shorts

      Retail Value

      $69

    • Brown Better Than Leather Shorts by GOOD AMERICAN - Photo 0Brown Better Than Leather Shorts by GOOD AMERICAN - Photo 1Brown Better Than Leather Shorts by GOOD AMERICAN - Photo 2Brown Better Than Leather Shorts by GOOD AMERICAN - Photo 3Brown Better Than Leather Shorts by GOOD AMERICAN - Photo 4

      GOOD AMERICAN

      Brown Better Than Leather Shorts

      Retail Value

      $119

    • Tobby Shorts by Vanessa Bruno - Photo 0Tobby Shorts by Vanessa Bruno - Photo 1Tobby Shorts by Vanessa Bruno - Photo 2Tobby Shorts by Vanessa Bruno - Photo 3Tobby Shorts by Vanessa Bruno - Photo 4

      Vanessa Bruno

      Tobby Shorts

      Retail Value

      $260

    • Pink Pleated Shorts by Eudon Choi Collective - Photo 0Pink Pleated Shorts by Eudon Choi Collective - Photo 1Pink Pleated Shorts by Eudon Choi Collective - Photo 2Pink Pleated Shorts by Eudon Choi Collective - Photo 3Pink Pleated Shorts by Eudon Choi Collective - Photo 4

      Eudon Choi Collective

      Pink Pleated Shorts

      Comparable Value

      $275

    • Twill Pleated Shorts by DONNI. - Photo 0Twill Pleated Shorts by DONNI. - Photo 1Twill Pleated Shorts by DONNI. - Photo 2Twill Pleated Shorts by DONNI. - Photo 3Twill Pleated Shorts by DONNI. - Photo 4

      DONNI.

      Twill Pleated Shorts

      Retail Value

      $168

    • Benjamin Shorts by Sandro - Photo 0Benjamin Shorts by Sandro - Photo 1Benjamin Shorts by Sandro - Photo 2Benjamin Shorts by Sandro - Photo 3Benjamin Shorts by Sandro - Photo 4

      Sandro

      Benjamin Shorts

      Retail Value

      $265

    • Mateo Shorts by A.L.C. - Photo 0Mateo Shorts by A.L.C. - Photo 1Mateo Shorts by A.L.C. - Photo 2Mateo Shorts by A.L.C. - Photo 3Mateo Shorts by A.L.C. - Photo 4

      A.L.C.

      Mateo Shorts

      Retail Value

      $350

    • Pink Marie Shorts by DL1961 - Photo 0Pink Marie Shorts by DL1961 - Photo 1Pink Marie Shorts by DL1961 - Photo 2Pink Marie Shorts by DL1961 - Photo 3Pink Marie Shorts by DL1961 - Photo 4

      DL1961

      Pink Marie Shorts

      Retail Value

      $169

    • Flower Field Shorts by BLANKNYC - Photo 0Flower Field Shorts by BLANKNYC - Photo 1Flower Field Shorts by BLANKNYC - Photo 2Flower Field Shorts by BLANKNYC - Photo 3Flower Field Shorts by BLANKNYC - Photo 4

      BLANKNYC

      Flower Field Shorts

      Retail Value

      $88

    • Pink Tweed Shorts by MSGM - Photo 0Pink Tweed Shorts by MSGM - Photo 1Pink Tweed Shorts by MSGM - Photo 2Pink Tweed Shorts by MSGM - Photo 3Pink Tweed Shorts by MSGM - Photo 4

      MSGM

      Pink Tweed Shorts

      Retail Value

      $325

    • Gingham Shorts by English Factory - Photo 0Gingham Shorts by English Factory - Photo 1Gingham Shorts by English Factory - Photo 2Gingham Shorts by English Factory - Photo 3Gingham Shorts by English Factory - Photo 4

      English Factory

      Gingham Shorts

      Retail Value

      $80

    • Neale Shorts by Madewell - Photo 0Neale Shorts by Madewell - Photo 1Neale Shorts by Madewell - Photo 2Neale Shorts by Madewell - Photo 3Neale Shorts by Madewell - Photo 4

      Madewell

      Neale Shorts

      Retail Value

      $68

    • Pleated Floral Shorts by Louna - Photo 0Pleated Floral Shorts by Louna - Photo 1Pleated Floral Shorts by Louna - Photo 2Pleated Floral Shorts by Louna - Photo 3Pleated Floral Shorts by Louna - Photo 4

      Louna

      Pleated Floral Shorts

      Comparable Value

      $195

    • Heidi Shorts by DL1961 - Photo 0Heidi Shorts by DL1961 - Photo 1Heidi Shorts by DL1961 - Photo 2Heidi Shorts by DL1961 - Photo 3Heidi Shorts by DL1961 - Photo 4

      DL1961

      Heidi Shorts

      Retail Value

      $179

    • Margaret Shorts by Splendid - Photo 0Margaret Shorts by Splendid - Photo 1Margaret Shorts by Splendid - Photo 2Margaret Shorts by Splendid - Photo 3Margaret Shorts by Splendid - Photo 4

      Splendid

      Margaret Shorts

      Retail Value

      $138

    • Paperbag Tailored Shorts by 7 For All Mankind - Photo 0Paperbag Tailored Shorts by 7 For All Mankind - Photo 1Paperbag Tailored Shorts by 7 For All Mankind - Photo 2Paperbag Tailored Shorts by 7 For All Mankind - Photo 3Paperbag Tailored Shorts by 7 For All Mankind - Photo 4

      7 For All Mankind

      Paperbag Tailored Shorts

      Retail Value

      $158

    • Bennett Shorts by A.L.C. - Photo 0Bennett Shorts by A.L.C. - Photo 1Bennett Shorts by A.L.C. - Photo 2Bennett Shorts by A.L.C. - Photo 3Bennett Shorts by A.L.C. - Photo 4

      A.L.C.

      Bennett Shorts

      Retail Value

      $325

    • Ashton Shorts by L'agence - Photo 0Ashton Shorts by L'agence - Photo 1Ashton Shorts by L'agence - Photo 2Ashton Shorts by L'agence - Photo 3Ashton Shorts by L'agence - Photo 4

      L'agence

      Ashton Shorts

      Retail Value

      $395

    • White Linen Shorts by Polo Ralph Lauren - Photo 0White Linen Shorts by Polo Ralph Lauren - Photo 1White Linen Shorts by Polo Ralph Lauren - Photo 2White Linen Shorts by Polo Ralph Lauren - Photo 3White Linen Shorts by Polo Ralph Lauren - Photo 4

      Polo Ralph Lauren

      White Linen Shorts

      Retail Value

      $198

    • Aria Cady Button Shorts by Milly - Photo 0Aria Cady Button Shorts by Milly - Photo 1Aria Cady Button Shorts by Milly - Photo 2Aria Cady Button Shorts by Milly - Photo 3Aria Cady Button Shorts by Milly - Photo 4

      Milly

      Aria Cady Button Shorts

      Retail Value

      $245

    • Faux Leather Belted Shorts by Marissa Webb Collective - Photo 0Faux Leather Belted Shorts by Marissa Webb Collective - Photo 1Faux Leather Belted Shorts by Marissa Webb Collective - Photo 2Faux Leather Belted Shorts by Marissa Webb Collective - Photo 3Faux Leather Belted Shorts by Marissa Webb Collective - Photo 4

      Marissa Webb Collective

      Faux Leather Belted Shorts

      Comparable Value

      $275

    • Hostess Knit Skort by Rachel Antonoff - Photo 0Hostess Knit Skort by Rachel Antonoff - Photo 1Hostess Knit Skort by Rachel Antonoff - Photo 2Hostess Knit Skort by Rachel Antonoff - Photo 3Hostess Knit Skort by Rachel Antonoff - Photo 4

      Rachel Antonoff

      Hostess Knit Skort

      Retail Value

      $195

    • Navy Skort by Derek Lam Collective - Photo 0Navy Skort by Derek Lam Collective - Photo 1Navy Skort by Derek Lam Collective - Photo 2Navy Skort by Derek Lam Collective - Photo 3Navy Skort by Derek Lam Collective - Photo 4

      Derek Lam Collective

      Navy Skort

      Comparable Value

      $270

    • Favorite Short by Favorite Daughter - Photo 0Favorite Short by Favorite Daughter - Photo 1Favorite Short by Favorite Daughter - Photo 2Favorite Short by Favorite Daughter - Photo 3Favorite Short by Favorite Daughter - Photo 4

      Favorite Daughter

      Favorite Short

      Retail Value

      $178

    • Soft Suiting Short by VINCE. - Photo 0Soft Suiting Short by VINCE. - Photo 1Soft Suiting Short by VINCE. - Photo 2Soft Suiting Short by VINCE. - Photo 3Soft Suiting Short by VINCE. - Photo 4

      VINCE.

      Soft Suiting Short

      Retail Value

      $265

    • Caysen Shorts by XíRENA - Photo 0Caysen Shorts by XíRENA - Photo 1Caysen Shorts by XíRENA - Photo 2Caysen Shorts by XíRENA - Photo 3Caysen Shorts by XíRENA - Photo 4

      XíRENA

      Caysen Shorts

      Retail Value

      $150

    • Lilac Linen Shorts by Thakoon Collective - Photo 0Lilac Linen Shorts by Thakoon Collective - Photo 1Lilac Linen Shorts by Thakoon Collective - Photo 2Lilac Linen Shorts by Thakoon Collective - Photo 3Lilac Linen Shorts by Thakoon Collective - Photo 4

      Thakoon Collective

      Lilac Linen Shorts

      Comparable Value

      $240

    • Casey Waterlily Shorts by Milly - Photo 0Casey Waterlily Shorts by Milly - Photo 1Casey Waterlily Shorts by Milly - Photo 2Casey Waterlily Shorts by Milly - Photo 3Casey Waterlily Shorts by Milly - Photo 4

      Milly

      Casey Waterlily Shorts

      Retail Value

      $275

    • White Cargo Shorts by Derek Lam Collective - Photo 0White Cargo Shorts by Derek Lam Collective - Photo 1White Cargo Shorts by Derek Lam Collective - Photo 2White Cargo Shorts by Derek Lam Collective - Photo 3White Cargo Shorts by Derek Lam Collective - Photo 4

      Derek Lam Collective

      White Cargo Shorts

      Comparable Value

      $245

    • Nora Bermuda Shorts by Samsoe - Photo 0Nora Bermuda Shorts by Samsoe - Photo 1Nora Bermuda Shorts by Samsoe - Photo 2Nora Bermuda Shorts by Samsoe - Photo 3Nora Bermuda Shorts by Samsoe - Photo 4

      Samsoe

      Nora Bermuda Shorts

      Retail Value

      $170

    • Sack Shorts by Co - Photo 0Sack Shorts by Co - Photo 1Sack Shorts by Co - Photo 2Sack Shorts by Co - Photo 3Sack Shorts by Co - Photo 4

      Co

      Sack Shorts

      Retail Value

      $695

    • Eyelet Hem Shorts by Something Navy - Photo 0Eyelet Hem Shorts by Something Navy - Photo 1Eyelet Hem Shorts by Something Navy - Photo 2Eyelet Hem Shorts by Something Navy - Photo 3Eyelet Hem Shorts by Something Navy - Photo 4

      Something Navy

      Eyelet Hem Shorts

      Retail Value

      $150

    • Trapunto Shorts by 7 For All Mankind - Photo 0Trapunto Shorts by 7 For All Mankind - Photo 1Trapunto Shorts by 7 For All Mankind - Photo 2Trapunto Shorts by 7 For All Mankind - Photo 3Trapunto Shorts by 7 For All Mankind - Photo 4

      7 For All Mankind

      Trapunto Shorts

      Retail Value

      $228

    • Canvas Paper Bag Shorts by Bassike - Photo 0Canvas Paper Bag Shorts by Bassike - Photo 1Canvas Paper Bag Shorts by Bassike - Photo 2Canvas Paper Bag Shorts by Bassike - Photo 3Canvas Paper Bag Shorts by Bassike - Photo 4

      Bassike

      Canvas Paper Bag Shorts

      Retail Value

      $260

    • Striped Tie Waist Shorts by Great Jones - Photo 0Striped Tie Waist Shorts by Great Jones - Photo 1Striped Tie Waist Shorts by Great Jones - Photo 2Striped Tie Waist Shorts by Great Jones - Photo 3Striped Tie Waist Shorts by Great Jones - Photo 4

      Great Jones

      Striped Tie Waist Shorts

      Comparable Value

      $200

    • Faux Leather Culottes by 3.1 Phillip Lim - Photo 0Faux Leather Culottes by 3.1 Phillip Lim - Photo 1Faux Leather Culottes by 3.1 Phillip Lim - Photo 2Faux Leather Culottes by 3.1 Phillip Lim - Photo 3Faux Leather Culottes by 3.1 Phillip Lim - Photo 4

      3.1 Phillip Lim

      Faux Leather Culottes

      Retail Value

      $475

    • Cobos Shorts by Benjamin Benmoyal - Photo 0Cobos Shorts by Benjamin Benmoyal - Photo 1Cobos Shorts by Benjamin Benmoyal - Photo 2Cobos Shorts by Benjamin Benmoyal - Photo 3Cobos Shorts by Benjamin Benmoyal - Photo 4

      Benjamin Benmoyal

      Cobos Shorts

      Retail Value

      $337

    • Madras Archive Shorts by Tommy Hilfiger - Photo 0Madras Archive Shorts by Tommy Hilfiger - Photo 1Madras Archive Shorts by Tommy Hilfiger - Photo 2Madras Archive Shorts by Tommy Hilfiger - Photo 3Madras Archive Shorts by Tommy Hilfiger - Photo 4

      Tommy Hilfiger

      Madras Archive Shorts

      Retail Value

      $160

    • Jaycie Shorts by Lauren Ralph Lauren - Photo 0Jaycie Shorts by Lauren Ralph Lauren - Photo 1Jaycie Shorts by Lauren Ralph Lauren - Photo 2Jaycie Shorts by Lauren Ralph Lauren - Photo 3Jaycie Shorts by Lauren Ralph Lauren - Photo 4

      Lauren Ralph Lauren

      Jaycie Shorts

      Retail Value

      $100

    • Firecracker Shorts by BLANKNYC - Photo 0Firecracker Shorts by BLANKNYC - Photo 1Firecracker Shorts by BLANKNYC - Photo 2Firecracker Shorts by BLANKNYC - Photo 3Firecracker Shorts by BLANKNYC - Photo 4

      BLANKNYC

      Firecracker Shorts

      Retail Value

      $68

    • Irotrya Shorts by Lauren Ralph Lauren - Photo 0Irotrya Shorts by Lauren Ralph Lauren - Photo 1Irotrya Shorts by Lauren Ralph Lauren - Photo 2Irotrya Shorts by Lauren Ralph Lauren - Photo 3Irotrya Shorts by Lauren Ralph Lauren - Photo 4

      Lauren Ralph Lauren

      Irotrya Shorts

      Retail Value

      $125

    • Crinkle Modal Shorts by LAPOINTE - Photo 0Crinkle Modal Shorts by LAPOINTE - Photo 1Crinkle Modal Shorts by LAPOINTE - Photo 2Crinkle Modal Shorts by LAPOINTE - Photo 3Crinkle Modal Shorts by LAPOINTE - Photo 4

      LAPOINTE

      Crinkle Modal Shorts

      Retail Value

      $490

    • Ivy Plaid Shorts by rag & bone - Photo 0Ivy Plaid Shorts by rag & bone - Photo 1Ivy Plaid Shorts by rag & bone - Photo 2Ivy Plaid Shorts by rag & bone - Photo 3Ivy Plaid Shorts by rag & bone - Photo 4

      rag & bone

      Ivy Plaid Shorts

      Retail Value

      $195

    • Summer Shorts by Rails - Photo 0Summer Shorts by Rails - Photo 1Summer Shorts by Rails - Photo 2Summer Shorts by Rails - Photo 3Summer Shorts by Rails - Photo 4

      Rails

      Summer Shorts

      Retail Value

      $128

    • Blue Floral Mini Skort by Peter Som Collective - Photo 0Blue Floral Mini Skort by Peter Som Collective - Photo 1Blue Floral Mini Skort by Peter Som Collective - Photo 2Blue Floral Mini Skort by Peter Som Collective - Photo 3Blue Floral Mini Skort by Peter Som Collective - Photo 4

      Peter Som Collective

      Blue Floral Mini Skort

      Comparable Value

      $265

    • Keket Cotton Shorts by Chufy - Photo 0Keket Cotton Shorts by Chufy - Photo 1Keket Cotton Shorts by Chufy - Photo 2Keket Cotton Shorts by Chufy - Photo 3Keket Cotton Shorts by Chufy - Photo 4

      Chufy

      Keket Cotton Shorts

      Retail Value

      $295

    • Beach Shorts by Marine Layer - Photo 0Beach Shorts by Marine Layer - Photo 1Beach Shorts by Marine Layer - Photo 2Beach Shorts by Marine Layer - Photo 3Beach Shorts by Marine Layer - Photo 4

      Marine Layer

      Beach Shorts

      Retail Value

      $78

    • Carmen Shorts by STINE GOYA - Photo 0Carmen Shorts by STINE GOYA - Photo 1Carmen Shorts by STINE GOYA - Photo 2Carmen Shorts by STINE GOYA - Photo 3Carmen Shorts by STINE GOYA - Photo 4

      STINE GOYA

      Carmen Shorts

      Retail Value

      $170

    • Apricot Kokomo Bermuda Shorts by Rachel Antonoff - Photo 0Apricot Kokomo Bermuda Shorts by Rachel Antonoff - Photo 1Apricot Kokomo Bermuda Shorts by Rachel Antonoff - Photo 2Apricot Kokomo Bermuda Shorts by Rachel Antonoff - Photo 3Apricot Kokomo Bermuda Shorts by Rachel Antonoff - Photo 4

      Rachel Antonoff

      Apricot Kokomo Bermuda Shorts

      Retail Value

      $195

    Previous page1 / 2Next page