Insomniac Sale Picks: High-waisted Wide Leg Trousers

*In this late-night feature – which will run Tuesday, Wednesday, and Thursday of each week – I’ll gather up three fun items that are currently on sale online and share them with you! I would LOVE suggestions: Stylish wide-width pumps? Classic v-necked sweaters? Chandelier earrings? Petite dress slacks? What would you like to see featured?*

Chris requested a few picks for high-waisted wide leg trousers, so here we go:


Jada Pant – was $74, now $54

Chris is hoping for the Hepburn look, so a pleat or two is in order. These are pull-ons and look a bit casual here, but so long as you wear your top untucked or pair with something structured like a blazer, they’ll just be gloriously flowy wide legs. Available in navy, light gray, and black in sizes 6 – 16.


Classiques Entier Chic Twill High Waist Pant – was $168, now $83.98

And THESE are even more trouser-y, what with being twill and all. A clean, classic, flat front makes them bulk-free and perfect for pairing with button-fronts and blouses. Available in sizes 2 – 14. (These similar Anne Klein trousers come in black in sizes 14W – 24W.)

wide leg high waist

Tahari Flat Front Wide Leg Pant – was $89, now $66.75

This gorgeous pair has a tweedy finish that’s perfect for fall, but will wear beautifully through winter, too. Pocketless design means they’ll sit flat and quiet against your hips. Available in sizes 2 – 14.

Other not-currently-on-sale resources for high-waisted wide leg trousers:

  1. Talbots – Their Hollywood fit is a super high rise, and they typically have a pair or two with wide, flowy legs.
  2. Modcloth – With a retro bent, this online retailer is worth a look. This black button-detail pair is such fun.
  3. Spiegel – High-waisted wide legs are almost always in stock!
  4. And, of course, THRIFT STORES! My own wide legs were thrifted! Definitely worth a peek. ( can help you locate stores near you.)

**Disclosure: Actions you take from the hyperlinks within this blog post may yield commissions for See Already Pretty’s disclosure statement for more details.

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4 Responses to “Insomniac Sale Picks: High-waisted Wide Leg Trousers”

  1. Amy

    Find us some wool sweaters. Don’t even have to be on sale. For years I have been hunting for the perfect heavy, wool sweater and they are almost impossible to find. Preferably not cardigans (while I love them, I’m really hoping for an over-sized pullover). Preferably casual, something to throw on over another shirt with jeans. Sometimes it’s almost better to not know exactly what you want… makes it easier to find!

  2. Thursday

    I don’t favour trousers myself, but fellow mid and early century enthusiasts swear by the wide-legged, high-waisted options offered by Miss Candyfloss ( They have a generous size run (xs-5xl, although not on all items). I adore their dresses and skirts (although the Designated Boob Room is not so great for me personally) – they wash and wear beautifully and are worth every penny!

  3. Pamela

    I’d love to find some Ponte pants that fit more like trousers than leggings or skinny jeans…flattering but not form fitting, with a bootcut or flare leg. Look like dress pants, feel like sweatpants, that kind of thing! Since that is already so much to wish for, I would happily pay full price…no on sale requirement at all.