How to Wear Ankle Boots With Jeans

Booties and denim are like peanut butter and jelly: great on their own, but better together. With opportunities to dress the heeled boot up or down for any season, this contemporary and casual ankle boots outfit is a go-to for women.

Wondering how to wear ankle boots or even how to wear ankle boots with jeans? You're in good hands. Keep reading for outfit ideas, styling tips, and insight into which pants to wear with which booties for women.

How to Wear Booties With Jeans: 6 Ways

So, you want to rock booties with jeans. While there are tons of routes you can take with this flattering, fashion-forward look, figuring out which boot styles go best with different types of denim can be tricky. That said, a little inspiration might be all you need to start curating outfits with booties.

Ahead, we have six ways on how to wear booties with jeans.

1. Ankle Boots With Skinny Jeans

While some people surmise that the skinny jean tend is fading, the form-fitting silhouette of the skinny jean is clearly here to stay. Skinny jeans hug your curves from your waist down to your ankles, with narrow bottoms that pair impressively well with booties whether it has a pointed toe or rounded toe.

The nice thing about this cut is that it looks great with both form-fitting and looser shirts—bodysuits, oversized sweatshirts, slouchy sweaters, you name it. Plus, skinny jeans can be dressed up or down with different boot styles like calf boots, flat ankle boots, or knee boots.

What Ankle Boots Go With Skinny Jeans?

A better question would be: What ankle boots don't go with skinny jeans? What we're trying to say is that most styles flatter the cut, so it's really a matter of what look you're going for.

A Chelsea boot is a great choice for casual occasions, especially designs with chunky lugged heels. For a more put-together look, go with a block-heel ankle boot.

2. Ankle Boots With Wide-Leg Jeans

Wide-leg jeans or flare jeans are quite the opposite of skinny jeans, but who says you have to choose between the two? Though ankle boots might not be the first footwear that comes to mind when styling the flare jeans cut, they pair together surprisingly well.

Skinny jeans offer a bit of leeway in terms of what type of shirt you can wear. However, slimmer tops are usually best with a flared jean, as they balance out the broad silhouette. Opt for a bodysuit, a fitted T-shirt, a mock-neck tank, or a basic long-sleeve tee when wearing wide leg jeans.

What Ankle Boots Go With Wide-Leg Jeans?

We're big fans of low ankle booties with wide leg jeans, as they're polished yet practical and endlessly versatile. For a little more height and a modern flair, go with a stacked-heel ankle boot.

3. Ankle Boots With Boyfriend Jeans

Slightly slouchy with straight or cuffed bottoms, boyfriend jeans are everything we love about casual comfort. Your first instinct might be to pair the relaxed, straight-leg cut with sneakers or sandals. However, the right style of ankle boots can balance out the laid-back vibe of boyfriend jeans with an elegant appeal.

As for your top, you can go casual with an oversized crew-neck or a white cotton tee lazily tucked into the front. On the other hand, a crop-top or fitted sweater can lend to a more feminine look.

What Ankle Boots Go With Boyfriend Jeans?

Whether your boyfriend jeans are distressed, ripped, faded, or stone-washed, sneaker booties are always a solid choice. Consider a pull-on platform sneaker to elevate your look, and give your jeans a cuff to show the shoes off. Believe it or not, stacked-heel ankle boots also work well, elongating your ensemble with a tasteful touch.

4. Ankle Boots With Black Jeans

Black jeans are up there with little black dresses as a women's wardrobe staple. With a good pair in your arsenal, you'll always have something to wear. From happy hour and weekend brunch to running errands and a night on the town, black jeans are a flattering fallback you can rock almost anywhere.

On top, slip into a fitted V-neck with a blazer, an extra-long cardigan over a camisole, a crisp white button-down, or a flowy tunic. We also appreciate that nearly every color goes with black—and most shoe styles like snakeskin booties or white booties go, too!

What Ankle Boots Go With Black Jeans?

When it comes to wearing boots with black jeans, you've got lots of options. We love stacked-heel wedge booties, as well as heeled ankle boots with leather uppers. Slip-on sneaker booties are great, too, if you're going for a sportier look.

5. Ankle Boots With White Jeans

White jeans are an excellent warm-weather staple. But in the modern world of fashion, you can wear them well past Labor Day—especially with the right heeled boot on your foot.

Wide-leg, skinny, and straight-leg jeans are popular cuts for white jeans. And as long as you can keep them clean, you can explore a world of styling possibilities.

For a classically preppy look, wear a nautical-style shirt with navy stripes, a flowy floral top, or a crisp button-up shirt in a contrasting color. Crop-tops are perfect for high-waisted pants, and you can't go wrong wearing a simple sweater or long-sleeve tee with white jeans.

What Ankle Boots Go With White Jeans?

Brown or taupe low-heel booties work well with nautical and preppy ensembles, though black is always chic. You can also wear block-heel ankle boots with white jeans or fierce animal-print wedge booties for a bit more height.

6. Ankle Boots With Ripped Jeans

What about ripped jeans? As soon as pre-ripped, unworn styles hit the stores, all bets were off. These effortlessly edgy pants will likely always be in vogue, and with the right footwear, they can even be classy.

Sportier ankle booties can play up the casual vibe of distressed denim, while leather ankle boots balance it out with a refined effect. You can soften up the ensemble with a gauzy floral tunic or a cable-knit sweater. On the other hand, simple t-shirts, knitted mock-necks, and flannel button-downs work too.

What Ankle Boots Go With Ripped Jeans?

If your streetwear style leans sporty, opt for sneaker booties. But if you want to play up the edginess of your ripped denim jeans, you might consider a combat boot-style shoe that’s sure to elevate your look. If you’re looking for the closed toe and height from wedge booties but wish for something breezy, perhaps the Majorca closed-toe sandals are for you. 

Women's Ankle Boots from TOMS

As you can see, there's no right or wrong way to wear ankle boots with jeans. If you're feeling inspired by these looks, why not treat yourself to a fresh pair of booties?

TOMS has an excellent selection of women's boots, including stacked-heel booties, block-heel boots, lugged Chelsea boots, slip-on sneaker booties, lace-up combat-style boots, and wedge booties. They come in neutral hues and fashion-forward designs with high-quality leather, nubuck, or suede uppers. 

Thanks to the built-in OrthoLite® Eco X40 Hybrid insoles, you can count on all-day cushioning and long-term comfort. What's more, the durable TPR outsoles provide traction underfoot.

Shop TOMS boots and booties for women today!



Reviewed By Kendall Pilgrim 

Kendall Pilgrim is an LA-based writer and editor determined to go all the places and see all the things. She’s been operating in the footwear space for 3 years, writing about the latest trends or styles and helping brands make bold statements through innovative copy.