My Favorite Stretchy Wide Leg Jeans to Make You Fall More In Love With Your Outfits 🤩

My Favorite Stretchy Wide Leg Jeans to Make You Fall in Love With Your Outfits + Putting Me Together

You should know by now that I’m OBSESSED with clothes that are stretchy. And if not, hi, I’m Audrey 👋🏼, and I’m obsessed with clothes that are stretchy. 😆 I love for my clothes to be relatively unfussy and comfortable enough to move around, sit, and EAT in without being hindered. I want that for you, too, which is why I always highlight how comfortable and stretchy certain clothes are, AND when they have elastic in the waistband! (Stretchy waistbands = sitting and eating comfortably all day. And you know, food is my love language, so eating in peace and comfort is important for me, haha!) Today I’m keeping it super simple but super helpful – I’m sharing my favorite stretchy wide leg jeans!

Wide leg jeans have made their comeback, and there are lots of great options out there. But, where do you start? Well, let me point you to some that are comfortable and totally worth checking out!

Before we get there, if you’d like help styling wide leg jeans, knowing how to wear wide leg jeans, and knowing which shoes to wear with wide leg jeans, here are a couple of posts to check out:

SIZING: I’m 5’6″ and usually S/M or 6 in clothes and 8.5 to 9 in shoes.

My Favorite Stretchy Wide Leg Jeans

putting me together + stretchy wide leg jeans + floral printed top + tan mary jane flats + white earrings
putting me together + stretchy wide leg jeans + black and white striped top + green blazer + green and white sneakers + gold earrings + gold necklace

1. Wit & Wisdom Ab-Solution Skyrise Stretchy Wide Leg Jeans

Get ready for me to say this about every pair, but these are SO COMFORTABLE! Not only are these stretchy wide leg jeans, they are really SOFT and lightweight. Plus, they have an elastic strip in the waistband for a stretchy waistband that gives you ultimate comfort. I would honestly rather be in these than in athleisure bottoms because I feel way more stylish in them, and they’re just that comfortable.

You can dress these up and down easily. Dark wash jeans typically are easier to dress up. I wear this pair with blouses and flats regularly. I also dress them down regularly with sneakers and a t-shirt. You can find all of my wide leg jeans outfits HERE for more ideas.

Shop the jeans HERE.

For sizing, I wear these in size 6. However, one of our PMT Style Club members sized down one size in them, and she has a straighter figure and less curvy hips than I do. If you have straighter hips, I suspect sizing down would work better for you, as the waistband was comfortable for me in size 4, but they gave me a wedgie 😂, which is due to them not fitting over my curvier hips. Hope that makes sense! EITHER WAY, you can order two sizes if you’re ever unsure because Nordstrom offers free shipping and free return shipping on all orders. 🙌🏼 (Also, they virtually have no limit on how long you have to return something, so don’t worry about sending it back “on time” – you have time!)

Shop the Outfits:
Top (similar)
Old Navy Tee (wearing size S)
Amazon Blazer (wearing size S)

Nordstrom Jeans (wearing size 6)

More Wit & Wisdom Stretchy Wide Leg Jeans

This is not the only pair of wide leg jeans Wit & Wisdom has. This brand is known for being STRETCHY and COMFY with elastic waistbands – it’s been my favorite brand for comfortable denim for literally almost a decade at this point. CRAZY!

Here’s a roundup of more comfortable wide leg jeans from Wit & Wisdom. The main reason I stick with the pair above is because the rise on this pair is slightly higher than the rest of them, despite what the product listings say. ALSO, the pair I own is thinner than most of the other Wit & Wisdom wide leg jeans. So, if you want thicker ones, try some of the options below. Just random FYIs so that you’re informed while you shop!

stretchy wide leg jeans + white and black striped short sleeve sweater top + black sandals + gold jewelry + putting me together
stretchy wide leg jeans + white top + brown mary jane flats + white earrings + putting me together

2. KUT From the Kloth Meg Fab Ab Stretchy Wide Leg Jeans

This is another pricey pair, but they are also SOOOOO GOOD and SO COMFORTABLE! These feel BUTTERY soft! They are VERY soft. Fairly thick. And the waistband is very stretchy for comfortable all-day wear.

These do have a slightly lower rise than the Wit & Wisdom Sky-Highs. They are also thicker than the Wit & Wisdom pair above. So, whereas the Wit & Wisdom pair is so thin that it can appear thin, this KUT From the Kloth pair is thick enough that it maintains the straight leg line better.

Shop this pair HERE. I sized down to a size 4 in these, and they’re still plenty roomy.

Shop the Outfits:
Amazon Striped Sweater (wearing size M)
LOFT White Blouse (similar)
Nordstrom Kut From the Kloth Jeans (wearing size 4)

More KUT From the Kloth Stretchy Wide Leg Jeans

The Meg wide leg jeans come in a variety of washes. I rounded up some more below! However, it’s important to note that I don’t know if ALL of them are buttery soft like the pair I own because the fabric of the various washes may not be the same. Also, our PMT Style Club Style Coach, Courtney, owns a billion pairs of these and says the sizing is different on all of them. 🤪 SO, again, order multiple sizes to find your best fit. Thank goodness for free return shipping!

red pointelle short sleeve sweater tee + stretchy wide leg cropped jeans + tan flats + white earrings + putting me together
navy and white striped pointelle short sleeve sweater + stretchy wide leg cropped jeans + tan flats + white earrings + putting me together
navy blue button up blouse + black stretchy wide leg cropped jeans + tan flats + white earrings + putting me together
tan animal print tee + stretchy wide leg cropped black jeans + black mary jane flats + gold hoop earrings + denim jacket + putting me together

3. Draper James

There’s a new kid in town! While I have loved the Wit & Wisdom and KUT jeans for a while, this Draper James pair is new to me. But I’m already in LOVE! Here I’m wearing the same jeans, one in a dark wash and one in black. Both are stretchy wide leg jeans that are also more affordable than the Wit & Wisdom and KUT jeans – under $50 and even LESS during one of the frequent sales. 🙌🏼

These are thicker than the Wit & Wisdom jeans I own and hold their structure much better. That means the line of the leg will look more tailored and polished, which I love. These are also definitely ankle length, whereas the other two are closer to full length.

The bottom looks slightly wider and gives the pants a slight flared shape, partially due to how they fall from curvy hips. However, they are wide legs, as they are not fitted at the knees at all like true flares are. I personally don’t care either way – they look good, and they’re COMFY!! 😄 I wear size 6.

While the Wit & Wisdom and KUT pairs have been around and in stock for a while, based on how Draper James rotates their styles, I suspect these will not be restocked. So, if you’re looking for a pair of REALLY GOOD, AFFORDABLE wide leg jeans, definitely check them out now before they sell out.

UPDATE: Draper James is currently sold out in the colors I’m wearing and only has very limited stock in other colorways. They may come back in stock as seasonal styles transition. You can check HERE.

All of these jeans can be dressed down and up easily. They all work with sleek lifestyle sneakers – the kind I mention in the blog post Which Shoes to Wear With Wide Leg Jeans. And, they all work with flats and heels.

If you want some really comfortable, stretchy wide leg jeans, give these a shot! They’re my FAVORITES!

Also, check out my other blog posts to help you know what to wear with wide leg jeans:


Join the PMT Style Club and Grow Your Style!

Want a place to play with styling wide leg jeans, finding your best fit, and mixing and matching your jeans (and the rest of your clothes)? Check out the PMT Style Club!

Inside, you’ll learn to build a seasonal wardrobe that you’ll actually wear, find new ways to wear what you own, and develop your style so that you feel your best each day with less fuss and less mental load.

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