Men's Vintage Shoes

men's vintage shoes — pre-owned

1,658listings

Browse 1,658 men's vintage shoes — pre-owned on eBay — listings updated every few minutes. All items are pre-owned and sold by eBay sellers directly.

Vans Vintage Made In USA Classic Slip On Checkerboard Shoe Men's [9.5] w/Box
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Pre-ownedBuy It Now

Vans Vintage Made In USA Classic Slip On Checkerboard Shoe Men's [9.5] w/Box

Box is not original to the set however was found together as a lot.

$400.00
Free ShippingPortland, US
whokilledmarilyynTOP
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100.0%Excellent· 3.1k
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Vintage Mechanic Vietnam War Era 70s Military Boots Leather Combat Mens Chukka 8
-15%
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Vintage Mechanic Vietnam War Era 70s Military Boots Leather Combat Mens Chukka 8

Size 8 W, Wide. Steel toe. Made in USA!Leather uppers. Rubber soles. Clean inside and out. Very well built and sturdy.

$152.97$179.97-15%

You save $27.00

Free ShippingMinneapolis, US
tyjahn
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100.0%Excellent· 18.8k
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LANVIN Dark Forrest Army Green Suede Retro Preppy Low Top Sneakers sz 8-8.5
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LANVIN Dark Forrest Army Green Suede Retro Preppy Low Top Sneakers sz 8-8.5

Please check the measurements Lightweight signs of wear

$100.00
See listingSacramento, US
mashyb-0
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99.5%Excellent· 471
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Vintage Nocona #7520 Deertan Leather Cowboy Western Round Toe Men’s Boots 10.5
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Vintage Nocona #7520 Deertan Leather Cowboy Western Round Toe Men’s Boots 10.5

Up for sale is a good condition pair of Vintage Nocona #7520 Deertan Leather Cowboy Western Round Toe Men’s Boots. Size 10.5 D, Medium US. Made in USA. Leather uppers. Good condition leather soles and rubber soles! You won't be disappointed. Outside Approximate Dimensions: 12 1/2” inches long heel to toe by 4 1/4" inches widest wide in front of footwear by 1 3/4" inches tall heels by 13” inches tall. If you need anything else, please send any questions directly through ebay. Please keep in mind that all of my items are vintage, gently used, unless otherwise indicated in the listing. Please check out the pictures below. Good luck and happy bidding!

$110.47$129.97-15%

You save $19.50

Free ShippingMinneapolis, US
tyjahn
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100.0%Excellent· 18.8k
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Vintage canvas basketball tennis shoes men women Made in USA 5 pair collection
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Vintage canvas basketball tennis shoes men women Made in USA 5 pair collection

All were Made in the USA! All great for display or wear.

$250.00
Free ShippingAspen, US
jdwwyatt8sbx
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100.0%Excellent· 572
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AS IS DAMAGED Vintage Reebok Rafter Vintage Leather Shoes RA 608 Men 13 White
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AS IS DAMAGED Vintage Reebok Rafter Vintage Leather Shoes RA 608 Men 13 White

Glue is week and beginning to separate in spots - not bad for as old as they are but it is weak in a couple spots - looks to have original insoles but they are brittle and falling apart Leather at the tongue is cracking heavily For display or repair - wouldn’t be suited to wear in current condition

$37.50$75.00-50%

You save $37.50

Free ShippingMarion, US
theohiopickersTOP
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99.7%Excellent· 8.1k
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Men Size 12.5 D ALLEN EDMONDS VINTAGE 1985 Longwing Derby Brogue Black Sharkskin
Pre-owned - GoodBuy It Now

Men Size 12.5 D ALLEN EDMONDS VINTAGE 1985 Longwing Derby Brogue Black Sharkskin

The insoles are a bit hardened with age but there are no scuffs or scars and the heels and soles show normal wear. A great shoe in a slightly larger size. Shoes with really pointed toes should be at least 3/4" longer.

$199.00
Free ShippingChicago, US
jooki22
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100.0%Excellent· 106
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Justin Cowboy Boots Ropers Style 3114 Brown Reptile Men’s Size 9 D Vintage USA
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Justin Cowboy Boots Ropers Style 3114 Brown Reptile Men’s Size 9 D Vintage USA

Good pre owned condition.

$56.99
Free ShippingColorado Springs, US
hondorondo1313
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99.9%Excellent· 10.1k
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BOX ONLY CONVERSE ALL STAR Basketball Mens Oxford Black 9 1/2 VTG Chuck Taylors
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BOX ONLY CONVERSE ALL STAR Basketball Mens Oxford Black 9 1/2 VTG Chuck Taylors

$20.00
Free ShippingPowell, US
ohiosushi1961
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100.0%Excellent· 906
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Vintage 1940s Military Canvas Basketball Sneakers WWII Athletic Shoes OD Sz.8.5
Pre-ownedBuy It NowBest Offer

Vintage 1940s Military Canvas Basketball Sneakers WWII Athletic Shoes OD Sz.8.5

The product is a pair of vintage 1940s military canvas basketball sneakers in size 8.5. These WWII athletic shoes are in original condition, made of green canvas material, and have a sportswear look. The sneakers were manufactured in the United States, reflecting the athletic style popular during that era. Perfect for collectors or those looking to add a unique touch to their footwear collection, these retro shoes offer a piece of history and nostalgia from the mid-20th century.

$124.99
Free ShippingRodney, US
ejcourser
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100.0%Excellent· 246
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VINTAGE BROOKS VANTAGE RUNNING SHOES ROYAL BLUE MENS 12
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VINTAGE BROOKS VANTAGE RUNNING SHOES ROYAL BLUE MENS 12

$110.00
Free ShippingSalisbury, US
affairwithvintage
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99.5%Excellent· 2.4k
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Vtg Double H H Brand Military Tanker Combat Jump Boots Black Leather USA Men 8 D
Pre-ownedBuy It NowBest Offer

Vtg Double H H Brand Military Tanker Combat Jump Boots Black Leather USA Men 8 D

$99.99
See listingOrlando, US
showroom.by.diversion
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100.0%Excellent· 7.9k
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VTG Mens Rockabilly Retro Hush Puppies Brown Suede Loafers Size 11
-30%
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VTG Mens Rockabilly Retro Hush Puppies Brown Suede Loafers Size 11

$35.00$50.00-30%

You save $15.00

See listingFresno, US
lethathedivine
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100.0%Excellent· 460
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Tony Lama Cognac #5084 Leather Rodeo Cowboy Western Mens Boots Size 10 Vintage
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Tony Lama Cognac #5084 Leather Rodeo Cowboy Western Mens Boots Size 10 Vintage

Made in USA! Leather uppers. Leather soles with Lama rubber heels. Clean inside and out.

$106.23$124.98-15%

You save $18.75

Free ShippingMinneapolis, US
tyjahn
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100.0%Excellent· 18.8k
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Vintage Aguila Roper Brown Distressed Leather Cowboy Western Mens Boots Sz 11.5
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Vintage Aguila Roper Brown Distressed Leather Cowboy Western Mens Boots Sz 11.5

Up for sale is a good condition pair of Vintage Aguila Roper Brown Distressed Leather Cowboy Western Mens Boots. Size 11.5. Made in Mexico. Soft toe. Leather uppers. Rubber soles with rubber heels. From smoke-free home. Clean inside and out. Approximate Outside Dimensions: 12.5 inches heel to toe by 4.5 inches across the ball of footwear by 1.25 inches tall heels by 11 inches tall. If you need anything else, please send any questions directly through ebay. Please keep in mind that all of my items are vintage, gently used, unless otherwise indicated in the listing. Please check out the pictures below. Good luck and happy bidding!

$110.49$129.99-15%

You save $19.50

Free ShippingMinneapolis, US
tyjahn
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100.0%Excellent· 18.8k
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Nocona #1215 Black Leather Cowboy Western Snip Toe Mens Boots Size 9.5 Vintage
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Pre-owned - GoodBuy It NowBest Offer

Nocona #1215 Black Leather Cowboy Western Snip Toe Mens Boots Size 9.5 Vintage

Up for sale is a good condition pair of Nocona #1215 Men’s Vintage Black Leather Cowboy Western Snip Toe Boots. Size 9.5 D, Medium US. Made in USA. Leather uppers. Good condition leather soles and rubber soles! You won't be disappointed. Outside Approximate Dimensions: 12 1/4” inches long heel to toe by 4 1/4" inches widest wide in front of footwear by 1 1/2" inches tall heels by 14" inches tall. If you need anything else, please send any questions directly through ebay. Please keep in mind that all of my items are vintage, gently used, unless otherwise indicated in the listing. Please check out the pictures below. Good luck and happy bidding!

$118.97$139.97-15%

You save $21.00

Free ShippingMinneapolis, US
tyjahn
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100.0%Excellent· 18.8k
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Vtg Retro RED NEON YELLOW Suede Upper New Balance Numeric Stratford 479 SIZE 10
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Vtg Retro RED NEON YELLOW Suede Upper New Balance Numeric Stratford 479 SIZE 10

A couple indented scuff marks as shown, pretty clean pair with some discoloration spotting on white rubber as shown

$49.21$54.68-10%

You save $5.47

Free ShippingSterling, US
everythingmustgocoTOP
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99.9%Excellent· 18.8k
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Vintage 1950's CONVERSE Chuck Taylor All Star Blue Label Size 9 Original Owner
Pre-ownedBuy It NowBest Offer

Vintage 1950's CONVERSE Chuck Taylor All Star Blue Label Size 9 Original Owner

These are my husband's original Converse Chuck Taylor All Star Canvas shoes size 9. He bought them in 1955 and barely wore them. He takes good care of all his stuff and still has his original Duncan yoyo he won in a contest in the 1950's and even models he made and toys he had in the 40's.

$499.99
Free ShippingOlathe, US
dogbobonana
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100.0%Excellent· 3.9k
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VTG Wolverine Tripple-Tanned Shell Horsehide Du-Flex Mens Boots 1940s 40s Moc
Pre-ownedBuy It Now

VTG Wolverine Tripple-Tanned Shell Horsehide Du-Flex Mens Boots 1940s 40s Moc

Boots are not in wearable condition because the bottoms are rock hard Leather is still good

$98.41
Free ShippingColorado Springs, US
hondorondo1313
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99.9%Excellent· 10.1k
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Dunlop Volleys International Volley ANTIQUE Size 12 Low Canvas Casual Mens Shoes
Pre-ownedBuy It Now

Dunlop Volleys International Volley ANTIQUE Size 12 Low Canvas Casual Mens Shoes

$110.00
Free ShippingSalisbury, US
affairwithvintage
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99.5%Excellent· 2.4k
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Dr. Martens 939 Ben Crazy Horse Brown Leather Combat Men’s Boots UK 9.5 US 10.5
-15%
Pre-owned - GoodBuy It NowBest Offer

Dr. Martens 939 Ben Crazy Horse Brown Leather Combat Men’s Boots UK 9.5 US 10.5

Size UK 9.5US 10.5. Leather uppers. Rubber soles. Clean inside and out. Very well built and sturdy.

$152.98$179.98-15%

You save $27.00

Free ShippingMinneapolis, US
tyjahn
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100.0%Excellent· 18.8k
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Vintage Oxblood Flames Leather Cowboy Western Mens Pull On Snip Toe Boots Size 7
-15%
Pre-owned - GoodBuy It NowBest Offer

Vintage Oxblood Flames Leather Cowboy Western Mens Pull On Snip Toe Boots Size 7

Up for sale is a good condition pair of Vintage Oxblood Flames Leather Cowboy Western Mens Pull On Snip Toe Boots. Size 7 US. Made in Mexico. Leather uppers. Leather soles with rubber heels. From smoke-free home. Clean inside and out. Approximate Outside Dimensions: 11 inches heel to toe by 3.75 inches across the ball of footwear by 2 inches tall heels by 13.5 inches tall. If you need anything else, please send any questions directly through ebay. Please keep in mind that all of my items are vintage, gently used, unless otherwise indicated in the listing. Please check out the pictures below. Good luck and happy bidding!

$127.47$149.96-15%

You save $22.49

Free ShippingMinneapolis, US
tyjahn
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100.0%Excellent· 18.8k
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Vintage 1970's Men's Wooden Clogs Leather Uppers Size: 10.5 Needs TLC Free S/H
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Vintage 1970's Men's Wooden Clogs Leather Uppers Size: 10.5 Needs TLC Free S/H

Leather Uppers. Size: 10.5. Condition: Used. Well worn. Noted separation. Chipped wood at back of heal. STUDY ALL IMAGES. Sold as is.

$39.95
Free ShippingSanta Rosa, US
carbonatombooks
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99.3%Excellent· 13.1k
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Biker Men’s Work Boots Size 12 Vtg Combat Soft Toe 90s Punk Leather Motorcycle
-15%
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Biker Men’s Work Boots Size 12 Vtg Combat Soft Toe 90s Punk Leather Motorcycle

Leather uppers. Rubber Rosearch soles. Clean inside and out. Very well built and sturdy.

$104.52$122.97-15%

You save $18.45

Free ShippingMinneapolis, US
tyjahn
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100.0%Excellent· 18.8k
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Vintage Converse Chuck Taylor Made In USA Blue Sneakers 90’s Sz 8
Pre-ownedBuy It NowBest Offer

Vintage Converse Chuck Taylor Made In USA Blue Sneakers 90’s Sz 8

These Vintage Converse Chuck Taylor sneakers are a classic 90's find, made right in the USA with a canvas material. The iconic blue color and athletic style give them a timeless look that is perfect for any vintage sneaker collector. With the original Converse brand and a size 8, these sneakers are a must-have for those who appreciate quality, authenticity, and nostalgia in their footwear.

$78.99
Free ShippingCommerce City, US
thriftisagift79
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99.8%Excellent· 24.8k
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Vintage 60s-70s Converse Chuck Taylor All-Stars Made In USA Yellow Size 6
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Vintage 60s-70s Converse Chuck Taylor All-Stars Made In USA Yellow Size 6

Classic, 60s-70s vintage, Converse Chuck Taylor canvas sneakers. Yellow color and size 6 men's. Made in USA. Sneakers have some age-related wear, some discoloration, some spots, etc, but overall really good condition for their age. Soles are good. Insides are good. Most of the wear is cosmetic. Laces have some wear, but still function fine. Please look at pictures!!

$99.990
Free ShippingDelaware, US
thezealotworkshop
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99.8%Excellent· 1.4k
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VTG Del Ibergoma Spain Woven Leather Sandals Mens 11 Porocel Soles 1970s 1980s
Pre-ownedBuy It NowBest Offer

VTG Del Ibergoma Spain Woven Leather Sandals Mens 11 Porocel Soles 1970s 1980s

Porocel soles, fisherman / huarache-style, slingback buckle closure. Family-owned pair worn by my grandfather in the late 1970s through the 1980s. • Colors may vary slightly due to monitor settings.

$42.99
See listingCamp Hill, US
msb1122
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99.5%Excellent· 798
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80s Vintage Converse All Star Chuck Taylor Sneakers Low Top USA Size 6.5 Rare!
Pre-ownedBuy It NowBest Offer

80s Vintage Converse All Star Chuck Taylor Sneakers Low Top USA Size 6.5 Rare!

See photos for condition! They have been worn!

$34.98
Free ShippingSpring Hill, US
lazylabtradingpost
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99.9%Excellent· 9.9k
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Converse All-Star vintage running shoes 8.5M 10W COOL!
Pre-ownedBuy It NowBest Offer

Converse All-Star vintage running shoes 8.5M 10W COOL!

$50.00
Free ShippingAspen, US
jdwwyatt8sbx
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100.0%Excellent· 572
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Vintage Red Wing Logger Lineman Biker Boots approx size 105 or 11 small  G2U
Pre-ownedBuy It Now

Vintage Red Wing Logger Lineman Biker Boots approx size 105 or 11 small G2U

$117.25
Free ShippingMorristown, US
shipcycle
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97.0%Good· 49.5k
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Vtg Cole Haan Shoes Mens 9.5 D Brown Leather Cap Toe Oxford Dress USA 90s LaceUp
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Vtg Cole Haan Shoes Mens 9.5 D Brown Leather Cap Toe Oxford Dress USA 90s LaceUp

This product is a pair of vintage Cole Haan men's shoes from the 1980s, featuring a classic brown leather cap toe Oxford style. With a US shoe size of 9.5, these lace-up shoes are perfect for formal or dressy occasions. Made in the USA, they exude a timeless and sophisticated appeal that is sure to make a statement in any outfit.

$33.00
See listingRockport, US
bongobladeshow
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100.0%Excellent· 583
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Rare vintage Converse The Winner Sears sneakers shoes maroon/purple 8 men's 9.5W
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Rare vintage Converse The Winner Sears sneakers shoes maroon/purple 8 men's 9.5W

Converse/Sears "The Winner" shoes size 8 mens. Very rare. In used but excellent condition, there's tons of wear left in these classic shoes!!! Any questions just ask & check out my other items, I am selling a huge vintage sneaker collection!!

$650.00
Free ShippingAspen, US
jdwwyatt8sbx
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100.0%Excellent· 572
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Vintage Original 1942 Chippewa Boots& Shoes Advert.Cataloge Chippewa Falls WI
Pre-ownedBuy It Now

Vintage Original 1942 Chippewa Boots& Shoes Advert.Cataloge Chippewa Falls WI

Original al catalogue ,20 pages of photos of Shoes Boots for logging,work,and casual. This will be shipped with insurance and signature required at delivery. Wow just 2 years before D-Day. Allow the photos to be the best descriptor of this item. Additional pics or questions welcome and encouraged prior to purchase so we both arent inconvenienced with a return. If you purchase this item and feel like it was misrepresented I have a 30 day return policy. Thanks for looking.

$249.00
See listingMinocqua, US
danri_24
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100.0%Excellent· 1.1k
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Combat Soldier Field Military Motorcycle Biker Grunge Mens Boots 8.5 Vintage
-15%
Pre-owned - GoodBuy It NowBest Offer

Combat Soldier Field Military Motorcycle Biker Grunge Mens Boots 8.5 Vintage

Size 26.5, converted to size 8.5 US. Leather uppers. Good condition rubber soles! You won't be disappointed.

$161.47$189.97-15%

You save $28.50

Free ShippingMinneapolis, US
tyjahn
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100.0%Excellent· 18.8k
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Vintage Nocona Bullhide Leather Cowboy Western Almond Toe Biker Men's Boots 11
-15%
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Vintage Nocona Bullhide Leather Cowboy Western Almond Toe Biker Men's Boots 11

Up for sale is a good condition pair of Vintage Nocona Bullhide Leather Cowboy Western Almond Toe Biker Men's Boots. Size 11 B, Narrow US. Made in USA. Leather uppers. Good condition rubber heels and rubber soles! You won't be disappointed. Outside Approximate Dimensions: 12 3/4” inches long heel to toe by 4" inches widest wide in front of footwear by 1 1/2" inches tall heels by 14 1/4" inches tall. If you need anything else, please send any questions directly through ebay. Please keep in mind that all of my items are vintage, gently used, unless otherwise indicated in the listing. Please check out the pictures below. Good luck and happy bidding!

$152.99$179.99-15%

You save $27.00

Free ShippingMinneapolis, US
tyjahn
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100.0%Excellent· 18.8k
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Nike Air All Condition Gear ACG 970608 Mens Leather Sneakers Boots 8.5 Vintage
-15%
Pre-ownedBuy It NowBest Offer

Nike Air All Condition Gear ACG 970608 Mens Leather Sneakers Boots 8.5 Vintage

Made in Indonesia. Clean inside and out. I have personally not wore these because they are collectors.

$254.97$299.97-15%

You save $45.00

Free ShippingMinneapolis, US
tyjahn
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100.0%Excellent· 18.8k
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Vintage Red Wing Shoes Brown Pecos Leather Boots Made in USA Mens 11 1155
Pre-ownedBuy It Now

Vintage Red Wing Shoes Brown Pecos Leather Boots Made in USA Mens 11 1155

Good pre owned condition.

$99.99
Free ShippingColorado Springs, US
hondorondo1313
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99.9%Excellent· 10.1k
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VTG Nike Shoes Track Spikes 80s Korea Red Silver OG 8.5 Men's Rare Suede 1986.
Pre-ownedBuy It NowBest Offer

VTG Nike Shoes Track Spikes 80s Korea Red Silver OG 8.5 Men's Rare Suede 1986.

Beautiful suede on these. Ankle padding is crunchy. Best for display/collecting purposes in my opinion.

$376.15
Free ShippingLas Vegas, US
lightfootlocker
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100.0%Excellent· 3.7k
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Laredo Pea Green Distressed Leather Cowboy Western Pull On Men's Boots 10.5 Vtg
-15%
Pre-owned - GoodBuy It NowBest Offer

Laredo Pea Green Distressed Leather Cowboy Western Pull On Men's Boots 10.5 Vtg

Up for sale is a good condition pair of Vintage Laredo Mens Pea Green Distressed Leather Cowboy Western Pull On Boots. Made in USA! Size 10.5 D, medium. Leather uppers. Rubber soles with rubber heels. From smoke-free home. Clean inside and out. Approximate Outside Dimensions: 12.5 inches heel to toe by 4.25 inches across the ball of footwear by 2 inches tall heels by 13.5 inches tall. If you need anything else, please send any questions directly through ebay. Please keep in mind that all of my items are vintage, gently used, unless otherwise indicated in the listing. Please check out the pictures below. Good luck and happy bidding!

$110.48$129.98-15%

You save $19.50

Free ShippingMinneapolis, US
tyjahn
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100.0%Excellent· 18.8k
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Frye 2307 Vintage 70s Black Label Western Cowboy Leather Mens Boots Size 11.5 D
-15%
Pre-owned - GoodBuy It NowBest Offer

Frye 2307 Vintage 70s Black Label Western Cowboy Leather Mens Boots Size 11.5 D

Up for sale is a good condition pair of Frye 2307 Vintage 70s Black Label Western Cowboy Leather Mens Boots. Made in USA. Size 11.5 D, Medium US. Leather uppers. Leather soles and rubber heels. From smoke-free home. Clean inside and out. Very well built and sturdy. Approximate Outside Dimensions: 13 inches heel to toe by 4.25 inches across the ball of footwear by 13.25 inches tall by 1.5 inches tall heels. If you need anything else, please send any questions directly through ebay. Please keep in mind that all of my items are vintage, gently used, unless otherwise indicated in the listing. Please check out the pictures below. Good luck and happy bidding!

$339.98$399.98-15%

You save $60.00

Free ShippingMinneapolis, US
tyjahn
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100.0%Excellent· 18.8k
View on eBayOpen listing →