Best Fitting Jeans for Men over 50

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L.L.Bean | Men's Double L® Jeans, …

$59.95

L.L.Bean

Denim · Easy to Clean · High-quality Material · Perfect Fit · Stretchable

L.L.Bean | Men's Beanflex® Jeans, …

$79.00

L.L.Bean

Free shipping

Men's Double L® Jeans, Classic Fit, …

$59.95

L.L.Bean

Easy to Clean · Perfect Fit · Stretchable · Stylish

Men's Double L® Jeans, Classic Fit, …

$59.95

L.L.Bean

Easy to Clean · Perfect Fit · Stretchable · Stylish

L.L.Bean | Men's Double L® Jeans, …

$59.95

L.L.Bean

Great Color · High-quality Material · Perfect Fit · Stretchable

Men's M2 Relaxed Stretch Legacy Bo…

Casual · High-quality Material · Perfect Fit · Stretchable · Stylish

Men's M4 Legacy Stretch Jeans In Ki…

Men's M4 Legacy Stretch Jeans In Fr…

$59.95

Ariat

Free shipping

Men's M2 Relaxed Legacy Boot Cut J…

Denim · Straight · Stylish

Men's M4 Low Rise Stretch Legacy Sta…

Easy to Clean · Great Color · High-quality Material · Perfect Fit · Stylish

L.L.Bean | Men's Double L® Jeans, …

$59.95

L.L.Bean

Great Color · High-quality Material · Perfect Fit

L.L.Bean | Men's Double L® Jeans, …

$59.95

L.L.Bean

Denim · Long-lasting · True to size

Wrangler Men's Retro Relaxed Fit B…

Men's Jos. A. Bank Comfort Stretch T…

$59.00

Jos. A. Bank Clothi…

Free shipping

2-Pack Men's Casual Plaid Skinn…

$51.27

Temu US

Free shipping

L.L.Bean | Men's Vintage 1912 Jean…

Great Color · High-quality Material · Perfect Fit

Calvin Klein Men's Straight Fit Jeans

$52.13

Amazon.com

4.5

Carhartt Men's Rugged Flex Relax…

2-Pack Men's Casual Plaid Skinn…

$51.25

Temu US

Free shipping

Levi's Men's 541 Athletic Fit Jeans (…

$59.99

Amazon.com

5.0

L.L.Bean | Men's Vintage 1912 Jean…

Great Color · High-quality Material · Perfect Fit

Calvin Klein Men's Straight Fit Jeans

$52.13

Amazon.com

4.5

Carhartt Men's Rugged Flex Relax…

Cotton · High-quality Material · Perfect Fit · Stylish

Men's Rebar M4 Relaxed Durastretc…

2-Pack Men's Casual Plaid Skinn…

$51.25

Temu US

Free shipping

Levi's Men's 541 Athletic Fit Jeans (…

$59.99

Amazon.com

5.0

Tecovas Men's Premium Relaxed …

$135.00

Tecovas

5.0

2-Pack Men's Casual Plaid Skinn…

$51.25

Temu US

Free shipping

A.P.C. Men's New Standard Straight …

$270.00

Bloomingdale's

Free shipping

Button fly design · Easy to Clean · Great Color · High-quality Material · Perfect Fit

Levi's Men's 501 Original Fit Jeans (…

Men's Traditional Fit Comfort Waist Str…

$50.97

$84.95

Lands' End

High-quality Material · Perfect Fit · Stretchable · Stylish

Ariat Men's M4 Legacy Relaxed Bo…

Denim · Easy to Clean · Great Color · High-quality Material · Perfect Fit

Levi's 517 Bootcut Men's Jeans - Med…

Denim · Easy to Clean · Great Color · High-quality Material · Perfect Fit

Levi's Men's 517 Heavyweight Rinse…

Great Color · High-quality Material · Perfect Fit · Stretchable

Ariat Mens M2 Relaxed Stretch Le…

Showing 1 - 36 out of 155 results for "best fitting jeans for men over 50"
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  Men's Levi's® 550™ Relaxed Fit Jea…
  $59.99
  $69.50
  K
  Kohl's
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  Men's Levi's® 550™ Relaxed Fit Jea…
  $59.99
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  Kohl's
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  Nautica Men's Vintage Straight-Fit St…
  $66.99
  $89.50
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  Macy's
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  Silver Jeans Co. Men's Eddie Relaxe…
  $99.00
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  QVC
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  Mens Straight-Fit Jeans
  $228.00
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  Bergdorf Goodman
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  Wrangler Men's Retro Slim Boot Cut …
  $59.99
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  Academy Sports + Outdoors
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  Buck Mason Men's Maverick Slim Fit …
  $228.00
  B
  Bloomingdale's
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  X-Ray Men's Slim Stretch Jeans - Lig…
  $78.00
  M
  Macy's
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  Wrangler Men's Retro Relaxed Fit Bo…
  $59.99
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  A
  Academy Sports + Outdoors
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  Calvin Klein Men's Straight Fit Jeans
  $89.00
  A
  Amazon.com
  Free shipping
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  (25)
  DUER Men's Performance Denim Rel…
  $129.00
  R
  REI
  Free shipping
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  (33)
  Wrangler Men's Retro Slim Fit Straigh…
  $59.99
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  A
  Academy Sports + Outdoors
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  Brooks Brothers Men's Straight Fit D…
  $76.80
  $128.00
  B
  Brooks Brothers
  SALE
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  (184)
  Men's Levi's® 505™ Regular Fit Stret…
  $59.99
  $69.50
  K
  Kohl's
  SALE
  Free shipping
15. Saved
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  Special Offer
  (245)
  Levi's Men's 505 Regular Fit Non-Stre…
  $69.50
  M
  Macy's
  Free shipping
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  Men's M2 Relaxed Stretch Legacy Bo…
  $59.95
  A
  Ariat
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  Wrangler Men's Retro Slim Fit Straigh…
  $59.99
  1%cash back
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  Cash back from Microsoft
  This is an offer from Microsoft. You'll get 1% cash back on this item from Microsoft Cashback. Learn more | Terms & conditions
  A
  Academy Sports + Outdoors
18. Saved
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  (48)
  Men's Levi's® 505™ Regular Fit Jean…
  $59.99
  $69.50
  K
  Kohl's
  SALE
  Free shipping
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  Brooks Brothers Men's Slim Fit Deni…
  $76.80
  $128.00
  B
  Brooks Brothers
  SALE
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  Mens Jeans Dark 36X29 Relaxed Fit …
  $50.21
  W
  Walmart
  Free shipping
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  (1)
  DUER Men's Performance Denim Rel…
  $129.00
  R
  REI
  Free shipping
22. Saved
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  2-Pack Men's Casual Plaid Skinny Je…
  $51.25
  T
  Temu US
  Free shipping
23. Saved
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  Carhartt Rugged Flex Slim-Fit Tapere…
  $59.99
  C
  Cabela's
  Free shipping
24. Saved
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  Special Offer
  X-Ray Men's Slim Stretch Jeans - Jet …
  $78.00
  M
  Macy's
  Free shipping
25. Saved
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  (14)
  AG Men's Tellis Slim Fit Stretch Jean…
  $215.00
  N
  Nordstrom
  Free shipping
26. Saved
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  (5K+)
  Men's Levi's® 550™ Relaxed Fit Jea…
  $59.99
  $69.50
  K
  Kohl's
  SALE
  Free shipping
27. Saved
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  Calvin Klein Men's Straight Fit Jeans
  $88.78
  A
  Amazon.com
  Free shipping
28. Saved
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  Ariat M7 Toro Slim Fit Straight Leg J…
  $79.95
  D
  Dillard's
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  Jettjeans Men's High Waist Straight …
  $66.49
  W
  Walmart
  24% DROP
  Free shipping
30. Saved
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  Men's Dark Wash Regular Straight Je…
  $147.34
  S
  shein
31. Saved
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  Men's Straight-Leg Jeans
  $350.00
  B
  Bergdorf Goodman
32. Saved
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  Wrangler Authentics Men's Zm1cs R…
  $50.59
  E
  eBay
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  (46)
  Premium Denim Straight Fit Dark Wa…
  $59.50
  D
  Dillard's
34. Saved
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  DUER Men's All-Weather Denim Rela…
  $98.73
  $199.00
  R
  REI
  SALE
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35. Saved
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  Men's 506™ Comfort Straight-Leg St…
  $82.39
  S
  shein
36. Saved
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  Men's 514™ Straight Fit Jeans,34X29
  $96.23
  S
  shein
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Levi's 501 Original Button Fly Men's J…
$59.50

$70.00
Super Casuals
Buffalo David Bitton Men's Relaxed Stra…
$67.06
Amazon.com
4.5
·
1K+
Cinch Men's Ian Dark Wash Slim Bo…
$89.99
Boot Barn
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Mugsy Men's Jeans - Classic Fit Stretc…
$128.00
Amazon.com
5.0
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Levi's 550 Relaxed Fit Jeans 4886 29 …
$59.50

$65.00
Super Casuals
Easy to Clean · Great Color · Perfect Fit · Stylish
Levi's Men's 569 Loose Straight Fit …
$66.72
Amazon.com
4.5
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Cotton · Great Color · High-quality Material · Perfect Fit · Stylish
Ariat Men's M4 Low Rise Boot Cut Jea…
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Men's Rebar M4 Relaxed Durastretc…
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Men's Classic Regular Fit Light W…
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Wrangler Rustler Men's And Big Me…
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Walmart
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7 For All Mankind Men's Austyn Rela…
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Amazon.com
4.5
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239
Levi's Men's 514 Straight Fit Cut Je…
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Levi's 550 Relaxed Fit Jeans 4891 34 …
$59.50

$65.00
Super Casuals
Levi's 505 Regular Fit Men's Jeans Da…
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$65.00
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Men's Recess Slim Straight-Fit Stretc…
$50.00
Kohl's
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Mugsy Fultons Mens Jean - Classi…
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Men's M2 Relaxed Stirling Stretch Bo…
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Shop Best Fitting Jeans for Men Over 50

Best Jeans for Men | The True Classic Difference

Best Jeans For Men | Top 5 Rated Jeans For Men

Levi's® Made In The Usa 501® Original Fit Men's Jeans