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Flag & Anthem
Flag & Anthem Payson Low-Top Sneaker

Flag & Anthem Payson Low-Top Sneaker

3.8· 47 ratings

Best price now

$39.99at Flag & AnthemObserved at 3:33 PM

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Our take on the Flag & Anthem Payson Low-Top Sneaker

The Payson is Flag & Anthem's men's low-top casual sneaker, built with a genuine leather upper and rubber sole in plaid-accented light brown, charcoal and brown colorways. It laces up like a classic court shoe and is cut in a medium width. The best new price is $39.99 at Flag & Anthem as of November 5, 2026, and only one store lists it new, so there is no cheaper alternative to compare against.

Best forMen who want a leather casual sneaker under $50Plaid and heritage-style outfitsEveryday wear with jeans or chinosShoppers who prefer a medium-width lace-up
Pros
  • Genuine leather upper at a $39.99 price
  • Rubber sole for everyday grip
  • Medium width fits most average feet
  • Plaid detailing sets it apart from plain white sneakers
  • Lace-up closure for an adjustable fit
Cons
  • 3.8 out of 5 from 47 ratings leaves room for doubt
  • Only one store sells it new, so no price competition
  • Leather sneakers need care to hold their shape
  • Limited color range: light brown, charcoal and brown

Flag & Anthem Payson Low-Top Sneaker prices at every store

  • Flag & AnthemNew

    In stock

    $39.99Observed at 3:33 PM
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Flag & Anthem Payson Low-Top Sneaker price history

Lowest price we've seen: $39.99 on Nov 5 at Flag & Anthem. Tracked across 1 store since Nov 5.

What reviewers say

  • 3.8 / 547 ratings

Ratings average 3.8 out of 5 across 47 reviews, which suggests most owners are satisfied but a notable share are not. The plaid leather look draws the most favorable comments.

What people mention
  • StylePraisedOwners like the plaid leather look and say it stands out from plain sneakers.
  • ComfortMixedSome find it comfortable for daily wear, while others say it needs breaking in.
  • FitCriticisedA share of buyers report the sizing runs off from their usual shoe size.
  • BuildMixedThe leather upper is liked, but a few owners doubt how long the sole and stitching will last.

Specifications

Width
Width Medium
Department
Men's
Pattern
Plaid
Material
Genuine Leather, Rubber
Color
Light Brown, Charcoal, Brown
Closure Style
Lace-up
Style
Casual

Questions and answers

Is the Payson sneaker worth $39.99?
At $39.99 it is a low-cost genuine leather sneaker, and buyers at that price generally find the look worth it. Ratings of 3.8 out of 5 mean fit and durability complaints are common enough to check the return policy.
How does the Payson fit?
It is listed as a medium width in men's sizing. Some owners report the fit runs off from their usual size, so try it on before relying on it for long walks.
What is the upper made of?
The upper is genuine leather with plaid detailing, and the sole is rubber. Leather needs occasional cleaning and conditioning to keep its shape.
What colors does it come in?
Light brown, charcoal and brown. All three are plaid-patterned.
Is it cheaper anywhere else?
Only Flag & Anthem lists it new, at $39.99 as of November 5, 2026. There is no second store price to compare against.
Can I wear it with dressier outfits?
It is a casual lace-up, so it suits jeans, chinos and casual shirts. It is not a substitute for a dress shoe.
Where is the Flag & Anthem Payson Low-Top Sneaker cheapest?
At Flag & Anthem, for $39.99, as of our latest check.
What do buyers say about the Flag & Anthem Payson Low-Top Sneaker?
Rated 3.8 out of 5 from 47 ratings.