The best boots to wear with skinny jeans, you ask? There are so many footwear options with skinnies. And boots and skinny jeans are one of my favorite styling combos.
There are a lot of shoes to wear with skinny jeans, but for Fall/Winter, nothing beats a good pair of boots to keep these somewhat dated jeans this season!
Slim jeans pair perfectly with anything from lower ankle boots to the higher of the thigh highs.
The hottest skinny jeans styles at the moment have are high waisted and are more slim fit than fully skinny.
Update Your Skinny Jeans Outfits with These 9 Boots
1. Ankle Boots
Ankle boots and skinny jeans are a perfect combination that I am pretty sure will never go out of style! The best ankle boots to wear with skinny jeans are many.
The type of ankle boot you choose to pair with your skinny jeans, can completely change the look of the outfit.
The best styles have a high vamp with a block of fine kitten heel.
Ankle Boots We Love:
2. Skinny Jeans
Show your tough side with a pair of lace-up combat boots paired with tight jeans. Add a destroyed skinny for maximum rebel effect! A solid leather pair of combat if well taken care of with last years.
Combat boots get more or less trendy in fashion, but are always present. For the 2023 season combat boots are all about chunky bottoms with notable lug soles.
This classic boot will surely never go out of style! Can't beat the fact that you can pretty much wear them with anything.
Not into lace-ups? A buckled biker boot will be just as tough & edgy, but easier to slip in & out of!
Read my post on how to wear combat boots with jeans and everything else! Don't forget to check out the best waterproof women's combat boots too.
Styling tip: As this classic style sits a little higher at the ankle, feel free to show a little sock layered on top of the jeans
Combat Boots We Love:
3. Sock Booties
For a streamlined look, a tight, sock-like boot – aka sock bootie – is a great way to balance out your outfit. Especially if you're wearing a top with your jeans. Sock boots outfits with any outfit tend to elevate a look.
Sock booties in black or metallic hues with a stiletto heel and fine-toe shape are perfect for a night out with skinny jeans. Pick dark or black skinny jeans and add a silk top, or tank with a sparkly blazer for a chic night out.
4. Cowboy Boots
Skinnies are some the best jeans to wear with cowboy boots because they'll fit into your boots effortlessly!
Or, if you prefer, you can roll them up with western ankle boots, to show off a bit of leg or socks.
Wear them in both winter or summer with any type of cowboy boot – ankle or calf height. I love high waisted pair of skinny jeans, tucking into them a fitted tank, classic boyfriend tee, or fun blouse.
Layer over a cardigan, light jacket or trench. Add a western buckle belt for some cowgirl flare.
For more elevated outfits, choose a dark or black pair of skinny jeans with a bodysuit. Layer over a dark or white structured blazer.
Cowboy boots in high-shine black, optic white or a metallic hue will add a dose of glam! Check out more style tips on how to Wear Cowboy Boots with jeans and other clothing!
5. Chelsea Boots
Chelsea boots outfits with skinny jeans look fab! Just like combat boots, they bring an edge to any outfit.
That being said, there are a slew of different types of Chelsea boots. That's because they're defined by the elastic side panels and not the shape or height.
That being said, current trending Chelsea boots are twofold. There are classic styles like Blundstone all weather boots, but the fashionistas are all wearing chunky, lug-sole Chelseas in black or white.
They are usually ankle height, but also come in mid calf and knee height.
Wear your Chelsea boots over your skinny jeans for a seamless look. Or, if your skinnies are a bit wider in the ankle, wear them over.
If you want to add a rugged touch, cuff them over the top of the boots!
Chelsea Boots We Love:
6. Over the Knee Boots
Skinny jeans with boots it brought to another level with over-the-knee-boot! They're not only the hottest boots for the current and upcoming season, but they're one of my personal favorite shoe combos.
Whether low or high heeled, leather or suede, nothing beats skinny jeans with a thigh high boot for an updated, fashionable & sleek look. Go for an updated pair of high boots that are roomy in the leg with a block or kitten heel.
Styling tip: Trouble fitting your skinny jeans into your high boots? Well if they are too long, you can simply cuff them up once (so the it doesn't add bulk inside the boot) & pull your socks over it before sliding on your boots.
And unlike a few years ago, a little bunching of the jeans in the boots is now considered stylish!
7. Knee High Boots
Knee-high boots styled with skinny jeans are a great choice if you want more boot coverage but don't want to wear thigh-highs. They're also the trendiest and best pair to update your skinny jeans look in 2025!
Skinny jeans will look great with all kinds of knee boots. Especially with leather block heel straight leg boots and slouchy suede knee boots with a kitten heel. Add an oversized blazer or sweater with darker jeans for an updated look!
For some fun with an animal print or silver metallic knee high boot to give your look an edge. Opt for a black head-to-toe look for an evening out or an office-appropriate outfit.
8. Riding Boots for a Classic Pairing
Fashion bloggers have often proven how great a riding boot can look tucked into a classic riding boot.
Although riding boots are not on the top of the boot trend scale right now, like the combat boot, they've become one of the most classic & versatile knee high boots. They're a timeless pairing
Styling tip: Pair darker slim jeans with riding boots for a demure, pretty style.
9. Rain Boots + Skinny Jeans – For Gloomy Days
Hunter boots or similar tall rain boots are perfect for rainy days–especially with skinny jeans!I wore silver Hunter rain boots myself in a shoe styling post & they're a fabulous high boot to beat a dreary, rainy day in style.
For all those reasons, it makes Hunters hard to omit from this list of boots for slim jeans!
Styling tip: These rubber boots are wide enough at the calf to fit even a looser-fitting skinny, so no worries if your jeans aren't tight enough.
Shop all kinds of skinny jeans – designer and otherwise – at Zappos, Saks Fifth Avenue, Bloomingdale's and My Theresa.
Are sneakers more your thing? Heck, I love them too! Check out my post on the 5 most fashionable pairings of skinny jeans and sneakers!
More Boots Posts:
How to Wear Short Dresses with Boots
xo ShoeTease
Cristina is the chief editor, fashion & shoe expert here at ShoeTease. As a seasoned stylist and women's fashion & shoe designer, she boasts over 20 years of experience in the fashion industry. She loves crafting effortless outfits for ladies both online and off and believes that styling advice should be accessible to everyone. Whether you're a styling pro or just starting out, Cristina's here to guide you on your fashion journey! Learn more.
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