Over the years, Madewell has been one of my go-tos for basics like T-shirts and denim pieces. The brand has had a chic revamp with major '90s vibes, and I am now fully invested in everything it has to offer this season. No, really—I want pretty much every last sweater, skirt, top, dress, pair of jeans… You name it. Don't even get me started on the leather jackets and boot selection.
While exploring the Madewell site, I came across four inspiring denim outfit ideas that I can't wait to re-create for fall. Each ensemble is the perfect mix of elevated and cool that somehow manages to appeal to a variety of personal styles. It's all in how you mix and match the pieces. Keep scrolling to check out each outfit idea, plus 31 picks I have my eye on this season. It was incredibly hard to narrow them down. And before you check out make sure to take a peek at our Madewell promo codes for more savings.
1.
Love the green.
Little black tee.
Belts are having a moment.
Great jeans no matter the season.
Sleek booties.
2.
Super-chic sunglasses.
Quick! This top is selling out fast.
It's sweater season.
This bag looks designer.
I love white jeans for fall and winter.
3.
Hello, perfect white T-shirt.
Obsessed with this black-and-gold belt.
This denim skirt is an editor favorite.
Super-chic knee-high boots.
4.
A black leather jacket is always a good idea.
Cozy and cool.
The styling options are endless.
More Chic Madewell Pieces to Shop Now
I live for a great button-down shirt.
The leather jacket is the epitome of cool.
Elevated Mary Jane flats.
Another cool denim skirt.
Bomber jackets are a big fall trend.
For the miniskirt lovers.
A coat to wear forever.
Flared denim I can get on board with.
Stripes always.
A modern take on the classic trench.
These are the coolest earrings.
Sheer details for the win.
Nineties-minimalism vibes.
Perfectly polished.
-
In Paris, Stylish Women Prefer This Timeless Trend Over Bombers *and* BlazersHere are 13 to shop.
-
I Own $500 Jeans, But This Under-$150 Pair Looks and Feels More ExpensiveTrust me.
-
My Mom and I Went Shopping at Madewell for the Insiders Event—These Are the Chicest FindsAnd all the items are on sale!
-
Spotted in Midtown NYC: The Blazer Trend Elegant Dressers Will Wear With Jeans This SpringI feel strongly about this.
-
10 Who What Wear Editors, 64 Spring Buys—Inside Our Seasonal Mood BoardsEverything inspiring our wardrobes this season.
-
Anti–Skinny Jeans Are Still Ruling in 2025—Finally, 15 Fresh Ways to Wear ThemStealing these looks this season.
-
From Prada to COS—Here's Everything I Packed and Wore for Milan Fashion WeekA full breakdown.
-
I Already Have an Elevated Closet, But If I Were to Start Over, I'd Go for These 5 StaplesEffortless outfit ideas ahead.
