StoreDeal.ai store
Shop
  • Deals
  • Deal checker
  • Black Friday
  • Buying guides
  • Brands
  • Stores
Travel
  • Flight deals
  • Hotel deals
Company
  • Research
  • Press
  • Use in AI assistants
  • Contact
  • deal.ai apps
Black Friday 2026
  • Walmart
  • Best Buy
  • Target
  • TVs
  • Laptops
  • Headphones
  • Apple
  • Gaming
  • Vacuums
  • Kitchen
  • Toys
  • Smartwatches
  • Tablets
  • Furniture
  • Mattresses
© Deal.ai Inc.·2222 Ponce de Leon Blvd, Miami, FL 33134·support@deal.ai
TermsPrivacy
Deal.ai › Compare

Leeward Long Sleeve Dress Shirt vs Van Heusen Men's Slim-Fit Flex Dress Shirt

The Van Heusen is the safer buy for most office wardrobes: it costs less to own over time, comes out of the dryer neat, and its flex collar gives real neck room. The Leeward is the better shirt for hot rooms, travel and anyone who wants a lighter, softer hand-feel and no dry cleaning. Build is close on both, but the Leeward's fabric feels more premium and its rating is higher from fewer owners; the Van Heusen wins on collar comfort and everyday durability.

  • Choose the Leeward Long Sleeve Dress Shirt if you run warm, travel often, or want a light wrinkle-resistant shirt you can wash and wear without ironing.
  • Choose the Van Heusen Slim-Fit Flex Dress Shirt if you want a neat-from-the-dryer shirt with a stretch collar that gives your neck room through a long day.

Prices

  • Leeward Long Sleeve Dress Shirt: $118.99 at Scheels (last seen Nov 13)
  • Van Heusen Men's Slim-Fit Flex Dress Shirt: $16.00 at Whatnot (checked today)
  • Difference: the Van Heusen Men's Slim-Fit Flex Dress Shirt is $102.99 cheaper than the Leeward Long Sleeve Dress Shirt at the latest prices (Nov 13 and Nov 14)
L
Leeward Long Sleeve Dress Shirt

Leeward Long Sleeve Dress Shirt

4.9(167 ratings)
$118.99at ScheelsChecked Nov 13
See all prices and details
Visit Scheels
Pros
  • Very light and breathable for warm offices
  • Wrinkle-resistant with no dry cleaning
  • Soft stretch fabric that moves with you
  • Highest owner rating of the two
Cons
  • Fixed collar, no extra neck room
  • Fewer owners, so less long-term feedback
  • Regular cut may be loose for slim builds
Van Heusen
Van Heusen Men's Slim-Fit Flex Dress Shirt

Van Heusen Men's Slim-Fit Flex Dress Shirt

4.6(329 ratings)
$16.00at WhatnotChecked 1 h ago
See all prices and details
Visit Whatnot
Pros
  • Flex collar adds up to half an inch at the neck
  • Comes out of the dryer looking pressed
  • Slim fit reads sharp under a jacket
  • Large owner base and long brand history
Cons
  • Heavier blend feels warmer in heat
  • Slim cut is unforgiving on broader builds
  • Lower owner rating than the Leeward

What separates them

Leeward Long Sleeve Dress ShirtVan Heusen Men's Slim-Fit Flex Dress Shirt
Fabric weightLightweight performance weave with stretchCotton/polyester/elastane blend, a bit heavier
CollarStandard fixed collarFlex collar expands up to half an inch
Wrinkle careWrinkle-resistant, no dry cleaning neededUltra wrinkle-resistant, neat straight from the dryer
FitRegular long-sleeve dress cutSlim fit
BreathabilityBuilt for breathable all-day wearStandard blend, warmer in heat
Owner rating4.9 from 167 ratings4.6 from 329 ratings
Track recordNewer label, smaller review baseEstablished brand with a much larger owner base

Price history

$118.99$14.00
Oct 29Nov 14
  • Leeward Long Sleeve Dress Shirt: lowest $118.99 on Nov 13 at Scheels.
  • Van Heusen Men's Slim-Fit Flex Dress Shirt: lowest $14.00 on Nov 14 at Poshmark.

Prices at every store

Leeward Long Sleeve Dress Shirt

  • Mizzen+MainNew

    In stock

    $158.00+ $10.00 shippingChecked Nov 13
    Visit Mizzen+Main
  • ScheelsNew

    Availability unknown

    $118.99Checked Nov 13
    Visit Scheels
  • Weitzenkorn'sNew

    Availability unknown

    $138.00Checked Nov 13
    Visit Weitzenkorn's
  • Dan's Southern PrepNew

    Availability unknown

    $138.00Checked Nov 13
    Visit Dan's Southern Prep

Also available at

  • Mizzen+MainCheck price at Mizzen+Main
All 11 stores and price history →

Van Heusen Men's Slim-Fit Flex Dress Shirt

  • BelkNew

    In stock

    $19.50+ $12.95 shippingChecked Nov 13
    Visit Belk
  • PoshmarkNew

    Availability unknown

    $14.00Checked 1 h ago
    Visit Poshmark
  • WhatnotNew

    Availability unknown

    $16.00Checked 1 h ago
    Visit Whatnot
  • AmazonNew

    Availability unknown

    As an Amazon Associate, Deal.ai earns from qualifying purchases.

    $24.99Checked 1 h ago
    Visit Amazon

Store links may earn us a commission.

All 13 stores and price history →

What reviewers say

Leeward Long Sleeve Dress Shirt

  • 4.9 / 5167 ratings

Owners rate the Leeward very highly, at 4.9 out of 5 from 167 ratings. They praise the easy care and comfort over a full day.

What people mention
  • Wrinkle resistancePraisedOwners say it comes out of the wash or a suitcase ready to wear with little or no ironing.
  • ComfortPraisedReviewers find the stretch and light fabric comfortable through a full workday.
  • Easy carePraisedBuyers like skipping dry cleaning and washing it at home.
  • FormalityMixedSome say the performance fabric looks less crisp than a traditional cotton dress shirt.

Van Heusen Men's Slim-Fit Flex Dress Shirt

  • 4.6 / 5329 ratings

Buyers rate it highly for the price, praising the stretch and the clean slim look. The main complaints are that the fit runs small and the fabric feels light.

What people mention
  • FitMixedMany say the slim cut fits well, but others find it runs small and tight through the chest and waist.
  • StretchPraisedBuyers like that the fabric flexes with movement during a long workday.
  • ValuePraisedReviewers see it as a solid dress shirt for the money.
  • Fabric weightCriticised

Questions and answers

Which is better for a hot office or summer commute?
The Leeward. Its lightweight, breathable performance fabric handles heat better than the Van Heusen's cotton-blend weave.
Which holds up longer?
The Van Heusen has the longer track record and a bigger owner base reporting on durability. The Leeward is newer with fewer long-term reports, though its fabric resists wrinkles and wear well.
Is the Leeward worth stepping up to?
If you want a lighter shirt with a softer hand-feel and no dry cleaning, yes. If neck comfort and a pressed-from-the-dryer look matter more, the Van Heusen covers it.
Does the flex collar really help?
Yes. The Van Heusen collar expands up to half an inch, which eases tightness when you button all the way up or wear a tie.
Which fits a broader build better?
The Leeward's regular cut. The Van Heusen is slim fit, so size up or expect a closer cut through the chest and waist.
Do either need ironing?
Neither should. Both are wrinkle-resistant, and the Van Heusen is made to look neat right out of the dryer.

Ask our shopping agent

It checks today's price at every store, compares the alternatives and answers in about a minute.

Enter to send, Shift+Enter for a new line

More comparisons

  • Bamboo Long Sleeve Dress Shirt 2.0 vs Leeward Long Sleeve Dress Shirt
  • Bamboo Long Sleeve Dress Shirt 2.0 vs Van Heusen Men's Slim-Fit Flex Dress Shirt
Some find the material thinner than expected for a dress shirt.