No matter how many new denim trends we're all presented with each fall/winter season, skinny jeans endure. And for that reason, we're here to help you refresh your collection for the cold weather to come. Since there are a lot of other worthy things to spend your money on (like boots, but more on that later), we scoured the internet for the best under-$100 skinny jeans to add to your collection from some of your favorite brands like Levi's, Topshop, and more.
Now, on to the second part of this equation: boots. As you've probably discovered on your own, not all boot trends work with skinny jeans, but one of the biggest boot trends of the year happens to work beautifully with skinny jeans. Knee boots are reigning supreme among the fashion month street stylers, on Instagram, and on celebrities, and they're perfect for tucking skinny jeans into. It makes for an incredibly polished look that can easily be completed with a sweater or blazer and tee.
Keep scrolling to shop our favorite under-$100 skinny jeans and knee boots to wear with them.
If you love the look of vintage denim, Levi's 501 skinny jeans are for you.
These are wildly comfortable.
Wear this classic pair with a cropped sweater (and knee boots, of course) and call it a day.
Topshop Jamie Jeans have been wildly popular for years.
A faded black wash is a nice departure from the usuals.
It's probably time to replace some of those black skinny jeans in your closet.
If you like your skinny jeans to be ultra skinny, your search ends here.
This is a favorite brand for skinny jeans on Nordstrom, so they must be good.
The Best Boot Trend to Wear With Skinny Jeans
Even distressed skinny jeans can look polished when paired with knee-high boots.
We love how the boots easily pull this denim-on-denim look together.
Emily Ratajkowski is all the proof we need that wide knee boots balance out the ultra-slim jeans.
A checked blazer completes this equestrian-inspired look perfectly.
This monochromatic look is extremely chic.
Our very own managing editor Kristen knows the power of knee boots when wearing a simple outfit.
Another strong case for wearing the blazer, skinny jeans, and knee boots outfit combination.
Shop Our Favorite Knee Boots to Wear With Skinny Jeans
If you buy just one pair of statement shoes for fall, make it a pair of snake-print knee boots.
Tamara Mellon collaborated with beloved denim brand Frame one the perfect boots to wear with skinny jeans.
These are so good.
See previous comment about knee-high snake boots.
Well these look expensive.
Mango is an excellent source for affordable knee boots.
The shiny heel and fuzzy toe make these feel so special.
Easy breezy.
Next up, 12 boots NYC fashion girls are buying for fall.
-
Anti–Skinny Jeans Are Still Ruling in 2025—Finally, 15 Fresh Ways to Wear ThemStealing these looks this season.
-
Amal Clooney's Croc-Embossed Thigh-High Boots Are About to Cause a StirGuaranteed.
-
These 5 Inspiring Outfits Are Proof You Can Easily Merge Classic and Trendy StylesTrust me, you're going to want to re-create these looks.
-
The 2025 It Girl's Wardrobe: 9 Highly Specific Brands and Buys They're All WearingFrom handbags to jeans to jewelry.
-
The Boot Trend Everyone With Expensive Taste Is Styling Instead of Flats or HeelsWe're here for it.
-
The "Dated" Denim Trend That All the Cool Europeans Never Gave Up OnNow, we're ready to bring it back.
-
Madewell's Insiders Event Is So Good—27 Picks Chic People Will Be Adding to Their CartsGet 25% off just about everything.
-
These Are the 7 Stylish Shoe Trends Fashion People Will Be Wearing With Jeans This SpringI see chic denim outfits in your future.
