Madewell Jeans Buying Guide (Spring/Summer 2022 Update)

I have been wearing Madewell 10” high rise skinny jeans on constant rotation since a friend- who at the time worked for the company as a regional district manager- told me about them, like an inside secret, at another friend’s wedding. I just checked to see how long ago that was and as it turns out, our friend got married in May of 2008.

So I have been devoted to Madewell jeans for 14 freaking years. Hence, I know a thing or two about the styles, how they fit and how they wear. Sharing is caring. as the kids say- so, here goes- an updated version of my popular Madewell Jeans Buying series!

My Madewell Jeans Buying Guide

Sizing:

As far as sizing, I always size down. So, while I usually go for a 27 in department store/high end denim brands, I am a pretty consistent 26 in Madewell jeans. And even when the scale jumps up a bit, it never makes too big of a difference in the fit or comfort- to be honest, at those times, I just wash them less frequently.

Style Category:

My go-to is, yes, the 10” inch high rise skinny style category- however, I also wear this pair of 11” high rises because the wash is amazing and it is great to have as an option when wearing more cropped shirts or sweaters.

The Best Madewell skinny Jeans

My all-time winning pair? THESE. Made of the most soft-to-the-touch denim woven with TENCEL™ lyocell, they literally feel like buttery leggings. These are jeans I have worn on overnight flights, on “fat days”, and opted to stay in when coming home after a long day instead of switching out for sweatpants.

The Hamden wash high rise skinny is perfectly worn at the ankles and the whiskering at the hips gives a good vintage feel. Perfect year-round staple, and a bit of a more weighty denim material than many of the similar styles.

The Hayes wash is super slimming, classic deep indigo dark denim and probably the pair I have owned the longest and wear the most frequently.

The Best Madewell Jeans (besides the skinny styles mentioned above!)

OMG this new pair is PERFECTION- it combines all the flattering elements of an 11” high rise silhouette in a flare leg style. Here is a darker wash version which is perfect for dressing up, too- looks super polished.

This straight leg split-hem style is on trend, but the rigid denim and light wash is timeless. Love it with flat sandals/flip flops as a casual summer denim staple.

Yay for the arrival of the “dad jean”- the most effortless, slouchy fit. How good would this new style look with a fitted tank or even paired with a bikini top? Love.

SHOP THE BEST MADEWELL JEANS FOR SPRING/SUMMER: