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Winter’s frosty conditions continue to rage on, but that doesn’t mean you have to compromise your style. While we’d love to throw on cozy sweatpants and joggers every time we head outdoors, there are fashionable alternatives that combine comfort and style. Don’t believe Us? Scroll ahead. We’ve compiled a chic list of eye-catching high-waisted pants that fit as loose and comfortably as your favorite joggers.
From affordable Amazon finds to splurge-worthy styles from celeb-loved brands, there are high-waist pants out there for every budget. Whether you prefer fitted styles or extra-long silhouettes, there are endless styles to choose. These 22 high-waisted pants that are comfier than joggers can transform your wardrobe. Read on to see them all!
1. Our Absolute Favorite: Deliver polished and sophisticated style in these rich mom-approved linen pants from Everlane — $128!
2. Splurge-Worthy Find: These Petite Stevie Pants from Reformation feature a unique collar along the waistband — $198
3. Comfy Stretch: We can’t get enough of these Quince Ultra-Stretch Ponte Pants because they flatter so many body types — $50!
4. Influencer Level: So many of our favorite celebrities and influencers love snagging workout sets from Alo. We’re huge fans of the brand’s High-Waist Dreamscape Trousers because they’re so sophisticated and refined — $148!
5. Extra-Flare: Are you a fan of flowy wide-leg silhouettes? The Harlow Superwide-Leg Trousers from Madewell are a sight to see — $148, now just $70!
6. Casual Fatigues: These slouchy, wide leg high-waisted pants from Dokotoo are relaxed and comfy while serving serious military style — was $39, now just $40!
7. Perfectly Pleasing: These high-rise flare pants from Spanx hit all the high notes while flattering your figure — just $148!
8. Ready to Work: Wear a pair of these elegant SweatyRocks high-waisted trousers to the office, while running errands and maybe to dinner and a movie afterward — just $29!
9. Cozy Corduroy: Warm up in these wide-leg high-waisted corduroy pants from Sidefeel when the snow won’t stop coming down — just $40!
10. Positively Airy: Pull on these lightweight, high-waisted Tronjori palazzo pants for a dash of sophistication and loungewear-inspired oomph — just $36!
Related: Bye, Bye Tight Jeans! 14 Comfort-Driven Trousers That Fit Like a Dream
I don’t know about you, but I left uncomfortable clothes in 2024. I bid farewell to the days of itchy sweaters and ultra-tight jeans that fit my thick thighs uncomfortably. Instead, I’ve opted for premium fabrics and cozy trousers. Not only do they deliver comfort but versatile pants are a red-hot trend that everyone from […]
11. Tied Up: Try these casual high-waisted pencil pants with bow-knot pockets from Grace Karin to add a bit of whimsy — just $37!
12. Lovely Linen: Steal the show with these flowy cotton wide leg, high-waisted pants from Svaliy — just $20!
13. All-Day Comfort: Stay (and slay) impossibly cozy all day with these cropped trousers from Vuori — just $128!
14. Go Cargo: Carry all your important gear everywhere you go with these high-waisted stretchy cargo pants from Lepunuo — just $33!
15. Boss Moves: Be ready for business lunches and casual brunches with these sleek Angerella high-waisted work trousers — just $20!
16. Biker Babe: Add a touch of edginess to your looks with these stretchy high-waisted pants from Groteen — just $19!
17. Keep Things Flowing: Swish around town with these high-waisted side split pants from Lyaner that look like a long, gorgeous skirt — was $36, now just $34!
18. Crop It Out: Slide these Grace Karin cropped paper bag high-waisted pants on and turn heads — just $33!
19. Throwin’ It Back: Flashback to Y2K with these high-waisted cargo pants from Lepunuo — just $20!
20. Smooth and Sleek: Try these Grapent high-waist velvet pants for one of your most polished looks yet — was $30, now just $32!
21. On Ponte: Slip into these stretchy high-waisted dress pants from Nimin for a unique twist — just $40!
22. Jean Queen: Denim can be dangerously comfy, especially these Ettelo high-waisted stretch jeans with tummy control — just $43!
Related: These Fleece-Lined Lounge Pants Help Me Survive Chilly Days
Even if you live in a region where temperatures stay around 70°F this time of year, having a pair of fleece pants in your wardrobe is smart. You never know when an unexpected cold snap will hit—but trust me, you want to be ready. I learned this the hard way last month when I stepped […]
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