You're in Men's Shoes

Need a Personal Shopper?

Subscribe to
Bizrate emails for the hottest
deals & products
,
PLUS a chance to

WIN $25

sign me up!

New winners chosen weekly.
No purchase necessary.

Rockport Dressport Chukka Boot Waterproof Men's Boots Rockport

Rockport Dressport Chukka Boot Waterproof Men's Boots Rockport

The Dressport Chukka Boot Waterproof is the ideal shoe for a day at the office or a rainy evening on the town. Boasting soft, attractive leather and shock absorbing EVA, these shoes will keep you stylish and comfortable rain or shine. Full grain...

$129.99

$200.00 $129.99

Free shipping

Rockport

Best Seller
Men's Oak & Rush Men's Frank Chukka Boots: 10/Brown

Men's Oak & Rush Men's Frank Chukka Boots: 10/Brown

These ankle-height boots feature round-toe design, lace-up closure, and lightly cushioned footbed for added comfort Size: 10. Color: Brown. Gender: Male. Age Group: Adult. ... more

Men's Oak & Rush Men's Frank Chukka Boots: 10/Brown

These ankle-height boots feature round-toe design, lace-up closure, and lightly cushioned footbed for added comfort Size: 10. Color: Brown. Gender: Male. Age Group: Adult.

$89.99 $22.97

go to store
Men's Oak & Rush Men's Frank Chukka Boots: 9.5/Brown

Men's Oak & Rush Men's Frank Chukka Boots: 9.5/Brown

These ankle-height boots feature round-toe design, lace-up closure, and lightly cushioned footbed for added comfort Size: 9.5. Color: Brown. Gender: Male. Age Group: Adult. ... more

Men's Oak & Rush Men's Frank Chukka Boots: 9.5/Brown

These ankle-height boots feature round-toe design, lace-up closure, and lightly cushioned footbed for added comfort Size: 9.5. Color: Brown. Gender: Male. Age Group: Adult.

$89.99 $22.97

go to store
Best Seller
Men's Oak & Rush Men's Frank Chukka Boots: 9/Brown

Men's Oak & Rush Men's Frank Chukka Boots: 9/Brown

These ankle-height boots feature round-toe design, lace-up closure, and lightly cushioned footbed for added comfort Size: 9. Color: Brown. Gender: Male. Age Group: Adult. ... more

Men's Oak & Rush Men's Frank Chukka Boots: 9/Brown

These ankle-height boots feature round-toe design, lace-up closure, and lightly cushioned footbed for added comfort Size: 9. Color: Brown. Gender: Male. Age Group: Adult.

$89.99 $22.97

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 11M

Rockport Men's Essential Details Waterproof Chukka Boot - Black 11M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 11M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 9.5M

Rockport Men's Essential Details Waterproof Chukka Boot - Black 9.5M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 9.5M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 13M

Rockport Men's Essential Details Waterproof Chukka Boot - Black 13M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 13M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Danner 453 5.5" Waterproof GORE-TEX Hiking Boots Leather Distressed Brown Men's 11 EE

Danner 453 5.5" Waterproof GORE-TEX Hiking Boots Leather Distressed Brown Men's 11 EE

Features GORE-TEX linerScuff-proof toe cap TFX lightweight outsole with beveled lugs Athletic and supportive fit Rated a "Best Buy" by Backpacker Magazine, these boots offer athletic performance with traditional Danner stability. The durable, nubuck... ... more

Danner 453 5.5" Waterproof GORE-TEX Hiking Boots Leather Distressed Brown Men's 11 EE

Features GORE-TEX linerScuff-proof toe cap TFX lightweight outsole with beveled lugs Athletic and supportive fit Rated a "Best Buy" by Backpacker Magazine, these boots offer athletic performance with traditional Danner stability. The durable, nubuck...

MidwayUSA

(950,000+)

$189.95

go to store

MidwayUSA

(950,000+)
Danner Gritstone 8" 400 Gram Insulated Waterproof Work Boots Leather Brown Men's 11 EE

Danner Gritstone 8" 400 Gram Insulated Waterproof Work Boots Leather Brown Men's 11 EE

FeaturesDurable, waterproof full-grain leather upperTriple-stitched Stitchdown seamsDanner Dry waterproof protectionVibram Gristone oil and slip resistant outsoleDual-purpose hardware offers speed or hook lacing The Danner Gritstone is a durable,... ... more

Danner Gritstone 8" 400 Gram Insulated Waterproof Work Boots Leather Brown Men's 11 EE

FeaturesDurable, waterproof full-grain leather upperTriple-stitched Stitchdown seamsDanner Dry waterproof protectionVibram Gristone oil and slip resistant outsoleDual-purpose hardware offers speed or hook lacing The Danner Gritstone is a durable,...

MidwayUSA

(950,000+)

$229.95

go to store

MidwayUSA

(950,000+)
Men's Oak & Rush Microsuede Chukka Boots: Cognac/10 Bronze

Men's Oak & Rush Microsuede Chukka Boots: Cognac/10 Bronze

These chukka boots feature cushioned insole to provide ease to feet, and suitable for both casual and formal wear Size: 10. Color: Bronze. Gender: Male. Age Group: Adult. ... more

Men's Oak & Rush Microsuede Chukka Boots: Cognac/10 Bronze

These chukka boots feature cushioned insole to provide ease to feet, and suitable for both casual and formal wear Size: 10. Color: Bronze. Gender: Male. Age Group: Adult.

$89.99 $27.99

go to store
Men's Oak & Rush Microsuede Chukka Boots: Brown/11

Men's Oak & Rush Microsuede Chukka Boots: Brown/11

These chukka boots feature cushioned insole to provide ease to feet, and suitable for both casual and formal wear Size: 11. Color: Brown. Gender: Male. Age Group: Adult. ... more

Men's Oak & Rush Microsuede Chukka Boots: Brown/11

These chukka boots feature cushioned insole to provide ease to feet, and suitable for both casual and formal wear Size: 11. Color: Brown. Gender: Male. Age Group: Adult.

$89.99 $27.99

go to store
Men's Oak & Rush Microsuede Chukka Boots: Navy/10.5 Blue

Men's Oak & Rush Microsuede Chukka Boots: Navy/10.5 Blue

These chukka boots feature cushioned insole to provide ease to feet, and suitable for both casual and formal wear Size: 10.5. Color: Blue. Gender: Male. Age Group: Adult. ... more

Men's Oak & Rush Microsuede Chukka Boots: Navy/10.5 Blue

These chukka boots feature cushioned insole to provide ease to feet, and suitable for both casual and formal wear Size: 10.5. Color: Blue. Gender: Male. Age Group: Adult.

$89.99 $27.99

go to store
Men's Harrison Men's Chukka Sneaker Boots 8 Navy Medium Blue

Men's Harrison Men's Chukka Sneaker Boots 8 Navy Medium Blue

These Chukka Boots will add the fashion to your wardrobe Size: 8. Color: Blue. Gender: Male. Age Group: Adult. ... more

Men's Harrison Men's Chukka Sneaker Boots 8 Navy Medium Blue

These Chukka Boots will add the fashion to your wardrobe Size: 8. Color: Blue. Gender: Male. Age Group: Adult.

$70.00 $24.99

FREE shipping

go to store
Men's Harrison Men's Chukka Sneaker Boots 8 Medium LightBrownMoc Brown

Men's Harrison Men's Chukka Sneaker Boots 8 Medium LightBrownMoc Brown

These Chukka Boots will add the fashion to your wardrobe Size: 8. Color: Brown. Gender: Male. Age Group: Adult. ... more

Men's Harrison Men's Chukka Sneaker Boots 8 Medium LightBrownMoc Brown

These Chukka Boots will add the fashion to your wardrobe Size: 8. Color: Brown. Gender: Male. Age Group: Adult.

$70.00 $24.99

FREE shipping

go to store
Men's Harrison Men's Chukka Sneaker Boots 7 Black Medium

Men's Harrison Men's Chukka Sneaker Boots 7 Black Medium

These Chukka Boots will add the fashion to your wardrobe Size: 7. Color: Black. Gender: Male. Age Group: Adult. ... more

Men's Harrison Men's Chukka Sneaker Boots 7 Black Medium

These Chukka Boots will add the fashion to your wardrobe Size: 7. Color: Black. Gender: Male. Age Group: Adult.

$70.00 $24.99

FREE shipping

go to store
Men's Harrison Men's Chukka Sneaker Boots 8.5 Medium Burgundy Red

Men's Harrison Men's Chukka Sneaker Boots 8.5 Medium Burgundy Red

These Chukka Boots will add the fashion to your wardrobe Size: 8.5. Color: Red. Gender: Male. Age Group: Adult. ... more

Men's Harrison Men's Chukka Sneaker Boots 8.5 Medium Burgundy Red

These Chukka Boots will add the fashion to your wardrobe Size: 8.5. Color: Red. Gender: Male. Age Group: Adult.

$70.00 $24.99

FREE shipping

go to store
Men's Harrison Men's Chukka Sneaker Boots 8 Medium Burgundy Red

Men's Harrison Men's Chukka Sneaker Boots 8 Medium Burgundy Red

These Chukka Boots will add the fashion to your wardrobe Size: 8. Color: Red. Gender: Male. Age Group: Adult. ... more

Men's Harrison Men's Chukka Sneaker Boots 8 Medium Burgundy Red

These Chukka Boots will add the fashion to your wardrobe Size: 8. Color: Red. Gender: Male. Age Group: Adult.

$70.00 $24.99

FREE shipping

go to store
Men's Harrison Men's Chukka Sneaker Boots 7.5 Medium Burgundy Red

Men's Harrison Men's Chukka Sneaker Boots 7.5 Medium Burgundy Red

These Chukka Boots will add the fashion to your wardrobe Size: 7.5. Color: Red. Gender: Male. Age Group: Adult. ... more

Men's Harrison Men's Chukka Sneaker Boots 7.5 Medium Burgundy Red

These Chukka Boots will add the fashion to your wardrobe Size: 7.5. Color: Red. Gender: Male. Age Group: Adult.

$70.00 $24.99

FREE shipping

go to store
Men's Harrison Men's Chukka Sneaker Boots 10.5 Medium Burgundy Red

Men's Harrison Men's Chukka Sneaker Boots 10.5 Medium Burgundy Red

These Chukka Boots will add the fashion to your wardrobe Size: 10.5. Color: Red. Gender: Male. Age Group: Adult. ... more

Men's Harrison Men's Chukka Sneaker Boots 10.5 Medium Burgundy Red

These Chukka Boots will add the fashion to your wardrobe Size: 10.5. Color: Red. Gender: Male. Age Group: Adult.

$70.00 $24.99

FREE shipping

go to store
Men's Harrison Men's Chukka Sneaker Boots 7 Medium BlackMoc Black

Men's Harrison Men's Chukka Sneaker Boots 7 Medium BlackMoc Black

These Chukka Boots will add the fashion to your wardrobe Size: 7. Color: Black. Gender: Male. Age Group: Adult. ... more

Men's Harrison Men's Chukka Sneaker Boots 7 Medium BlackMoc Black

These Chukka Boots will add the fashion to your wardrobe Size: 7. Color: Black. Gender: Male. Age Group: Adult.

$70.00 $24.99

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 12M

Rockport Men's Essential Details Waterproof Chukka Boot - Black 12M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 12M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 7M

Rockport Men's Essential Details Waterproof Chukka Boot - Black 7M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 7M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 10.5M

Rockport Men's Essential Details Waterproof Chukka Boot - Black 10.5M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 10.5M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 8M

Rockport Men's Essential Details Waterproof Chukka Boot - Black 8M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 8M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 8.5M

Rockport Men's Essential Details Waterproof Chukka Boot - Black 8.5M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 8.5M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 9M

Rockport Men's Essential Details Waterproof Chukka Boot - Black 9M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 9M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 8.5W

Rockport Men's Essential Details Waterproof Chukka Boot - Black 8.5W

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 8.5W

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 7.5M

Rockport Men's Essential Details Waterproof Chukka Boot - Black 7.5M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 7.5M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 10M

Rockport Men's Essential Details Waterproof Chukka Boot - Black 10M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 10M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 11.5W

Rockport Men's Essential Details Waterproof Chukka Boot - Black 11.5W

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 11.5W

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 7W

Rockport Men's Essential Details Waterproof Chukka Boot - Black 7W

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 7W

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Rockport Men's Essential Details Waterproof Chukka Boot - Black 11.5M

Rockport Men's Essential Details Waterproof Chukka Boot - Black 11.5M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots. ... more

Rockport Men's Essential Details Waterproof Chukka Boot - Black 11.5M

Master all-day comfort with impeccable style courtesy of these Rockport chukka boots.

macys.com

$120.00

FREE shipping

go to store
Men's Oak & Rush Microsuede Chukka Boots: Cognac/10.5 Bronze

Men's Oak & Rush Microsuede Chukka Boots: Cognac/10.5 Bronze

These chukka boots feature cushioned insole to provide ease to feet, and suitable for both casual and formal wear Size: 10.5. Color: Bronze. Gender: Male. Age Group: Adult. ... more

Men's Oak & Rush Microsuede Chukka Boots: Cognac/10.5 Bronze

These chukka boots feature cushioned insole to provide ease to feet, and suitable for both casual and formal wear Size: 10.5. Color: Bronze. Gender: Male. Age Group: Adult.

$89.99 $27.99

go to store
Men's Oak & Rush Microsuede Chukka Boots: Brown/9.5

Men's Oak & Rush Microsuede Chukka Boots: Brown/9.5

These chukka boots feature cushioned insole to provide ease to feet, and suitable for both casual and formal wear Size: 9.5. Color: Brown. Gender: Male. Age Group: Adult. ... more

Men's Oak & Rush Microsuede Chukka Boots: Brown/9.5

These chukka boots feature cushioned insole to provide ease to feet, and suitable for both casual and formal wear Size: 9.5. Color: Brown. Gender: Male. Age Group: Adult.

$89.99 $27.99

go to store
Men's Oak & Rush Microsuede Chukka Boots: Grey/9.5

Men's Oak & Rush Microsuede Chukka Boots: Grey/9.5

These chukka boots feature cushioned insole to provide ease to feet, and suitable for both casual and formal wear Size: 9.5. Color: Grey. Gender: Male. Age Group: Adult. ... more

Men's Oak & Rush Microsuede Chukka Boots: Grey/9.5

These chukka boots feature cushioned insole to provide ease to feet, and suitable for both casual and formal wear Size: 9.5. Color: Grey. Gender: Male. Age Group: Adult.

$89.99 $27.99

go to store
Rockport Men's Get Your Kicks Mudguard Chukka Boots - Brown 8

Rockport Men's Get Your Kicks Mudguard Chukka Boots - Brown 8

Rockport delivers all-day comfort to your classic look with the smart design and handsome detailing of these Chukka boots, complete with mesh lining and removable memory foam footbed. ... more

Rockport Men's Get Your Kicks Mudguard Chukka Boots - Brown 8

Rockport delivers all-day comfort to your classic look with the smart design and handsome detailing of these Chukka boots, complete with mesh lining and removable memory foam footbed.

macys.com

$125.00

FREE shipping

go to store
Rockport Men's Get Your Kicks Mudguard Chukka Boots - Gray 11W

Rockport Men's Get Your Kicks Mudguard Chukka Boots - Gray 11W

Rockport delivers all-day comfort to your classic look with the smart design and handsome detailing of these Chukka boots, complete with mesh lining and removable memory foam footbed. ... more

Rockport Men's Get Your Kicks Mudguard Chukka Boots - Gray 11W

Rockport delivers all-day comfort to your classic look with the smart design and handsome detailing of these Chukka boots, complete with mesh lining and removable memory foam footbed.

macys.com

$125.00

FREE shipping

go to store
Rockport Men's Get Your Kicks Mudguard Chukka Boots - Brown 10.5W

Rockport Men's Get Your Kicks Mudguard Chukka Boots - Brown 10.5W

Rockport delivers all-day comfort to your classic look with the smart design and handsome detailing of these Chukka boots, complete with mesh lining and removable memory foam footbed. ... more

Rockport Men's Get Your Kicks Mudguard Chukka Boots - Brown 10.5W

Rockport delivers all-day comfort to your classic look with the smart design and handsome detailing of these Chukka boots, complete with mesh lining and removable memory foam footbed.

macys.com

$125.00

FREE shipping

go to store
Rockport Men's Classic Break Chukka Boot - Brown 9.5

Rockport Men's Classic Break Chukka Boot - Brown 9.5

Rockport combines signature comfort with timeless style in these casual leather chukka boots. ... more

Rockport Men's Classic Break Chukka Boot - Brown 9.5

Rockport combines signature comfort with timeless style in these casual leather chukka boots.

macys.com

$135.00

FREE shipping

go to store
Rockport Men's Classic Break Chukka Boot - Brown 12

Rockport Men's Classic Break Chukka Boot - Brown 12

Rockport combines signature comfort with timeless style in these casual leather chukka boots. ... more

Rockport Men's Classic Break Chukka Boot - Brown 12

Rockport combines signature comfort with timeless style in these casual leather chukka boots.

macys.com

$135.00

FREE shipping

go to store
Rockport Men's Classic Break Chukka Boot - Brown 11.5W

Rockport Men's Classic Break Chukka Boot - Brown 11.5W

Rockport combines signature comfort with timeless style in these casual leather chukka boots. ... more

Rockport Men's Classic Break Chukka Boot - Brown 11.5W

Rockport combines signature comfort with timeless style in these casual leather chukka boots.

macys.com

$135.00

FREE shipping

go to store