Summer may not have ended yet, but I’m mentally over all my warm-weather clothes. Instead, I’m craving loose, flowy pants that skim my body and can carry my wardrobe straight into fall. I’m considering fall-appropriate styles with billowy legs, forgiving waistbands and comfortable silhouettes that are flattering at the same time.
Amazon has plenty to choose from, so I narrowed the options down to these 17 pairs worth putting on your radar. Find casual striped and gingham styles, polished work finds, stretchy travel picks and dressier options that can handle dinner and drinks. Prices start at $17, which makes retiring your shorts for the season even easier.
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Casual, Everyday Picks
1. My Favorite: I’m kicking off my fall pants rotation with this striped drawstring style. Between the loose wide-leg silhouette, elongating vertical stripes and easy elastic waist, they nail that comfy but flattering sweet spot.
2. Gingham Girl: I’m already thinking of ways to style these gingham balloon pants with a fitted white tee, ballet flats and a cardigan. The exaggerated legs add fashion-girl appeal and an ultra-comfortable feel.
3. Easy Breezy: These cotton-linen pants are basically the antidote to stiff fall trousers. Made with 70% cotton and 30% linen, the barrel-leg pants are light, breathable and rich-looking.
4. Leg-Lengtheners: The floor-skimming cut on these wide-leg pants gives them an instantly elongating look. Better yet, the elastic drawstring waist keeps them comfortable enough to become an everyday staple.
5. Prints, Please: Basic jeans can sit this one out. These polka dot pants have a playful print that makes a simple tee feel instantly more styled. Plus, the loose, cropped silhouette won’t cling a bit.
6. Volume, Please: Skinny pants could never. These pleated balloon pants lean all the way into a billowy silhouette, with tapered ankles that give the oversized shape some much-needed definition.
7. Espresso Stripe: These striped palazzo pants are basically fall’s answer to breezy summer bottoms. The rich chocolate brown instantly feels seasonal, while the vertical stripes and extra-long legs work together for an elongating effect.
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Office-Ready Styles
8. My Favorite: Casual Friday outfits shouldn’t be boring, and these polka dot trousers will give your wardrobe a boost. The sage print brings fun to your work wardrobe, while the tailored waist and sweeping legs keep everything looking professional.
9. Secretly Stretchy: No one at the office needs to know these wide-leg pants have an elastic waistband. Their clean cream finish and softly tapered legs deliver a polished look while keeping you comfortable through a full workday.
10. Promotion Pants: There’s something about these tailored wide-leg pants that says ‘corner office.’ The camel shade and structured waist feel polished enough for big meetings, while the roomy legs offer considerably more breathing room than traditional fitted trousers.
11. Meeting to Martini: These straight-leg trousers can easily pull double duty on days when work dinners turn into happy hour drinks. The tailored high waist keeps them professional, while the relaxed legs feel cool enough to style beyond the office.
Airport-Ready
12. My Favorite: Settle into your seat without sacrificing the ‘fit with these side-stripe pants. Loose legs and an adjustable waist make them flight-friendly, while the racing-red stripe gives them an off-duty celebrity feel.
13. Cloud-Level Comfort: Sitting through a three-hour flight sounds a lot more manageable in these wide-leg sweatpants. The soft, slouchy legs leave plenty of breathing room, while the high drawstring waist keeps them secure without feeling restrictive.
14. Long-Haul Hero: Hours in the air call for pants that won’t dig, squeeze or cling. This wide-leg pair combines a stretchy drawstring waist with roomy legs and pockets, checking practically every box on my airport outfit list.
Date Night Picks
15. My Favorite: Lace-trimmed hems give these flowy balloon pants a softer date night feel than typical loose trousers. Style them with a fitted tank and kitten heels for a look that feels romantic without trying too hard.
16. Date Night Dots: These polka dot pants have a flirty feel that’s perfect for dinner and drinks. The low-rise drawstring waist keeps the silhouette relaxed, so you wouldn’t mind wearing them around the house, too.
17. Retro Romance: Lean into the vintage charm of these polka dot barrel pants with a fitted top and kitten heels. The soft pleating adds shape around the waist, and the cropped balloon leg keeps the look playful and unexpected.
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