fashionadminmegan We Found the Best Jeans Under $100 at Free People — You’re Welcome
Good jeans under $100? Rare.
Good jeans under $100 that look designer, feel lived-in, and flatter like magic? Practically unheard of — unless you’re shopping We The Free from Free People.
This cult-loved line is Free People’s answer to every woman who wants fashion-forward denim without sacrificing comfort, individuality, or their monthly budget. Whether you’re running errands, heading to brunch, or building a “cool-girl off-duty” look, these jeans are effortless wardrobe workhorses. And did we mention? Every pair on this list rings in under $100.
Here are five must-have jeans that will quickly become your go-to — with a range of fits from flare to barrel, and pull-on ease to low-rise throwbacks.
1. We The Free Breezy Denim Pull-On Jeans – $78
Color: Bright Lights
These are the jeans you throw on when you want to look styled but feel like you’re wearing sweats. With a wide-leg fit and soft, 100% cotton denim, the Breezy Pull-Ons feature workwear-style pockets and an easy elastic waist. You’ll want to live in these, especially with sneakers or chunky sandals.
👖Score this relaxed classic for just $78 — and wear it every single weekend.
2. We The Free Good Luck Mid-Rise Barrel Jeans – $98
Color: Optic White
These jeans are the moment. Barrel-cut legs taper toward the ankle, creating a fresh silhouette that gives all the cool Paris girl in spring energy. Slightly slouchy, subtly distressed, and ultra chic in optic white, the Good Luck Barrel Jeans are made with rigid, recycled cotton for that vintage feel.
Get them for $98 — they’re called “Good Luck” for a reason.
3. We The Free Penny Pull-On Flare Jeans – $78
Color: Riviera
A retro dream. The Penny Pull-On Flares are low-rise, curve-loving, and feature just the right amount of stretch. The long, lean leg and flared finish give total ’70s energy, while the elastic waistband means no buttons, no zippers, no stress.
🌊Retro but modern and just $78 — these flares do all the flattering for you.
4. We The Free Easy Peasy Pull-On Jeans – $98
Color: No Problem
These might be the ultimate chill-girl jeans. With a slouchy boyfriend fit, drawstring waist, and patch pockets, the Easy Peasy is built for casual days when effort still matters. The relaxed leg and cropped length make it ideal for sneakers or flats — or even barefoot beach nights.
🌀Comfy and versatile for $98 — don’t sleep on the Easy Peasy.
5. We The Free Deep Trance Dropped Boyfriend Jeans – $98
Color: Green Eyes
These give vintage dive-bar energy in the best way. A low-rise fit, button-fly, rigid denim, and that “borrowed-from-him” shape that just works. The Deep Trance Jeans are made to wear with tiny tanks, cropped cardigans, or slouchy knits. Think ‘90s street style meets right-now relevance.
Grab this dropped-fit perfection for $98 — and prepare for compliments.
💡 Final Word: Denim That Feels Like You
Your jeans should do more than just fit — they should fit your vibe, your movement, your moments. Free People’s We The Free line nails this over and over. Every pair has that soft broken-in feel from day one, without sacrificing silhouette or edge.
And at under $100, this lineup proves that you don’t need to splurge to get denim that actually lasts. Whether you’re into flare, boyfriend, or barrel styles, your next favorite pair is here — easy, elevated, and ready to go wherever your day takes you.
