listings
listings
people
Log in
|
Sign up
POSH MARKETS
All
All
Women
Men
Kids
Home
Electronics
Pets
Luxury
Beauty & Wellness
Plus Size
Women
Men
Kids
Home
Electronics
Pets
Beauty & Wellness
Brands
Parties
Posh Shows
How it works
Sell on Poshmark
Home
Men
Shoes
Chukka Boots
categories
Women
Men
Accessories
Bags
Jackets & Coats
Jeans
Pants
Shirts
Shoes
Athletic Shoes
Boat Shoes
Boots
Chukka Boots
Cowboy & Western Boots
Loafers & Slip-Ons
Oxfords & Derbys
Rain & Snow Boots
Sandals & Flip-Flops
Sneakers
Shorts
Suits & Blazers
Sweaters
Swim
Underwear & Socks
Grooming
Global & Traditional Wear
Kids
Home
Pets
Electronics
brands
All Brands
1901
adidas
Alden
Aldo
Alexander Wang
All Saints
Allen Edmonds
Andrew Marc
Apex
Ariat
Arider
ASOS
Astorflex
Aurelien
B&B Italia
B2
Bacco Bucci
Baldinini
Bally
Banana Republic
Barbour
Base London
Bass
Bata
BearPaw
Bed Stu
Ben Sherman
BGL
Birkenstock
Black Brown 1826
Blackstone
Blondo
Blundstone
Bob Marley
Boemos
Boggi Milano
Born
BOSS ORANGE
Bostonian
Bottega Veneta
bp
Braxton
Brooks Brothers
Brownstone Studio
Brunello Cucinelli
Bruno Marc
Buffalo David Bitton
Bugatchi
Bugatti
Bull Boxer
Burberry
Call It Spring
Calvin Klein
Camper
Canali
Cat & Jack
Caterpillar
Cesare Paciotti
Chaps
Charles Tyrwhitt
Chippewa
Christian Louboutin
Church's
Clae
Clarks
Coach
Cole Haan
Common Projects
Converse
COS
Crevo
CROCS
cushe
Dack'S
DC
Deer Stags
Del Toro
Denver Hayes
Diamond Supply Co.
Diesel
Dolcis
Donald J. Pliner
Dr. Martens
Dr. Scholl's
Dries Van Noten
DSQUARED2
Dune London
Dunham
Ecco
Eddie Bauer
Emporio Armani
Ermenegildo Zegna
Everlane
Fear of God
Ferro Aldo
Filippa K
Finn Comfort
Florsheim
Fly London
Frank & Oak
Fratelli Rossetti
Fred Perry
fresh
Frye
FRYE AND CO.
G.H. Bass & Co.
Gant
GAP
GBX
George
Geox
Gianfranco Ferre
Giorgio Armani
Girotti
Gobi
Good Fellow
Gravitypope
Greatland
Grenson
Gucci
Guess
H&M
Harley-Davidson
Harry Rosen
Havana Joe
Helly Hansen
Helm
Hey Dude
Hudson Jeans
Hugo Boss
Hush Puppies
Igi&Co
Izod
J Brand
J. Crew
John Fluevog
John Lobb
John Varvatos
Johnson And Murphy
Johnston & Murphy
Josef Seibel
Joseph Abboud
Justin Boots
Karl Kani
Karl Lagerfeld
Keds
Kenneth Cole
Kenneth Cole New York
Kenneth Cole Reaction
Khombu
Kickers
L.L. Bean
Lacoste
Lands' End
Lavorazione Artigianale
Levi's
Libertyzeno
Loake
London Fog
Louis Vuitton
Lowa
Lucky Brand
Lugz
M Made In Italy
Madison
Manitobah
Marc Ecko
Marc Fisher
Marc Jacobs
Marc Joseph
Marc O’Polo
Massimo Dutti
Mayoral
McDonald's
Mephisto
Minnetonka
Mix No. 6
Mjus
Naot
Native
Native Shoes
Nautica
New Balance
Next Direct
Nike
Nisolo
Nordstrom
Nordstrom Rack
Nunn Bush
Oliberte
OluKai
Original Penguin
Orvis
Pajar
Paul Smith
Perry Ellis
PIKOLINOS
Polo Ralph Lauren
Poppy Barley
Porsche Design
Prada
Puma
Raf Simons
rag & bone
Ralph Lauren
Ransom
Red Tape
Red Wing Shoes
Reef
Reiss
Rhodes Boots
Rieker
Robert Graham
Rockport
Rocky
Ron White
Roots
RUDSAK
Saint Laurent
Salomon
Salvatore Ferragamo
Santoni
Scotch & Soda
Selected Homme
Shoe The Bear
Shoes For Crews
Skechers
Softmoc
Sonoma
Sorel
Sperry
Stacy Adams
Steve Madden
Stuart Weitzman
Submarine
Suitsupply
Superdry
Taft
Taylor Stitch
Ted Baker
Ted Baker London
Terranova
Teva
The North Face
The Unbranded Brand
Thursday Boot Company
Timberland
To Boot
Tod's
Tom Ford
Tommy Bahama
Tommy Hilfiger
Toms
Topman
Tretorn
UGG
Unlisted by Kenneth Cole
Urban Outfitters
Vagabond
Valentino
Vans
Vince
Vintage
Vintage Foundry
Vintage Foundry Co
Vionic
Vivo barefoot
Wallin & Bros.
Wolky
Wolverine
Xero Shoes
Yves Saint Laurent
Zanzara
Zara
size
Standard
US 5
US 5.5
US 6
US 6.5
US 7
US 7.5
US 8
US 8.5
US 9
US 9.5
US 10
US 10.5
US 11
US 11.5
US 12
US 12.5
US 13
US 13.5
US 14
US 15
US 16
color
All Colors
price
All Prices
Under C$25
C$25 - C$50
C$50 - C$100
C$100 - C$250
C$250 - C$500
Over C$500
Custom
To
Apply
shipping
All Items
Free
Discounted + Free
condition
All Conditions
New With Tags
availability
All Items
Available Items
Available + Dropping Soon Items
Dropping Soon Items
Sold Items
More Ways To Shop
Shop all Brands »
Today's trends »
Men's Chukka Boots
Sort By:
Relevance
Just Shared
Just In
Price High to Low
Price Low to High
Recently Price Dropped
Likes
Relevance
Size 7.5 Banana Republic Men’s Brown Suede Buckle Lace Up Boots
C$40
C$99
Size: US 7.5
Banana Republic
plaidcanadian
Size 6 Men’s Thursday Boot Co Diplomat Moc Toe Boots Black Leather Wedge Sole
C$125
C$195
Size: US 6
Thursday Boot Company
plaidcanadian
1
Blondo Waterproof Men's Navy Suede Lace-Up Shoes
C$50
C$190
Size: US 8
Blondo
bross_1234
Rockport Men's Leather Chukka Boots Brown Sz 12W A13715 Storm Surge Waterproof
C$68
C$170
Size: 12W
Rockport
luv2shop102
Men's Suede Chelsea Boots - Gray. Size 13
C$85
Size: US 13
imagesbyarowna
1
Prada Unisex Black Lace Up Boots Size 10 US
C$380
C$850
Size: US 10
Prada
treasurercloset
Red Wing Black Chukka Boots with Timeless Design
C$154
C$450
Size: 12D
Red Wing Shoes
isaacw633
2
Tod's | men’s suede desert chukka boots navy blue lace up sz 10
C$225
Size: US 10
Tod's
lisaakh
1
Guess Men's Tan Chukka Boots with Zipper Excellent Condition
C$89
C$9,999
Size: US 8
Guess
lovesave88
2
Classic Black Leather Chukka Boots
C$20
Size: US 7.5
Arider
donmar1538
Clarks Wallabees White Leather High Top
C$37
C$200
Size: US 9
Clarks
isaacw633
2
Dr. Martens Bonny Poly Lace up Chukka Casual Boots | US 11
C$71
C$185
Size: US 10
Dr. Martens
ejike
1
Steve Madden Brown Dress Shoes
C$28
C$120
Size: US 9.5
Steve Madden
isaacw633
DIDOPERY Brownish/Green Handmade Ankle Boot - 43/10
C$15
C$65
Size: US 10
Didopery
akt_thrifty
6
Tod's Men's Dark Brown Chukka Boots
C$49
C$850
Size: US 8
Tod's
isaacw633
Hugo Boss Leather Men's Shoes
C$75
Size: US 9.5
Hugo Boss
danieladaley
1
Men's Black Leather Chukka Boots
C$79
C$499
Size: US 12.5
Aldo Brue
maison_dhomme
1
Dries van Noten desert chukka boots brown suede
C$90
Size: US 9
Dries Van Noten
pageclothing
2
Rockport Brown Chukka Boots
C$18
Size: US 7
Rockport
littlelilysgem
2
Mark Mcnairy New Amsterdam Pebble Brown Chukka Boots
C$200
C$10,000
Size: US 9.5
Mark McNairy
relovedoriginal
1
Naot Men Ombre Leather Ankle Boots EU 42 US 9 Slip Resistant Israel Fall Winter
C$80
Size: US 9
Naot
smorodin_na
UGG Men's Gray Chukka Boots
C$33
C$200
Size: US 10
UGG
isaacw633
2
✨Host pick✨GUESS Men's Black Suede Boots 8
NWT
C$149
C$159
Size: US 8
Guess
lovesave88
2
Fausto Santini Grey Leather Chukka Boots Men Size 45
C$65
Size: EU 45
curiousrevival
1
Men Johnston & Murphy Copeland Chukka Boots Red Brown Oiled Water Resistant 11.5
C$51
Size: US 11.5
Johnston and Murphy
chw_thrifts
blundstones Men's Brown Chelsea Boots - Classic Pull-On Style 10 us
C$40
Size: US 10
Blundstone
lorelcollection
1
Chippewa Aldrich Cordovan 6" Service Boots Mens Size 6 D Brown Leather Utility
C$87
Size: US 6
Chippewa
seldonstar
1
Vintage 1980s-1990s Ice Hockey Skates Made in Canada Leather Decoration Cottage
C$40
Size: US 10
The Unbranded Brand
recyclewarrior
2
NWOT Cole Haan Original Grand Chukka Leather Boot British Tan Size 9.
C$120
C$280
Size: US 9
Cole Haan
lex_huntley
❤️ Josef Seibel Brown Leather Chukka Boots 41
C$54
Size: 41
Josef Seibel
funkess
Rhodes Footwear Roper Boot
C$129
C$348
Size: US 8.5
Rhodes Boots
closetonpiper
5
Kenneth Cole REACTION Men's Desert Sun Chukka Boot 9.5
C$114
C$235
Size: US 9
kenneth cole
mamalucielu99
John Varvatos Star USA Hipster Chukka boots in dark brown leather Size 10
C$65
Size: US 10
John Varvatos
elgasbazaar
Blundstone Black Leather Chelsea Chukka Boots with Blue Pull Tabs
C$60
C$289
Size: US 8.5
Blundstone
hopeobrien22
Men's Blue Suede Shoes with Brown Laces
C$75
C$200
Size: EU 44
tsid22
1
Timberland Men's Tan Chukka Boots
C$28
Size: US 7.5
Timberland
donmar1538
EMANUELA Linea Comfort Black with Distressed Denim Chukka Boots for Men
C$125
Size: EU 42
EMANUELA
2ndfindshop
Clarks Dark Brown Bushacre 2 Chukka Boots
C$50
C$220
Size: US 7.5
Clarks
ludgero2000
3
Prada Men's Black Suede Shoes. Size 5
C$225
C$1,234
Size: US 5
Prada
kprussky
1
Louis Vuitton Damier High Top Ankle Boot 6.5(7US)
C$845
Size: US 7.5
Louis Vuitton
evavuong0
1
Sorel Men's Brown Leather Chukka Boots
C$59
Size: US 10
Sorel
bryarlane
6
NWT Dunham By New Balance Mens Jonhson Black Boots size 14 4E
NWT
C$100
Size: US 14
New Balance
svetarudenko
1
NWB Timberland BLK Chukkas, 7M/9W Winter Sale
NWT
C$68
Size: US 7
Timberland
puffy_shirt_co
2
Frye Dakota Crepe Chukka Suede Tan Boots
C$175
C$395
Size: US 12
Frye
lookgradenthis
1
Roots Men's Brown Leather Ankle Boots
C$79
C$289
Size: US 9
Roots
iva_vm
Aston Grey Collection Helani Chelsea Boots Side Zipper Brown Men's US 12
C$104
Size: US 12
chw_thrifts
2
NWT Dunham By New Balance Mens Jonhson Black Boots size 14 4E
NWT
C$80
Size: US 14
New Balance
svetarudenko
2
Anatomic Gel Black Leather Chukka Boots Men's Size 39
C$56
Size: EU 39
Anatomic Gel
intheloopstudio
1
Prev
1
2
3
4
5
Next