Just Dropped
The latest styles from Brooks, On & more.
Shop Now

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

Size 8.5 2-3in Mid Heel Size Comfort Shoes

58 items found

Filters

Search Results

New Balance - FuelCell Rebel v5. Color Raincloud/Mineral/White. $144.99. 4.0 out of 5 stars

Gray New Balance FuelCell Rebel v5

Gray New Balance FuelCell Rebel v5

+12

Brand Name: New Balance
Product Name: FuelCell Rebel v5
Gender: Men's
Color: Raincloud/Mineral/White
Price: $144.99
Rating: 4Rated 4 stars out of 5(94)

SKECHERS - D'Lux Walker 3.0 Drevven Hands Free Slip-In. Color Gray/Black. On sale for $90.00. MSRP $100.00. 10% off. 5.0 out of 5 stars

Gray SKECHERS D'Lux Walker 3.0 Drevven Hands Free Slip-In

Gray SKECHERS D'Lux Walker 3.0 Drevven Hands Free Slip-In

+1

Brand Name: SKECHERS
Product Name: D'Lux Walker 3.0 Drevven Hands Free Slip-In
Gender: Men's
Color: Gray/Black
Price: $90MSRP: $10010% OFF
Rating: 5Rated 5 stars out of 5(1)

TravisMathew - The Daily III Le Shoes. Color Heather Sleet. $149.95.

Gray TravisMathew The Daily III Le Shoes

Gray TravisMathew The Daily III Le Shoes

+2

Brand Name: TravisMathew
Product Name: The Daily III Le Shoes
Gender: Men's
Color: Heather Sleet
Price: $149.95
Rating

Marc Joseph New York - Baker Street (Hands Free Technology). Color White Patent Leather. On sale for $79.95. MSRP $155.00. 48% off. 5.0 out of 5 stars

Bone Marc Joseph New York Baker Street (Hands Free Technology)

Bone Marc Joseph New York Baker Street (Hands Free Technology)

+6

Brand Name: Marc Joseph New York
Product Name: Baker Street (Hands Free Technology)
Gender: Men's
Color: White Patent Leather
Price: $79.95MSRP: $15548% OFF
Rating: 5Rated 5 stars out of 5(2)

SKECHERS - Go Walk Max Cushioning Flex. Color White/Charcoal. On sale for $63.00. MSRP $70.00. 10% off.

White SKECHERS Go Walk Max Cushioning Flex

White SKECHERS Go Walk Max Cushioning Flex

+2

Brand Name: SKECHERS
Product Name: Go Walk Max Cushioning Flex
Gender: Men's
Color: White/Charcoal
Price: $63MSRP: $7010% OFF
Rating

Dansko - Lilah. Color Black Oiled Pull Up. Low Stock. On sale for $134.47. MSRP $159.95. 16% off. 4.4 out of 5 stars

Low Stock

Black Dansko Lilah

Black Dansko Lilah

+1

Brand Name: Dansko
Product Name: Lilah
Gender: Women's
Color: Black Oiled Pull Up
Price: $134.47MSRP: $159.9516% OFF
Rating: 4Rated 4 stars out of 5(11)

Dansko - Frankie. Color Brown Oiled. $179.95. 4.1 out of 5 stars

Brown Dansko Frankie

Brown Dansko Frankie

+3

Brand Name: Dansko
Product Name: Frankie
Gender: Women's
Color: Brown Oiled
Price: $179.95
Rating: 4Rated 4 stars out of 5(308)

TravisMathew - The Daily 2.0 Woven. Color White. Low Stock. $119.95. 4.4 out of 5 stars

Low Stock

White TravisMathew The Daily 2.0 Woven

White TravisMathew The Daily 2.0 Woven

+4

Brand Name: TravisMathew
Product Name: The Daily 2.0 Woven
Gender: Men's
Color: White
Price: $119.95
Rating: 4Rated 4 stars out of 5(173)

SKECHERS - Go Walk Max Cushioning Hyper Burst Zoltar Hands Free Slip-in. Color Light Blue. On sale for $72.74. MSRP $90.00. 19% off. 3.4 out of 5 stars

Blue SKECHERS Go Walk Max Cushioning Hyper Burst Zoltar Hands Free Slip-in

Blue SKECHERS Go Walk Max Cushioning Hyper Burst Zoltar Hands Free Slip-in

+4

Brand Name: SKECHERS
Product Name: Go Walk Max Cushioning Hyper Burst Zoltar Hands Free Slip-in
Gender: Men's
Color: Light Blue
Price: $72.74MSRP: $9019% OFF
Rating: 3Rated 3 stars out of 5(10)

GREATS - Corsa Driver. Color Chocolate. $189.00.

Brown GREATS Corsa Driver

Brown GREATS Corsa Driver

+4

Brand Name: GREATS
Product Name: Corsa Driver
Gender: Men's
Color: Chocolate
Price: $189
Rating

MOON BOOT - Soft Slipper. Color Gum. $175.00.

Brown MOON BOOT Soft Slipper

Brown MOON BOOT Soft Slipper

+3

Brand Name: MOON BOOT
Product Name: Soft Slipper
Gender: Unisex
Color: Gum
Price: $175
Rating

Dansko - Karl Clog. Color Black Oiled. $144.95. 4.4 out of 5 stars

Black Dansko Karl Clog

Black Dansko Karl Clog

+1

Brand Name: Dansko
Product Name: Karl Clog
Gender: Men's
Color: Black Oiled
Price: $144.95
Rating: 4Rated 4 stars out of 5(228)

Johnston & Murphy - Reeve Chelsea Boots. Color Tan Full Grain. $139.85.

Tan Johnston & Murphy Reeve Chelsea Boots

Tan Johnston & Murphy Reeve Chelsea Boots

+2

Brand Name: Johnston & Murphy
Product Name: Reeve Chelsea Boots
Gender: Men's
Color: Tan Full Grain
Price: $139.85
Rating

Clarks - DressLite Ace. Color Black. On sale for $80.50. MSRP $105.00. 23% off. 4.0 out of 5 stars

Black Clarks DressLite Ace

Black Clarks DressLite Ace

+2

Brand Name: Clarks
Product Name: DressLite Ace
Gender: Men's
Color: Black
Price: $80.50MSRP: $10523% OFF
Rating: 4Rated 4 stars out of 5(1)

Johnston & Murphy - Calder 175th Chelsea Boots. Color Tan Oiled American Full Grain. $175.00.

Tan Johnston & Murphy Calder 175th Chelsea Boots

Tan Johnston & Murphy Calder 175th Chelsea Boots

Brand Name: Johnston & Murphy
Product Name: Calder 175th Chelsea Boots
Gender: Men's
Color: Tan Oiled American Full Grain
Price: $175
Rating

Clarks - DressLite Step. Color Dark Tan. On sale for $80.50. MSRP $105.00. 23% off.

Brown Clarks DressLite Step

Brown Clarks DressLite Step

+2

Brand Name: Clarks
Product Name: DressLite Step
Gender: Men's
Color: Dark Tan
Price: $80.50MSRP: $10523% OFF
Rating

MOON BOOT - Teddy Slipper. Color Black. $185.00.

Black MOON BOOT Teddy Slipper

Black MOON BOOT Teddy Slipper

+3

Brand Name: MOON BOOT
Product Name: Teddy Slipper
Gender: Unisex
Color: Black
Price: $185
Rating

SKECHERS - Max Cushioning Endeavour. Color Black/White. On sale for $63.74. MSRP $80.00. 20% off. 4.0 out of 5 stars

Gray SKECHERS Max Cushioning Endeavour

Gray SKECHERS Max Cushioning Endeavour

+2

Brand Name: SKECHERS
Product Name: Max Cushioning Endeavour
Gender: Men's
Color: Black/White
Price: $63.74MSRP: $8020% OFF
Rating: 4Rated 4 stars out of 5(24)

Born - Marcus. Color Brown Full Grain Leather. $120.00. 3.8 out of 5 stars

Brown Born Marcus

Brown Born Marcus

+2

Brand Name: Born
Product Name: Marcus
Gender: Men's
Color: Brown Full Grain Leather
Price: $120
Rating: 4Rated 4 stars out of 5(11)

SKECHERS - Max Run Vorteza. Color Black. On sale for $99.00. MSRP $110.00. 10% off. 4.0 out of 5 stars

Black SKECHERS Max Run Vorteza

Black SKECHERS Max Run Vorteza

Brand Name: SKECHERS
Product Name: Max Run Vorteza
Gender: Men's
Color: Black
Price: $99MSRP: $11010% OFF
Rating: 4Rated 4 stars out of 5(1)

SKECHERS - Max Cushioning Premier Ascendant Hands Free Slip-Ins. Color Navy. On sale for $94.65. MSRP $125.00. 24% off. 4.5 out of 5 stars

Navy SKECHERS Max Cushioning Premier Ascendant Hands Free Slip-Ins

Navy SKECHERS Max Cushioning Premier Ascendant Hands Free Slip-Ins

+2

Brand Name: SKECHERS
Product Name: Max Cushioning Premier Ascendant Hands Free Slip-Ins
Gender: Men's
Color: Navy
Price: $94.65MSRP: $12524% OFF
Rating: 4Rated 4 stars out of 5(308)

SKECHERS - Hands Free Slip-ins Max Cushioning Glide-step Sneaker. Color Black/Gray. On sale for $83.89. MSRP $100.00. 16% off. 4.4 out of 5 stars

Black SKECHERS Hands Free Slip-ins Max Cushioning Glide-step Sneaker

Black SKECHERS Hands Free Slip-ins Max Cushioning Glide-step Sneaker

+2

Brand Name: SKECHERS
Product Name: Hands Free Slip-ins Max Cushioning Glide-step Sneaker
Gender: Men's
Color: Black/Gray
Price: $83.89MSRP: $10016% OFF
Rating: 4Rated 4 stars out of 5(5)

Johnston & Murphy - Reeve Zip Boots. Color Black Full Grain. $139.85.

Black Johnston & Murphy Reeve Zip Boots

Black Johnston & Murphy Reeve Zip Boots

Brand Name: Johnston & Murphy
Product Name: Reeve Zip Boots
Gender: Men's
Color: Black Full Grain
Price: $139.85
Rating

L.L.Bean - Urban Storm Boots Low Waterproof Insulated. Color Dark Cement. Low Stock. $150.00.

Low Stock

Black L.L.Bean Urban Storm Boots Low Waterproof Insulated

Black L.L.Bean Urban Storm Boots Low Waterproof Insulated

+2

Brand Name: L.L.Bean
Product Name: Urban Storm Boots Low Waterproof Insulated
Gender: Men's
Color: Dark Cement
Price: $150
Rating

etnies - Jameson 2 Eco. Color (Vegan) Navy/Gum/Gold. $69.99. 4.0 out of 5 stars

Navy etnies Jameson 2 Eco

Navy etnies Jameson 2 Eco

+11

Brand Name: etnies
Product Name: Jameson 2 Eco
Gender: Men's
Color: (Vegan) Navy/Gum/Gold
Price: $69.99
Rating: 4Rated 4 stars out of 5(229)

Marc Joseph New York - Cooper St. Color Black Grainy. On sale for $69.63. MSRP $195.00. 64% off. 2.0 out of 5 stars

Black Marc Joseph New York Cooper St

Black Marc Joseph New York Cooper St

+5

Brand Name: Marc Joseph New York
Product Name: Cooper St
Gender: Men's
Color: Black Grainy
Price: $69.63MSRP: $19564% OFF
Rating: 2Rated 2 stars out of 5(1)

Johnston & Murphy - Braxton Chukka. Color Brown Oiled Full Grain. On sale for $100.89. MSRP $159.00. 37% off.

Brown Johnston & Murphy Braxton Chukka

Brown Johnston & Murphy Braxton Chukka

Brand Name: Johnston & Murphy
Product Name: Braxton Chukka
Gender: Men's
Color: Brown Oiled Full Grain
Price: $100.89MSRP: $15937% OFF
Rating

KEEN Utility - Skokie Waterproof Work Boots (Soft Toe). Color Forest Night/Black. $150.00. 3.4 out of 5 stars

Green KEEN Utility Skokie Waterproof Work Boots (Soft Toe)

Green KEEN Utility Skokie Waterproof Work Boots (Soft Toe)

+3

Brand Name: KEEN Utility
Product Name: Skokie Waterproof Work Boots (Soft Toe)
Gender: Men's
Color: Forest Night/Black
Price: $150
Rating: 3Rated 3 stars out of 5(7)

Lacoste - Powercourt Sneakers. Color White. $100.00.

White Lacoste Powercourt Sneakers

White Lacoste Powercourt Sneakers

Brand Name: Lacoste
Product Name: Powercourt Sneakers
Gender: Men's
Color: White
Price: $100
Rating

L.L.Bean - Nextventure Chelsea Boots. Color Deepest Brown Nubuck/Black. Low Stock. $150.00.

Low Stock

Black L.L.Bean Nextventure Chelsea Boots

Black L.L.Bean Nextventure Chelsea Boots

+2

Brand Name: L.L.Bean
Product Name: Nextventure Chelsea Boots
Gender: Men's
Color: Deepest Brown Nubuck/Black
Price: $150
Rating

Sperry - Coldbay 3Eye MM. Color Brown. Low Stock. On sale for $84.00. MSRP $120.00. 30% off.

Low Stock

Brown Sperry Coldbay 3Eye MM

Brown Sperry Coldbay 3Eye MM

Brand Name: Sperry
Product Name: Coldbay 3Eye MM
Gender: Men's
Color: Brown
Price: $84MSRP: $12030% OFF
Rating

Dr. Scholl's - Time Off Mens Lace Up Sneaker. Color White Smooth. On sale for $75.00. MSRP $115.00. 35% off. 4.3 out of 5 stars

White Dr. Scholl's Time Off Mens Lace Up Sneaker

White Dr. Scholl's Time Off Mens Lace Up Sneaker

Brand Name: Dr. Scholl's
Product Name: Time Off Mens Lace Up Sneaker
Gender: Men's
Color: White Smooth
Price: $75MSRP: $11535% OFF
Rating: 4Rated 4 stars out of 5(9)

KEEN Utility - Skokie Waterproof Work Boots (Carbon Toe). Color Camo/Black. $160.00. 3.0 out of 5 stars

Multi KEEN Utility Skokie Waterproof Work Boots (Carbon Toe)

Multi KEEN Utility Skokie Waterproof Work Boots (Carbon Toe)

+3

Brand Name: KEEN Utility
Product Name: Skokie Waterproof Work Boots (Carbon Toe)
Gender: Men's
Color: Camo/Black
Price: $160
Rating: 3Rated 3 stars out of 5(8)

Steve Madden - Ashford. Color Brown. $150.00.

Brown Steve Madden Ashford

Brown Steve Madden Ashford

+2 colors/patterns

Brand Name: Steve Madden
Product Name: Ashford
Gender: Men's
Color: Brown
Price: $150
Rating

. SKECHERS - Go Walk Max Cushioning Flex Hands Free Slip-In. Color Black/White. $90.00.

Gray SKECHERS Go Walk Max Cushioning Flex Hands Free Slip-In

Gray SKECHERS Go Walk Max Cushioning Flex Hands Free Slip-In

+1

Brand Name: SKECHERS
Product Name: Go Walk Max Cushioning Flex Hands Free Slip-In
Gender: Men's
Color: Black/White
Price: $90
Rating

Johnston & Murphy - Larkin Chukka. Color Tan Italian Calfskin. On sale for $99.99. MSRP $159.00. 37% off. 1.0 out of 5 stars

Tan Johnston & Murphy Larkin Chukka

Tan Johnston & Murphy Larkin Chukka

Brand Name: Johnston & Murphy
Product Name: Larkin Chukka
Gender: Men's
Color: Tan Italian Calfskin
Price: $99.99MSRP: $15937% OFF
Rating: 1Rated 1 star out of 5(1)

TravisMathew - The Nuage Shoes. Color Italian Sand. $169.95.

White TravisMathew The Nuage Shoes

White TravisMathew The Nuage Shoes

Brand Name: TravisMathew
Product Name: The Nuage Shoes
Gender: Men's
Color: Italian Sand
Price: $169.95
Rating

The North Face - Offtrail TR. Color Asphalt Grey/TNF Black. Low Stock. $149.00.

Low Stock

Black The North Face Offtrail TR

Black The North Face Offtrail TR

Brand Name: The North Face
Product Name: Offtrail TR
Gender: Men's
Color: Asphalt Grey/TNF Black
Price: $149
Rating

KEEN Utility - Evanston Pull-On Waterproof Boot (Soft Toe). Color Bison/Black. $170.00. 4.0 out of 5 stars

Brown KEEN Utility Evanston Pull-On Waterproof Boot (Soft Toe)

Brown KEEN Utility Evanston Pull-On Waterproof Boot (Soft Toe)

Brand Name: KEEN Utility
Product Name: Evanston Pull-On Waterproof Boot (Soft Toe)
Gender: Men's
Color: Bison/Black
Price: $170
Rating: 4Rated 4 stars out of 5(1)

Marc Joseph New York - South Street. Color Black Grainy. On sale for $79.95. MSRP $155.00. 48% off. 3.0 out of 5 stars

Black Marc Joseph New York South Street

Black Marc Joseph New York South Street

Brand Name: Marc Joseph New York
Product Name: South Street
Gender: Men's
Color: Black Grainy
Price: $79.95MSRP: $15548% OFF
Rating: 3Rated 3 stars out of 5(2)

Caterpillar - Invader Mid Vent. Color Black. $134.95. 3.8 out of 5 stars

Black Caterpillar Invader Mid Vent

Black Caterpillar Invader Mid Vent

Brand Name: Caterpillar
Product Name: Invader Mid Vent
Gender: Men's
Color: Black
Price: $134.95
Rating: 4Rated 4 stars out of 5(22)

Anne Klein - Pepper. Color Black Suede. On sale for $75.03. MSRP $85.00. 12% off.

Black Anne Klein Pepper

Black Anne Klein Pepper

Brand Name: Anne Klein
Product Name: Pepper
Gender: Women's
Color: Black Suede
Price: $75.03MSRP: $8512% OFF
Rating

Dan Post - Neeley. Color Tan. On sale for $199.95. MSRP $229.95. 13% off. 5.0 out of 5 stars

Tan Dan Post Neeley

Tan Dan Post Neeley

Brand Name: Dan Post
Product Name: Neeley
Gender: Men's
Color: Tan
Price: $199.95MSRP: $229.9513% OFF
Rating: 5Rated 5 stars out of 5(1)

Michael Kors - Atlas Trainer. Color Bone. Low Stock. On sale for $148.80. MSRP $248.00. 40% off.

Low Stock

Bone Michael Kors Atlas Trainer

Bone Michael Kors Atlas Trainer

Brand Name: Michael Kors
Product Name: Atlas Trainer
Gender: Men's
Color: Bone
Price: $148.80MSRP: $24840% OFF
Rating

etnies - Barge LS. Color Green/Gold. $69.95. 3.9 out of 5 stars

Green etnies Barge LS

Green etnies Barge LS

+8

Brand Name: etnies
Product Name: Barge LS
Gender: Men's
Color: Green/Gold
Price: $69.95
Rating: 4Rated 4 stars out of 5(233)

On - The Roger Advantage. Color Black/Black. $160.00. 4.0 out of 5 stars

Black On The Roger Advantage

Black On The Roger Advantage

+6

Brand Name: On
Product Name: The Roger Advantage
Gender: Men's
Color: Black/Black
Price: $160
Rating: 4Rated 4 stars out of 5(156)

Michael Kors - Atlas Knit Trainer. Color Light Sand. Low Stock. On sale for $119.53. MSRP $198.00. 40% off.

Low Stock

Beige Michael Kors Atlas Knit Trainer

Beige Michael Kors Atlas Knit Trainer

+2

Brand Name: Michael Kors
Product Name: Atlas Knit Trainer
Gender: Men's
Color: Light Sand
Price: $119.53MSRP: $19840% OFF
Rating

Dockers - Easedale. Color Dark Brown 1. Low Stock. On sale for $59.97. MSRP $85.00. 29% off. 1.0 out of 5 stars

Low Stock

Brown Dockers Easedale

Brown Dockers Easedale

+2

Brand Name: Dockers
Product Name: Easedale
Gender: Men's
Color: Dark Brown 1
Price: $59.97MSRP: $8529% OFF
Rating: 1Rated 1 star out of 5(1)

TravisMathew - The Daily 2.0 Knit. Color Heather Sleet. On sale for $116.95. MSRP $129.95. 10% off. 4.3 out of 5 stars

Gray TravisMathew The Daily 2.0 Knit

Gray TravisMathew The Daily 2.0 Knit

+3

Brand Name: TravisMathew
Product Name: The Daily 2.0 Knit
Gender: Men's
Color: Heather Sleet
Price: $116.95MSRP: $129.9510% OFF
Rating: 4Rated 4 stars out of 5(141)

TravisMathew - The Daily Lite. Color Black. $129.95. 4.2 out of 5 stars

Black TravisMathew The Daily Lite

Black TravisMathew The Daily Lite

+2

Brand Name: TravisMathew
Product Name: The Daily Lite
Gender: Men's
Color: Black
Price: $129.95
Rating: 4Rated 4 stars out of 5(175)

Nike - Run Swift 3. Color Anthracite/Phantom/Light Bone. $85.00.

White Nike Run Swift 3

White Nike Run Swift 3

+4

Brand Name: Nike
Product Name: Run Swift 3
Gender: Men's
Color: Anthracite/Phantom/Light Bone
Price: $85
Rating

Wolf & Shepherd - Toro Swiftknit. Color Gray. $195.00.

Gray Wolf & Shepherd Toro Swiftknit

Gray Wolf & Shepherd Toro Swiftknit

+4

Brand Name: Wolf & Shepherd
Product Name: Toro Swiftknit
Gender: Men's
Color: Gray
Price: $195
Rating

Danner - Trail Junction 3". Color Black/Black. $169.95. 2.8 out of 5 stars

Black Danner Trail Junction 3"

Black Danner Trail Junction 3"

+3

Brand Name: Danner
Product Name: Trail Junction 3"
Gender: Men's
Color: Black/Black
Price: $169.95
Rating: 3Rated 3 stars out of 5(9)

Johnston & Murphy - Xc+ Parker Chukka. Color Brown Waterproof Full Grain. Low Stock. On sale for $115.23. MSRP $189.00. 39% off.

Low Stock

Red Johnston & Murphy Xc+ Parker Chukka

Red Johnston & Murphy Xc+ Parker Chukka

+2

Brand Name: Johnston & Murphy
Product Name: Xc+ Parker Chukka
Gender: Men's
Color: Brown Waterproof Full Grain
Price: $115.23MSRP: $18939% OFF
Rating

KEEN - Targhee 4 Mid Height Durable Comfortable Waterproof. Color Bison/Black. $179.95. 4.0 out of 5 stars

Brown KEEN Targhee 4 Mid Height Durable Comfortable Waterproof

Brown KEEN Targhee 4 Mid Height Durable Comfortable Waterproof

+4

Brand Name: KEEN
Product Name: Targhee 4 Mid Height Durable Comfortable Waterproof
Gender: Men's
Color: Bison/Black
Price: $179.95
Rating: 4Rated 4 stars out of 5(487)

Johnston & Murphy - Barrett Zip Boots. Color Brown Waxed Suede. $198.95. 3.0 out of 5 stars

Brown Johnston & Murphy Barrett Zip Boots

Brown Johnston & Murphy Barrett Zip Boots

Brand Name: Johnston & Murphy
Product Name: Barrett Zip Boots
Gender: Men's
Color: Brown Waxed Suede
Price: $198.95
Rating: 3Rated 3 stars out of 5(1)

Johnston & Murphy - Upton Chelsea Boots. Color Tan Full Grain. On sale for $119.99. MSRP $179.00. 33% off. 2.0 out of 5 stars

Tan Johnston & Murphy Upton Chelsea Boots

Tan Johnston & Murphy Upton Chelsea Boots

+2

Brand Name: Johnston & Murphy
Product Name: Upton Chelsea Boots
Gender: Men's
Color: Tan Full Grain
Price: $119.99MSRP: $17933% OFF
Rating: 2Rated 2 stars out of 5(1)

New Balance - Calibre Comp Toe EH PR SR. Color Wheat. On sale for $143.99. MSRP $179.99. 20% off. 3.9 out of 5 stars

Tan New Balance Calibre Comp Toe EH PR SR

Tan New Balance Calibre Comp Toe EH PR SR

+3

Brand Name: New Balance
Product Name: Calibre Comp Toe EH PR SR
Gender: Men's
Color: Wheat
Price: $143.99MSRP: $179.9920% OFF
Rating: 4Rated 4 stars out of 5(104)

Join Our Email List

Never miss out on latest drops & sales—plus, new subscribers get 10% off.*

*One code per email address.