Well-Dressed Winter: Flannels & Plaids!
Warm flannels and plaids are the ideal pick for a guy in the winter; they pair perfectly with your favorite jeans and look even better layered over a tee or under a soft knit cardigan. Here, find classic checks and rich plaids in hues from versatile neutrals to eye popping colors.

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  • Martin Gordon Men's Long Sleeve Shirt with Two Open Pockets (blue/white plaid)


    Martin Gordon Men’s Long Sleeve Shirt with Two Open Pockets (blue/white plaid)

    $135.0$35.0

  • Thomas Dean Men's Spread Collar Plaid Shirt (Blue)


    Thomas Dean Men’s Spread Collar Plaid Shirt (Blue)

    $110.0$44.0

  • Viyella Men's Long Sleeve Shirt with Hidden Button-Down Collar (Twilight Blue)


    Viyella Men’s Long Sleeve Shirt with Hidden Button-Down Collar (Twilight Blue)

    $110.0$30.0

  • Viyella Men's Long Sleeve Button Down Plaid Shirt (Chestnut)


    Viyella Men’s Long Sleeve Button Down Plaid Shirt (Chestnut)

    $149.0$52.0

  • Viyella Men's Button Down Long Sleeve Plaid Shirt (Rust Maize Plaid)


    Viyella Men’s Button Down Long Sleeve Plaid Shirt (Rust Maize Plaid)

    $149.0$52.0

  • Borgo28 Men's Detroit Shirt (Grey)


    Borgo28 Men’s Detroit Shirt (Grey)

    $175.0$45.0

  • J. McLaughlin Men's Carnegie Plaid Shirt (Navy/Red/Mustard)


    J. McLaughlin Men’s Carnegie Plaid Shirt (Navy/Red/Mustard)

    $145.0$65.0

  • J. McLaughlin Men's Sutton True Indigo Plaid Shirt (Dark Green/Navy/Red)


    J. McLaughlin Men’s Sutton True Indigo Plaid Shirt (Dark Green/Navy/Red)

    $155.0$70.0

  • Robert Graham Men's Terence Merino Wool Sweater (Heather Black)


    Robert Graham Men’s Terence Merino Wool Sweater (Heather Black)

    $328.0$115.0

  • Perry Ellis Men's Long Sleeve Sateen Plaid Point Collar Shirt (Dark Brown)


    Perry Ellis Men’s Long Sleeve Sateen Plaid Point Collar Shirt (Dark Brown)

    $70.0$31.0

  • Perry Ellis Men's Long Sleeve Sateen Plaid Point Collar Shirt (Slate)


    Perry Ellis Men’s Long Sleeve Sateen Plaid Point Collar Shirt (Slate)

    $70.0$31.0

  • Billy Reid Men's Walland Shirt (Blue/Maroon)


    Billy Reid Men’s Walland Shirt (Blue/Maroon)

    $195.0$65.0

  • Billy Reid Men's John T Woven Shirt (Brown/Blue/Plaid)


    Billy Reid Men’s John T Woven Shirt (Brown/Blue/Plaid)

    $185.0$59.0

  • Cooper Jones Men's Alta Plaid Long Sleeve Shirt (Burnished Gold)


    Cooper Jones Men’s Alta Plaid Long Sleeve Shirt (Burnished Gold)

    $130.0$59.0

  • Maker & Company Men's The Brill Plaid Sportshirt with Pocket (Brown)


    Maker & Company Men’s The Brill Plaid Sportshirt with Pocket (Brown)

    $110.0$50.0

  • Civil Society Men's Kingpin Plaid Shirt (Red)


    Civil Society Men’s Kingpin Plaid Shirt (Red)

    $69.0$30.0

  • James Perse Men's Casual Long Sleeve Plaid Shirt (Absinthe/Charcoal)


    James Perse Men’s Casual Long Sleeve Plaid Shirt (Absinthe/Charcoal)

    $225.0$100.0

  • James Perse Men's Casual Long Sleeve Plaid Shirt (Deep Navy)


    James Perse Men’s Casual Long Sleeve Plaid Shirt (Deep Navy)

    $225.0$99.0

  • James Perse Men's Casual Long Sleeve Plaid Shirt (Blue/Red/Yellow)


    James Perse Men’s Casual Long Sleeve Plaid Shirt (Blue/Red/Yellow)

    $225.0$99.0

  • James Perse Men's Casual Long Sleeve Plaid Shirt (Blue/White)


    James Perse Men’s Casual Long Sleeve Plaid Shirt (Blue/White)

    $225.0$115.0

  • Triple Five Soul Men's Plaid Shirt (Red)


    Triple Five Soul Men’s Plaid Shirt (Red)

    $55.0$25.0

  • Triple Five Soul Men's Plaid Shirt (Navy)


    Triple Five Soul Men’s Plaid Shirt (Navy)

    $55.0$25.0

  • Triple Five Soul Men's Plaid Shirt (Red)


    Triple Five Soul Men’s Plaid Shirt (Red)

    $65.0$29.0

  • Robert Graham Men's Sandor Shirt (Burgundy)


    Robert Graham Men’s Sandor Shirt (Burgundy)

    $178.0$65.0

  • Robert Graham Centerbe L/S Woven Sport Shirt (Wine)


    Robert Graham Centerbe L/S Woven Sport Shirt (Wine)

    $198.0$85.0

  • Robert Graham Centerbe L/S Woven Sport Shirt (Navy)


    Robert Graham Centerbe L/S Woven Sport Shirt (Navy)

    $198.0$85.0

  • Jack Spade Men's Silas Flannel Plaid Work Shirt (Steel Blue 405)


    Jack Spade Men’s Silas Flannel Plaid Work Shirt (Steel Blue 405)

    $195.0$79.0

  • Jack Spade Men's Weller Flannel Plaid Work Shirt (Grey)


    Jack Spade Men’s Weller Flannel Plaid Work Shirt (Grey)

    $175.0$79.0

  • Jack Spade Men's Sanford Flannel Plaid Shirt (Red)


    Jack Spade Men’s Sanford Flannel Plaid Shirt (Red)

    $195.0$79.0

  • GANT Rugger Men's Checked Long Sleeve Shirt (Indigo)


    GANT Rugger Men’s Checked Long Sleeve Shirt (Indigo)

    $135.0$45.0

  • Slate & Stone Men's Calvin Long Sleeve Flannel Shirt (Navy Plaid)


    Slate & Stone Men’s Calvin Long Sleeve Flannel Shirt (Navy Plaid)

    $195.0$75.0

  • Slate & Stone Men's Calvin Long Sleeve Plaid Shirt (Maroon)


    Slate & Stone Men’s Calvin Long Sleeve Plaid Shirt (Maroon)

    $195.0$75.0

  • Slate & Stone Men's Calvin Long Sleeve Plaid Shirt (Black)


    Slate & Stone Men’s Calvin Long Sleeve Plaid Shirt (Black)

    $195.0$75.0

  • Alternative Men's Timbers Wool Flannel Shirt (Cambridge Blue Buffalo Plaid)


    Alternative Men’s Timbers Wool Flannel Shirt (Cambridge Blue Buffalo Plaid)

    $88.0$39.0

  • Alternative Men's Timbers Wool Flannel Shirt (Pine Buffalo Plaid)


    Alternative Men’s Timbers Wool Flannel Shirt (Pine Buffalo Plaid)

    $88.0$39.0

  • Alternative Men's Timbers Wool Flannel Shirt (Buffalo Plaid)


    Alternative Men’s Timbers Wool Flannel Shirt (Buffalo Plaid)

    $88.0$39.0

  • Mr Turk Men's Long Sleeve Aaron Plaid Shirt Multi (Multi)


    Mr Turk Men’s Long Sleeve Aaron Plaid Shirt Multi (Multi)

    $220.0$89.0

  • Cohesive & Co. Men's Blake Long Sleeve Plaid Shirt (Burgundy)


    Cohesive & Co. Men’s Blake Long Sleeve Plaid Shirt (Burgundy)

    $90.0$39.0

  • Cohesive & Co. Men's Blake Long Sleeve Plaid Shirt (Grey)


    Cohesive & Co. Men’s Blake Long Sleeve Plaid Shirt (Grey)

    $90.0$39.0

  • Vintage 1946 Men's Vintage Plaid Shirt (Red)


    Vintage 1946 Men’s Vintage Plaid Shirt (Red)

    $98.0$45.0

  • WeSC Men's Tyrone Flannel Long Sleeve Shirt (Forest)


    WeSC Men’s Tyrone Flannel Long Sleeve Shirt (Forest)

    $70.0$35.0

  • WeSC Men's Tyrone Flannel Long Sleeve Shirt (Peacoat)


    WeSC Men’s Tyrone Flannel Long Sleeve Shirt (Peacoat)

    $70.0$35.0

  • Todd Snyder Men's Plaid Button Down Shirt (Red)


    Todd Snyder Men’s Plaid Button Down Shirt (Red)

    $195.0$70.0

  • Todd Snyder Men's Plaid Button Down Shirt (Red)


    Todd Snyder Men’s Plaid Button Down Shirt (Red)

    $195.0$70.0

  • Todd Snyder Men's Plaid Button Down Shirt (Green)


    Todd Snyder Men’s Plaid Button Down Shirt (Green)

    $225.0$85.0

  • Todd Snyder Men's Plaid Button Down Oxford Shirt (Red)


    Todd Snyder Men’s Plaid Button Down Oxford Shirt (Red)

    $195.0$70.0

  • Todd Snyder Men's Blue Plaid Shirt (Blue)


    Todd Snyder Men’s Blue Plaid Shirt (Blue)

    $235.0$85.0

  • Ben Sherman Men's Tartan Flannel Shirt (December Sky)


    Ben Sherman Men’s Tartan Flannel Shirt (December Sky)

    $100.0$45.0

  • Ben Sherman Men's Brushed Flannel Oxford Tartan Check Woven Shirt (Maroon)


    Ben Sherman Men’s Brushed Flannel Oxford Tartan Check Woven Shirt (Maroon)

    $100.0$40.0

  • Ben Sherman Men's Laundered Twill Madras Check Shirt (December Sky)


    Ben Sherman Men’s Laundered Twill Madras Check Shirt (December Sky)

    $95.0$40.0

  • Ben Sherman Men's Laundered Twill Madras Check Shirt (Biking Red)


    Ben Sherman Men’s Laundered Twill Madras Check Shirt (Biking Red)

    $95.0$40.0

  • Ben Sherman Men's Long Sleeve Button Down Checked Shirt (Biking Red)


    Ben Sherman Men’s Long Sleeve Button Down Checked Shirt (Biking Red)

    $95.0$45.0

  • Farah Vintage Men's The Colson Plaid Woven Shirt (Green Bud)


    Farah Vintage Men’s The Colson Plaid Woven Shirt (Green Bud)

    $110.0$49.0

  • Gilded Age Men's Mid Plaid Long Sleeve Shirt (Blue)


    Gilded Age Men’s Mid Plaid Long Sleeve Shirt (Blue)

    $199.0$85.0

  • Moods of Norway Men's Arne Vik Plaid Long Sleeve Shirt (Blue)


    Moods of Norway Men’s Arne Vik Plaid Long Sleeve Shirt (Blue)

    $149.0$69.0

  • Tailor Vintage Men's New Englander Madras Shirt (Navy)


    Tailor Vintage Men’s New Englander Madras Shirt (Navy)

    $96.0$43.0

  • Tailor Vintage Men's North Easterner Shirt (Red)


    Tailor Vintage Men’s North Easterner Shirt (Red)

    $96.0$43.0

  • Tailor Vintage Men's Green Mountains Shirt (Green)


    Tailor Vintage Men’s Green Mountains Shirt (Green)

    $96.0$43.0

  • French Connection Men's B-52 Check Long Sleeve Shirt (Beech)


    French Connection Men’s B-52 Check Long Sleeve Shirt (Beech)

    $88.0$39.0

  • 7 Diamonds Men's Body and Soul Shirt (Navy)


    7 Diamonds Men’s Body and Soul Shirt (Navy)

    $109.0$29.0

  • Zagiri Men's The Searchers Checked Shirt (Blue)


    Zagiri Men’s The Searchers Checked Shirt (Blue)

    $145.0$35.0

  • Zagiri Men's A Hard Day's Night Checked Shirt (Teal)


    Zagiri Men’s A Hard Day’s Night Checked Shirt (Teal)

    $145.0$35.0

  • Rufus Men's Patterned Long Sleeve Shirt (Navy)


    Rufus Men’s Patterned Long Sleeve Shirt (Navy)

    $198.0$69.0

  • TailorByrd Men's Littleton Plaid Long Sleeve Shirt (Raspberry)


    TailorByrd Men’s Littleton Plaid Long Sleeve Shirt (Raspberry)

    $100.0$39.0

  • TailorByrd Men's Acres Plaid Long Sleeve Shirt (Fuchsia)


    TailorByrd Men’s Acres Plaid Long Sleeve Shirt (Fuchsia)

    $100.0$39.0

  • TailorByrd Men's Bayfield Windowpane Long Sleeve Shirt (Lilac)


    TailorByrd Men’s Bayfield Windowpane Long Sleeve Shirt (Lilac)

    $100.0$39.0

  • TailorByrd Men's Pollard Check Long Sleeve Shirt (Orange)


    TailorByrd Men’s Pollard Check Long Sleeve Shirt (Orange)

    $100.0$39.0

  • TailorByrd Men's Metropolitan Check Long Sleeve Shirt (Red)


    TailorByrd Men’s Metropolitan Check Long Sleeve Shirt (Red)

    $100.0$39.0

  • TailorByrd Men's Nicholi Check Long Sleeve Shirt (Brown)


    TailorByrd Men’s Nicholi Check Long Sleeve Shirt (Brown)

    $100.0$39.0

  • TailorByrd Men's Golden Plaid Long Sleeve Shirt (Aqua)


    TailorByrd Men’s Golden Plaid Long Sleeve Shirt (Aqua)

    $100.0$39.0

  • TailorByrd Men's Jacobi Check Long Sleeve Shirt (Royal)


    TailorByrd Men’s Jacobi Check Long Sleeve Shirt (Royal)

    $100.0$39.0

  • TailorByrd Men's Gould Plaid Long Sleeve Shirt (Royal)


    TailorByrd Men’s Gould Plaid Long Sleeve Shirt (Royal)

    $100.0$39.0

  • TailorByrd Men's Kentridge Plaid Long Sleeve Shirt (Chambray)


    TailorByrd Men’s Kentridge Plaid Long Sleeve Shirt (Chambray)

    $100.0$39.0

  • English Laundry Men's Plaid Sportshirt (Red)


    English Laundry Men’s Plaid Sportshirt (Red)

    $99.0$49.0

  • Zachary Prell Men's Becktold Checked Sport Shirt (Navy)


    Zachary Prell Men’s Becktold Checked Sport Shirt (Navy)

    $228.0$45.0

  • Zachary Prell Men's Kevin Plaid Sport Shirt (Pink)


    Zachary Prell Men’s Kevin Plaid Sport Shirt (Pink)

    $228.0$45.0

  • Zachary Prell Men's Mesbahi Checked Sport Shirt (Plum)


    Zachary Prell Men’s Mesbahi Checked Sport Shirt (Plum)

    $198.0$39.0

  • Zachary Prell Men's Jr Checked Sportshirt (Red)


    Zachary Prell Men’s Jr Checked Sportshirt (Red)

    $198.0$49.0

  • Zachary Prell Men's Greineir Plaid Long Sleeve Shirt (Navy)


    Zachary Prell Men’s Greineir Plaid Long Sleeve Shirt (Navy)

    $228.0$39.0

  • Zachary Prell Men's Kamden Checked Shirt (Purple)


    Zachary Prell Men’s Kamden Checked Shirt (Purple)

    $198.0$39.0

  • Zachary Prell Men's Richardson Checked Shirt (Purple)


    Zachary Prell Men’s Richardson Checked Shirt (Purple)

    $225.0$45.0

  • Zachary Prell Men's Kaveh Micro Checked Shirt (Navy)


    Zachary Prell Men’s Kaveh Micro Checked Shirt (Navy)

    $225.0$45.0

  • Zachary Prell Men's Shawn Plaid Shirt (Navy)


    Zachary Prell Men’s Shawn Plaid Shirt (Navy)

    $198.0$39.0

  • Zachary Prell Men's Cook Check Long Sleeve Shirt (Blue)


    Zachary Prell Men’s Cook Check Long Sleeve Shirt (Blue)

    $198.0$39.0

  • Zachary Prell Men's Willis Check Long Sleeve Shirt (Navy)


    Zachary Prell Men’s Willis Check Long Sleeve Shirt (Navy)

    $198.0$39.0

  • Kenneth Gordon Men's Royal St. Checked Button Down Shirt (Blue/Red)


    Kenneth Gordon Men’s Royal St. Checked Button Down Shirt (Blue/Red)

    $100.0$25.0

  • Kenneth Gordon Men's Royal St. Plaid Button Down Shirt (Orange Multicolor)


    Kenneth Gordon Men’s Royal St. Plaid Button Down Shirt (Orange Multicolor)

    $100.0$30.0

  • Kenneth Gordon Men's Royal St. Plaid Button Down Shirt (Grey)


    Kenneth Gordon Men’s Royal St. Plaid Button Down Shirt (Grey)

    $100.0$25.0

  • Kenneth Gordon Men's Bourbon St. Tartan Button Down Shirt (Red/black)


    Kenneth Gordon Men’s Bourbon St. Tartan Button Down Shirt (Red/black)

    $100.0$39.0

  • Kenneth Gordon Men's Dumaine St. Checked Button Down Shirt (Yellow Combo)


    Kenneth Gordon Men’s Dumaine St. Checked Button Down Shirt (Yellow Combo)

    $100.0$25.0

  • Kenneth Gordon Men's Dumaine St. Checked Button Down Shirt (Grey Combo)


    Kenneth Gordon Men’s Dumaine St. Checked Button Down Shirt (Grey Combo)

    $100.0$25.0

  • Kenneth Gordon Men's Plaid Button Down Shirt (Black)


    Kenneth Gordon Men’s Plaid Button Down Shirt (Black)

    $100.0$29.0

  • Kenneth Gordon Men's Esplanade Avenue Oxford Checked Button Down Shirt (Multicolor)


    Kenneth Gordon Men’s Esplanade Avenue Oxford Checked Button Down Shirt (Multicolor)

    $100.0$39.0

  • Kenneth Gordon Men's Esplanade Avenue Oxford Checked Button Down Shirt (Blue)


    Kenneth Gordon Men’s Esplanade Avenue Oxford Checked Button Down Shirt (Blue)

    $100.0$25.0

  • Gitman Blue Men's Arroux Poplin Plaid Button Down Shirt (Blue)


    Gitman Blue Men’s Arroux Poplin Plaid Button Down Shirt (Blue)

    $185.0$55.0

  • Gitman Blue Men's Heritage Plaid Button Down Shirt (Blue)


    Gitman Blue Men’s Heritage Plaid Button Down Shirt (Blue)

    $185.0$55.0

  • Gitman Blue Men's Plaid Flannel Button Down Sportshirt (Blue)


    Gitman Blue Men’s Plaid Flannel Button Down Sportshirt (Blue)

    $185.0$75.0

  • Gitman Blue Men's Plaid Long Sleeve Button Down Shirt (Navy Multicolor)


    Gitman Blue Men’s Plaid Long Sleeve Button Down Shirt (Navy Multicolor)

    $185.0$75.0

  • John Stephen Men's Evening Jacket (Brown Plaid)


    John Stephen Men’s Evening Jacket (Brown Plaid)

    $898.0$265.0

  • Gitman Blue Men's Checked Long Sleeve Button Down Shirt (White/Blue)


    Gitman Blue Men’s Checked Long Sleeve Button Down Shirt (White/Blue)

    $185.0$75.0

  • Gitman Blue Men's Plaid Long Sleeve Button Down Shirt (Blue/Red Multicolor)


    Gitman Blue Men’s Plaid Long Sleeve Button Down Shirt (Blue/Red Multicolor)

    $185.0$75.0

  • Gitman Blue Men's Checked Long Sleeve Button Down Shirt (White/Brown Multicolor)


    Gitman Blue Men’s Checked Long Sleeve Button Down Shirt (White/Brown Multicolor)

    $185.0$75.0

  • Gitman Blue Men's Plaid Long Sleeve Button Down Shirt (Blue/Green)


    Gitman Blue Men’s Plaid Long Sleeve Button Down Shirt (Blue/Green)

    $185.0$75.0

  • Kenneth Gordon Men's Plaid Long Sleeve Button Down Shirt (Brown/Black)


    Kenneth Gordon Men’s Plaid Long Sleeve Button Down Shirt (Brown/Black)

    $100.0$29.0

  • Kenneth Gordon Men's Plaid Long Sleeve Button Down Shirt (Black)


    Kenneth Gordon Men’s Plaid Long Sleeve Button Down Shirt (Black)

    $100.0$30.0

  • Kenneth Gordon Men's Plaid Long Sleeve Button Down Shirt (Olive Multicolor)


    Kenneth Gordon Men’s Plaid Long Sleeve Button Down Shirt (Olive Multicolor)

    $100.0$29.0

  • Kenneth Gordon Men's Plaid Long Sleeve Button Down Shirt (Blue/Orange Multicolor)


    Kenneth Gordon Men’s Plaid Long Sleeve Button Down Shirt (Blue/Orange Multicolor)

    $100.0$30.0

  • Jared Lang Men's Checked Sportshirt with Contrast Trims (Red Grey)


    Jared Lang Men’s Checked Sportshirt with Contrast Trims (Red Grey)

    $190.0$49.0

  • Jared Lang Men's Plaid Sportshirt (Navy)


    Jared Lang Men’s Plaid Sportshirt (Navy)

    $190.0$49.0

  • Triple Five Soul Men's Plaid Shirt (Navy)


    Triple Five Soul Men’s Plaid Shirt (Navy)

    $65.0$29.0

  • Robert Graham Men's Lay Back Long Sleeve Woven Shirt (Multi)


    Robert Graham Men’s Lay Back Long Sleeve Woven Shirt (Multi)

    $198.0$45.0

  • GANT Rugger Men's Oxford Check Button Down Shirt (Bright Red)


    GANT Rugger Men’s Oxford Check Button Down Shirt (Bright Red)

    $135.0$40.0

  • True Religion Men's Indigo Triple Needle Workwear Woven Shirt (Dusk Blue)


    True Religion Men’s Indigo Triple Needle Workwear Woven Shirt (Dusk Blue)

    $158.0$49.0

  • Vintage 1946 Men's Reversible Overshirt (British Tan)


    Vintage 1946 Men’s Reversible Overshirt (British Tan)

    $130.0$55.0

  • J. Press York Street Men's Russell Button Down Shirt (Red Plaid)


    J. Press York Street Men’s Russell Button Down Shirt (Red Plaid)

    $145.0$30.0

  • 7 Diamonds Men's Soulful Feeling Shirt (Black)


    7 Diamonds Men’s Soulful Feeling Shirt (Black)

    $110.0$19.0

  • Zachary Prell Men's Marshall Plaid Sport Shirt (Blue)


    Zachary Prell Men’s Marshall Plaid Sport Shirt (Blue)

    $198.0$39.0

: MEN

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