Best Shoes to Wear with Shorts for Women Over 50

Alrighty, who’s ready to show off those legs?!. Don’t look at me like that. Once the sun comes out and it’s time to pull those legs out of hibernation, there’s nothing better than slipping on a cute pair of shorts. Plus, life is too short to be hot because we care what people think of our legs! Finding shorts is pretty easy, but finding the best shoes to wear with shorts for women? That’s where the magic happens. Whether it’s denim shorts for a weekend outing or linen shorts for a more polished day, the right pair of shoes can totally complete your look.

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Izzy Frayed Denim Espadrille Flat

If you’re looking for a shoe that feels casual but still has that stylish flair, this is the one. The frayed denim gives these espadrilles a playful twist, and the memory foam footbed is heavenly for all-day wear. These pair perfectly with high-waisted shorts, a white tee, and a straw tote bag for an easy, casual look that still feels pulled together. They slip on easily, too—great for mornings when you’re rushing out to meet the girls for coffee.

Izzy Nappa Espadrille Flats

Love an espadrille but want something a little more elevated? This pair in soft nappa leather adds a touch of elegance while still offering all the comfort you need. The arch padding and flexible outsole mean you’ll feel supported whether you’re strolling the boardwalk or heading to lunch. Try these with linen shorts and a breezy blouse for a more polished summer outfit.

Sloan Mary Jane Raffia Flats

These sweet little Mary Janes have a classic charm and are ideal for dressing up your shorts outfit. The woven raffia gives off vacation vibes, and the square toe keeps things modern. Pair them with a short-sleeved shirt tucked into chino shorts for an effortlessly cute ensemble. Plus, they’ve got that all-day wearability thanks to Talbots’ signature memory foam.

Brittany Metallic Slip-On Knit Sneakers

These are a must-have if you want easy and sporty rolled into one. The metallic knit fabric is breathable and stylish, and they’re so lightweight you’ll forget you’re wearing shoes. Perfect with denim shorts, a tee, and even a lightweight blazer if you’re aiming for that sporty chic vibe. And yes, they’re slip-ons. That means no bending down to tie laces. Win-win.

Brittany Metallic Knit Lace-Up Sneakers

Same comfy knit as the slip-ons, but with laces for a slightly more structured look. These are great for casual outings, walking the dog, or chasing after the grandbabies at the park. They’re breathable, supportive, and go with nearly every type of shorts—from cargo shorts to cute smart shorts. I like to wear them with no-show socks to keep the look clean and simple.

Keds Court II Leather Suede Sneakers

Now here’s a throwback, but make it modern. These leather and suede sneakers are so cute and comfy, and they give a little nod to that retro tennis look. They’re perfect for pairing with white shorts, a tucked-in polo, and a crossbody bag. It’s giving classic, it’s giving sporty, and it’s giving “I woke up fabulous.”

Colbie Buckle Sandals in Leather

Talk about a sandal with sophistication. These strappy sandals have thin suede straps, a molded footbed, and just enough shine with the gold buckles to dress them up or down. Pair with a button-up shirt and tailored shorts for an elevated look. These are your go-to for summer dinner dates or backyard parties where you want to look stylish but still feel relaxed.

Georgina Woven Sandals in Faux Raffia and Leather

These sandals are such a vibe! With a padded sole and that cute faux-raffia and leather combo, they go with everything from cargo shorts to a breezy shirt dress. I love the rounded toe for a soft, feminine touch. You could wear these all summer long and still feel like you’ve got a brand-new ensemble every time.

DREAM PAIRS Platform Espadrille Sandals

Now, if you’re a girl who loves a little lift, these are a must. These platform sandals give you height without sacrificing comfort, and the canvas straps keep them breathable for hot days. These are darling with high-waisted shorts and a tucked-in tank. Add a belt and a pair of sunglasses, and you’ve got a complete warm-weather outfit that looks totally put together.

Best Shoes to Wear with Shorts for Women

So there you have it, Gurls—the best shoes to wear with shorts for women that’ll keep you stylish, comfortable, and ready for anything this summer season throws your way. From polished espadrilles to sporty sneakers and classic sandals, the trick is finding the pairs that match your vibe and make your feet happy. Try a few styles to see what works with your favorite outfits, and don’t be afraid to mix it up. Whether you’re headed to brunch, chasing after grandkids, or just running errands with a Diet Coke in hand, you’ll be stepping out in style.

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To GOD Goes The Glory!

Verse Of The Day

Habakkuk 2:14 (NIV)
¹⁴ For the earth will be filled with the knowledge of the glory of the Lord
    as the waters cover the sea.