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    1. Fashion

    Prime Day Is the Best Time of Year to Buy Denim

    Even Hailey Bieber's favorite jeans are on sale.

    Bailey Burke's avatar
    By Bailey Burke
    Published 23 June 2026 In Buying Guides

    When you purchase through links on our site, we may earn an affiliate commission. Here’s how it works.

    woman wearing jeans street style
    (Image credit: Shutterstock)
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    Great jeans on sale are one of life's simple pleasures. Given that denim is difficult to shop for and often expensive, it's important to capitalize on a moment where neither of those things is true.

    Fortunately, Prime Day's denim selection this year is impressive. I took my time scrolling through the sale and am happy to report that I found styles and silhouettes from some of my favorite brands: Levi's, Gap, Free People, and more.

    This year, Prime Day runs June 23 through June 26. From everyday jeans to trend-forward overalls and jackets, these are the 15 denim pieces that stood out to me.

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    Levi's Women's Cinch Baggy, (new) Chasing Dreams, 27

    Levi's
    Cinch Baggy Jeans (Were $85)
    $60
    SHOP NOW

    Baggy jeans have stood the test of time.

    Gap Womens Mid Rise Baggy Denim Ecru 26

    Gap
    Mid Rise Baggy Denim (Were $90)
    $44
    SHOP NOW

    This cream colorway!

    Everlane the Way-High Gardener Cropped Jean - Diamond Stone 26

    Everlane
    Way-High Gardener Cropped Jean (Were $148)
    $96
    SHOP NOW

    The perfect ankle crop. Picturing them worn with a billowing white blouse. 

    Gap Womens 90's Low Rise Loose Jeans Dark Indigo 29

    Gap
    90's Low Rise Loose Jeans (Were $90)
    $44
    SHOP NOW

    Hailey Bieber loves these jeans.

    Levi's Women's Cinch Barrel Jeans, (new) Public Persona (lightweight) (non-Stretch), 25 Short

    Levi's
    Cinch Barrel Jeans (Were $85)
    $76
    SHOP NOW

    I wasn't sold on barrel jeans—until I tried them myself. Trust me: they're as understated and elevated as it gets.

    Levi Strauss Signature Gold Women's Vintage Original Shorts (available in Plus), Future Blue, 8

    Levi's
    Vintage Original Shorts (Were $30)
    $23
    SHOP NOW

    Short, but not too short.

    Levi's Women's 501 Mid Thigh Short, (new) Disco Nights, 31

    Levi's
    501 Mid Thigh Short (Were $65)
    $39
    SHOP NOW

    A summer must-have.

    Levi's Women's Middy Jort, (new) Twisted Stone (non-Stretch), 28

    Levi's
    Middy Jort (Were $65)
    $55
    SHOP NOW

    For an edgier and more vintage feel, I'd cut the bottom to give these a raw hem.

    Levi's Women's Cinch Mid-Thigh Short, (new) Kiss Goodbye (lightweight) (non-Stretch), 26

    Levi's
    Cinch Mid-Thigh Short (Were $65)
    $35
    SHOP NOW

    The finished hem on these makes them look so polished.

    Levi's Women's Vintage Overalls (also Available in Plus), (new) Tooth Fairy (non-Stretch), Medium, Standard

    Levi's
    Vintage Overalls (Were $90)
    $69
    SHOP NOW

    I own these in multiple colors and come back to them more than you'd expect.

    Free People Women's Jude Denim Overalls, Mid Indigo, L

    Free People
    Jude Denim Overalls (Were $98)
    $87
    SHOP NOW

    Picturing wearing these with a basket bag to the farmer's market.

    Calvin Klein Women's Classic Denim Trucker Jacket

    Calvin Klein
    Women's Classic Denim Trucker Jacket (Was $75)
    $55
    SHOP NOW

    It's important to have a classic denim jacket in your repertoire.

    Levi's Women's 90s Trucker Jacket (also Available in Plus), (new) Road Less Traveled

    Levi's
    90s Trucker Jacket (Was $90)
    $70
    SHOP NOW

    This works just as well on a summer night as it does in the fall.

    Princess Polly Princess Polly Gazelle Denim Skort Light Wash

    Princess Polly
    Gazelle Denim Skort (Was $65)
    $40
    SHOP NOW

    The cutest summer essential: a jean skirt. Extra points since it's a skort!

    Princess Polly Princess Polly Sequoia Top Denim

    Princess Polly
    Sequoia Top (Was $59)
    $39
    SHOP NOW

    How fun would this be at an outdoor concert?

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    The ultimate daily digest for women of power, purpose, and style.

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    Bailey Burke
    Bailey Burke
    Social Links Navigation
    Contributing Editor, Fashion

    Bailey Burke is a New York–based contributing fashion editor to Marie Claire and Who What Wear. By day, she works on the Creator & Community team, overseeing influencer and branded content programs across both publications. It's a role that keeps her deeply plugged into the fashion and creator landscape—and has given her a keen eye for the dernier cri. Once (accurately) labeled a shopaholic, she now considers it market research.

    A Chicago native who spent three years in Los Angeles before landing in New York City, Bailey's unique style is a direct product of everywhere she has lived. Outside of work, you'll find her planning her next trip, trying new restaurants, attending concerts, or convincing herself she needs just oneeee more thing in her cart. Follow her on Instagram at @baileyyburke.

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