I Tried on All of Madewell's Most Popular Jeans—These 5 Were the Winners

I've been wearing Madewell jeans for as long as I can remember, and there are several reasons why. First of all, the brand is always quick to join in on the latest denim trends (without ever ignoring the classics). Additionally, its jeans are well-made but inexpensive compared to other denim brands of comparable quality. And lastly, they're comfortable and true-to-size (and they come in tons of sizes and even different length options).

For the first time in a long time, I'm in desperate need of a few new pairs of jeans, and I've had my eye on several Madewell ones as of late. Accordingly, I got the chance to try on a whole stack of jeans in the comfort of my own home and I'm here to share the fruits of my labor with you.

Choosing the right pair of jeans for you is a pretty personal thing, but I did my best to give my honest feedback in the most helpful way possible. And I took photos of my try-on adventure, of course. I don't know about you but I'm someone who is always searching for photos of exact styles of jeans in Google Image.

With that, scroll on for my hot take on all of the best jeans at Madewell (and shop the exact styles I tried).

My Review: First up is a strong contender for my favorite of the bunch. They're truly the Goldilocks of jeans: not too tight, not too loose. At 5'4", I struggle to find jeans that don't need to be hemmed (and petite styles tend to be too short), these were perfect. They're also one of the rare ultra-high-waist styles I've tried that are actually comfortable—without that stretchy jeans look.

My Review: The Perfect Vintage Wide-Leg Jeans are a loose, high-waist style that's just shy of being baggy. While I liked the way they looked, I would recommend sizing up one size in these as my normal size 26 was quite tight around the waist. That said, I didn't wear them for long and they have some stretch so there's a strong chance they'd loosen up a bit with wear.

My Review: If I'm going to wear jeans that are more of a slim style, I prefer them to be black, so that's the wash I tried. I was surprised by how much I loved the Stovepipes. They're perfect for wearing out at night and I liked that they were more of a slim straight fit than a skinny fit. Plus, they're ridiculously comfortable. Take my advice and order these if you're looking for a slightly dressier pair.

My Review: I had high hopes for these, as they're the most forward style right now, and I wasn't disappointed. They're sort of low-rise baggy lite—in a good way. I found them to be more mid-rise than low, and they're not ultra baggy. For more of the slouchy, low-slung look, I'd recommend ordering up a size.

My Review: Of the styles I tried, these were the closest to being a skinny jean. Because I didn't want them to be tight, I went up a size and I'm so glad I did. They had more of a classic straight-leg look (which is my preference) when I went up a size, but I think they would've fit more like skinny jeans in my normal size. I liked the super high rise, and the length was perfect for me at 5'4".