88% matchJ. Crew
The prep-leaning sibling label, same corporate DNA
What changes: More tailoring, oxfords and prep colour than denim focus
Brand profile
American denim-led casualwear brand, relaunched by J.Crew in 2006 from a 1937 Massachusetts workwear name and still part of J.Crew Group.
18 brands like Madewell like J. Crew, Alex Mill, Buck Mason →

The name came from a New Bedford workwear maker whose trademark J.Crew's Mickey Drexler bought in 2004; the brand as it exists now launched in 2006.
Straight, wide-leg and barrel jeans anchor everything, with jean jackets, chore coats, knitwear, leather totes and boots built around them.
It relaunched as a womenswear retailer and still sits inside J.Crew Group; the men's assortment and a secondhand resale program are extensions of the denim core.
Overall fit
true to size
Most shoppers report Madewell fits true to size, with the caveat that cuts have drifted roomier over time and stretch denim tends to relax a half size after a few wears.
Tip: Order your usual size in most pieces, but consider sizing down in stretch denim and in the deliberately oversized tees and sweatshirts.
Medium confidence · based on 18 sources
By category
| Category | Runs | Shape | Size advice |
|---|---|---|---|
| Hoodies & sweatshirts | slightly large | relaxed, casual sweatshirt cut with generous body room | Stick with your usual size for a slouchy look, or go down one if you prefer it fitted. |
| Shirts & overshirts | true to size | easy, relaxed cut through the chest and waist rather than tailored | Order your normal size; the drape is meant to be loose rather than trim. |
| Trousers & pants | true to size | relaxed or wide through the leg on most chino and pleated styles | Take your usual waist and plan on hemming the wider legs if you are under average height. |
| Jeans & denim | mixed | straight, wide-leg and barrel silhouettes sit relaxed through the hip and thigh; slim/skinny styles are closer to the leg | Take your usual waist in rigid/organic-cotton denim, but size down when there is meaningful elastane since the waist commonly relaxes. |
| Jackets | slightly small | denim and chore jackets sit fairly close through the shoulders and chest | Consider sizing up if you want to layer a knit underneath a denim or chore jacket. |
| T-shirts & graphic tees | slightly large | boxy to relaxed, with dropped-ish shoulders on the oversized styles | Size down if you want a closer fit; the standard cut is intentionally roomy. |
Directional fit consensus summarized from public sources with AI — a starting point, not a guarantee. Confirm with the product's own measurements before buying.
88% matchThe prep-leaning sibling label, same corporate DNA
What changes: More tailoring, oxfords and prep colour than denim focus
84% matchSame Drexler workwear-prep formula, smaller and sharper
What changes: Independent, more design-led and less denim-anchored
80% matchUS-made five-pocket denim and tees, menswear-only
What changes: Tighter core-staples range, more made-in-USA premium
72% matchCleaner minimalist basics at lower price points
What changes: Less denim heritage, more neutral office-casual minimalism
Madewell fits true to size. Order your usual size in most pieces, but consider sizing down in stretch denim and in the deliberately oversized tees and sweatshirts. Most shoppers report Madewell fits true to size, with the caveat that cuts have drifted roomier over time and stretch denim tends to relax a half size after a few wears.
Most shoppers report Madewell fits true to size, with the caveat that cuts have drifted roomier over time and stretch denim tends to relax a half size after a few wears. Overall shape: generally relaxed-to-regular through the body, with an increasingly roomy, casual cut across recent seasons.
Madewell hoodies & sweatshirts fits slightly large. Stick with your usual size for a slouchy look, or go down one if you prefer it fitted. Shape: relaxed, casual sweatshirt cut with generous body room.
Madewell shirts & overshirts fits true to size. Order your normal size; the drape is meant to be loose rather than trim. Shape: easy, relaxed cut through the chest and waist rather than tailored.
Madewell trousers & pants fits true to size. Take your usual waist and plan on hemming the wider legs if you are under average height. Shape: relaxed or wide through the leg on most chino and pleated styles.
Madewell is an American casual label built around denim: straight, wide-leg and barrel jeans, plus jean jackets, chore coats, knitwear, leather totes and boots. The name comes from a 1937 New Bedford, Massachusetts workwear maker; J.Crew's then-CEO Mickey Drexler bought the trademark in 2004 and relaunched the brand as a womenswear chain in 2006. It remains part of J.Crew Group, which exited Chapter 11 in 2020 under lender ownership led by Anchorage Capital. A men's line and secondhand resale program extend the core denim assortment.