Being one of the essential pieces of a men’s wardrobe, boots are very important. They need to be cozy, non-slippery, waterproof and comfortable. When shopping for men’s boots, you need to consider many parameters, including your style.
Chukka Boots
These are ankle-high boots, usually with two or three eyelets. Desert boots are one kind of chukka boots. They are a nice fit for comfortable and casual stylish men. They go well with chinos and cuffed jeans. They can go with any casual Sunday brunch or Saturday comfy style. Calvin Klein Men, Clarks Men and INC International Concepts are some brands offered by The Season.Chelsea Boots
The famous fashion saying ‘less is more’ defines Chelsea boots perfectly. They look plain and simple. They are easy to wear with elastic bands on the sides. They are a must-have because they can go with nearly all outfits ranging from suits to casual chinos. You should check the leather and suede ones. Eastland Men and Tommy Hilfiger Men have stylish and warm options.Hiking Boots
These are for hiking and any men who like to be outdoors. They also look good in city with nice outfits. Chinos and flannel shirts are basic combinations of hiking boots. They are also perfect for areas where winter is harsh, but you also want to look fashionable. Rockport Men’s Rugged Bucks can be a good option to check out.
Brand: Alfani
SKU: PSB-1130311177
Bring a balance of casual and dress formal fashion to your wardrobe with the versatile appeal presented by Alfani's Ashton Ankle Boots.Squared-toe pull-up ankle boots
Heel pull tab; block heel
Durable and flexible outsole; memory foam insole
Polyurethane/manmade upper; jersey/polyur..
$55.00
Brand: Alfani
SKU: PSB-191179004
Alfani’s moc-toe utility boots combine comfortable functionality with sleek style and feature an inside zip-up closure for a secure fit to take you through the day.Moccasin toe
Lace-up closure with inside zip closure
Leather upper; manmade sole
Imported..
$64.39
Brand: Alfani
SKU: PSB-1748974005
For a classic chukka with a contemporary twist, choose the quilted styling of these Tucker boots from Alfani.Round-toe lace-up chukka boots
Quilted upper; stretch laces with toggle closure
Memory foam footbed
Nylon upper; fabric lining; rubber sole
Imported..
$49.90
Brand: Alfani
SKU: PSB-1381429033
For a classic chukka with a contemporary twist, choose the quilted styling of these Tucker boots from Alfani.Round-toe lace-up chukka boots
Quilted upper; stretch laces with toggle closure
Memory foam footbed
Nylon upper; fabric lining; rubber sole
Imported..
$49.90
Brand: Alfani
SKU: PSB-1375322037
For a classic chukka with a contemporary twist, choose the quilted styling of these Tucker boots from Alfani.Round-toe lace-up chukka boots
Quilted upper; stretch laces with toggle closure
Memory foam footbed
Nylon upper; fabric lining; rubber sole
Imported..
$39.90
Brand: Alfani
SKU: PSB-414259748
For a classic chukka with a contemporary twist, choose the quilted styling of these Tucker boots from Alfani.Round-toe lace-up chukka boots
Quilted upper; stretch laces with toggle closure
Memory foam footbed
Nylon upper; fabric lining; rubber sole
Imported..
$39.90
Brand: Alfani
SKU: PSB-312150023
For a classic chukka with a contemporary twist, choose the quilted styling of these Tucker boots from Alfani.Round-toe lace-up chukka boots
Quilted upper; stretch laces with toggle closure
Memory foam footbed
Nylon upper; fabric lining; rubber sole
Imported..
$49.90
Brand: Bar III
SKU: PSB-1105312727
Durability at its best. These classic lace-up Alpine boots from Bar III are designed with an inner side zip-closure for easy on and off.Plain toe
Lace-up closure with metal eyelets
Padded collar and tongue
The Hiking Boot featured on The Gift List
Leather upper; rubber sole
Im..
$49.90
Brand: Baretraps
SKU: PSC-1843329420
Men's Baretraps, Luca Boot. Feel good and look great with the Baretraps Luca men’s casual boot. The Rebound Technology insole provides extra comfort with a built-in arch support. With an upper made of mesh, this lightweight, flexible style is ready for everyday wear.Lightweight mesh fabric upper Bre..
$45.00
Brand: Baretraps
SKU: PSC-563829556
Men's Baretraps, Luca Boot. Feel good and look great with the Baretraps Luca men’s casual boot. The Rebound Technology insole provides extra comfort with a built-in arch support. With an upper made of mesh, this lightweight, flexible style is ready for everyday wear.Lightweight mesh fabric upper Bre..
$45.00
Brand: Baretraps
SKU: PSC-362990483
Men's Baretraps, Luca Boot. Feel good and look great with the Baretraps Luca men’s casual boot. The Rebound Technology insole provides extra comfort with a built-in arch support. With an upper made of mesh, this lightweight, flexible style is ready for everyday wear.Lightweight mesh fabric upper Bre..
$45.00
Brand: Baretraps
SKU: PSC-676536797
Men's Baretraps, Luca Boot. Feel good and look great with the Baretraps Luca men’s casual boot. The Rebound Technology insole provides extra comfort with a built-in arch support. With an upper made of mesh, this lightweight, flexible style is ready for everyday wear.Lightweight mesh fabric upper Bre..
$45.00
Brand: Bass Outdoor
SKU: PSB-548187896
The Peak Hiker 2 Mid-Top Hiking Boot by G.H. Bass & Co. is a new take on the Peak Hiker; just as comfortable, just as capable, and just as ready to hit the trail. It offers refreshed materials on the upper, BDRY+ waterproofing and BLevel for a natural stride.Round-toe lace-up hiking boot
..
$49.90
Brand: Bass Outdoor
SKU: PSB-1238756555
The Peak Hiker 2 Mid-Top Hiking Boot by G.H. Bass & Co. is a new take on the Peak Hiker; just as comfortable, just as capable, and just as ready to hit the trail. It offers refreshed materials on the upper, BDRY+ waterproofing and BLevel for a natural stride.Round-toe lace-up hiking boot
..
$49.90
Brand: Bass Outdoor
SKU: PSB-1408441020
The Peak Hiker 2 Mid-Top Hiking Boot by G.H. Bass & Co. is a new take on the Peak Hiker; just as comfortable, just as capable, and just as ready to hit the trail. It offers refreshed materials on the upper, BDRY+ waterproofing and BLevel for a natural stride.Round-toe lace-up hiking boot
..
$49.90
Brand: Bass Outdoor
SKU: PSB-1964048577
The Peak Hiker 2 Mid-Top Hiking Boot by G.H. Bass & Co. is a new take on the Peak Hiker; just as comfortable, just as capable, and just as ready to hit the trail. It offers refreshed materials on the upper, BDRY+ waterproofing and BLevel for a natural stride.Round-toe lace-up hiking boot
..
$49.90
Brand: Bass Outdoor
SKU: PSB-1487628598
The Peak Hiker 2 Mid-Top Hiking Boot by G.H. Bass & Co. is a new take on the Peak Hiker; just as comfortable, just as capable, and just as ready to hit the trail. It offers refreshed materials on the upper, BDRY+ waterproofing and BLevel for a natural stride.Round-toe lace-up hiking boot
..
$49.90
Brand: Bass Outdoor
SKU: PSB-1137106764
The Peak Hiker 2 Mid-Top Hiking Boot by G.H. Bass & Co. is a new take on the Peak Hiker; just as comfortable, just as capable, and just as ready to hit the trail. It offers refreshed materials on the upper, BDRY+ waterproofing and BLevel for a natural stride.Round-toe lace-up hiking boot
..
$49.90
Brand: Bass Outdoor
SKU: PSB-1674911882
The Peak Hiker 2 Mid-Top Hiking Boot by G.H. Bass & Co. is a new take on the Peak Hiker; just as comfortable, just as capable, and just as ready to hit the trail. It offers refreshed materials on the upper, BDRY+ waterproofing and BLevel for a natural stride.Round-toe lace-up hiking boot
..
$49.90
Brand: Bass Outdoor
SKU: PSB-156663353
The Peak Hiker 2 Mid-Top Hiking Boot by G.H. Bass & Co. is a new take on the Peak Hiker; just as comfortable, just as capable, and just as ready to hit the trail. It offers refreshed materials on the upper, BDRY+ waterproofing and BLevel for a natural stride.Round-toe lace-up hiking boot
..
$49.90
Brand: Calvin Klein
SKU: PSC-101226
Calvin Klein presents a sophisticated take on a classic style with the rich suede upper of these lace-up Chukka boots.Plain toe
Lace-up closure
The Chukka Boot featured on The It List
Suede upper; rubber/manmade sole
Imported..
$89.95
Brand: Cole Haan
SKU: PSB-58608093
Cole Haan Mens 4.Zerogrand City Trekker Water Resistant Boot Shoes, Beige, 10Made in the USA or Imported
Rubber sole..
$165.00
Brand: Cole Haan
SKU: PSB-1229013927
Cole Haan Mens 4.Zerogrand City Trekker Water Resistant Boot Shoes, Beige, 9.5Made in the USA or Imported
Rubber sole..
$154.99
Brand: Cole Haan
SKU: PSB-735607498
Cole Haan Mens 4.Zerogrand City Trekker Water Resistant Shoes, Beige, 12Made in the USA or Imported
Rubber sole..
$99.99
Brand: Inc International Concept
SKU: PSB-386993913
INC International Concepts® offers a masculine, rugged look with the camo patterning of these handsome boots.Round-toe lace-up boots
Metal eyelets; camo pattern; belt strap
Durable rubber sole
Polyester/polyurethane upper; polyester lining; rubber outsole..
$59.90
Brand: Inc International Concept
SKU: PSB-1130071426
INC International Concepts® offers a masculine, rugged look with the camo patterning of these handsome boots.Round-toe lace-up boots
Metal eyelets; camo pattern; belt strap
Durable rubber sole
Polyester/polyurethane upper; polyester lining; rubber outsole..
$59.90
Brand: INC International Concepts
SKU: PSB-923953782
Increase your cool-guy look with the Brix Kiltie leather boots from I.N.C. International Concepts, styled in leather and finished with a side-zip closure for easy access.Plain toe
Lace-up closure with metal eyelets and side zip closure
Leather upper; rubber sole
Imported..
$47.18
Brand: INC International Concepts
SKU: PSC-122634333
A classic chukka silhouette gets energized by I.N.C. International Concepts and the addition of an insect patch at the side of the suede upper.Plain toe
Lace-up closure with hidden eyelets
The Chukka Boot featured on The It List
Suede upper; rubber sole
Imported..
$60.18
Brand: INC International Concepts
SKU: PSB-447101395
I.N.C. International Concepts introduces an industrial edge to your casual look with the Ivan leather boots, styled with an ankle-high silhouette and finished with a convenient zip-closure at the side.Plain toe
Lace-up closure with metal eyelets and side zip closure
Leather upper; rubber..
$64.18
Brand: INC International Concepts
SKU: PSCS-839268854
Crushed velvet at the upper creates the rich look and feel of the Salem Chukkas from I.N.C. International Concepts, designed to add a dramatic streak to your dress-casual style.Plain toe
Lace-up closure
The Chukka Boot featured on The It List
Velvet upper; rubber sole
Imported..
$49.96
Brand: Inc International Concept
SKU: PSB-483399506
INC International Concepts® offers a masculine, rugged look with the camo patterning of these handsome boots.Round-toe lace-up boots
Metal eyelets; camo pattern; belt strap
Durable rubber sole
Polyester/polyurethane upper; polyester lining; rubber outsole..
$59.90
Brand: Kenneth Cole New York
SKU: PSC-1222305359
IT'S ALL IN THE DETAILS Experience comfort with our Rhode chukka boot in a smooth suede finish boosted with a cushioned insole and a lug sole for traction. This ankle-length style has a traditional chukka lace-up closure and a back pull tab for easy on-and-off. Men's chukka bootLace-up closure..
$55.00
Brand: Kenneth Cole New York
SKU: PSC-1726364785
IT'S ALL IN THE DETAILS Experience comfort with our Rhode chukka boot in a smooth suede finish boosted with a cushioned insole and a lug sole for traction. This ankle-length style has a traditional chukka lace-up closure and a back pull tab for easy on-and-off. Men's chukka bootLace-up closure..
$55.00
Brand: Kenneth Cole
SKU: PSC-200346511
Experience comfort with our Rhode chukka boot in a smooth suede finish boosted with a cushioned insole and a lug sole for traction. This ankle-length style has a traditional chukka lace-up closure and a back pull tab for easy on-and-off.Men's chukka boot
Lace-up closure with back pull tab f..
$55.00
Brand: Kenneth Cole
SKU: PSC-1947880307
Experience comfort with our Rhode chukka boot in a smooth suede finish boosted with a cushioned insole and a lug sole for traction. This ankle-length style has a traditional chukka lace-up closure and a back pull tab for easy on-and-off.Men's chukka boot
Lace-up closure with back pull tab f..
$55.00
Brand: Kenneth Cole
SKU: PSC-1607336025
Experience comfort with our Rhode chukka boot in a smooth suede finish boosted with a cushioned insole and a lug sole for traction. This ankle-length style has a traditional chukka lace-up closure and a back pull tab for easy on-and-off.Men's chukka boot
Lace-up closure with back pull tab f..
$55.00
Brand: Kenneth Cole
SKU: PSC-203298983
Experience comfort with our Rhode chukka boot in a smooth suede finish boosted with a cushioned insole and a lug sole for traction. This ankle-length style has a traditional chukka lace-up closure and a back pull tab for easy on-and-off.Men's chukka boot
Lace-up closure with back pull tab f..
$55.00
Brand: Unlisted
SKU: PSB-528862278
A practical short hiker boot with lots of character and comfortable details, ready for any weather.Shoe width-medium
Lace up hiker boot
Cushioned tongue and collar
Speed loop hooks for quicker, more secure lacing
Lug detailing through rubber outsole for added traction and grip
T..
$59.90
Brand: Kenneth Cole
SKU: PSC-1305308056
Experience comfort with our Rhode chukka boot in a smooth suede finish boosted with a cushioned insole and a lug sole for traction. This ankle-length style has a traditional chukka lace-up closure and a back pull tab for easy on-and-off.Men's chukka boot
Lace-up closure with back pull tab f..
$55.00