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NEW JOHNNIE-O $198 MEN'S MALIBU CHUKKA ANKLE BOOTS IN TAUPE SZ 9

NEW JOHNNIE-O $198 MEN'S MALIBU CHUKKA ANKLE BOOTS IN TAUPE SZ 9

$64.99$32.49

Men's Chukka Boots Lace Up Desert Ankle Boots Classic Causal Dress Boots Shoes

Men's Chukka Boots Lace Up Desert Ankle Boots Classic Causal Dress Boots Shoes

$42.21$21.11

Men's High Top Shiny Leather Ankle Boots Dress Formal Chelsea Chukka Cocktail SZ

Men's High Top Shiny Leather Ankle Boots Dress Formal Chelsea Chukka Cocktail SZ

$143.99$72.00

Johnnie-O Chukka Casual Ankle Boots Mens Size 13M Brown Suede EUC

Johnnie-O Chukka Casual Ankle Boots Mens Size 13M Brown Suede EUC

$31.99$15.99

NEW STEVE MADDEN DERON CHUKKA ANKLE BOOTS MENS 9 BROWN LEATHER LACE UP

NEW STEVE MADDEN DERON CHUKKA ANKLE BOOTS MENS 9 BROWN LEATHER LACE UP

$41.00$20.50

Clarks Bushacre 2 Steel blue suede chukka 7 M / 39 1/2

Clarks Bushacre 2 Steel blue suede chukka 7 M / 39 1/2

$45.00$22.50

West coast boots men 10 new

West coast boots men 10 new

$45.00$22.50

Coronado Mens Comm-2 Fleece Lined Oxford Chukka Ankle Boot Shoe Camel Size 8.5

Coronado Mens Comm-2 Fleece Lined Oxford Chukka Ankle Boot Shoe Camel Size 8.5

$29.99$14.99

NEW IN BOX! MENS SOREL MADSON II CHUKKA BOOTS WP ELK US 10, 10.5, 11, 11.5

NEW IN BOX! MENS SOREL MADSON II CHUKKA BOOTS WP ELK US 10, 10.5, 11, 11.5

$129.99$65.00

Freeman 1921 Brent Chukka Brown Mens Boots Size 10 M

Freeman 1921 Brent Chukka Brown Mens Boots Size 10 M

$34.99$17.50

Thomas &Vine Boots Theo Chukka Boot size 13

Thomas &Vine Boots Theo Chukka Boot size 13

$55.00$27.50

STACY ADAMS Kyron Round Toe Block Heel BROWN Leather Chukka Boots SZ 8M NIB

STACY ADAMS Kyron Round Toe Block Heel BROWN Leather Chukka Boots SZ 8M NIB

$58.00$29.00

ALDO Chukka Ankle Boots Black Leather Round Toe Lace Up Shoes Size 11

ALDO Chukka Ankle Boots Black Leather Round Toe Lace Up Shoes Size 11

$29.95$14.97

Mens Faux Suede Chelsea Chukka Dress Ankle Boots Casual Slip On Shoes Size

Mens Faux Suede Chelsea Chukka Dress Ankle Boots Casual Slip On Shoes Size

$40.41$20.20

Men's Chukka Ankle Boots Casual Business Work Shoes for Men

Men's Chukka Ankle Boots Casual Business Work Shoes for Men

$66.50$33.25

Clarks BUSHACRE RAND CHUKKA TAUPE SUEDE- Men's

Clarks BUSHACRE RAND CHUKKA TAUPE SUEDE- Men's

$33.70$16.85

Men's Chukka Ankle Boots Casual Business Work Shoes for Men

Men's Chukka Ankle Boots Casual Business Work Shoes for Men

$78.00$39.00

Steve Madden P-Ivon Wood 982 Brown Leather Lace Up Chukka Boots Men's sz 9.5

Steve Madden P-Ivon Wood 982 Brown Leather Lace Up Chukka Boots Men's sz 9.5

$40.00$20.00

Trotter & Deane Mens Chukka Boots Brown Suede Dainite Soles Round Toe 12

Trotter & Deane Mens Chukka Boots Brown Suede Dainite Soles Round Toe 12

$149.99$75.00

DEER STAGS Brown Bangor Dress Casual Comfort Chukka Boots SZ 9

DEER STAGS Brown Bangor Dress Casual Comfort Chukka Boots SZ 9

$40.00$20.00

St. John's Bay ~ Brown Full Grain Leather Chukka Ankle Boots Men's Size: 13M

St. John's Bay ~ Brown Full Grain Leather Chukka Ankle Boots Men's Size: 13M

$29.99$14.99

F Troupe Suede Desert Shoes Men Sz 44 Gray Blue Gum Soles Lace up Chukka

F Troupe Suede Desert Shoes Men Sz 44 Gray Blue Gum Soles Lace up Chukka

$25.23$12.62

Unlisted by Kenneth Cole Men's Black Leather Peyton Chukka Boot Size 11.5M NIB

Unlisted by Kenneth Cole Men's Black Leather Peyton Chukka Boot Size 11.5M NIB

$44.20$22.10

Nunn Bush Hartley Brown Leather Side Gore Slip On Boot Chukka Mens Sz 12 Worn 1X

Nunn Bush Hartley Brown Leather Side Gore Slip On Boot Chukka Mens Sz 12 Worn 1X

$39.99$20.00

Cole Haan Men's Colton Winter Chukka Boot Sz 1M Black/Black Gra C11766 $228

Cole Haan Men's Colton Winter Chukka Boot Sz 1M Black/Black Gra C11766 $228

$89.99$44.99

NEW! Men's Chaps Chukka Ankle Boots Lug Sole Brown Memory Foam US Size 10

NEW! Men's Chaps Chukka Ankle Boots Lug Sole Brown Memory Foam US Size 10

$39.50$19.75

204562 MSBT50 RALEIGH MENS SHOE 9.5 M TAN LEATHER CHUKKA BOOT JOHNSTON&MURPHY

204562 MSBT50 RALEIGH MENS SHOE 9.5 M TAN LEATHER CHUKKA BOOT JOHNSTON&MURPHY

$55.97$27.98

5912360X PFBT50 SAUNDERS MEN'S SHOES 8 M BROWN LEATHER BOOTS JOHNSTON & MURPHY

5912360X PFBT50 SAUNDERS MEN'S SHOES 8 M BROWN LEATHER BOOTS JOHNSTON & MURPHY

$54.95$27.48

Men's Chukka Ankle Boots Casual Business Work Shoes for Men

Men's Chukka Ankle Boots Casual Business Work Shoes for Men

$81.00$40.50

US Men's Leather Chukka Boots Casual Boots Stylish Business Dress Boots

US Men's Leather Chukka Boots Casual Boots Stylish Business Dress Boots

$33.89$16.95

Bruno Marc Chukka Boots Fur Lined Size 11 Black

Bruno Marc Chukka Boots Fur Lined Size 11 Black

$55.00$27.50

Cometa Sapateria Oil Tanned Leather Chukka Boots Zapatos Kutsu sz 39 8

Cometa Sapateria Oil Tanned Leather Chukka Boots Zapatos Kutsu sz 39 8

$29.95$14.97

NEW Phat Classic Chukka Shoes Brown Vegan Leather Lace Up Ankle Boots Shoes Sz 9

NEW Phat Classic Chukka Shoes Brown Vegan Leather Lace Up Ankle Boots Shoes Sz 9

$23.38$11.69

Clarks Bushacre 2 Chukka Desert Boots Brown Leather Men’s Size 10.5 Shoes 15522

Clarks Bushacre 2 Chukka Desert Boots Brown Leather Men’s Size 10.5 Shoes 15522

$37.35$18.68

Calvin Klein Ultan Calf Suede Men's Chukka Boots Army Fatigue Size 7, 10 NEW

Calvin Klein Ultan Calf Suede Men's Chukka Boots Army Fatigue Size 7, 10 NEW

$66.99$33.49

NIB UGG Boots Neumel LTA Peace Camo Chukka Puffer Ankle Boots White Grey M 8 W 9

NIB UGG Boots Neumel LTA Peace Camo Chukka Puffer Ankle Boots White Grey M 8 W 9

$79.00$39.50

Alfani Jason Brown Leather Chukka Boots Sz 10

Alfani Jason Brown Leather Chukka Boots Sz 10

$40.00$20.00

Clarks Men's Bushacre 2 Chukka Boot 12 Beeswax Brown Leather 82286

Clarks Men's Bushacre 2 Chukka Boot 12 Beeswax Brown Leather 82286

$31.49$15.74

johnnie-O Mens Chill Chukka 2.0 Brown Ankle Boots Size 12 (7672177)

johnnie-O Mens Chill Chukka 2.0 Brown Ankle Boots Size 12 (7672177)

$66.99$33.49

Custom Made Men's Sky Blue Suede Single Monk Strap High Ankle Chukka Zipper Boot

Custom Made Men's Sky Blue Suede Single Monk Strap High Ankle Chukka Zipper Boot

$219.99$110.00

Hand Crafted Leather Shoes Mens Chukka Soft Leather Upper & lining Lace Up

Hand Crafted Leather Shoes Mens Chukka Soft Leather Upper & lining Lace Up

$36.00$18.00

Mens Roamers M400 ES Classic Suede Round Toe Dessert Boots Size M 8 US **READ**

Mens Roamers M400 ES Classic Suede Round Toe Dessert Boots Size M 8 US **READ**

$22.36$11.18

Nunn Bush Chukka Boots Tan Suede Boots Men’s Size 12

Nunn Bush Chukka Boots Tan Suede Boots Men’s Size 12

$19.99$9.99

Parc City Boot Royale Navy

Parc City Boot Royale Navy

$44.99$22.50

Philippe Anders Chukka Boot Suede Men US 9 Size EU 42 Lace Up Ankle Hand Made

Philippe Anders Chukka Boot Suede Men US 9 Size EU 42 Lace Up Ankle Hand Made

$69.99$34.99

TOMS Men's Carlo Sneaker - Size 8

TOMS Men's Carlo Sneaker - Size 8

$39.99$20.00

CLARKS COLLECTION Mens Brown Round Toe Lace-Up Leather Chukka Boots 11.5 M

CLARKS COLLECTION Mens Brown Round Toe Lace-Up Leather Chukka Boots 11.5 M

$43.95$21.98

LEVI'S Mens Brown Pull Tab Dean Round Toe Wedge Chukka Boots 7 M

LEVI'S Mens Brown Pull Tab Dean Round Toe Wedge Chukka Boots 7 M

$23.97$11.98

Winthrop Lockwood Wingtip Ankle Boots, Brown Leather, Men's 10 M

Winthrop Lockwood Wingtip Ankle Boots, Brown Leather, Men's 10 M

$80.60$40.30

Columbia Mens Three Passes Chukka Boots Size 13 Brown Leather Lace Up YM5290-059

Columbia Mens Three Passes Chukka Boots Size 13 Brown Leather Lace Up YM5290-059

$38.99$19.50

Worldwide Sportsman Size 8 Blue Water Waterproof Chukka Boots for Men Dark Brown

Worldwide Sportsman Size 8 Blue Water Waterproof Chukka Boots for Men Dark Brown

$45.00$22.50

253498 WTBT50 DONNELSON MEN'S SHOES 9.5 M NAVY BOOTS JOHNSTON MURPHY WALK TEST

253498 WTBT50 DONNELSON MEN'S SHOES 9.5 M NAVY BOOTS JOHNSTON MURPHY WALK TEST

$35.97$17.98

Clarks Men's Boots Leather Size 8.5 M Brown Classics FAST shipping!

Clarks Men's Boots Leather Size 8.5 M Brown Classics FAST shipping!

$22.95$11.47

Novesta Star Chukka Suede Shoe Mono Cinnamon

Novesta Star Chukka Suede Shoe Mono Cinnamon

$78.47$39.23

Arizona Men's Driftwood Chukka Boots Flat Heel Cognac Size 13

Arizona Men's Driftwood Chukka Boots Flat Heel Cognac Size 13

$24.99$12.49

Size 9 - Brown H&M Chukka Boots

Size 9 - Brown H&M Chukka Boots

$70.00$35.00

Vince Men's Wayde Suede Chukka Boot Coastal Navy Blue Size 10.5 $295📦

Vince Men's Wayde Suede Chukka Boot Coastal Navy Blue Size 10.5 $295📦

$100.00$50.00

Toms Mateo Chukka Boots Men's Size 11.5 Charcoal Herringbone Color

Toms Mateo Chukka Boots Men's Size 11.5 Charcoal Herringbone Color

$23.00$11.50

NWT Dr Scholl,s Mens Long Sleeve Shirt’s Scrambler Chukka Brown 12

NWT Dr Scholl,s Mens Long Sleeve Shirt’s Scrambler Chukka Brown 12

$70.00$35.00

Valleverde Black Suede Men 39 Chukka Ankle Boots Personal Comfort Leather Italy

Valleverde Black Suede Men 39 Chukka Ankle Boots Personal Comfort Leather Italy

$89.99$44.99

Rye by Hawker Rye Mens Taupe Chukka Boot Vegan Shoe Size 8 NEW

Rye by Hawker Rye Mens Taupe Chukka Boot Vegan Shoe Size 8 NEW

$42.00$21.00

Bass Mens Size 12 High Top Chukka Boots Sneakers Black Synthetic 713626A481

Bass Mens Size 12 High Top Chukka Boots Sneakers Black Synthetic 713626A481

$27.99$13.99

Nunn Bush Men's Ozark Plain Toe Chukka Boot with Kore Comfort Technology 14 M

Nunn Bush Men's Ozark Plain Toe Chukka Boot with Kore Comfort Technology 14 M

$47.99$24.00

ECCO Men's Brown Leather Lace Up Chukka Boots Shoes Size 6-6.5

ECCO Men's Brown Leather Lace Up Chukka Boots Shoes Size 6-6.5

$41.00$20.50

Keen Men’s 17d,Mid Boots,WP, NOS,Hiker,Soft Toe,NIB,Bungee Cord,Targhee lll,Work

Keen Men’s 17d,Mid Boots,WP, NOS,Hiker,Soft Toe,NIB,Bungee Cord,Targhee lll,Work

$175.00$87.50

Nunn Bush Mens Seude Lace Up Booties Comfort Gel Memory Foam Size 11M Grey

Nunn Bush Mens Seude Lace Up Booties Comfort Gel Memory Foam Size 11M Grey

$48.00$24.00

Vince Crofton Crepe-Sole Chukka Boots Brown Men Size 10M (Used)

Vince Crofton Crepe-Sole Chukka Boots Brown Men Size 10M (Used)

$39.99$20.00

BEN SHERMAN PAYTON DARK GREY CHUKKA BOOT Mens Size 12. NEW WITHOUT BOX

BEN SHERMAN PAYTON DARK GREY CHUKKA BOOT Mens Size 12. NEW WITHOUT BOX

$35.00$17.50

MEN'S ATELIER VOISIN PARIS BLACK LEATHER BOOTS (SIZE 42 US 10)

MEN'S ATELIER VOISIN PARIS BLACK LEATHER BOOTS (SIZE 42 US 10)

$34.95$17.48

STACY ADAMS Chukkas Shoes. Men's Size 9. 100% Real.

STACY ADAMS Chukkas Shoes. Men's Size 9. 100% Real.

$34.95$17.48

Johnston & Murphy Mens 11.5 M Distressed Sheepskin Leather Copeland Chukka Boots

Johnston & Murphy Mens 11.5 M Distressed Sheepskin Leather Copeland Chukka Boots

$42.80$21.40

GLOBALWIN Mens Classic Lace Up Winter Water Resistant Chukka Boots Gray Size 9.5

GLOBALWIN Mens Classic Lace Up Winter Water Resistant Chukka Boots Gray Size 9.5

$33.65$16.82

LEVI'S Mens Brown Pull Tab Dean Round Toe Wedge Leather Chukka Boots 7.5 M

LEVI'S Mens Brown Pull Tab Dean Round Toe Wedge Leather Chukka Boots 7.5 M

$23.98$11.99

G.H. Bass & Co. Men's Brown Atwater Faux Leather Casual Chukka Boots SZ 8.5

G.H. Bass & Co. Men's Brown Atwater Faux Leather Casual Chukka Boots SZ 8.5

$25.00$12.50

ANDREW FEZZA MEN’S CHUKKAS 7.5 BLUE PERFORATED ANKLE SLIP-ON ANKLE BOOT NWT [AC]

ANDREW FEZZA MEN’S CHUKKAS 7.5 BLUE PERFORATED ANKLE SLIP-ON ANKLE BOOT NWT [AC]

$33.95$16.98

Express Suede Beige Chukka Boots Men Size 12

Express Suede Beige Chukka Boots Men Size 12

$30.00$15.00

Nunn Bush Lites Tomahawk Chukka Boots Mens Size 8 M Lace Up 84585 Beige Suede

Nunn Bush Lites Tomahawk Chukka Boots Mens Size 8 M Lace Up 84585 Beige Suede

$29.00$14.50

Steve Madden Mens Durban Navy Blue Suede Chukka Ankle Boots 11 M Lace Up

Steve Madden Mens Durban Navy Blue Suede Chukka Ankle Boots 11 M Lace Up

$34.99$17.50

Marc New York by Andrew Marc Mens Nykanel Lace Up Chukka Boot Black Sz 12

Marc New York by Andrew Marc Mens Nykanel Lace Up Chukka Boot Black Sz 12

$24.49$12.24

LDeck Ankle Boots Size 4.5 US Black Leather Shoes Mens Chukka Slip On 35 EU

LDeck Ankle Boots Size 4.5 US Black Leather Shoes Mens Chukka Slip On 35 EU

$28.99$14.49

Caterpillar Cat Threshold Chukka P725953 Leather Everyday Ankle Shoes Boots Mens

Caterpillar Cat Threshold Chukka P725953 Leather Everyday Ankle Shoes Boots Mens

$117.99$58.99

Penquin Munsingwear Hank Black Leather Chukka Boots Men Size 13 Lace Up OP100142

Penquin Munsingwear Hank Black Leather Chukka Boots Men Size 13 Lace Up OP100142

$48.88$24.44

SIZE 8 Steve Madden Baker Leather Lace-Up Chukka Boots MAHOGANY RED

SIZE 8 Steve Madden Baker Leather Lace-Up Chukka Boots MAHOGANY RED

$40.00$20.00

Cl Factory Men's Suede Blue Chukka Boots Lace-up Size 45 (12US)

Cl Factory Men's Suede Blue Chukka Boots Lace-up Size 45 (12US)

$35.00$17.50

Goodfellow & Co Men's Jerad Brown Chukka Boots- Size 13

Goodfellow & Co Men's Jerad Brown Chukka Boots- Size 13

$20.00$10.00

STEVE MADDEN Harken 247 Men's Chukka Style Boots Sz 11.5 Cognac Brown Lace Up

STEVE MADDEN Harken 247 Men's Chukka Style Boots Sz 11.5 Cognac Brown Lace Up

$29.95$14.97

Thomas & Vine Men's Keegan Plain Toe Chukka Boot Taupe

Thomas & Vine Men's Keegan Plain Toe Chukka Boot Taupe

$55.09$27.55

Men's Andrew Marc Black Suede Chukka Boots Size 13 M

Men's Andrew Marc Black Suede Chukka Boots Size 13 M

$25.00$12.50

Shoe The Bear Curtis Brown Sz 42 EU 9 US Portugal Free Shipping

Shoe The Bear Curtis Brown Sz 42 EU 9 US Portugal Free Shipping

$39.00$19.50

SOREL Paxson64 Outdry Boots Men 7 Waterproof Laced Waxed Canvas Outdoor Chukka

SOREL Paxson64 Outdry Boots Men 7 Waterproof Laced Waxed Canvas Outdoor Chukka

$69.99$34.99

toms chukka Boot brown size 5 eur 37

toms chukka Boot brown size 5 eur 37

$15.30$7.65

Aldo Diracien Mens Boots Black Leather Size US12 M EUR45

Aldo Diracien Mens Boots Black Leather Size US12 M EUR45

$49.99$25.00

Aston Grey Khanov Men's Chukka Boots Size 11 Excellent Pre-owned Condition

Aston Grey Khanov Men's Chukka Boots Size 11 Excellent Pre-owned Condition

$55.00$27.50

Ugg Dagmann Chukka Boot Mens 12 Black Leather Lace Up

Ugg Dagmann Chukka Boot Mens 12 Black Leather Lace Up

$80.00$40.00

NWT Aldo Laird Chukka Low Boots Men's Brown Round Toe Lace Up Size 13

NWT Aldo Laird Chukka Low Boots Men's Brown Round Toe Lace Up Size 13

$37.99$19.00

Madden Men M-Cannil Chukka Boots- GREY, US 7.5M

Madden Men M-Cannil Chukka Boots- GREY, US 7.5M

$35.00$17.50

Nunn Bush Men's Barklay Plain Toe Chukka Boot Grey ~ Size 11.5 M

Nunn Bush Men's Barklay Plain Toe Chukka Boot Grey ~ Size 11.5 M

$29.74$14.87

Designer Brand Mens Brown Round Toe Block Heel Lace-Up Leather Chukka Boots 7.5

Designer Brand Mens Brown Round Toe Block Heel Lace-Up Leather Chukka Boots 7.5

$52.57$26.29

MCNDO 'Carnaby' Handsewn Fashion Leather Chukkas - Blue - Men's Size 10 M

MCNDO 'Carnaby' Handsewn Fashion Leather Chukkas - Blue - Men's Size 10 M

$94.99$47.49

ELIA MAURIZI Brown Bear Chukka Lace Up Suede Boots Shoes Mens Size 11

ELIA MAURIZI Brown Bear Chukka Lace Up Suede Boots Shoes Mens Size 11

$35.00$17.50