DealsBuying guidesBrandsStoresTermsPrivacydeal.ai apps

© Deal.ai Inc.

AllTravelTechClothesShoesJewelryHomeBeautyOutdoorsToys
This hour's deals
Tommy Hilfiger
Tommy Hilfiger Men's Regular Fit Stretch Dress Shirt
−58%

Clothes · Macy's

A dress shirt that stretches through the long workday

Tommy Hilfiger Men's Regular Fit Stretch Dress Shirt

Tommy Hilfiger's regular-fit stretch dress shirt — sharp enough for meetings, comfortable enough for the commute.

Deal score 6.5 · Great deal
$33.39$80.00 Macy's regular price

You save $46.61 at Macy's

Deal.ai's agents found this deal on November 3. The store may have changed its price since.

Why it's a great deal

  • Macy's lists its regular price at $80.00: 58% off by its own figures
Visit Macy's

Every store we checked

  • Macy'sNew

    In stock

    $33.39Observed at 3:13 PM
    Visit store
Price history and every store's price →

Reading Macy's’s product page for the details…

Specs

Shirt Type
Dress shirt
Numeric Size
15.5
Department
Men's
Age Group
Adult
Fabric Type
cotton: 96%, elastane: 4%
Fabric Properties
Non-Iron
Fit
Regular
Sleeve Length
Long Sleeve
Sleeve Style
Barrel Cuff
Neckline
Collared

About the Tommy Hilfiger Men's Regular Fit Stretch Dress Shirt

The Tommy Hilfiger Men's Regular Fit Stretch Dress Shirt is a non-iron cotton dress shirt with 4% elastane for stretch, cut in a regular fit with a button-down collar and barrel cuffs. The non-iron finish and slight stretch make it a low-maintenance option for office days and travel. At $33.39 at Macy's as of November 3, 2026, it sits at the low end of what this shirt typically sells for, well below its usual $60 to $90 range.

Best forMen who want a non-iron shirt for the officeTravelers who pack light and skip ironingShoppers wanting a stretch cotton shirt under $40Men who prefer a regular fit over slim cuts
Pros
  • Non-iron finish cuts down on pressing
  • 4% elastane adds stretch and comfort
  • Button-down collar holds its shape without stays
  • Regular fit suits a broad range of body types
  • At $33.39, well below typical retail
Cons
Only one size (15.5, 34/35) listed at this price
  • Stretch cotton can feel less crisp than pure cotton
  • Button-down collar is more casual than a point collar
  • Limited color and pattern options at this price

    • What reviewers say

    Rated 3.9 out of 5 from 135 ratings, the shirt draws mixed feedback. Owners like the non-iron convenience and stretch, but some report inconsistent sizing and fabric that feels thinner than expected.

    Pros
    • Comes out of the dryer mostly wrinkle-free
    • Stretch fabric is comfortable through the shoulders
    • Good value at sale prices
    Cons
    • Sizing runs inconsistently between colors
    • Fabric feels thinner than older versions
    • Collar points can curl over time

    Questions and answers

    Is this shirt worth buying at $33.39?
    Yes, if you need a non-iron office shirt and wear a 15.5 neck. That price is well below the shirt's usual $60 to $90 range, so it is a good deal at Macy's as of November 3, 2026.
    How does the stretch fabric feel compared to pure cotton?
    The 4% elastane gives it more give through the chest and shoulders, so it moves with you. It feels slightly softer and less crisp than a 100% cotton dress shirt.
    Does the non-iron finish really work?
    Mostly. It comes out of the dryer wearable with minor touch-ups, but it will not look freshly pressed without a quick iron on the collar and placket.
    What size is the 15.5 (34/35)?
    That is a 15.5-inch neck with 34/35-inch sleeves, a common men's medium-to-large dress shirt size. Check your neck and sleeve measurements before ordering, since fit varies by color.
    What is in the box?
    Just the shirt. No collar stays or extra buttons are typically included, so plan to supply your own if the collar needs them.
    When is this shirt cheapest?
    Department store sales and clearance events, especially around holidays, tend to bring it under $40. The current $33.39 at Macy's is already near the low end of its range.