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Executive Style: Cap Toe & Wingtip Shoes!
Whether it’s for the timeless appeal or the professional look, it’s no surprise that cap toe and wingtip shoes have become staples in the male wardrobe. Here, find both of the classic shoe styles ready to pair with everything from suits to khakis to denim. Choose from a range or neutrals (we especially love the blue hues) and designs from classic brogued lace-ups to modern monkstraps.

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  • Antonio Maurizi Men's Affonso Double Monkstrap (Nero)


    Antonio Maurizi Men’s Affonso Double Monkstrap (Nero)

    $500.0$199.0

  • Antonio Maurizi Men's Affonso Double Monkstrap (Castagno)


    Antonio Maurizi Men’s Affonso Double Monkstrap (Castagno)

    $500.0$199.0

  • Antonio Maurizi Men's Affonso Double Monkstrap (Black)


    Antonio Maurizi Men’s Affonso Double Monkstrap (Black)

    $595.0$299.0

  • Antonio Maurizi Men's Affonso Double Monkstrap (Ciccolato)


    Antonio Maurizi Men’s Affonso Double Monkstrap (Ciccolato)

    $525.0$259.0

  • Antonio Maurizi Men's Affonso Double Monkstrap (Cognac)


    Antonio Maurizi Men’s Affonso Double Monkstrap (Cognac)

    $525.0$259.0

  • Antonio Maurizi Men's Affonso Double Monkstrap (T.moro)


    Antonio Maurizi Men’s Affonso Double Monkstrap (T.moro)

    $450.0$279.0

  • Florsheim by Duckie Brown Men's Armored Brogue Oxford (Bone)


    Florsheim by Duckie Brown Men’s Armored Brogue Oxford (Bone)

    $620.0$239.0

  • Florsheim by Duckie Brown Men's Armored Brogue Oxford (Silver)


    Florsheim by Duckie Brown Men’s Armored Brogue Oxford (Silver)

    $620.0$239.0

  • Dino Bigioni Men's Dress Cap Toe Oxford (Brown)


    Dino Bigioni Men’s Dress Cap Toe Oxford (Brown)

    $120.0$65.0

  • Dino Bigioni Men's Cap Toe Tie Oxford (Black)


    Dino Bigioni Men’s Cap Toe Tie Oxford (Black)

    $120.0$65.0

  • Dino Bigioni Men's Cap Toe Tie Oxford (Tan)


    Dino Bigioni Men’s Cap Toe Tie Oxford (Tan)

    $120.0$65.0

  • Carlos Santos Men's Moreno 5 Eyelet Captoe (Brown)


    Carlos Santos Men’s Moreno 5 Eyelet Captoe (Brown)

    $450.0$159.0

  • Antonio Maurizi Men's Armo Split Toe Apron Oxford (Castagno)


    Antonio Maurizi Men’s Armo Split Toe Apron Oxford (Castagno)

    $110.0$60.0

  • Antonio Maurizi Men's Armo Split Toe Apron Oxford (Black)


    Antonio Maurizi Men’s Armo Split Toe Apron Oxford (Black)

    $100.0$54.0

  • Steve Madden Men's Mackoy Oxford (Black)


    Steve Madden Men’s Mackoy Oxford (Black)

    $400.0$125.0

  • Steve Madden Men's Mackoy Oxford (Blue)


    Steve Madden Men’s Mackoy Oxford (Blue)

    $400.0$125.0

  • Steve Madden Men's Mackoy Oxford (Tan)


    Steve Madden Men’s Mackoy Oxford (Tan)

    $100.0$54.0

  • Bruno Magli Men's Ryba Blucher (Black)


    Bruno Magli Men’s Ryba Blucher (Black)

    $295.0$149.0

  • Florsheim Men's Minturn Oxford Cap Toe (Black)


    Florsheim Men’s Minturn Oxford Cap Toe (Black)

    $295.0$149.0

  • Steve Madden Men's Neville Oxford (Grey)


    Steve Madden Men’s Neville Oxford (Grey)

    $295.0$149.0

  • Gordon Rush Men's Miller Burnished Double Monkstrap (Nero)


    Gordon Rush Men’s Miller Burnished Double Monkstrap (Nero)

    $295.0$149.0

  • Gordon Rush Men's Miller Burnished Double Monkstrap (T.moro)


    Gordon Rush Men’s Miller Burnished Double Monkstrap (T.moro)

    $295.0$149.0

  • Steve Madden Men's Ethin Lace-Up (Tan Leather)


    Steve Madden Men’s Ethin Lace-Up (Tan Leather)

    $475.0$129.0

  • Rogue Men's Slip-On Wingtip (Beige)


    Rogue Men’s Slip-On Wingtip (Beige)

    $475.0$129.0

  • Rogue Men's Slip-On Wingtip (Camel)


    Rogue Men’s Slip-On Wingtip (Camel)

    $475.0$129.0

  • Rogue Men's Slip-On Wingtip (Grey)


    Rogue Men’s Slip-On Wingtip (Grey)

    $475.0$129.0

  • Rogue Men's Strunk Wingtip Lace-Up (Grey)


    Rogue Men’s Strunk Wingtip Lace-Up (Grey)

    $278.0$84.0

  • Rogue Men's Patrol Perforated Cap Toe Oxford (Brown)


    Rogue Men’s Patrol Perforated Cap Toe Oxford (Brown)

    $278.0$84.0

  • Gordon Rush Men's Schaffer Wingtip (Castagno)


    Gordon Rush Men’s Schaffer Wingtip (Castagno)

    $630.0$179.0

  • Gordon Rush Men's Schaffer Wingtip (Cognac)


    Gordon Rush Men’s Schaffer Wingtip (Cognac)

    $630.0$179.0

  • Gordon Rush Men's Schaffer Wingtip (Antracite)


    Gordon Rush Men’s Schaffer Wingtip (Antracite)

    $630.0$179.0

  • Gordon Rush Men's Schaffer Wingtip (T.moro)


    Gordon Rush Men’s Schaffer Wingtip (T.moro)

    $220.0$44.0

  • John Varvatos Men's Dearborn NYC Wingtip (Dark Brown)


    John Varvatos Men’s Dearborn NYC Wingtip (Dark Brown)

    $220.0$44.0

  • John Varvatos Men's Dearborn NYC Wingtip (Oxide)


    John Varvatos Men’s Dearborn NYC Wingtip (Oxide)

    $220.0$44.0

  • Antonio Maurizi Men's Abele Cap Toe Oxford (Black)


    Antonio Maurizi Men’s Abele Cap Toe Oxford (Black)

    $185.0$89.0

  • Antonio Maurizi Men's Abele Cap Toe Oxford (T.moro)


    Antonio Maurizi Men’s Abele Cap Toe Oxford (T.moro)

    $185.0$89.0

  • Antonio Maurizi Men's Abele Cap Toe Oxford (Castagno)


    Antonio Maurizi Men’s Abele Cap Toe Oxford (Castagno)

    $120.0$62.0

  • Swear London Men's Jimmy 1 Cap Toe Oxford (Black)


    Swear London Men’s Jimmy 1 Cap Toe Oxford (Black)

    $360.0$149.0

  • Swear London Men's Jimmy 1 Cap Toe Oxford (Grey)


    Swear London Men’s Jimmy 1 Cap Toe Oxford (Grey)

    $360.0$149.0

  • Swear London Men's Jimmy 1 Cap Toe Oxford (Navy)


    Swear London Men’s Jimmy 1 Cap Toe Oxford (Navy)

    $498.0$125.0

  • Rogue Men's Drake Wingtip (Grey)


    Rogue Men’s Drake Wingtip (Grey)

    $498.0$159.0

  • Rogue Men's Drake Wingtip (Camel)


    Rogue Men’s Drake Wingtip (Camel)

    $498.0$159.0

  • Steve Madden Men's Persistt Lace-Up (Blue)


    Steve Madden Men’s Persistt Lace-Up (Blue)

    $169.0$95.0

  • Dino Bigioni Men's Perforated Oxford (Tripon Tm)


    Dino Bigioni Men’s Perforated Oxford (Tripon Tm)

    $169.0$95.0

  • Dino Bigioni Men's Perforated Oxford (Tripon Black)


    Dino Bigioni Men’s Perforated Oxford (Tripon Black)

    $140.0$59.0

  • Gordon Rush Men's Lloyd Wingtip (Black)


    Gordon Rush Men’s Lloyd Wingtip (Black)

    $140.0$59.0

  • Gordon Rush Men's Parker Floating Perforation Wingtip (Black)


    Gordon Rush Men’s Parker Floating Perforation Wingtip (Black)

    $575.0$269.0

  • Gordon Rush Men's Parker Floating Perforation Wingtip (Marrone)


    Gordon Rush Men’s Parker Floating Perforation Wingtip (Marrone)

    $575.0$269.0

  • JD Fisk Men's Park Oxford (Black)


    JD Fisk Men’s Park Oxford (Black)

    $575.0$269.0

  • JD Fisk Men's Park Oxford (Olive)


    JD Fisk Men’s Park Oxford (Olive)

    $498.0$110.0

  • Calvin Klein Men's Irah Suede Oxford (Navy)


    Calvin Klein Men’s Irah Suede Oxford (Navy)

    $498.0$125.0

  • Calvin Klein Men's Irah Suede Oxford (Grey)


    Calvin Klein Men’s Irah Suede Oxford (Grey)

    $450.0$199.0

  • Antonio Maurizi Men's Amerigo Wingtip Oxford (Black)


    Antonio Maurizi Men’s Amerigo Wingtip Oxford (Black)

    $540.0$135.0

  • Antonio Maurizi Men's Amerigo Wingtip Oxford (T.moro)


    Antonio Maurizi Men’s Amerigo Wingtip Oxford (T.moro)

    $485.0$169.0

  • Antonio Maurizi Men's Amerigo Wingtip Oxford (Cognac)


    Antonio Maurizi Men’s Amerigo Wingtip Oxford (Cognac)

    $485.0$169.0

  • Gordon Rush Men's Emerson Burnished Wingtip (Grigio)


    Gordon Rush Men’s Emerson Burnished Wingtip (Grigio)

    $620.0$60.0

  • Gordon Rush Men's Cameron Monkstrap (Black)


    Gordon Rush Men’s Cameron Monkstrap (Black)

    $620.0$159.0

  • Florsheim by Duckie Brown Men's Smooth Brogue Oxford (Blue)


    Florsheim by Duckie Brown Men’s Smooth Brogue Oxford (Blue)

    $445.0$159.0

  • testoni BASIC Men's Alfred Cap Toe Oxford (Nero Suede)


    testoni BASIC Men’s Alfred Cap Toe Oxford (Nero Suede)

    $175.0$135.0

  • Gordon Rush Men's Porter Burnished Suede Wingtip (Black/Lavagne)


    Gordon Rush Men’s Porter Burnished Suede Wingtip (Black/Lavagne)

    $145.0$89.0

  • Gordon Rush Men's Porter Burnished Suede Wingtip (T.Moro/Paludo)


    Gordon Rush Men’s Porter Burnished Suede Wingtip (T.Moro/Paludo)

    $450.0$73.0

  • Robert Wayne Men's Brumel Oxford (Brown)


    Robert Wayne Men’s Brumel Oxford (Brown)

    $385.0$149.0

  • Antonio Maurizi Men's 956 Lightly Burnished Cap Toe (T.moro)


    Antonio Maurizi Men’s 956 Lightly Burnished Cap Toe (T.moro)

    $$78.0

  • Antonio Maurizi Men's 956 Lightly Burnished Cap Toe (Black)


    Antonio Maurizi Men’s 956 Lightly Burnished Cap Toe (Black)

    $$

  • Gordon Rush Men's Kelly Burnished Medallion Captoe (Ciccolato)


    Gordon Rush Men’s Kelly Burnished Medallion Captoe (Ciccolato)

    $$

  • Original Penguin Men's Bailey Cap Toe Oxford (Brown)


    Original Penguin Men’s Bailey Cap Toe Oxford (Brown)

    $$

  • Rockport Men's Castleton Cap Toe Oxford (New Dress Blue)


    Rockport Men’s Castleton Cap Toe Oxford (New Dress Blue)

    $$

  • Bruno Magli Men's Ryge Oxford (Black)


    Bruno Magli Men’s Ryge Oxford (Black)

    $$

  • Gordon Rush Men's Edwin Wingtip (Black)


    Gordon Rush Men’s Edwin Wingtip (Black)

    $$

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