Tailored Shorts

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

  • 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

  • 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

  • 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

  • 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

  • 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

  • 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

  • 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

  • Printed Shorts by Louna - Photo 0Printed Shorts by Louna - Photo 1Printed Shorts by Louna - Photo 2Printed Shorts by Louna - Photo 3Printed Shorts by Louna - Photo 4

    Louna

    Printed Shorts

    Comparable Value

    $88

  • Tate Shorts by Tanya Taylor - Photo 0Tate Shorts by Tanya Taylor - Photo 1Tate Shorts by Tanya Taylor - Photo 2Tate Shorts by Tanya Taylor - Photo 3Tate Shorts by Tanya Taylor - Photo 4

    Tanya Taylor

    Tate Shorts

    Retail Value

    $325

  • Dolphin Hem Short Poplin by Madewell - Photo 0Dolphin Hem Short Poplin by Madewell - Photo 1Dolphin Hem Short Poplin by Madewell - Photo 2Dolphin Hem Short Poplin by Madewell - Photo 3Dolphin Hem Short Poplin by Madewell - Photo 4

    Madewell

    Dolphin Hem Short Poplin

    Retail Value

    $48

  • Blue Linen Bermuda Shorts by Proenza Schouler White Label - Photo 0Blue Linen Bermuda Shorts by Proenza Schouler White Label - Photo 1Blue Linen Bermuda Shorts by Proenza Schouler White Label - Photo 2Blue Linen Bermuda Shorts by Proenza Schouler White Label - Photo 3Blue Linen Bermuda Shorts by Proenza Schouler White Label - Photo 4

    Proenza Schouler White Label

    Blue Linen Bermuda Shorts

    Retail Value

    $350

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

    Vanessa Bruno

    Aleck Shorts

    Retail Value

    $230

  • Bandini Linen Shorts by Rachel Comey - Photo 0Bandini Linen Shorts by Rachel Comey - Photo 1Bandini Linen Shorts by Rachel Comey - Photo 2Bandini Linen Shorts by Rachel Comey - Photo 3Bandini Linen Shorts by Rachel Comey - Photo 4

    Rachel Comey

    Bandini Linen Shorts

    Retail Value

    $315

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