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
Braxton
Brooks Brothers
Brownstone Studio
Brunello Cucinelli
Bruno Marc
Buffalo David Bitton
Bugatchi
Bugatti
Bull Boxer
Bullboxer
Burberry
Call It Spring
Calvin Klein
Camper
Canada West Boots
Canali
Cat & Jack
Caterpillar
Cesare Paciotti
Chaps
Charles Tyrwhitt
Chippewa
Christian Louboutin
Church's
Clae
Clarks
Coach
Cole Haan
Common Projects
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
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
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
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
Urban Outfitters
Vagabond
Valentino
Vans
Vince
Vintage
Vintage Foundry
Vintage Foundry Co
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
Submarine London Italian-Made Suede Chukka Boots
C$72
Size: EU 43
Submarine
hino_aya
5
Dr. Martens Bonny Poly Lace up Chukka Casual Boots | US 11
C$71
C$185
Size: US 10
Dr. Martens
ejike
Florsheim Men’s Navy Suede Boots Eclectic Classy Preppy Casual Lodge Chukka
C$49
C$225
Size: US 10.5
Florsheim
thekatsclawset
4
Orvis Boots Men's 9 M Brown Leather Ankle Chukka Lace Up Hiking Sauvage 81204
C$49
Size: US 9
Orvis
billybee999
4
NWT Dunham By New Balance Mens Jonhson Black Boots size 14 4E
NWT
C$80
Size: US 14
New Balance
svetarudenko
2
Timberland Men's Davis Square Chukka Sneaker Boot Grey A1SES Size 12 US
C$45
Size: US 12
Timberland
654thestore
Men's ASOS Shoes. Size 9
C$45
Size: US 9
ASOS
ellav334
Vintage Red Wing Postman Chukka Boots
C$145
C$350
Size: 8½ D
Red Wing Shoes
ludgero2000
10
Men's Black Leather Chukka Boots
C$79
C$499
Size: US 12.5
Aldo Brue
maison_dhomme
Prada Men's Black Suede Shoes. Size 5
C$225
C$1,234
Size: US 5
Prada
kprussky
1
UGG Men's Gray Chukka Boots
C$33
C$200
Size: US 10
UGG
isaacw633
2
Timberland Men's Davis Square Chukka Sneaker
C$80
C$115
Size: US 12
Timberland
rainbowroom0221
1
Size 7.5 Banana Republic Men’s Brown Suede Buckle Lace Up Boots
C$40
C$99
Size: US 7.5
Banana Republic
plaidcanadian
Timberland Men's Tan Chukka Boots
C$28
Size: US 7.5
Timberland
donmar1538
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
Timberland Earthkeepers City Lite Leather Chukka Boot
C$89
C$198
Size: US 11
Timberland
flutter_finds
Red Wing Black Chukka Boots with Timeless Design
C$154
C$450
Size: 12D
Red Wing Shoes
isaacw633
2
ECCO Gore-Tex Turn Chukka Boots GTX Mens EU 45 US 11 - 11.5 Lace Up Ankle Black
C$49
Size: US 11
Ecco
centrecoastcan
1
Classic Black Leather Chukka Boots
C$20
Size: US 7.5
Arider
donmar1538
Clark’s Men's Suede Desert Chukka Boots
C$59
Size: US 8
Clarks
selectedthreads
DIDOPERY Brownish/Green Handmade Ankle Boot - 43/10
C$15
C$65
Size: US 10
Didopery
akt_thrifty
6
HOST PICK🥳 Timberland Men's Suede Lace-Up Boots
NWT
C$150
C$190
Size: US 8
Timberland
saadia1234
CALVIN KLEIN CK Vernon Gray Dessert Boots Casual Mens Shoes Size 10
C$19
C$166
Size: US 10
Calvin Klein
zanascorner
6
Clarks Original Chukka Desert Boots Men's US 10 Beeswax Leather Crepe Sole 13292
C$49
Size: US 10
Clarks
centrecoastcan
Poppy Barley Chukka Navy The Vancouver Calf Leather W8 M6.5
C$145
Size: US 6.5
Poppy Barley
cacheandprizesp
2
Roots Windsor Leather Moc Toe Lace-up Chukka Men's Ankle Boot Size 9
C$35
C$70
Size: US 9
Roots
jjbb2011
Clarks Dark Brown Bushacre 2 Chukka Boots
C$50
C$220
Size: US 7.5
Clarks
ludgero2000
3
BLASS Mens Genuine Suede Chukka Boots Dark Blue Lace Up Rubber Soles Size 9.5
C$36
Size: US 9.5
Blass
onthethriftside
Chippewa Aldrich Cordovan 6" Service Boots Mens Size 6 D Brown Leather Utility
C$87
Size: US 6
Chippewa
seldonstar
1
Sorel Men's Brown Leather Chukka Boots
C$59
Size: US 10
Sorel
bryarlane
6
Timberland Earthkeepers 5949R Front Travel Brown Leather Chukka Mens Boots.Sz 11
C$31
Size: US 11
Timberland
thayne14
John Varvatos USA Varick Chukka Boots Size 10.5M
C$100
Size: US 10.5
John Varvatos
mikesculfor
1
Men’s Red Wing Weekender Chelsea Boot Slip On Copper Rough & Tough Leather 8.5
C$125
Size: US 8.5
Red Wing
jlb905
2
Men's Blue Suede Shoes with Brown Laces
C$75
C$200
Size: EU 44
tsid22
1
Timberland Tan Lace Up Davis Square Shoes 9.5
C$39
Size: US 9.5
Timberland
charlottebeare
Vintage 1980s-1990s Ice Hockey Skates Made in Canada Leather Decoration Cottage
C$40
Size: US 10
The Unbranded Brand
recyclewarrior
2
Mens size 11 - Lacoste Sevrin shoes Mid 732CAM0087024 Black
C$27
Size: US 11
Lacoste
thayne14
2
Roots Tribe Leather Chukka Boots
C$165
Size: US 10
Roots
esijules
3
John Varvatos Star U.S.A. Sid Casual Leather Chukka Boots
C$250
C$400
Size: US 10
John Varvatos
esijules
4
Lowa Brown Leather Hiking Boots with Red Laces
C$40
Size: US 10
Lowa
sandratanner103
Roots tan Suede Lace-Up Desert / chukka Boots size 10.5
C$76
C$195
Size: US 10.5
Roots
2ndwaveapparel
4
Timberland Men's Navy Blue Suede Earthkeepers Revenia Chukka Boots Size 9
C$95
C$175
Size: US 9
Timberland
chiclook4less
Clarks Stratton Limit Brown Leather Lace Up Chukka Boots
C$63
Size: US 8
Clarks
petersrae
Stylish Black and Brown Leather Boots
C$52
C$178
Size: US 10
ferro aldo
jaquillnscloset
1
Clark's Woolrich Desert Chukka Ankle Boots Wool Leather Lace Up
C$50
Size: US 7
Clarks
petersrae
Cole Haan Blue-Gray Suede Chukka, Men's 10.5 M, EUC
C$100
C$300
Size: US 10.5
Cole Haan
tallorderresale
Cole Haan Brown Oiled Leather and Gray Suede Chukka, Men's 10.5 M, EUC
C$100
C$300
Size: US 10.5
Cole Haan
tallorderresale
4
Mark Mcnairy New Amsterdam Pebble Brown Chukka Boots
C$200
C$10,000
Size: US 9.5
Mark McNairy
relovedoriginal
1
Prev
1
2
3
4
5
Next