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

Size 8.5 Leather Outdoor Shoes

50 items found

Sort By

Your Selections

Search Results

Rockport - Seamus. Color Dark Brown Suede. On sale for $84.99. MSRP $149.95. 43% off.

Rockport Seamus

Rockport Seamus

Brand Name: Rockport
Product Name: Seamus
Gender: Men's
Color: Dark Brown Suede
Price: $84.99MSRP: $149.95

Columbia - Landroamer Scout Nubuck. Color Black/Canyon Sun. On sale for $90.00. MSRP $100.00. 10% off. 2.3 out of 5 stars

Columbia Landroamer Scout Nubuck

Columbia Landroamer Scout Nubuck

Brand Name: Columbia
Product Name: Landroamer Scout Nubuck
Gender: Men's
Color: Black/Canyon Sun
Price: $90MSRP: $100

adidas - VL Court 3.0. Color Clay/Clay/Black. On sale for $52.57. MSRP $75.00. 30% off. 4.7 out of 5 stars

adidas VL Court 3.0

adidas VL Court 3.0

Brand Name: adidas
Product Name: VL Court 3.0
Gender: Men's
Color: Clay/Clay/Black
Price: $52.57MSRP: $75

Columbia - Landroamer Explorer Waterproof. Color Grill/Desert Sun. On sale for $87.39. MSRP $120.00. 27% off. 3.8 out of 5 stars

Columbia Landroamer Explorer Waterproof

Columbia Landroamer Explorer Waterproof

Brand Name: Columbia
Product Name: Landroamer Explorer Waterproof
Gender: Men's
Color: Grill/Desert Sun
Price: $87.39MSRP: $120

Columbia - Redmond III Mid Waterproof. Color Cordovan/Elk. On sale for $87.49. MSRP $110.00. 20% off. 5.0 out of 5 stars

Columbia Redmond III Mid Waterproof

Columbia Redmond III Mid Waterproof

Brand Name: Columbia
Product Name: Redmond III Mid Waterproof
Gender: Men's
Color: Cordovan/Elk
Price: $87.49MSRP: $110

Propet - Hatcher. Color Brown. On sale for $31.96. MSRP $89.95. 64% off. 2.0 out of 5 stars

Propet Hatcher

Propet Hatcher

Brand Name: Propet
Product Name: Hatcher
Gender: Men's
Color: Brown
Price: $31.96MSRP: $89.95

Clarks - Craftwell Mid. Color Black Tumbled Leather. On sale for $66.00. MSRP $110.00. 40% off. 5.0 out of 5 stars

Clarks Craftwell Mid

Clarks Craftwell Mid

Brand Name: Clarks
Product Name: Craftwell Mid
Gender: Men's
Color: Black Tumbled Leather
Price: $66MSRP: $110

Clarks - Craftwell Mid. Color Dark Tan Leather. On sale for $66.00. MSRP $110.00. 40% off. 5.0 out of 5 stars

Clarks Craftwell Mid

Clarks Craftwell Mid

Brand Name: Clarks
Product Name: Craftwell Mid
Gender: Men's
Color: Dark Tan Leather
Price: $66MSRP: $110

SKECHERS - Go Walk Outdoor Hands Free Slip-Ins. Color Brown. On sale for $85.00. MSRP $100.00. 15% off. 4.4 out of 5 stars

SKECHERS Go Walk Outdoor Hands Free Slip-Ins

SKECHERS Go Walk Outdoor Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Go Walk Outdoor Hands Free Slip-Ins
Gender: Men's
Color: Brown
Price: $85MSRP: $100

Birkenstock - Mogami Terra. Color Eucalyptus. On sale for $78.71. MSRP $104.95. 25% off. 3.5 out of 5 stars

Birkenstock Mogami Terra

Birkenstock Mogami Terra

Brand Name: Birkenstock
Product Name: Mogami Terra
Gender: Unisex
Color: Eucalyptus
Price: $78.71MSRP: $104.95

Merrell - Moab 3 Mid Waterproof. Color Paloma. On sale for $119.99. MSRP $150.00. 20% off. 4.4 out of 5 stars

Merrell Moab 3 Mid Waterproof

Merrell Moab 3 Mid Waterproof

Brand Name: Merrell
Product Name: Moab 3 Mid Waterproof
Gender: Men's
Color: Paloma
Price: $119.99MSRP: $150

Rockport - Ezra Waterproof Boots. Color Black Leather. On sale for $125.77. MSRP $159.95. 21% off. 2.5 out of 5 stars

Rockport Ezra Waterproof Boots

Rockport Ezra Waterproof Boots

Brand Name: Rockport
Product Name: Ezra Waterproof Boots
Gender: Men's
Color: Black Leather
Price: $125.77MSRP: $159.95

Rockport - Ezra Waterproof Boots. Color Taupe Leather. On sale for $114.95. MSRP $159.95. 28% off. 2.5 out of 5 stars

Rockport Ezra Waterproof Boots

Rockport Ezra Waterproof Boots

Brand Name: Rockport
Product Name: Ezra Waterproof Boots
Gender: Men's
Color: Taupe Leather
Price: $114.95MSRP: $159.95

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Black/Black/Grey. On sale for $112.61. MSRP $130.00. 13% off. 4.5 out of 5 stars

adidas Terrex Trailmaker 2 Leather Hiking Shoes

adidas Terrex Trailmaker 2 Leather Hiking Shoes

Brand Name: adidas
Product Name: Terrex Trailmaker 2 Leather Hiking Shoes
Gender: Men's
Color: Black/Black/Grey
Price: $112.61MSRP: $130

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Wonder Beige/Wonder Beige/Charcoal. On sale for $109.05. MSRP $130.00. 16% off. 4.5 out of 5 stars

adidas Terrex Trailmaker 2 Leather Hiking Shoes

adidas Terrex Trailmaker 2 Leather Hiking Shoes

Brand Name: adidas
Product Name: Terrex Trailmaker 2 Leather Hiking Shoes
Gender: Men's
Color: Wonder Beige/Wonder Beige/Charcoal
Price: $109.05MSRP: $130

Rockport - Seamus. Color Black Leather. On sale for $112.46. MSRP $149.95. 25% off.

Rockport Seamus

Rockport Seamus

Brand Name: Rockport
Product Name: Seamus
Gender: Men's
Color: Black Leather
Price: $112.46MSRP: $149.95

Columbia - Newton Wander Leather. Color City Grey/Mountain Red. On sale for $90.00. MSRP $100.00. 10% off. 5.0 out of 5 stars

Columbia Newton Wander Leather

Columbia Newton Wander Leather

Brand Name: Columbia
Product Name: Newton Wander Leather
Gender: Men's
Color: City Grey/Mountain Red
Price: $90MSRP: $100

Kamik - Spencer Mid. Color Black. On sale for $93.73. MSRP $124.98. 25% off. 4.1 out of 5 stars

Kamik Spencer Mid

Kamik Spencer Mid

Brand Name: Kamik
Product Name: Spencer Mid
Gender: Men's
Color: Black
Price: $93.73MSRP: $124.98

Propet - Vercors. Color Grey/Olive. On sale for $99.96. MSRP $149.95. 33% off. 3.4 out of 5 stars

Propet Vercors

Propet Vercors

Brand Name: Propet
Product Name: Vercors
Gender: Men's
Color: Grey/Olive
Price: $99.96MSRP: $149.95

Merrell - Alpine 83 Sneaker Recraft Mid Waterproof. Color Indigo. On sale for $112.50. MSRP $125.00. 10% off. 3.4 out of 5 stars

Merrell Alpine 83 Sneaker Recraft Mid Waterproof

Merrell Alpine 83 Sneaker Recraft Mid Waterproof

Brand Name: Merrell
Product Name: Alpine 83 Sneaker Recraft Mid Waterproof
Gender: Men's
Color: Indigo
Price: $112.50MSRP: $125

Propet - Ridgewalker Force. Color Black. On sale for $104.62. MSRP $119.95. 13% off. 4.6 out of 5 stars

Propet Ridgewalker Force

Propet Ridgewalker Force

Brand Name: Propet
Product Name: Ridgewalker Force
Gender: Men's
Color: Black
Price: $104.62MSRP: $119.95

Merrell - Jungle Moc Nubuck. Color Brown Nubuck. On sale for $99.00. MSRP $110.00. 10% off. 4.6 out of 5 stars

Merrell Jungle Moc Nubuck

Merrell Jungle Moc Nubuck

Brand Name: Merrell
Product Name: Jungle Moc Nubuck
Gender: Men's
Color: Brown Nubuck
Price: $99MSRP: $110

ECCO - Offroad Waterproof Lace-Up Hiking Shoes. Color Black Nubuck/Mocha Oil Nubuck. On sale for $175.00. MSRP $195.00. 10% off. 4.0 out of 5 stars

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 Nubuck/Mocha Oil Nubuck
Price: $175MSRP: $195

Merrell - Alpine 83 Sneaker Recraft. Color Black. On sale for $83.31. MSRP $100.00. 17% off. 3.1 out of 5 stars

Merrell Alpine 83 Sneaker Recraft

Merrell Alpine 83 Sneaker Recraft

Brand Name: Merrell
Product Name: Alpine 83 Sneaker Recraft
Gender: Men's
Color: Black
Price: $83.31MSRP: $100

Birkenstock - Mogami Terra. Color Faded Khaki. On sale for $94.45. MSRP $104.95. 10% off. 3.5 out of 5 stars

Birkenstock Mogami Terra

Birkenstock Mogami Terra

Brand Name: Birkenstock
Product Name: Mogami Terra
Gender: Unisex
Color: Faded Khaki
Price: $94.45MSRP: $104.95

ECCO - Offroad Waterproof Lace-Up Hiking Shoes. Color Black/Virtual Nubuck. Low Stock. On sale for $159.31. MSRP $194.95. 18% 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: $159.31MSRP: $194.95

adidas - Terrex Trailmaker 2 Mid GORE-TEX® Hiking Shoes. Color Black/Grey/Grey. Low Stock. On sale for $99.00. MSRP $140.00. 29% off. 5.0 out of 5 stars

Low Stock

adidas Terrex Trailmaker 2 Mid GORE-TEX® Hiking Shoes

adidas Terrex Trailmaker 2 Mid GORE-TEX® Hiking Shoes

Brand Name: adidas
Product Name: Terrex Trailmaker 2 Mid GORE-TEX® Hiking Shoes
Gender: Men's
Color: Black/Grey/Grey
Price: $99MSRP: $140

adidas - Terrex Trailmaker 2 Leather Hiking Shoes. Color Olive Strata/Olive Strata/Silver Pebble. On sale for $116.56. MSRP $130.00. 10% off. 4.5 out of 5 stars

adidas Terrex Trailmaker 2 Leather Hiking Shoes

adidas Terrex Trailmaker 2 Leather Hiking Shoes

Brand Name: adidas
Product Name: Terrex Trailmaker 2 Leather Hiking Shoes
Gender: Men's
Color: Olive Strata/Olive Strata/Silver Pebble
Price: $116.56MSRP: $130

KEEN - Pyrenees. Color Black/Legion Blue. Low Stock. On sale for $126.00. MSRP $180.00. 30% off. 4.1 out of 5 stars

Low Stock

KEEN Pyrenees

KEEN Pyrenees

Brand Name: KEEN
Product Name: Pyrenees
Gender: Men's
Color: Black/Legion Blue
Price: $126MSRP: $180

KEEN - Hightrail Mid Waterproof. Color Forest Night/Gold Flame. Low Stock. On sale for $139.45. MSRP $154.95. 10% off. 4.0 out of 5 stars

Low Stock

KEEN Hightrail Mid Waterproof

KEEN Hightrail Mid Waterproof

Brand Name: KEEN
Product Name: Hightrail Mid Waterproof
Gender: Men's
Color: Forest Night/Gold Flame
Price: $139.45MSRP: $154.95

Dunham - Alpine Mid Boots. Color Black Leather. On sale for $159.53. MSRP $164.95. 3% off. 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: $159.53MSRP: $164.95

Dunham - Alpine Mid Boots. Color Dark Brown Leather. On sale for $162.46. MSRP $164.95. 2% off. 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: $162.46MSRP: $164.95

Dunham - Alpine Mid Boots. Color Dark Taupe Leather. On sale for $144.71. MSRP $164.95. 12% off. 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: $144.71MSRP: $164.95

Columbia - Strata Trail™ Low. Color Pebble/Spice. On sale for $63.80. MSRP $70.00. 9% off. 1.0 out of 5 stars

Columbia Strata Trail™ Low

Columbia Strata Trail™ Low

Brand Name: Columbia
Product Name: Strata Trail™ Low
Gender: Men's
Color: Pebble/Spice
Price: $63.80MSRP: $70

ECCO - Ultra Terrain Waterproof Low Hiking Shoe. Color Black/Black. $194.95. 4.3 out of 5 stars

ECCO Ultra Terrain Waterproof Low Hiking Shoe

ECCO Ultra Terrain Waterproof Low Hiking Shoe

Brand Name: ECCO
Product Name: Ultra Terrain Waterproof Low Hiking Shoe
Gender: Men's
Color: Black/Black
Price: $194.95

Gravity Defyer - Sierra. Color Brown. Low Stock. On sale for $120.25. MSRP $185.00. 35% off.

Low Stock

Gravity Defyer Sierra

Gravity Defyer Sierra

Brand Name: Gravity Defyer
Product Name: Sierra
Gender: Men's
Color: Brown
Price: $120.25MSRP: $185

Vans - MTE Crosspath XC. Color Mauvewood. On sale for $87.00. MSRP $145.00. 40% off. 4.0 out of 5 stars

Vans MTE Crosspath XC

Vans MTE Crosspath XC

Brand Name: Vans
Product Name: MTE Crosspath XC
Gender: Unisex
Color: Mauvewood
Price: $87MSRP: $145

Vans - MTE Crosspath XC. Color Peyote. Low Stock. On sale for $65.25. MSRP $145.00. 55% off. 1.0 out of 5 stars

Low Stock

Vans MTE Crosspath XC

Vans MTE Crosspath XC

Brand Name: Vans
Product Name: MTE Crosspath XC
Gender: Unisex
Color: Peyote
Price: $65.25MSRP: $145

Oakley - B1B Classic Slip-On. Color Triple Black. Low Stock. On sale for $54.14. MSRP $70.00. 23% off.

Low Stock

Oakley B1B Classic Slip-On

Oakley B1B Classic Slip-On

Brand Name: Oakley
Product Name: B1B Classic Slip-On
Gender: Men's
Color: Triple Black
Price: $54.14MSRP: $70

Columbia - Landroamer Explorer Waterproof Nubuck. Color Black/Canyon Sun. On sale for $102.00. MSRP $120.00. 15% off. 5.0 out of 5 stars

Columbia Landroamer Explorer Waterproof Nubuck

Columbia Landroamer Explorer Waterproof Nubuck

Brand Name: Columbia
Product Name: Landroamer Explorer Waterproof Nubuck
Gender: Men's
Color: Black/Canyon Sun
Price: $102MSRP: $120

New Balance - Audazo Pro In V6 Soccer Cleats. Color White Peach/Mango. On sale for $105.94. MSRP $119.99. 12% off. 2.7 out of 5 stars

New Balance Audazo Pro In V6 Soccer Cleats

New Balance Audazo Pro In V6 Soccer Cleats

Brand Name: New Balance
Product Name: Audazo Pro In V6 Soccer Cleats
Gender: Unisex
Color: White Peach/Mango
Price: $105.94MSRP: $119.99

Propet - Vercors. Color Black/Red. Low Stock. On sale for $114.67. MSRP $144.95. 21% 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: $114.67MSRP: $144.95

Propet - Veymont. Color Grey/Blue. On sale for $135.96. MSRP $169.95. 20% off. 3.4 out of 5 stars

Propet Veymont

Propet Veymont

Brand Name: Propet
Product Name: Veymont
Gender: Men's
Color: Grey/Blue
Price: $135.96MSRP: $169.95

SKECHERS - Go Walk Outdoor Hands Free Slip-Ins. Color Charcoal. On sale for $77.54. MSRP $100.00. 22% off. 4.4 out of 5 stars

SKECHERS Go Walk Outdoor Hands Free Slip-Ins

SKECHERS Go Walk Outdoor Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Go Walk Outdoor Hands Free Slip-Ins
Gender: Men's
Color: Charcoal
Price: $77.54MSRP: $100

Salomon - Ultra Flow. Color Black. Low Stock. On sale for $78.00. MSRP $120.00. 35% off. 3.9 out of 5 stars

Low Stock

Salomon Ultra Flow

Salomon Ultra Flow

Brand Name: Salomon
Product Name: Ultra Flow
Gender: Men's
Color: Black
Price: $78MSRP: $120

Columbia - Bahama™ Vent Relaxed PFG. Color Steam/Ti Grey Steel. Low Stock. On sale for $62.53. MSRP $75.00. 17% off. 4.6 out of 5 stars

Low Stock

Columbia Bahama™ Vent Relaxed PFG

Columbia Bahama™ Vent Relaxed PFG

Brand Name: Columbia
Product Name: Bahama™ Vent Relaxed PFG
Gender: Men's
Color: Steam/Ti Grey Steel
Price: $62.53MSRP: $75

Propet - Cliff Walker. Color Wheat. On sale for $112.49. MSRP $149.99. 25% off. 3.9 out of 5 stars

Propet Cliff Walker

Propet Cliff Walker

Brand Name: Propet
Product Name: Cliff Walker
Gender: Men's
Color: Wheat
Price: $112.49MSRP: $149.99

Propet - Hudson. Color Black. On sale for $79.96. MSRP $112.49. 29% off. 3.7 out of 5 stars

Propet Hudson

Propet Hudson

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

Propet - Hudson. Color Brown. On sale for $93.99. MSRP $112.49. 16% off. 3.7 out of 5 stars

Propet Hudson

Propet Hudson

Brand Name: Propet
Product Name: Hudson
Gender: Men's
Color: Brown
Price: $93.99MSRP: $112.49

adidas - Bounce Legends Low Trainers. Color White/Black/Lucid Blue. On sale for $70.77. MSRP $85.00. 17% off. 4.6 out of 5 stars

adidas Bounce Legends Low Trainers

adidas Bounce Legends Low Trainers

Brand Name: adidas
Product Name: Bounce Legends Low Trainers
Gender: Unisex
Color: White/Black/Lucid Blue
Price: $70.77MSRP: $85