1950 Mens Shoes

1950's mens shoes1950’s Men’s shoes include saddle shoes, two toned oxfords, chukka boots, Winkelpickers, chelsea boots, loafers, creepers, Nubuck oxfords, and more. Both casual shoes and dress shoes were part of every man’s fifties fashion. These new vintage style shoes are great choices for your 1950’s inspired wardrobe.
Learn about men’s 1950’s Shoes before you shop.

1950 Vintage Inspired Men’s Shoes

The Cholos Stacy Adams - 1950's Mens Wing Tip Shoe
 

The Cholos Stacy Adams - 1950's Mens Wing Tip Shoe

$104.90

Buy at: Stacy Adams

Madison Stacy Adams - Cap Toe Dress Shoe
 

Madison Stacy Adams - Cap Toe Dress Shoe

$125.00

Buy at: Stacy Adams

Neil M. Footwear Men's Cambridge White Buck
 

Neil M. Footwear Men's Cambridge White Buck

$219.95

Buy at: TheShoeMart

Florsheim Jet Chukka - Men's - Shoes - Brown
 

Florsheim Jet Chukka - Men's - Shoes - Brown

$135.00

Buy at: OnlineShoes.com

Macallister Nunn Bush Macallister 84046 mens plain toe saddle shoes
 

Macallister Nunn Bush Macallister 84046 mens plain toe saddle shoes

$85.00

Buy at: Nunn Bush

David Spencer - Shag Penny Loafer (Men's) - Tan Waxy/White Floater
 

David Spencer - Shag Penny Loafer (Men's) - Tan Waxy/White Floater

$149.95

Buy at: Shoebuy.com

Hush Puppies Asher Dirty Buck Oxfords
 

Hush Puppies Asher Dirty Buck Oxfords

$36.99

Buy at: Shoesxl.com (Casual Male Retail Group Inc.)

Bass - Buckingham (Men's) - White Kid Suede
 

Bass - Buckingham (Men's) - White Kid Suede

$98.95

Buy at: Shoebuy.com

Bass - Buckingham (Men's) - Taupe Kid Suede
 

Bass - Buckingham (Men's) - Taupe Kid Suede

$98.95

Buy at: Shoebuy.com

Black brogue monk shoes
 

Black brogue monk shoes

$199.00

Buy at: Charles Tyrwhitt

Giorgio Brutini - 66059 (Men's) - Black
 

Giorgio Brutini - 66059 (Men's) - Black

$64.95

Buy at: Shoebuy.com

Funtasma - Chelsea 58 (Men's) - Black PU
 

Funtasma - Chelsea 58 (Men's) - Black PU

$42.45

Buy at: Shoebuy.com

Demonia - V Creeper 510 (Men's) - White/Black PU
 

Demonia - V Creeper 510 (Men's) - White/Black PU

$64.95

Buy at: Shoebuy.com

Demonia - Creeper 402 (Men's) - White Leather
 

Demonia - Creeper 402 (Men's) - White Leather

$74.95

Buy at: Shoebuy.com

Demonia - Creeper 608 (Men's) - Black/White Leather
 

Demonia - Creeper 608 (Men's) - Black/White Leather

$76.95

Buy at: Shoebuy.com

Wolverine - Julian Crepe Chukka (Men's) - Taupe
 

Wolverine - Julian Crepe Chukka (Men's) - Taupe

$154.95

Buy at: Shoebuy.com

Men's Rental Style Bowling Shoes
 

Men's Rental Style Bowling Shoes

$39.95

Buy at: Cruisin' USA

Sebago - Brattle Monk (Men's) - Black Leather
 

Sebago - Brattle Monk (Men's) - Black Leather

$139.95

Buy at: Shoebuy.com

Johnston & Murphy - Cardell Saddle (Men's) - Dark Brown Waterproof Nubuck/Oak Full Grain
 

Johnston & Murphy - Cardell Saddle (Men's) - Dark Brown Waterproof Nubuck/Oak Full Grain

$164.95

Buy at: Shoebuy.com

Oxford - Tan Calfskin Wingtip Shoes
 

Oxford - Tan Calfskin Wingtip Shoes

$488.60

Buy at: FORZIERI.com

Handmade Brown Italian Leather Wingtip Oxford Shoes
 

Handmade Brown Italian Leather Wingtip Oxford Shoes

$425.00

Buy at: FORZIERI.com

Italian Handcrafted Two-tone Wingtip Oxford Shoes
 

Italian Handcrafted Two-tone Wingtip Oxford Shoes

$660.00

Buy at: FORZIERI.com

Handmade Light Brown Italian Leather Wingtip Dress Shoes
 

Handmade Light Brown Italian Leather Wingtip Dress Shoes

$498.00

Buy at: FORZIERI.com

Stacy Adams - Atticus 24840 (Men's) - Black/White Leather
 

Stacy Adams - Atticus 24840 (Men's) - Black/White Leather

$89.95

Buy at: Shoebuy.com

Ellie - Fred-121 (Men's) - Black
 

Ellie - Fred-121 (Men's) - Black

$53.95

Buy at: Shoebuy.com

Friday Night Stacy Adams Friday Night 00618 Mens Wing Tip Shoe
 

Friday Night Stacy Adams Friday Night 00618 Mens Wing Tip Shoe

$93.90

Buy at: Stacy Adams

Portello stacy adams portello crocodile lizard print leather fashion oxford mens shoe
 

Portello stacy adams portello crocodile lizard print leather fashion oxford mens shoe

$85.00

Buy at: Stacy Adams

Pascal stacy adams pascal slip on moc toe casual shoe penny strap with suede
 

Pascal stacy adams pascal slip on moc toe casual shoe penny strap with suede

$60.90

Buy at: Stacy Adams

Revel
 

Revel

$64.90

Buy at: Stacy Adams

Dawson stacy adams dawson 24830 plain toe boot leather and suede modern casual demi boot
 

Dawson stacy adams dawson 24830 plain toe boot leather and suede modern casual demi boot

$64.90

Buy at: Stacy Adams

Madison Stacy Adams Madison 00036 Mens Plain Toe Dress Shoe
 

Madison Stacy Adams Madison 00036 Mens Plain Toe Dress Shoe

$125.00

Buy at: Stacy Adams

Italian Two Tone Leather Oxford
 

Italian Two Tone Leather Oxford

$180.00

Buy at: Paul Fredrick MenStyle

Dockers Men's Mortiz Wingtip Dark Tan
 

Dockers Men's Mortiz Wingtip Dark Tan

$59.99

Buy at: HouserShoes.com

Florsheim - Castellano Wingtip Oxford (Black) Men's Lace Up Wing Tip Shoes
 

Florsheim - Castellano Wingtip Oxford (Black) Men's Lace Up Wing Tip Shoes

$125.00

Buy at: Zappos.com

Florsheim - Castellano Wingtip Oxford (Saddle Tan) Men's Lace Up Wing Tip Shoes
 

Florsheim - Castellano Wingtip Oxford (Saddle Tan) Men's Lace Up Wing Tip Shoes

$125.00

Buy at: Zappos.com

Bass - Buckingham (Taupe Suede) Men's Lace up casual Shoes
 

Bass - Buckingham (Taupe Suede) Men's Lace up casual Shoes

$99.00

Buy at: Zappos.com

Bass - Buckingham (White Nubuck) Men's Lace up casual Shoes
 

Bass - Buckingham (White Nubuck) Men's Lace up casual Shoes

$99.00

Buy at: Zappos.com

Cole Haan - Cambridge Cap Oxford (Black) Men's Lace Up Cap Toe Shoes
 

Cole Haan - Cambridge Cap Oxford (Black) Men's Lace Up Cap Toe Shoes

$258.00

Buy at: Zappos.com

Bass - Pasadena (White) Men's Lace up casual Shoes
 

Bass - Pasadena (White) Men's Lace up casual Shoes

$79.00

Buy at: Zappos.com

Bostonian - Alito (Tan) Men's Shoes
 

Bostonian - Alito (Tan) Men's Shoes

$110.00

Buy at: Zappos.com

Bostonian - Alito (Black) Men's Shoes
 

Bostonian - Alito (Black) Men's Shoes

$110.00

Buy at: Zappos.com

Italian Two Tone Leather Wingtip Oxford
 

Italian Two Tone Leather Wingtip Oxford

$210.00

Buy at: Paul Fredrick MenStyle

Italian Two Tone Leather Penny Loafer
 

Italian Two Tone Leather Penny Loafer

$190.00

Buy at: Paul Fredrick MenStyle

Italian Two Tone Suede Wingtip Oxford
 

Italian Two Tone Suede Wingtip Oxford

$130.00

Buy at: Paul Fredrick MenStyle

Stacy Adams - Galletti 24936 (Men's) - Black/White Eelskin/Crocodile Print Leather
 

Stacy Adams - Galletti 24936 (Men's) - Black/White Eelskin/Crocodile Print Leather

$84.95

Buy at: Shoebuy.com

Stacy Adams - Galletti 24936 (Men's) - Mustard/Ivory Eelskin/Crocodile Print Leather
 

Stacy Adams - Galletti 24936 (Men's) - Mustard/Ivory Eelskin/Crocodile Print Leather

$84.95

Buy at: Shoebuy.com

Stacy Adams - Galletti (White) Men's Lace Up Wing Tip Shoes
 

Stacy Adams - Galletti (White) Men's Lace Up Wing Tip Shoes

$90.00

Buy at: Zappos.com

Stacy Adams - Galletti (Black) Men's Lace Up Wing Tip Shoes
 

Stacy Adams - Galletti (Black) Men's Lace Up Wing Tip Shoes

$90.00

Buy at: Zappos.com

Stacy Adams - Galletti (Mustard/Ivory) Men's Lace Up Wing Tip Shoes
 

Stacy Adams - Galletti (Mustard/Ivory) Men's Lace Up Wing Tip Shoes

$90.00

Buy at: Zappos.com

Stacy Adams - Galletti (Black/White) Men's Lace Up Wing Tip Shoes
 

Stacy Adams - Galletti (Black/White) Men's Lace Up Wing Tip Shoes

$90.00

Buy at: Zappos.com

Stacy Adams - Dayton - Wingtip (Black w/ White) Men's Shoes
 

Stacy Adams - Dayton - Wingtip (Black w/ White) Men's Shoes

$95.00

Buy at: Zappos.com

Stacy Adams - Genoa (Black/White) Men's Lace Up Moc Toe Shoes
 

Stacy Adams - Genoa (Black/White) Men's Lace Up Moc Toe Shoes

$85.00

Buy at: Zappos.com

Stacy Adams - Dayton (Black/White) Men's Lace Up Wing Tip Shoes
 

Stacy Adams - Dayton (Black/White) Men's Lace Up Wing Tip Shoes

$125.00

Buy at: Zappos.com

Stacy Adams - Santoro (White) Men's Dress Flat Shoes
 

Stacy Adams - Santoro (White) Men's Dress Flat Shoes

$85.00

Buy at: Zappos.com

Florsheim - Bucktown Plain Ox (White Suede) Men's Lace up casual Shoes
 

Florsheim - Bucktown Plain Ox (White Suede) Men's Lace up casual Shoes

$115.00

Buy at: Zappos.com

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