Best Seller
Rockport Men's Essential Details Waterproof Chukka Boot, Size: 9 M, Black Full Grain Leather

Rockport Men's Essential Details Waterproof Chukka Boot, Size: 9 M, Black Full Grain Leather

Comfort and versatility are combined in the men's Rockport Essential Details Waterproof Chukka Boot. Designed with smooth premium leather uppers, lined with seam-sealed Hydro-Shield waterproof technology that wicks away any moisture that comes your... more

$99.95

FREE shipping

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Rockport Men's Classic Break Chukka Boot, Size: 11.5 M, Dark Brown Leather

Rockport Men's Classic Break Chukka Boot, Size: 11.5 M, Dark Brown Leather

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$119.95

FREE shipping

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Best Seller
Rockport Men's Wynstin Chukka Boot, Size: 7, Tobacco Leather

Rockport Men's Wynstin Chukka Boot, Size: 7, Tobacco Leather

Make a seamless transition from work to play with the vintage Rockport Wynstin Chukka Boot. Featuring the truTECH system, this lightweight ankle boot provides shock absorption at the heel and rebound at the forefoot for utmost comfort. What's more, a... more

$129.95

FREE shipping

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Rockport Men's Marshall Chukka Boot, Size: 8, Dark Brown Leather

Rockport Men's Marshall Chukka Boot, Size: 8, Dark Brown Leather

Complement your perfect, casual Friday look with the comfortably smart Rockport Marshall Chukka Boot. The EVA insole and outsole help reduce leg fatigue while the antimicrobial lining keeps odor away. Part of the Marshall Collection Cement construction... more

$129.95

FREE shipping

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Rockport Men's Classic Break Chukka Boot, Size: 15 M, Black Suede

Rockport Men's Classic Break Chukka Boot, Size: 15 M, Black Suede

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$106.45

FREE shipping

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Rockport Men's Classic Break Chukka Boot, Size: 11 M, Dark Bitter Chocolate Suede

Rockport Men's Classic Break Chukka Boot, Size: 11 M, Dark Bitter Chocolate Suede

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$119.95

FREE shipping

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Rockport Men's Classic Break Chukka Boot, Size: 13 M, Dark Brown Leather

Rockport Men's Classic Break Chukka Boot, Size: 13 M, Dark Brown Leather

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$119.95

FREE shipping

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Rockport Men's Classic Break Chukka Boot, Size: 8 M, Black Leather

Rockport Men's Classic Break Chukka Boot, Size: 8 M, Black Leather

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$119.95

FREE shipping

go to store
Rockport Men's Marshall Chukka Boot, Size: 11.5, Dark Brown Leather

Rockport Men's Marshall Chukka Boot, Size: 11.5, Dark Brown Leather

Complement your perfect, casual Friday look with the comfortably smart Rockport Marshall Chukka Boot. The EVA insole and outsole help reduce leg fatigue while the antimicrobial lining keeps odor away. Part of the Marshall Collection Cement construction... more

$129.95

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot, Size: 11 M, Dark Brown Full Grain Leather

Rockport Men's Essential Details Waterproof Chukka Boot, Size: 11 M, Dark Brown Full Grain Leather

Comfort and versatility are combined in the men's Rockport Essential Details Waterproof Chukka Boot. Designed with smooth premium leather uppers, lined with seam-sealed Hydro-Shield waterproof technology that wicks away any moisture that comes your... more

$109.95

FREE shipping

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Rockport Men's Essential Details Waterproof Chukka Boot, Size: 12 M, Dark Brown Full Grain Leather

Rockport Men's Essential Details Waterproof Chukka Boot, Size: 12 M, Dark Brown Full Grain Leather

Comfort and versatility are combined in the men's Rockport Essential Details Waterproof Chukka Boot. Designed with smooth premium leather uppers, lined with seam-sealed Hydro-Shield waterproof technology that wicks away any moisture that comes your... more

$103.22

FREE shipping

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Rockport Men's Ledge Hill Too Chukka Boot, Size: 8.5 M, Rocksand Suede

Rockport Men's Ledge Hill Too Chukka Boot, Size: 8.5 M, Rocksand Suede

Comfortable, flexible and contemporary, our Ledge Hill Too collection is designed for style and comfort. This collection is crafted with an EVA midsole to help absorb shock, and comfort system is designed to provide lightweight shock absorption. The... more

$149.95

FREE shipping

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Rockport Men's Essential Details Waterproof Chukka Boot, Size: 7.5 W, Black Full Grain Leather

Rockport Men's Essential Details Waterproof Chukka Boot, Size: 7.5 W, Black Full Grain Leather

Comfort and versatility are combined in the men's Rockport Essential Details Waterproof Chukka Boot. Designed with smooth premium leather uppers, lined with seam-sealed Hydro-Shield waterproof technology that wicks away any moisture that comes your... more

$99.95

FREE shipping

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Rockport Men's RocSports Lite 2 Chukka Boot, Size: 8 XW, Taupe Nubuck

Rockport Men's RocSports Lite 2 Chukka Boot, Size: 8 XW, Taupe Nubuck

The Rocsports Lite 2 Chukka Boot features adidas adiPRENE sport technology cushioning absorbs shock and protects the heel at impact, ETC linings that wick away moisture to help keep feet dry and comfortable, a sponge EVA footbed cushioning that... more

$119.95

FREE shipping

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Rockport Men's Essential Details Waterproof Chukka Boot, Size: 11.5 M, Dark Brown Full Grain Leather

Rockport Men's Essential Details Waterproof Chukka Boot, Size: 11.5 M, Dark Brown Full Grain Leather

Comfort and versatility are combined in the men's Rockport Essential Details Waterproof Chukka Boot. Designed with smooth premium leather uppers, lined with seam-sealed Hydro-Shield waterproof technology that wicks away any moisture that comes your... more

$103.22

FREE shipping

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Rockport Men's Classic Break Chukka Boot, Size: 9 M, Black Suede

Rockport Men's Classic Break Chukka Boot, Size: 9 M, Black Suede

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$85.79

FREE shipping

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Rockport Men's Classic Break Chukka Boot, Size: 15 W, Black Suede

Rockport Men's Classic Break Chukka Boot, Size: 15 W, Black Suede

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$106.45

FREE shipping

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Rockport Men's Classic Break Chukka Boot, Size: 12 W, Dark Brown Leather

Rockport Men's Classic Break Chukka Boot, Size: 12 W, Dark Brown Leather

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$119.95

FREE shipping

go to store
Rockport Men's Ledge Hill Too Chukka Boot, Size: 10.5 M, Dark Brown Leather

Rockport Men's Ledge Hill Too Chukka Boot, Size: 10.5 M, Dark Brown Leather

Comfortable, flexible and contemporary, our Ledge Hill Too collection is designed for style and comfort. This collection is crafted with an EVA midsole to help absorb shock, and comfort system is designed to provide lightweight shock absorption. The... more

$140.40

FREE shipping

go to store
Rockport Men's Classic Break Chukka Boot, Size: 11.5 W, Dark Brown Leather

Rockport Men's Classic Break Chukka Boot, Size: 11.5 W, Dark Brown Leather

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$119.95

FREE shipping

go to store
Rockport Men's Classic Break Chukka Boot, Size: 15 W, Dark Brown Leather

Rockport Men's Classic Break Chukka Boot, Size: 15 W, Dark Brown Leather

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$119.95

FREE shipping

go to store
Rockport Men's Classic Break Chukka Boot, Size: 9.5 W, Dark Brown Leather

Rockport Men's Classic Break Chukka Boot, Size: 9.5 W, Dark Brown Leather

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$119.95

FREE shipping

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Rockport Men's Total Motion Chukka Boot, Size: 16, New Caramel Leather

Rockport Men's Total Motion Chukka Boot, Size: 16, New Caramel Leather

The innovative Rockport Total Motion Chukka Boot gives you the best of style and function. This boot is infused with truTECH sport technology that absorbs shock to cushion the heel strike and help reduce foot fatigue. truTECH sport technology Total... more

$125.45

FREE shipping

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Rockport Men's Wynstin Chukka Boot, Size: 9, Tobacco Leather

Rockport Men's Wynstin Chukka Boot, Size: 9, Tobacco Leather

Make a seamless transition from work to play with the vintage Rockport Wynstin Chukka Boot. Featuring the truTECH system, this lightweight ankle boot provides shock absorption at the heel and rebound at the forefoot for utmost comfort. What's more, a... more

$119.95

FREE shipping

go to store
Rockport Men's Wynstin Chukka Boot, Size: 10, Tobacco Leather

Rockport Men's Wynstin Chukka Boot, Size: 10, Tobacco Leather

Make a seamless transition from work to play with the vintage Rockport Wynstin Chukka Boot. Featuring the truTECH system, this lightweight ankle boot provides shock absorption at the heel and rebound at the forefoot for utmost comfort. What's more, a... more

$119.95

FREE shipping

go to store
Rockport Men's Wynstin Chukka Boot, Size: 9, Dark Bitter Chocolate Leather

Rockport Men's Wynstin Chukka Boot, Size: 9, Dark Bitter Chocolate Leather

Make a seamless transition from work to play with the vintage Rockport Wynstin Chukka Boot. Featuring the truTECH system, this lightweight ankle boot provides shock absorption at the heel and rebound at the forefoot for utmost comfort. What's more, a... more

$119.95

FREE shipping

go to store
Rockport Men's Marshall Chukka Boot, Size: 8, Dark Brown Leather

Rockport Men's Marshall Chukka Boot, Size: 8, Dark Brown Leather

Complement your perfect, casual Friday look with the comfortably smart Rockport Marshall Chukka Boot. The EVA insole and outsole help reduce leg fatigue while the antimicrobial lining keeps odor away. Part of the Marshall Collection Cement construction... more

$129.95

FREE shipping

go to store
Rockport Men's Marshall Chukka Boot, Size: 12, Dark Brown Leather

Rockport Men's Marshall Chukka Boot, Size: 12, Dark Brown Leather

Complement your perfect, casual Friday look with the comfortably smart Rockport Marshall Chukka Boot. The EVA insole and outsole help reduce leg fatigue while the antimicrobial lining keeps odor away. Part of the Marshall Collection Cement construction... more

$129.95

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot, Size: 10.5 M, Dark Brown Full Grain Leather

Rockport Men's Essential Details Waterproof Chukka Boot, Size: 10.5 M, Dark Brown Full Grain Leather

Comfort and versatility are combined in the men's Rockport Essential Details Waterproof Chukka Boot. Designed with smooth premium leather uppers, lined with seam-sealed Hydro-Shield waterproof technology that wicks away any moisture that comes your... more

$109.95

FREE shipping

go to store
Rockport Men's Classic Break Chukka Boot, Size: 13 W, Dark Bitter Chocolate Suede

Rockport Men's Classic Break Chukka Boot, Size: 13 W, Dark Bitter Chocolate Suede

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$119.95

FREE shipping

go to store
Rockport Men's Classic Break Chukka Boot, Size: 10 W, Black Suede

Rockport Men's Classic Break Chukka Boot, Size: 10 W, Black Suede

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$85.79

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot, Size: 15 M, Black Full Grain Leather

Rockport Men's Essential Details Waterproof Chukka Boot, Size: 15 M, Black Full Grain Leather

Comfort and versatility are combined in the men's Rockport Essential Details Waterproof Chukka Boot. Designed with smooth premium leather uppers, lined with seam-sealed Hydro-Shield waterproof technology that wicks away any moisture that comes your... more

$99.95

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot, Size: 7 W, Dark Brown Full Grain Leather

Rockport Men's Essential Details Waterproof Chukka Boot, Size: 7 W, Dark Brown Full Grain Leather

Comfort and versatility are combined in the men's Rockport Essential Details Waterproof Chukka Boot. Designed with smooth premium leather uppers, lined with seam-sealed Hydro-Shield waterproof technology that wicks away any moisture that comes your... more

$109.95

FREE shipping

go to store
Rockport Men's Classic Break Chukka Boot, Size: 15 M, Dark Brown Leather

Rockport Men's Classic Break Chukka Boot, Size: 15 M, Dark Brown Leather

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$119.95

FREE shipping

go to store
Rockport Men's Classic Break Chukka Boot, Size: 12 M, Black Suede

Rockport Men's Classic Break Chukka Boot, Size: 12 M, Black Suede

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$106.45

FREE shipping

go to store
Rockport Men's Classic Break Chukka Boot, Size: 12 M, Dark Brown Leather

Rockport Men's Classic Break Chukka Boot, Size: 12 M, Dark Brown Leather

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$119.95

FREE shipping

go to store
Rockport Men's Classic Break Chukka Boot, Size: 9 M, Dark Brown Leather

Rockport Men's Classic Break Chukka Boot, Size: 9 M, Dark Brown Leather

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$119.95

FREE shipping

go to store
Rockport Men's Classic Break Chukka Boot, Size: 7.5 W, Dark Bitter Chocolate Suede

Rockport Men's Classic Break Chukka Boot, Size: 7.5 W, Dark Bitter Chocolate Suede

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$119.95

FREE shipping

go to store
Rockport Men's Classic Break Chukka Boot, Size: 11.5 M, Black Leather

Rockport Men's Classic Break Chukka Boot, Size: 11.5 M, Black Leather

For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$119.95

FREE shipping

go to store
Rockport Men's Wynstin Chukka Boot, Size: 12, Tobacco Leather

Rockport Men's Wynstin Chukka Boot, Size: 12, Tobacco Leather

Make a seamless transition from work to play with the vintage Rockport Wynstin Chukka Boot. Featuring the truTECH system, this lightweight ankle boot provides shock absorption at the heel and rebound at the forefoot for utmost comfort. What's more, a... more

$97.40

FREE shipping

go to store

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