Men, Boots, Ankle or chukka
Cole Haan Shoes
13 Cole Haan shoes. Most cost $112 to $165, and half cost less than $134.
+Waterproof construction for wet weather
+Chukka ankle boot style
+Men's boot in size 10 medium
$220.00
as of 11/04/2026 22:20 PST - DetailsProduct details
Cole Haan Men's OriginalGrand Remastered Waterproof Chukka Boot, Irish Coffee/Chestnut/Pumice Stone Waterproof, 10-M US
$220.00as of 11/04/2026 22:20 PST - Details
View on AmazonPros
+Waterproof construction for wet weather
+Chukka ankle boot style
+Men's boot in size 10 medium
Compared with the 13 shoes on this page+Waterproof: only 4 of 34 here have one
How pros and cons are picked (About: Disclaimer)Other stores (1)
Cole HaanVisit store
About this product
Men, Boots, Ankle or chukka
+Waterproof construction for wet weather
+Chukka ankle boot style
+Flexcraft design for added flexibility
$154.15-14%List: $180.00
as of 11/04/2026 22:20 PST - DetailsProduct details
Cole Haan Men's Newmark Grand Flexcraft Waterproof Chukka Boot, Black/Black Waterproof, 10.5-M US
$154.15as of 11/04/2026 22:20 PST - Details
View on AmazonPros
+Waterproof construction for wet weather
+Chukka ankle boot style
+Flexcraft design for added flexibility
+Men's boot in size 10.5 medium
Compared with the 13 shoes on this page+Waterproof: only 4 of 34 here have one
How pros and cons are picked (About: Disclaimer)About this product
Women, Boots, Ankle or chukka
+Waterproof leather boot for wet weather
+Full leather upper
+Chelsea style ankle boot is easy to pull on
$112.43
as of 11/04/2026 22:20 PST - DetailsProduct details
Cole Haan Women's Cherise Waterproof Chelsea Boot, Black Leather Waterproof, 9-B US
$112.43as of 11/04/2026 22:20 PST - Details
View on AmazonPros
+Waterproof leather boot for wet weather
+Full leather upper
+Chelsea style ankle boot is easy to pull on
Compared with the 13 shoes on this page+Waterproof: only 4 of 34 here have one
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Ankle or chukka
+Water resistant construction for wet conditions
+Leather upper for a durable build
+Chukka boot style suits casual outfits
$135.42-10%List: $150.00
as of 11/04/2026 22:20 PST - DetailsProduct details
Cole Haan Men's Chamberlin Grand Chukka Boots, Black Nubuck/Black Water Resistant, 8-M US
$135.42as of 11/04/2026 22:20 PST - Details
View on AmazonPros
+Water resistant construction for wet conditions
+Leather upper for a durable build
+Chukka boot style suits casual outfits
Compared with the 13 shoes on this page+Waterproof: only 4 of 34 here have one
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Ankle or chukka
+Chukka boot style with an ankle-height cut
+Made with leather upper material
+Men's cut in medium width, size 8.5
$135.00-10%List: $150.00
as of 11/04/2026 22:20 PST - DetailsProduct details
Cole Haan Men's Grand Aerion Chukka Boot, Irish Coffee/Pumice Stone Nubuck, 8.5-M US
$135.00as of 11/04/2026 22:20 PST - Details
View on AmazonPros
+Chukka boot style with an ankle-height cut
+Made with leather upper material
+Men's cut in medium width, size 8.5
+Boot style suits everyday casual wear
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Ankle or chukka
+Chukka boot style with ankle-height coverage
+Men's boot in size 12 W US width
$102.00-6%Was: $108.00
as of 11/04/2026 22:20 PST - DetailsProduct details
Cole Haan Men's Grand+ Ultra Chukka Boot, British Tan/Ivory, 12-M US
$102.00as of 11/04/2026 22:20 PST - Details
View on AmazonPros
+Chukka boot style with ankle-height coverage
+Men's boot in size 12 W US width
How pros and cons are picked (About: Disclaimer)About this product
Women, Boots, Ankle or chukka
+Chelsea boot with elastic side panels for easy pull-on wear
+Ankle or chukka height for everyday styling
+Leather suede upper for a soft texture
$165.00
as of 11/04/2026 22:20 PST - DetailsProduct details
Cole Haan Women's Grand CityMotion Chelsea Boot, Fondue Fudge Suede, 7-B US
$165.00as of 11/04/2026 22:20 PST - Details
View on AmazonPros
+Chelsea boot with elastic side panels for easy pull-on wear
+Ankle or chukka height for everyday styling
+Leather suede upper for a soft texture
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Ankle or chukka
+Chukka boot style with an ankle-height cut
+Men's cut in wide width, size 13
+Boot style suits everyday casual wear
$132.65
as of 11/04/2026 22:20 PST - DetailsProduct details
Cole Haan Men's 2.ZEROGRAND Chukka Boot, British Tan/Java, 13-W US
$132.65as of 11/04/2026 22:20 PST - Details
View on AmazonPros
+Chukka boot style with an ankle-height cut
+Men's cut in wide width, size 13
+Boot style suits everyday casual wear
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Ankle or chukka
+Chukka boot style with an ankle-height cut
+Men's cut in wide width, size 10.5
+Boot style suits everyday casual wear
$132.75
as of 11/04/2026 22:20 PST - DetailsProduct details
Cole Haan Men's 2.ZEROGRAND Chukka Boot, British Tan/Java, 10.5-W US
$132.75as of 11/04/2026 22:20 PST - Details
View on AmazonPros
+Chukka boot style with an ankle-height cut
+Men's cut in wide width, size 10.5
+Boot style suits everyday casual wear
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Ankle or chukka
+Chukka boot style with an ankle-height cut
+Men's cut in wide width, size 11
+Boot style suits everyday casual wear
$133.57
as of 11/04/2026 22:20 PST - DetailsProduct details
Cole Haan Men's 2.ZEROGRAND Chukka Boot, British Tan/Java, 11-W US
$133.57as of 11/04/2026 22:20 PST - Details
View on AmazonPros
+Chukka boot style with an ankle-height cut
+Men's cut in wide width, size 11
+Boot style suits everyday casual wear
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Ankle or chukka
+Chukka boot style with ankle-height coverage
+Men's boot in size 11 medium width
$119.90
as of 11/04/2026 22:20 PST - DetailsProduct details
Cole Haan Men's 2.ZEROGRAND Chukka Boot, Black, 11 Medium
$119.90as of 11/04/2026 22:20 PST - Details
View on AmazonPros
+Chukka boot style with ankle-height coverage
+Men's boot in size 11 medium width
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Ankle or chukka
+Chukka boot style with ankle-height coverage
+Men's boot in size 10 W US width
$131.02
as of 11/04/2026 22:20 PST - DetailsProduct details
Cole Haan Men's 2.ZEROGRAND Chukka Boot, British Tan/Java, 10-W US
$131.02as of 11/04/2026 22:20 PST - Details
View on AmazonPros
+Chukka boot style with ankle-height coverage
+Men's boot in size 10 W US width
How pros and cons are picked (About: Disclaimer)About this product
Men, Boots, Ankle or chukka
+Chukka boot style with ankle-height coverage
+Men's boot in size 9.5 W US width
$134.30
as of 11/04/2026 22:20 PST - DetailsProduct details
Cole Haan Men's 2.ZEROGRAND Chukka Boot, British Tan/Java, 9.5-W US
$134.30as of 11/04/2026 22:20 PST - Details
View on AmazonPros
+Chukka boot style with ankle-height coverage
+Men's boot in size 9.5 W US width
How pros and cons are picked (About: Disclaimer)About this product
Cole Haan shoes at a glance
13 of the 2,975 shoes we list are Cole Haan (0%). Half of them cost less than $134; across all shoes, half cost less than $78.
Most listed here: Men gender (11), Boots type (13), Ankle or chukka boot style (13).
| Brand | Shoes | Half cost less than |
|---|---|---|
| Birkenstock | 227 | $155 |
| Skechers | 144 | $60 |
| HEYDUDE | 131 | $65 |
| Clarks | 119 | $87 |
| Cole Haan | 13 | $134 |
Compare specs
| pair of shoes | Gender | Type | Spec score | Price |
|---|---|---|---|---|
| Men | Boots | n/a | $220.00 as of 11/04/2026 22:20 PST - Details | |
| Men | Boots | n/a | $154.15 as of 11/04/2026 22:20 PST - Details | |
| Women | Boots | n/a | $112.43 as of 11/04/2026 22:20 PST - Details | |
| Men | Boots | n/a | $135.42 as of 11/04/2026 22:20 PST - Details | |
| Men | Boots | n/a | $135.00 as of 11/04/2026 22:20 PST - Details | |
| Men | Boots | n/a | $102.00 as of 11/04/2026 22:20 PST - Details | |
| Women | Boots | n/a | $165.00 as of 11/04/2026 22:20 PST - Details | |
| Men | Boots | n/a | $132.65 as of 11/04/2026 22:20 PST - Details | |
| Men | Boots | n/a | $132.75 as of 11/04/2026 22:20 PST - Details | |
| Men | Boots | n/a | $133.57 as of 11/04/2026 22:20 PST - Details |








