Men, Oxfords and dress shoes
Cole Haan Shoes under $150
24 Cole Haan shoes under $150. Most cost $89 to $135, and half cost less than $111.
+Leather upper for a dress oxford
+Closed hole wingtip oxford style
+Medium width in 10.5 US sizing
$120.00-25%List: $159.95
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's Zerogrand Wing OX Leather Oxford, Closed Hole/Black, 10.5 Medium US
$120.00as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Leather upper for a dress oxford
+Closed hole wingtip oxford style
+Medium width in 10.5 US sizing
How pros and cons are picked (About: Disclaimer)Other stores (1)
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About this product
Men, Oxfords and dress shoes
+Wingtip Oxford style for dress occasions
+Wide width available in size 11
+Laser wingtip detailing adds texture
$139.95
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's 2.Zerogrand Laser Wingtip Oxford, British tan/Java, 11 Wide
$139.95as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Wingtip Oxford style for dress occasions
+Wide width available in size 11
+Laser wingtip detailing adds texture
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
$135.63-10%List: $150.00
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's Chamberlin Grand Chukka Boots, Black Nubuck/Black Water Resistant, 8-M US
$135.63as of 11/03/2026 22:25 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 24 shoes on this page+Waterproof: only 2 of 24 here have one
How pros and cons are picked (About: Disclaimer)About this product
Women, Flats
+Made from suede leather in dark chocolate
+Ballet flat style with a low profile
+Slip-on design for quick wear
−Suede needs more care than smooth leather
$78.02
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Women's Yara Soft Ballet Flat, Dark Chocolate Suede, 6-B US
$78.02as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Made from suede leather in dark chocolate
+Ballet flat style with a low profile
+Slip-on design for quick wear
Cons−Suede needs more care than smooth leather
How pros and cons are picked (About: Disclaimer)About this product
Women, Loafers
+Made from leather for a durable upper
+Soft suede upper in black
+Classic loafer style with a bow detail
−Suede needs more care than smooth leather
$110.53
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Women's Stassi Soft Bow Loafer, Black Suede, 9.5-B US
$110.53as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Made from leather for a durable upper
+Soft suede upper in black
+Classic loafer style with a bow detail
+Slip-on loafer design
Cons−Suede needs more care than smooth leather
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
$112.19
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Women's Cherise Waterproof Chelsea Boot, Black Leather Waterproof, 9-B US
$112.19as of 11/03/2026 22:25 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 24 shoes on this page+Waterproof: only 2 of 24 here have one
How pros and cons are picked (About: Disclaimer)About this product
Men
+Men's cut in medium width, size 10.5
+Sneaker-style shoe suits casual everyday wear
$120.00
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's Grand Crosscourt Premier, Black/White, 10.5-M US
$120.00as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Men's cut in medium width, size 10.5
+Sneaker-style shoe suits casual everyday wear
How pros and cons are picked (About: Disclaimer)About this product
Men, Oxfords and dress shoes
+Plain toe oxford dress shoe design
+Men's cut in medium width, size 7.5
+Classic oxford style suits business and formal settings
$100.00-20%List: $125.00
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's Grand Aerion Plain Toe Oxford, Madeira/Pumice Stone, 7.5-M US
$100.00as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Plain toe oxford dress shoe design
+Men's cut in medium width, size 7.5
+Classic oxford style suits business and formal settings
How pros and cons are picked (About: Disclaimer)About this product
Men, Oxfords and dress shoes
+Wingtip oxford style with decorative perforations
+Men's dress shoe in size 8 medium
+Black upper and black sole for formal wear
$80.84-10%Was: $90.00
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's Grand Hurrion Wingtip Oxfords, Black/Black, 8-M US
$80.84as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Wingtip oxford style with decorative perforations
+Men's dress shoe in size 8 medium
+Black upper and black sole for formal 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
+Made with leather upper material
+Men's cut in medium width, size 8.5
$135.00-10%List: $150.00
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's Grand Aerion Chukka Boot, Irish Coffee/Pumice Stone Nubuck, 8.5-M US
$135.00as of 11/03/2026 22:25 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, Oxfords and dress shoes
+Cap oxford dress shoe design
+Men's cut in medium width, size 10
+Classic oxford style suits business and formal settings
$109.97-8%List: $119.99
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's Lenox Hill Cap Oxford,British Tan,10 M US, C11632
$109.97as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Cap oxford dress shoe design
+Men's cut in medium width, size 10
+Classic oxford style suits business and formal settings
How pros and cons are picked (About: Disclaimer)About this product
Men, Oxfords and dress shoes
+Full grain leather upper
+Shortwing Oxford style suits formal dress codes
+Men's cut in a 10.5-M US size
$104.09-8%Was: $113.38
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Mens OriginalGrand Energy Meridian Shortwing Oxford, British Tan Full Grain, 10.5-M US
$104.09as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Full grain leather upper
+Shortwing Oxford style suits formal dress codes
+Men's cut in a 10.5-M US size
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 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's Grand+ Ultra Chukka Boot, British Tan/Ivory, 12-M US
$102.00as of 11/03/2026 22:25 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
Men, Oxfords and dress shoes
+Oxford dress shoe design
+Men's cut, size 9.5
+Classic oxford style suits business and formal settings
$104.98
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan mens 2.zerogrand Stitchlite Oxford, Marine Blue/Vapor Grey, 9.5 US
$104.98as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Oxford dress shoe design
+Men's cut, size 9.5
+Classic oxford style suits business and formal settings
How pros and cons are picked (About: Disclaimer)About this product
Men, Oxfords and dress shoes
+Plain toe oxford dress shoe design
+Men's cut in medium width, size 8
+Classic oxford style suits business and formal settings
$90.27
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's Go-to Plain Toe Oxford, Dark Coffee, 8 Medium
$90.27as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Plain toe oxford dress shoe design
+Men's cut in medium width, size 8
+Classic oxford style suits business and formal settings
How pros and cons are picked (About: Disclaimer)About this product
Women, Flats
+Mary Jane ballet flat style with a strap closure
+Leather upper for a structured, polished look
+Women's cut for everyday wear
$105.35
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Women's Raquelle Mary Jane Ballet Flat, Hickory Suede, 7.5-B US
$105.35as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Mary Jane ballet flat style with a strap closure
+Leather upper for a structured, polished look
+Women's cut for everyday 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 13
+Boot style suits everyday casual wear
$133.79
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's 2.ZEROGRAND Chukka Boot, British Tan/Java, 13-W US
$133.79as of 11/03/2026 22:25 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
$132.76
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's 2.ZEROGRAND Chukka Boot, British Tan/Java, 10.5-W US
$132.76as of 11/03/2026 22:25 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 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's 2.ZEROGRAND Chukka Boot, British Tan/Java, 11-W US
$133.57as of 11/03/2026 22:25 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
Women, Loafers
+Horsebit driving style loafer for women
+Leather upper for a durable, structured build
+Faux shearling suede lining for added warmth
$92.91
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Women's Emeryn Horsebit Driving Style Loafer, Dark Chocolate/Dark Brown Faux Shearling Suede, 8-B US
$92.91as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Horsebit driving style loafer for women
+Leather upper for a durable, structured build
+Faux shearling suede lining for added warmth
How pros and cons are picked (About: Disclaimer)About this product
Women, Loafers
+Penny loafer style for easy slip-on wear
+Women's cut for everyday wear
$88.80
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Women's Stassi Penny Loafer, Light Sesame Suede, 10-B US
$88.80as of 11/03/2026 22:25 PST - Details
View on AmazonPros
+Penny loafer style for easy slip-on wear
+Women's cut for everyday 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 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's 2.ZEROGRAND Chukka Boot, Black, 11 Medium
$119.90as of 11/03/2026 22:25 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
$128.96
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's 2.ZEROGRAND Chukka Boot, British Tan/Java, 10-W US
$128.96as of 11/03/2026 22:25 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
$131.53
as of 11/03/2026 22:25 PST - DetailsProduct details
Cole Haan Men's 2.ZEROGRAND Chukka Boot, British Tan/Java, 9.5-W US
$131.53as of 11/03/2026 22:25 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
Compare specs
| pair of shoes | Gender | Type | Spec score | Price |
|---|---|---|---|---|
| Men | Oxfords and dress shoes | n/a | $120.00 as of 11/03/2026 22:25 PST - Details | |
| Men | Oxfords and dress shoes | n/a | $139.95 as of 11/03/2026 22:25 PST - Details | |
| Men | Boots | n/a | $135.63 as of 11/03/2026 22:25 PST - Details | |
| Women | Flats | n/a | $78.02 as of 11/03/2026 22:25 PST - Details | |
| Women | Loafers | n/a | $110.53 as of 11/03/2026 22:25 PST - Details | |
| Women | Boots | n/a | $112.19 as of 11/03/2026 22:25 PST - Details | |
| Men | n/a | $120.00 as of 11/03/2026 22:25 PST - Details | ||
| Men | Oxfords and dress shoes | n/a | $100.00 as of 11/03/2026 22:25 PST - Details | |
| Men | Oxfords and dress shoes | n/a | $80.84 as of 11/03/2026 22:25 PST - Details | |
| Men | Boots | n/a | $135.00 as of 11/03/2026 22:25 PST - Details |



















