75 products
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  • Chukka
  • $100.00

    Skechers Relaxed Fit® Respected Boswell Men's Boots

  • $59.99

    Sonoma Goods For Life® Ledger Men's Chukka Boots

  • $56.97 - $75.99 sale
    $95.00 Reg.

    Nunn Bush® Otto Men's Suede Chukka Boots

    Closeout Deal
  • $155.00

    Georgia Boots Classic Men's 6-Inch Steel Toe Work Boots

  • $60.00

    Deer Stags Bangor Men's Chukka Boots

  • $140.00

    Georgia Boots Farm & Ranch Men's Wedge Chukka Boots

  • $62.99 sale
    $89.99 Reg.

    Vance Co. Austin Men's Chukka Boots

  • $59.49 sale
    $84.99 Reg.

    Vance Co. Franco Men's Plain Toe Chukka Boots

  • $91.99 sale
    $115.00 Reg.

    Nunn Bush® Luxor Men's Waterproof Leather Ankle Boots

  • $64.99

    Lugz Convoy Men's Scuff-Proof Ankle Boots

  • $110.00

    Stacy Adams Maxwell Men's Leather Chukka Boots

    (1)
  • $59.99

    Lugz Drifter Peacoat Men's Chukka Boots

  • $87.99 sale
    $110.00 Reg.

    Nunn Bush® Otto Men's Leather Plain Toe Chukka Boots

    (6)
  • $90.99 sale
    $129.99 Reg.

    Vance Co. Linus Men's Tru Comfort Foam Chukka Boots

    (4)
  • $64.99 - $79.99

    Lugz Convoy Men's Hiking Boots

  • $111.99 sale
    $159.99 Reg.

    Thomas & Vine Booker Men's Leather Plain Toe Chukka Boots

    (6)
  • $59.99

    Sonoma Goods For Life® Foster Men's Boots

  • $83.99 sale
    $119.99 Reg.

    Vance Co. Vaughn Men's Chukka Boots

    (4)
  • $50.97 - $67.99 sale
    $85.00 Reg.

    Nunn Bush® Tour Work Men's Sneaker Boots

    (8)
  • $59.99

    Lugz Rapid Men's Sneakers

  • $67.99 sale
    $85.00 Reg.

    Nunn Bush® Circuit Men's Chukka Boots

  • Top Rated
    $153.99 sale
    $219.99 Reg.

    Thomas & Vine Wilcox Men's Tru Comfort Foam Leather Chukka Boots

  • $135.00

    Eastland High Fidelity Men's Ankle Boots

    (6)
  • $115.49 sale
    $164.99 Reg.

    Thomas & Vine Aldridge Men's Leather Chukka Boots

    (6)
  • $104.99 sale
    $149.99 Reg.

    Thomas & Vine Keegan Men's Chukka Boots

    (3)
  • $114.95

    Propet Findley Men's Suede Chukka Boots

  • $87.99 - $91.99 sale
    $115.00 Reg.

    Nunn Bush® Odell Men's Wingtip Dress Boots

  • $85.00

    Levi's® Dean WX UL Men's Chukka Boots

  • $83.99 sale
    $119.99 Reg.

    Vance Co. Redford Chukka Men's Ankle Boot

    (2)
  • $71.99 sale
    $90.00 Reg.

    Nunn Bush® Excavate Men's Plain Toe Ankle Boots

    (4)
  • $90.00

    Eastland Finn Men's Chukka Boots

    (3)
  • $84.99

    Lugz Colorado Men's Ankle Boots

  • $84.99

    Lugz Colorado Men's Chukka Boots

    (2)
  • $59.99

    Levi's® Joshua Men's Chukka Boots

    (1)
  • $59.99

    Lugz Fringe Men's Ankle Boots

  • $95.00

    Dockers® Calgary Men's Ankle Boots

  • $85.00

    Dockers® Norton Men's Ankle Boots

    (1)
  • $59.99

    Lugz Drifter Ripstop Men's Chukka Boots

  • $95.00

    Dockers® Calgary Men's Leather Ankle Boots

  • $89.99

    Stacy Adams Envoy Moc/Cap Toe Men's Lace-Up Boots

    (4)
  • $90.99 sale
    $129.99 Reg.

    Vance Co. Arturo Tru Comfort Foam Men's Chukka Boots

  • $90.00

    Eastland Cyrus Men's Chelsea Boots

    (4)
  • $63.99 sale
    $80.00 Reg.

    Nunn Bush Brewski Men's Moc Toe Chukka Boots

  • $95.00

    Dockers Men's Nigel Boot

  • $85.00

    Dockers® Dartford Men's Boots

    (2)
  • $59.99

    Lugz Drifter Peacoat Men's Ankle Boots

  • $139.99 sale
    $199.99 Reg.

    Thomas & Vine Avrum Cap Toe Men's Leather Ankle Boots

    (6)
  • $132.99 sale
    $189.99 Reg.

    Thomas & Vine Samwell Plain Toe Men's Leather Ankle Boots

    (1)

Popular Searches:

Men's Chukka Boots

Take a fashionable first step with a brand new pair of men's chukka boots. Perfect for the office, special events, or a stylish night out, a new pair of chukka boots can add simple sophistication to your everyday look.

While looking for that ideal pair of boots, be sure to shop for all your other essentials. With a complete classic wardrobe, you can feel confident in looking your best when the situation calls for it.

Chukka boots are a classic style of men's footwear and present a fashionable yet casual look. Chukka boots are more casual than Chelsea boots and have distinctive features such as eyelets and laces. But they're nice enough to wear for many different occasions, including the workplace. This versatility makes chukka boots ideal for any man's footwear collection.

Men's Chukka Boot Features

When looking for a new pair of men's chukka boots, there are several factors to consider. These factors will allow you to begin your boot shopping with a bit more confidence, knowing just what pair will best suit your needs.

Upper material

One of the most important things to consider when buying men's chukka boots is the material used in the upper portion of the pair. Leather and suede uppers are appropriate for evenings out on the town, while Chukkas made of fabric and synthetic leather are best suited for casual wear.

Sole thickness

Check the thickness of the soles because it usually determines whether the boot is formal or not. Formal boots tend to have thinner, harder soles that are smoother. Less formal chukka boots have thicker soles, and may also have indentations in the soles for enhanced traction.

Color

Chukka boots come in just about every color you can think of, and each color option gives off its own unique personality. Dark brown or mid-brown boots provide more versatility and coordinate with almost anything in your closet. Lighter colors offer a bit more flare and offer a look that is distinctive. No matter which one you choose, color is a matter of personal preference and style. Pick out that perfect hue that will help your look make a statement!

Men's Chukka Boots from Deer Stags, Eastland, Nunn Bush, and More

A wide range of men's footwear brands offer chukka boot options. While the silhouette of these boots are largely the same, each brand provides a unique take on the style, giving you plenty of options to choose from.

One of the brands that offers the most chukka boot varieties is Nunn Bush. Our selection of men's Nunn Bush chukka boots features plenty of traditional options, many featuring leather construction and stylish details like cap toes and wingtip accents.

Men's Deer Stags chukka boots offer a bit more in the way of casual appeal. Deer Stags footwear provides plenty in the way comfort, with memory foam footbeds and moisture-wicking linings. These features ensure that they become a part of everyday wear.

If you're looking for options that take you into the great outdoors, check out men's Eastland chukka boots. Along with the typical casual chukka style, Eastland offers chukka hiking boots that perform well on uneven terrain.

Other Men's Dress Essentials

With the perfect pair of men's boots in your collection, it's time to work on completing your total formal look.

A great place to start is Kohl's assortment of men's suits and suit separates. Here, you can find the right option you need to make an impression at your next formal event.

Next, take a look at the various men's dress accessories available, like dress socks, ties, belts, and wallets. These simple, yet vital parts of your ensemble enhance the look even more.

Starting with a pair of men's brown dress shoes, you can create a timeless look that is perfect for all your special occasions.