Winter Wins
Performance picks built for champions—on & off the mountain.
Shop Now

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

Men's Size 8.5 Leather Cole Haan Products

34 items found

Filters

Search Results

Cole Haan - Dean Grand Cap Toe Oxfords. Color Black/Black. Low Stock. On sale for $183.36. MSRP $230.00. 20% off. 5.0 out of 5 stars

Low Stock

Black Cole Haan Dean Grand Cap Toe Oxfords

Black Cole Haan Dean Grand Cap Toe Oxfords

+2

Brand Name: Cole Haan
Product Name: Dean Grand Cap Toe Oxfords
Gender: Men's
Color: Black/Black
Price: $183.36MSRP: $23020% OFF
Rating: 5Rated 5 stars out of 5(1)

Cole Haan - Hawthorne Plain Oxford. Color Black. On sale for $139.99. MSRP $148.00. 5% off. 4.7 out of 5 stars

Black Cole Haan Hawthorne Plain Oxford

Black Cole Haan Hawthorne Plain Oxford

+3

Brand Name: Cole Haan
Product Name: Hawthorne Plain Oxford
Gender: Men's
Color: Black
Price: $139.99MSRP: $1485% OFF
Rating: 5Rated 5 stars out of 5(6)

Cole Haan - Chamberlin Grand Plain Toe Oxfords. Color Quiet Shade Suede/Brown Water Resistant. On sale for $123.23. MSRP $130.00. 5% off.

Gray Cole Haan Chamberlin Grand Plain Toe Oxfords

Gray Cole Haan Chamberlin Grand Plain Toe Oxfords

+4

Brand Name: Cole Haan
Product Name: Chamberlin Grand Plain Toe Oxfords
Gender: Men's
Color: Quiet Shade Suede/Brown Water Resistant
Price: $123.23MSRP: $1305% OFF
Rating

Cole Haan - Harmon Grand Wingtip Oxfords. Color Black Waterproof/Black/Black. On sale for $173.27. MSRP $180.00. 4% off.

Black Cole Haan Harmon Grand Wingtip Oxfords

Black Cole Haan Harmon Grand Wingtip Oxfords

+2

Brand Name: Cole Haan
Product Name: Harmon Grand Wingtip Oxfords
Gender: Men's
Color: Black Waterproof/Black/Black
Price: $173.27MSRP: $1804% OFF
Rating

Cole Haan - Tucker Venetian. Color Tan. $130.00. 4.5 out of 5 stars

Tan Cole Haan Tucker Venetian

+3

Brand Name: Cole Haan
Product Name: Tucker Venetian
Gender: Men's
Color: Tan
Price: $130
Rating: 4Rated 4 stars out of 5(672)

Cole Haan - Harmon Grand Plain Toe Oxfords. Color Black Waterproof/Black/Black. $179.21.

Black Cole Haan Harmon Grand Plain Toe Oxfords

Black Cole Haan Harmon Grand Plain Toe Oxfords

+3

Brand Name: Cole Haan
Product Name: Harmon Grand Plain Toe Oxfords
Gender: Men's
Color: Black Waterproof/Black/Black
Price: $179.21
Rating

Cole Haan - Newmark Grand Chelsea Boots. Color Brit Tan/Dark Chocolate/Natural. On sale for $168.00. MSRP $170.00. 1% off.

Pink Cole Haan Newmark Grand Chelsea Boots

Pink Cole Haan Newmark Grand Chelsea Boots

+2

Brand Name: Cole Haan
Product Name: Newmark Grand Chelsea Boots
Gender: Men's
Color: Brit Tan/Dark Chocolate/Natural
Price: $168MSRP: $1701% OFF
Rating

Cole Haan - American Classics Montrose Plain Toe Oxford. Color British Tan/Angora. $200.00.

Brown Cole Haan American Classics Montrose Plain Toe Oxford

Brown Cole Haan American Classics Montrose Plain Toe Oxford

+1

Brand Name: Cole Haan
Product Name: American Classics Montrose Plain Toe Oxford
Gender: Men's
Color: British Tan/Angora
Price: $200
Rating

Cole Haan - Roundhill Grand Chukka Boots. Color Woodbury/Dark Natural/Dark Natural. Low Stock. $259.95.

Low Stock

Brown Cole Haan Roundhill Grand Chukka Boots

Brown Cole Haan Roundhill Grand Chukka Boots

+3

Brand Name: Cole Haan
Product Name: Roundhill Grand Chukka Boots
Gender: Men's
Color: Woodbury/Dark Natural/Dark Natural
Price: $259.95
Rating

Cole Haan - Pinch Penny. Color Burgundy. On sale for $151.20. MSRP $168.00. 10% off. 4.1 out of 5 stars

Burgundy Cole Haan Pinch Penny

Burgundy Cole Haan Pinch Penny

Brand Name: Cole Haan
Product Name: Pinch Penny
Gender: Men's
Color: Burgundy
Price: $151.20MSRP: $16810% OFF
Rating: 4Rated 4 stars out of 5(174)

Cole Haan - Chamberlin Grand Cap Toe Boots. Color Black Nubuck/Black Water Resistant. On sale for $134.69. MSRP $150.00. 10% off.

Black Cole Haan Chamberlin Grand Cap Toe Boots

Black Cole Haan Chamberlin Grand Cap Toe Boots

+2

Brand Name: Cole Haan
Product Name: Chamberlin Grand Cap Toe Boots
Gender: Men's
Color: Black Nubuck/Black Water Resistant
Price: $134.69MSRP: $15010% OFF
Rating

Cole Haan - Originalgrand Cityspectre Wingtip Oxfords. Color British Tan/Natural/Java. On sale for $171.00. MSRP $190.00. 10% off. 4.0 out of 5 stars

Brown Cole Haan Originalgrand Cityspectre Wingtip Oxfords

Brown Cole Haan Originalgrand Cityspectre Wingtip Oxfords

+5

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Wingtip Oxfords
Gender: Men's
Color: British Tan/Natural/Java
Price: $171MSRP: $19010% OFF
Rating: 4Rated 4 stars out of 5(1)

Cole Haan - Pinch Tassel. Color Burgundy. On sale for $135.00. MSRP $168.00. 20% off. 4.0 out of 5 stars

Burgundy Cole Haan Pinch Tassel

Burgundy Cole Haan Pinch Tassel

Brand Name: Cole Haan
Product Name: Pinch Tassel
Gender: Men's
Color: Burgundy
Price: $135MSRP: $16820% OFF
Rating: 4Rated 4 stars out of 5(249)

Cole Haan - Wyatt Penny Driver. Color British Tan/Nicotine. $140.00. 4.3 out of 5 stars

Brown Cole Haan Wyatt Penny Driver

Brown Cole Haan Wyatt Penny Driver

+2

Brand Name: Cole Haan
Product Name: Wyatt Penny Driver
Gender: Men's
Color: British Tan/Nicotine
Price: $140
Rating: 4Rated 4 stars out of 5(283)

Cole Haan - Judson Grand Wingtip Oxfords. Color Black Scotch Grain/Black. On sale for $173.98. MSRP $225.00. 23% off.

Black Cole Haan Judson Grand Wingtip Oxfords

Black Cole Haan Judson Grand Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Judson Grand Wingtip Oxfords
Gender: Men's
Color: Black Scotch Grain/Black
Price: $173.98MSRP: $22523% OFF
Rating

Cole Haan - Judson Grand Plain Toe Oxfords. Color Ironstone Nubuck/Natural. $209.95.

Taupe Cole Haan Judson Grand Plain Toe Oxfords

Taupe Cole Haan Judson Grand Plain Toe Oxfords

+3

Brand Name: Cole Haan
Product Name: Judson Grand Plain Toe Oxfords
Gender: Men's
Color: Ironstone Nubuck/Natural
Price: $209.95
Rating

Cole Haan - Lenox Hill Cap Ox. Color Black. $160.00. 4.0 out of 5 stars

Black Cole Haan Lenox Hill Cap Ox

Black Cole Haan Lenox Hill Cap Ox

+2

Brand Name: Cole Haan
Product Name: Lenox Hill Cap Ox
Gender: Men's
Color: Black
Price: $160
Rating: 4Rated 4 stars out of 5(219)

Cole Haan - Modern Essentials Plain Toe Ox. Color Black. On sale for $136.00. MSRP $144.50. 6% off. 5.0 out of 5 stars

Black Cole Haan Modern Essentials Plain Toe Ox

Black Cole Haan Modern Essentials Plain Toe Ox

+3

Brand Name: Cole Haan
Product Name: Modern Essentials Plain Toe Ox
Gender: Men's
Color: Black
Price: $136MSRP: $144.506% OFF
Rating: 5Rated 5 stars out of 5(1)

Cole Haan - Original Grand Stitchlite Wingtip Oxford. Color Magnet/Ivory. Low Stock. On sale for $80.10. MSRP $140.00. 43% off. 4.6 out of 5 stars

Low Stock

Gray Cole Haan Original Grand Stitchlite Wingtip Oxford

Gray Cole Haan Original Grand Stitchlite Wingtip Oxford

+2

Brand Name: Cole Haan
Product Name: Original Grand Stitchlite Wingtip Oxford
Gender: Men's
Color: Magnet/Ivory
Price: $80.10MSRP: $14043% OFF
Rating: 5Rated 5 stars out of 5(258)

Cole Haan - Grand 4-Eye Loafers. Color Spiced Brown Suede/Silver Birch. On sale for $106.73. MSRP $130.00. 18% off.

Brown Cole Haan Grand 4-Eye Loafers

Brown Cole Haan Grand 4-Eye Loafers

+3

Brand Name: Cole Haan
Product Name: Grand 4-Eye Loafers
Gender: Men's
Color: Spiced Brown Suede/Silver Birch
Price: $106.73MSRP: $13018% OFF
Rating

Cole Haan - Brower Moc Loafers. Color British Tan/Oat Water Resistant. On sale for $134.40. MSRP $168.00. 20% off.

Brown Cole Haan Brower Moc Loafers

Brown Cole Haan Brower Moc Loafers

+2

Brand Name: Cole Haan
Product Name: Brower Moc Loafers
Gender: Men's
Color: British Tan/Oat Water Resistant
Price: $134.40MSRP: $16820% OFF
Rating

Cole Haan - Zerogrand Remastered Waterproof Chelsea Boots. Color Black/Black. Low Stock. $230.00.

Low Stock

Black Cole Haan Zerogrand Remastered Waterproof Chelsea Boots

Black Cole Haan Zerogrand Remastered Waterproof Chelsea Boots

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Waterproof Chelsea Boots
Gender: Men's
Color: Black/Black
Price: $230
Rating

Cole Haan - Original Grand Energy Weave Stitchlite Wing Oxford. Color Stormcloud/Ironstone/Ivory. On sale for $99.00. MSRP $150.00. 34% off. 3.8 out of 5 stars

Gray Cole Haan Original Grand Energy Weave Stitchlite Wing Oxford

Gray Cole Haan Original Grand Energy Weave Stitchlite Wing Oxford

+6

Brand Name: Cole Haan
Product Name: Original Grand Energy Weave Stitchlite Wing Oxford
Gender: Men's
Color: Stormcloud/Ironstone/Ivory
Price: $99MSRP: $15034% OFF
Rating: 4Rated 4 stars out of 5(4)

Cole Haan - Morse Grand Plain Toe Oxfords. Color Morel Nubuck/Silver Birch. Low Stock. On sale for $119.00. MSRP $140.00. 15% off.

Low Stock

Taupe Cole Haan Morse Grand Plain Toe Oxfords

Taupe Cole Haan Morse Grand Plain Toe Oxfords

+3

Brand Name: Cole Haan
Product Name: Morse Grand Plain Toe Oxfords
Gender: Men's
Color: Morel Nubuck/Silver Birch
Price: $119MSRP: $14015% OFF
Rating

Cole Haan - Brower Penny Loafers. Color Black/Black. On sale for $158.12. MSRP $160.00. 1% off.

Black Cole Haan Brower Penny Loafers

Black Cole Haan Brower Penny Loafers

+3

Brand Name: Cole Haan
Product Name: Brower Penny Loafers
Gender: Men's
Color: Black/Black
Price: $158.12MSRP: $1601% OFF
Rating

Cole Haan - Grand Crosscourt Stitchlite Runox Sneakers. Color Titanium/Tornado/Natural Tan/Ivory. On sale for $71.50. MSRP $110.00. 35% off. 2.7 out of 5 stars

Gray Cole Haan Grand Crosscourt Stitchlite Runox Sneakers

Gray Cole Haan Grand Crosscourt Stitchlite Runox Sneakers

+1

Brand Name: Cole Haan
Product Name: Grand Crosscourt Stitchlite Runox Sneakers
Gender: Men's
Color: Titanium/Tornado/Natural Tan/Ivory
Price: $71.50MSRP: $11035% OFF
Rating: 3Rated 3 stars out of 5(3)

Cole Haan - Grand Shadowlite Wingtip Oxfords. Color British Tan/Java. On sale for $129.99. MSRP $140.00. 7% off.

Beige Cole Haan Grand Shadowlite Wingtip Oxfords

Beige Cole Haan Grand Shadowlite Wingtip Oxfords

+4

Brand Name: Cole Haan
Product Name: Grand Shadowlite Wingtip Oxfords
Gender: Men's
Color: British Tan/Java
Price: $129.99MSRP: $1407% OFF
Rating

Cole Haan - Originalgrand Shortwing Oxford. Color Woodbury Leather/Java. On sale for $145.00. MSRP $160.00. 9% off. 4.5 out of 5 stars

Brown Cole Haan Originalgrand Shortwing Oxford

Brown Cole Haan Originalgrand Shortwing Oxford

+3

Brand Name: Cole Haan
Product Name: Originalgrand Shortwing Oxford
Gender: Men's
Color: Woodbury Leather/Java
Price: $145MSRP: $1609% OFF
Rating: 4Rated 4 stars out of 5(1192)

Cole Haan - American Classics Chelsea Boots. Color Morel Nubuck Waterproof/Black. On sale for $176.20. MSRP $200.00. 12% off.

Taupe Cole Haan American Classics Chelsea Boots

Taupe Cole Haan American Classics Chelsea Boots

+2

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Morel Nubuck Waterproof/Black
Price: $176.20MSRP: $20012% OFF
Rating

Cole Haan - Harmon Grand Bit Loafers. Color British Tan/Dark Brown Waterproof. $179.19.

Burgundy Cole Haan Harmon Grand Bit Loafers

Burgundy Cole Haan Harmon Grand Bit Loafers

+2

Brand Name: Cole Haan
Product Name: Harmon Grand Bit Loafers
Gender: Men's
Color: British Tan/Dark Brown Waterproof
Price: $179.19
Rating

Cole Haan - Chamberlin Grand Chelsea Boots. Color Black Nubuck/Black Water Resistant. On sale for $149.10. MSRP $150.00. 1% off.

Black Cole Haan Chamberlin Grand Chelsea Boots

Black Cole Haan Chamberlin Grand Chelsea Boots

+3

Brand Name: Cole Haan
Product Name: Chamberlin Grand Chelsea Boots
Gender: Men's
Color: Black Nubuck/Black Water Resistant
Price: $149.10MSRP: $1501% OFF
Rating

Cole Haan - Judson Grand Chelsea Boots. Color Black Waterproof/Black/Black. $259.95.

Black Cole Haan Judson Grand Chelsea Boots

Black Cole Haan Judson Grand Chelsea Boots

+2

Brand Name: Cole Haan
Product Name: Judson Grand Chelsea Boots
Gender: Men's
Color: Black Waterproof/Black/Black
Price: $259.95
Rating

Cole Haan - Grand Crosscourt Runox. Color Black. On sale for $79.90. MSRP $95.00. 16% off.

Black Cole Haan Grand Crosscourt Runox

Black Cole Haan Grand Crosscourt Runox

Brand Name: Cole Haan
Product Name: Grand Crosscourt Runox
Gender: Men's
Color: Black
Price: $79.90MSRP: $9516% OFF
Rating

Cole Haan - Go To Plain. Color Black/Gray Midsole. On sale for $87.69. MSRP $123.50. 29% off. 4.0 out of 5 stars

Black Cole Haan Go To Plain

Black Cole Haan Go To Plain

+2

Brand Name: Cole Haan
Product Name: Go To Plain
Gender: Men's
Color: Black/Gray Midsole
Price: $87.69MSRP: $123.5029% OFF
Rating: 4Rated 4 stars out of 5(2)

Join Our Email List

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

*One code per email address.