Skip to main content

$100+ receives free shipping

M-F, 6AM-6PM PST

Live Chat

Customer service

Call customer service

1-888-676-2660

M-F, 6AM-6PM PST

Live Chat

Live Chat

Shoes
Women's
Boots
Sneakers
Heels
Flats
Clogs & Mules
Sandals
View all...
Men's
Sneakers
Sandals
Loafers
Oxfords
Boat Shoes
Boots
View all...
Specialty Shops
Luxury Collections
1-Style Left
Athleisure
Running
Wide Shoes
Narrow Shoes
Work Shoes
Top Trending Brands
Crocs
Tommy Hilfiger
adidas
Dr. Martens
PUMA
Clothing
Women's
Dresses
Swimwear
Shirts & Tops
Jeans
Sweaters
View all...
Men's
T-Shirts
Swimwear
Jeans
Shorts
Sweaters
View all...
Specialty Shops
Career & Suiting
Athletic
Outdoor
Designer
Running
Athleisure
Plus Size
Yoga
Featured Brands
Bebe
J.Crew
Juicy Couture
London Times
Tommy Hilfiger
U.S. POLO ASSN.
Bags
All Bags
Handbags
Backpacks
Wallets & Accessories
Luggage
View all...
Top Styles
Cross Body
Totes
Shoulder Bags
Satchels
Belt Bags
Top Brands
COACH
Tommy Hilfiger
ZAC Zac Posen
Nine West
Frye
Specialty Shops
Designer
Career
Juniors'
Timeless Bags
Accessories
All Accessories
Sunglasses
Hats
Watches
Jewelry
Belts
Sunglass Styles
Aviators
Oval
Rectangular
Cat Eye
View all...
Top Brands
Oakley
Spy Optic
Under Armour
GUESS
Columbia
Featured Brands
Alex and Ani
GUESS
Michael Kors
Diff
Nixon
Women's
Shoes
Sandals
Sneakers
Heels
Boots
View all...
Clothing
Dresses
Swimsuits & Cover-Ups
Shirts & Tops
Activewear
View all...
Handbags
Eyewear
Watches
Jewelry
Accessories
Specialty Sizes
Plus Size
Petite
Wide Shoes
Narrow Shoes
Men's
Shoes
Sneakers
Oxfords
Sandals
Loafers
View all...
Clothing
T-Shirts
Jeans
Board Shorts
Activewear
View all...
Bags
Eyewear
Watches
Accessories
Fan Shop
Specialty Shops
Activewear
Athletic Shoes
Kids'
Boys
Shoes
Clothing
Accessories
View all...
Girls
Shoes
Clothing
Accessories
View all...
Shop by Age
Infant
Toddler
Little Kid
Big Kid
Clearance
Brands
Featured Brands
COACH
Brooks
Nine West
ASICS
UGG
SKECHERS
Cole Haan
Brand Index
#
A
B
C
D
E
F
G
H
I
J
K
L
M
N
O
P
Q
R
S
T
U
V
W
X
Y
Z
New Brands
Avec Les Filles
BCBGeneration
Bebe Sport
Chaser
Juicy Couture
Koolaburra By UGG
Tory Burch
Need Help?

Boots on Sale $50 & Under

Shop Boots Deals

Skip to search results Skip to filters Skip to sort Skip to selected filters

Men's Medium Size Outdoor Comfort Products

51 items found

Filters

Search Results

Clarks - Craftwell Mid. Color Black Tumbled Leather. Low Stock. On sale for $44.00. MSRP $110.00. 60% off. 3.5 out of 5 stars

Low Stock

Clarks Craftwell Mid

Clarks Craftwell Mid

Brand Name: Clarks
Product Name: Craftwell Mid
Gender: Men's
Color: Black Tumbled Leather
Price: $44MSRP: $110

Birkenstock - Mogami Terra. Color Elemental Blue. On sale for $52.47. MSRP $104.95. 50% off. 3.5 out of 5 stars

Birkenstock Mogami Terra

Birkenstock Mogami Terra

Brand Name: Birkenstock
Product Name: Mogami Terra
Gender: Unisex
Color: Elemental Blue
Price: $52.47MSRP: $104.95

Propet - Cash North. Color Black. Low Stock. On sale for $44.99. MSRP $149.99. 70% off. 3.4 out of 5 stars

Low Stock

Propet Cash North

Propet Cash North

Brand Name: Propet
Product Name: Cash North
Gender: Men's
Color: Black
Price: $44.99MSRP: $149.99

Clarks - Craftwell Mid. Color Beeswax Leather. Low Stock. On sale for $49.99. MSRP $110.00. 55% off. 3.5 out of 5 stars

Low Stock

Clarks Craftwell Mid

Clarks Craftwell Mid

Brand Name: Clarks
Product Name: Craftwell Mid
Gender: Men's
Color: Beeswax Leather
Price: $49.99MSRP: $110

Propet - Propet 392 Durocloud. Color Grey. On sale for $105.18. MSRP $124.99. 16% off. 2.0 out of 5 stars

Propet Propet 392 Durocloud

Propet Propet 392 Durocloud

Brand Name: Propet
Product Name: Propet 392 Durocloud
Gender: Men's
Color: Grey
Price: $105.18MSRP: $124.99

Clarks - Craftwell Mid. Color Dark Tan Leather. Low Stock. On sale for $49.50. MSRP $110.00. 55% off. 3.5 out of 5 stars

Low Stock

Clarks Craftwell Mid

Clarks Craftwell Mid

Brand Name: Clarks
Product Name: Craftwell Mid
Gender: Men's
Color: Dark Tan Leather
Price: $49.50MSRP: $110

SKECHERS - Skechers Hands Free Slip-ins: Go Run Trail Altitude 2.0. Color Brown/Orange. On sale for $75.63. MSRP $95.00. 20% off. 3.9 out of 5 stars

SKECHERS Skechers Hands Free Slip-ins: Go Run Trail Altitude 2.0

SKECHERS Skechers Hands Free Slip-ins: Go Run Trail Altitude 2.0

Brand Name: SKECHERS
Product Name: Skechers Hands Free Slip-ins: Go Run Trail Altitude 2.0
Gender: Men's
Color: Brown/Orange
Price: $75.63MSRP: $95

PIKOLINOS - Nijar M0B. Color Black. On sale for $95.00. MSRP $190.00. 50% off. 5.0 out of 5 stars

PIKOLINOS Nijar M0B

PIKOLINOS Nijar M0B

Brand Name: PIKOLINOS
Product Name: Nijar M0B
Gender: Men's
Color: Black
Price: $95MSRP: $190

UGG - Neumel High Weather Hybrid. Color Cordovan/White Pepper. On sale for $165.00. MSRP $220.00. 25% off. 5.0 out of 5 stars

UGG Neumel High Weather Hybrid

UGG Neumel High Weather Hybrid

Brand Name: UGG
Product Name: Neumel High Weather Hybrid
Gender: Men's
Color: Cordovan/White Pepper
Price: $165MSRP: $220

Propet - Cortland. Color Brown/Olive. Low Stock. On sale for $92.80. MSRP $149.95. 38% off. 4.5 out of 5 stars

Low Stock

Propet Cortland

Propet Cortland

Brand Name: Propet
Product Name: Cortland
Gender: Men's
Color: Brown/Olive
Price: $92.80MSRP: $149.95

SKECHERS - Glide-Step Altus Hands Free Slip-In. Color Navy/Blue. On sale for $92.75. MSRP $110.00. 16% off. 4.2 out of 5 stars

SKECHERS Glide-Step Altus Hands Free Slip-In

SKECHERS Glide-Step Altus Hands Free Slip-In

Brand Name: SKECHERS
Product Name: Glide-Step Altus Hands Free Slip-In
Gender: Men's
Color: Navy/Blue
Price: $92.75MSRP: $110

Propet - Propet 392 Durocloud. Color White/Navy. On sale for $103.99. MSRP $124.99. 17% off. 2.0 out of 5 stars

Propet Propet 392 Durocloud

Propet Propet 392 Durocloud

Brand Name: Propet
Product Name: Propet 392 Durocloud
Gender: Men's
Color: White/Navy
Price: $103.99MSRP: $124.99

Propet - Propet 392 Durocloud. Color Black. On sale for $103.99. MSRP $124.99. 17% off. 2.0 out of 5 stars

Propet Propet 392 Durocloud

Propet Propet 392 Durocloud

Brand Name: Propet
Product Name: Propet 392 Durocloud
Gender: Men's
Color: Black
Price: $103.99MSRP: $124.99

ECCO - Offroad Waterproof Lace-Up Hiking Shoes. Color Black/Virtual Nubuck. Low Stock. On sale for $148.99. MSRP $194.95. 24% off. 4.0 out of 5 stars

Low Stock

ECCO Offroad Waterproof Lace-Up Hiking Shoes

ECCO Offroad Waterproof Lace-Up Hiking Shoes

Brand Name: ECCO
Product Name: Offroad Waterproof Lace-Up Hiking Shoes
Gender: Men's
Color: Black/Virtual Nubuck
Price: $148.99MSRP: $194.95

Propet - Cliff Walker Low Strap. Color Black Grain. Low Stock. On sale for $62.47. MSRP $124.95. 50% off. 3.8 out of 5 stars

Low Stock

Propet Cliff Walker Low Strap

Propet Cliff Walker Low Strap

Brand Name: Propet
Product Name: Cliff Walker Low Strap
Gender: Men's
Color: Black Grain
Price: $62.47MSRP: $124.95

Propet - Cliff Walker Low Strap. Color Brown Crazy Horse. On sale for $99.96. MSRP $124.95. 20% off. 3.8 out of 5 stars

Propet Cliff Walker Low Strap

Propet Cliff Walker Low Strap

Brand Name: Propet
Product Name: Cliff Walker Low Strap
Gender: Men's
Color: Brown Crazy Horse
Price: $99.96MSRP: $124.95

Rockport - Tristen Step Activated Slip-On. Color Black Leather. On sale for $95.76. MSRP $119.95. 20% off. 3.0 out of 5 stars

Rockport Tristen Step Activated Slip-On

Rockport Tristen Step Activated Slip-On

Brand Name: Rockport
Product Name: Tristen Step Activated Slip-On
Gender: Men's
Color: Black Leather
Price: $95.76MSRP: $119.95

Nunn Bush - MAC Moccasin Toe Slip-On. Color Black. Low Stock. On sale for $79.95. MSRP $100.00. 20% off. 4.4 out of 5 stars

Low Stock

Nunn Bush MAC Moccasin Toe Slip-On

Nunn Bush MAC Moccasin Toe Slip-On

Brand Name: Nunn Bush
Product Name: MAC Moccasin Toe Slip-On
Gender: Men's
Color: Black
Price: $79.95MSRP: $100

Nunn Bush - MAC Moccasin Toe Slip-On. Color Brown. On sale for $79.95. MSRP $100.00. 20% off. 4.4 out of 5 stars

Nunn Bush MAC Moccasin Toe Slip-On

Nunn Bush MAC Moccasin Toe Slip-On

Brand Name: Nunn Bush
Product Name: MAC Moccasin Toe Slip-On
Gender: Men's
Color: Brown
Price: $79.95MSRP: $100

SKECHERS - Skechers Hands Free Slip-ins: Go Run Trail Altitude 2.0. Color Black/Grey. Low Stock. On sale for $79.59. MSRP $95.00. 16% off. 3.9 out of 5 stars

Low Stock

SKECHERS Skechers Hands Free Slip-ins: Go Run Trail Altitude 2.0

SKECHERS Skechers Hands Free Slip-ins: Go Run Trail Altitude 2.0

Brand Name: SKECHERS
Product Name: Skechers Hands Free Slip-ins: Go Run Trail Altitude 2.0
Gender: Men's
Color: Black/Grey
Price: $79.59MSRP: $95

ECCO - Offroad Waterproof High Lace-Up Hiking Boots. Color Black Nubuck/Mocha Oil Nubuck. Low Stock. On sale for $112.00. MSRP $185.00. 39% off. 5.0 out of 5 stars

Low Stock

ECCO Offroad Waterproof High Lace-Up Hiking Boots

ECCO Offroad Waterproof High Lace-Up Hiking Boots

Brand Name: ECCO
Product Name: Offroad Waterproof High Lace-Up Hiking Boots
Gender: Men's
Color: Black Nubuck/Mocha Oil Nubuck
Price: $112MSRP: $185

Dunham - Alpine Lace-up. Color Black. On sale for $109.99. MSRP $139.95. 21% off. 2.8 out of 5 stars

Dunham Alpine Lace-up

Dunham Alpine Lace-up

Brand Name: Dunham
Product Name: Alpine Lace-up
Gender: Men's
Color: Black
Price: $109.99MSRP: $139.95

Dunham - Alpine Mid Boots. Color Black Leather. $164.95. 3.4 out of 5 stars

Dunham Alpine Mid Boots

Dunham Alpine Mid Boots

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Black Leather
Price: $164.95

Dunham - Alpine Mid Boots. Color Dark Brown Leather. $164.95. 3.4 out of 5 stars

Dunham Alpine Mid Boots

Dunham Alpine Mid Boots

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Dark Brown Leather
Price: $164.95

Dunham - Alpine Mid Boots. Color Dark Taupe Leather. $164.95. 3.4 out of 5 stars

Dunham Alpine Mid Boots

Dunham Alpine Mid Boots

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Dark Taupe Leather
Price: $164.95

PIKOLINOS - Nijar M0B. Color Olmo. Low Stock. On sale for $133.00. MSRP $190.00. 30% off. 5.0 out of 5 stars

Low Stock

PIKOLINOS Nijar M0B

PIKOLINOS Nijar M0B

Brand Name: PIKOLINOS
Product Name: Nijar M0B
Gender: Men's
Color: Olmo
Price: $133MSRP: $190

SKECHERS - Hands Free Slip-ins Go Walk Now - Payton Sneaker. Color Black/White. On sale for $67.10. MSRP $85.00. 21% off. 4.2 out of 5 stars

SKECHERS Hands Free Slip-ins Go Walk Now - Payton Sneaker

SKECHERS Hands Free Slip-ins Go Walk Now - Payton Sneaker

Brand Name: SKECHERS
Product Name: Hands Free Slip-ins Go Walk Now - Payton Sneaker
Gender: Men's
Color: Black/White
Price: $67.10MSRP: $85

SKECHERS - Hands Free Slip-ins Go Walk Now - Payton Sneaker. Color Navy. On sale for $72.25. MSRP $85.00. 15% off. 4.2 out of 5 stars

SKECHERS Hands Free Slip-ins Go Walk Now - Payton Sneaker

SKECHERS Hands Free Slip-ins Go Walk Now - Payton Sneaker

Brand Name: SKECHERS
Product Name: Hands Free Slip-ins Go Walk Now - Payton Sneaker
Gender: Men's
Color: Navy
Price: $72.25MSRP: $85

SKECHERS - Hands Free Slip-ins Go Walk Now - Payton Sneaker. Color Gray. On sale for $80.91. MSRP $85.00. 5% off. 4.2 out of 5 stars

SKECHERS Hands Free Slip-ins Go Walk Now - Payton Sneaker

SKECHERS Hands Free Slip-ins Go Walk Now - Payton Sneaker

Brand Name: SKECHERS
Product Name: Hands Free Slip-ins Go Walk Now - Payton Sneaker
Gender: Men's
Color: Gray
Price: $80.91MSRP: $85

SKECHERS - Hands Free Slip-ins Go Walk Flex Sneaker. Color Gray. On sale for $56.00. MSRP $80.00. 30% off. 5.0 out of 5 stars

SKECHERS Hands Free Slip-ins Go Walk Flex Sneaker

SKECHERS Hands Free Slip-ins Go Walk Flex Sneaker

Brand Name: SKECHERS
Product Name: Hands Free Slip-ins Go Walk Flex Sneaker
Gender: Men's
Color: Gray
Price: $56MSRP: $80

SKECHERS - Hands Free Slip-ins Go Walk Now - Payton Sneaker. Color Black. On sale for $76.50. MSRP $85.00. 10% off. 4.2 out of 5 stars

SKECHERS Hands Free Slip-ins Go Walk Now - Payton Sneaker

SKECHERS Hands Free Slip-ins Go Walk Now - Payton Sneaker

Brand Name: SKECHERS
Product Name: Hands Free Slip-ins Go Walk Now - Payton Sneaker
Gender: Men's
Color: Black
Price: $76.50MSRP: $85

UGG - Neumel High Weather Hybrid. Color Black/Black. Low Stock. On sale for $198.00. MSRP $220.00. 10% off. 5.0 out of 5 stars

Low Stock

UGG Neumel High Weather Hybrid

UGG Neumel High Weather Hybrid

Brand Name: UGG
Product Name: Neumel High Weather Hybrid
Gender: Men's
Color: Black/Black
Price: $198MSRP: $220

SKECHERS - Go Walk Glide-step 2.0 Caleb Hands Free Slip-in. Color Brown. On sale for $89.93. MSRP $95.00. 5% off. 4.0 out of 5 stars

SKECHERS Go Walk Glide-step 2.0 Caleb Hands Free Slip-in

SKECHERS Go Walk Glide-step 2.0 Caleb Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Go Walk Glide-step 2.0 Caleb Hands Free Slip-in
Gender: Men's
Color: Brown
Price: $89.93MSRP: $95

SKECHERS - Go Walk Glide-step 2.0 Caleb Hands Free Slip-in. Color Gray. On sale for $91.98. MSRP $95.00. 3% off. 4.0 out of 5 stars

SKECHERS Go Walk Glide-step 2.0 Caleb Hands Free Slip-in

SKECHERS Go Walk Glide-step 2.0 Caleb Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Go Walk Glide-step 2.0 Caleb Hands Free Slip-in
Gender: Men's
Color: Gray
Price: $91.98MSRP: $95

SKECHERS - Go Walk Glide-step 2.0 Caleb Hands Free Slip-in. Color Black. Low Stock. On sale for $88.73. MSRP $95.00. 7% off. 4.0 out of 5 stars

Low Stock

SKECHERS Go Walk Glide-step 2.0 Caleb Hands Free Slip-in

SKECHERS Go Walk Glide-step 2.0 Caleb Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Go Walk Glide-step 2.0 Caleb Hands Free Slip-in
Gender: Men's
Color: Black
Price: $88.73MSRP: $95

SKECHERS - Go Walk Glide-step 2.0 Caleb Hands Free Slip-in. Color Black/Gray. On sale for $90.81. MSRP $95.00. 4% off. 4.0 out of 5 stars

SKECHERS Go Walk Glide-step 2.0 Caleb Hands Free Slip-in

SKECHERS Go Walk Glide-step 2.0 Caleb Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Go Walk Glide-step 2.0 Caleb Hands Free Slip-in
Gender: Men's
Color: Black/Gray
Price: $90.81MSRP: $95

Propet - Cortland. Color Black/Grey. Low Stock. On sale for $119.96. MSRP $149.95. 20% off. 4.5 out of 5 stars

Low Stock

Propet Cortland

Propet Cortland

Brand Name: Propet
Product Name: Cortland
Gender: Men's
Color: Black/Grey
Price: $119.96MSRP: $149.95

ECCO - Yucatan. Color Tarmac/Tarmac. On sale for $97.96. MSRP $139.95. 30% off. 4.4 out of 5 stars

ECCO Yucatan

ECCO Yucatan

Brand Name: ECCO
Product Name: Yucatan
Gender: Men's
Color: Tarmac/Tarmac
Price: $97.96MSRP: $139.95

Propet - Ridge Walker. Color Grey/Blue. On sale for $109.95. MSRP $129.99. 15% off. 3.9 out of 5 stars

Propet Ridge Walker

Propet Ridge Walker

Brand Name: Propet
Product Name: Ridge Walker
Gender: Men's
Color: Grey/Blue
Price: $109.95MSRP: $129.99

Propet - Hunter. Color Black. On sale for $79.96. MSRP $112.49. 29% off. 3.2 out of 5 stars

Propet Hunter

Propet Hunter

Brand Name: Propet
Product Name: Hunter
Gender: Men's
Color: Black
Price: $79.96MSRP: $112.49

Propet - Hudson. Color Black. On sale for $99.95. MSRP $112.49. 11% off. 3.7 out of 5 stars

Propet Hudson

Propet Hudson

Brand Name: Propet
Product Name: Hudson
Gender: Men's
Color: Black
Price: $99.95MSRP: $112.49

Propet - Hunter. Color Tan. On sale for $79.96. MSRP $112.49. 29% off. 3.2 out of 5 stars

Propet Hunter

Propet Hunter

Brand Name: Propet
Product Name: Hunter
Gender: Men's
Color: Tan
Price: $79.96MSRP: $112.49

Propet - Hatcher. Color Brown. On sale for $71.96. MSRP $89.95. 20% off. 2.0 out of 5 stars

Propet Hatcher

Propet Hatcher

Brand Name: Propet
Product Name: Hatcher
Gender: Men's
Color: Brown
Price: $71.96MSRP: $89.95

Propet - Hatcher. Color Dark Grey. On sale for $71.96. MSRP $89.95. 20% off. 2.0 out of 5 stars

Propet Hatcher

Propet Hatcher

Brand Name: Propet
Product Name: Hatcher
Gender: Men's
Color: Dark Grey
Price: $71.96MSRP: $89.95

Propet - Veymont. Color Gunsmoke. Low Stock. On sale for $119.96. MSRP $169.95. 29% off. 3.4 out of 5 stars

Low Stock

Propet Veymont

Propet Veymont

Brand Name: Propet
Product Name: Veymont
Gender: Men's
Color: Gunsmoke
Price: $119.96MSRP: $169.95

Propet - Ridge Walker. Color Black. Low Stock. On sale for $109.99. MSRP $129.99. 15% off. 3.9 out of 5 stars

Low Stock

Propet Ridge Walker

Propet Ridge Walker

Brand Name: Propet
Product Name: Ridge Walker
Gender: Men's
Color: Black
Price: $109.99MSRP: $129.99

SKECHERS - Glide-Step Altus Hands Free Slip-In. Color White/Blue. On sale for $86.99. MSRP $110.00. 21% off. 4.2 out of 5 stars

SKECHERS Glide-Step Altus Hands Free Slip-In

SKECHERS Glide-Step Altus Hands Free Slip-In

Brand Name: SKECHERS
Product Name: Glide-Step Altus Hands Free Slip-In
Gender: Men's
Color: White/Blue
Price: $86.99MSRP: $110

SKECHERS - Glide-Step Altus Hands Free Slip-In. Color Charcoal/Lime. On sale for $85.29. MSRP $110.00. 22% off. 4.2 out of 5 stars

SKECHERS Glide-Step Altus Hands Free Slip-In

SKECHERS Glide-Step Altus Hands Free Slip-In

Brand Name: SKECHERS
Product Name: Glide-Step Altus Hands Free Slip-In
Gender: Men's
Color: Charcoal/Lime
Price: $85.29MSRP: $110

Propet - Hudson. Color Brown. On sale for $99.95. MSRP $112.49. 11% off. 3.7 out of 5 stars

Propet Hudson

Propet Hudson

Brand Name: Propet
Product Name: Hudson
Gender: Men's
Color: Brown
Price: $99.95MSRP: $112.49

Propet - Vercors. Color Grey/Blue. Low Stock. On sale for $65.22. MSRP $144.95. 55% off. 3.4 out of 5 stars

Low Stock

Propet Vercors

Propet Vercors

Brand Name: Propet
Product Name: Vercors
Gender: Men's
Color: Grey/Blue
Price: $65.22MSRP: $144.95

Propet - Vercors. Color Black/Red. Low Stock. On sale for $119.96. MSRP $144.95. 17% off. 3.4 out of 5 stars

Low Stock

Propet Vercors

Propet Vercors

Brand Name: Propet
Product Name: Vercors
Gender: Men's
Color: Black/Red
Price: $119.96MSRP: $144.95