Marilyn Monroe once said: “Give a woman the right shoes and she can conquer the world.” But if you’re interested in trying out bootcut jeans this summer, you may be wondering which shoes are the right pair for the trend.
It’s true, shoes hold great aesthetic power. Wear the wrong ones and your outfit is ruined, but the right ones can take it to the next level. When it comes to on-trend bootcut jeans, you can take inspiration from street style. We have compiled some of our favorite shoe options for this style, perfect for wearing to the office and out for drinks afterward.
The best shoes for wearing with bootcut jeans to the office in August 2025
1: Bootcut jeans with pumps
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Betsey Johnson Nikki Pumps
There’s a reason classic styles like pumps never die: They’re irreplaceable. Although they’ve evolved over the decades—in the 1950s, heels were lower, and in 2015, it was hard to see them without a platform—they always come back to this elegant and timeless design.
Trendy bootcut jeans are a great pair for pumps, as their slightly flared hem can give the effect of longer legs. A satin blouse and cardigan can complete the sophisticated look.
2: Bootcut jeans with cowboy boots
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Mysoft Mid-Calf Cowboy Boots
Of course, cowboy boots are a must when it comes to bootcut jeans—they were specifically designed to be worn with this footwear. You can go for a Western interpretation with a vest and white shirt, or if you want something more bohemian, combine both elements with a fringed blouse.
As for accessories, we recommend wearing a belt with a large oval buckle, or get a little more creative and wear a long scarf.
3: Bootcut jeans with espadrilles
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Lucky Brand Mindra Espadrilles
August is the final stretch of summer. As such, it represents one of the last opportunities of the year to wear espadrilles.
Seen as synonymous with sun and sand, they’ve made their way into urban outfits, aided by less-than-severely flared jeans, cropped white blouses, and short brown blazers.
4: Bootcut jeans with ballet flats
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Madewell Mylie Ballet Flats
Ballet flats are a classic, and if recent seasons’ mesh, shiny, and open-back styles have proven anything, it’s that this style completely dominates the discourse of comfortable and sophisticated shoes.
They’re ideal for wearing to the office with midi-dresses or bootcut jeans. But if you don’t want to choose, you can always wear this pairing together for a retro-inspired look, very ’00s.
5: Bootcut jeans with Mary Janes
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If you’re looking for a heel that offers a lot of security when walking, you definitely have to give Mary Janes a try. With their low, square heels, they offer great stability with every step while remaining elegant.
Try a total denim look with bootcut jeans, for a perfect look for a casual Friday.
6: Bootcut jeans with loafers
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Old Navy Faux-Leather Loafers
Between Kendall Jenner and Bella Hadid, stars are showing that these shoes have become a must-have. Flat loafers will continue to trend, so it’s a great time to pair them with bootcut jeans, a striped shirt, and a blazer to show off your fashion savvy.
