Whether you’re mega-excited about fall or are holding on to summer, there’s one fashion item that can work for both seasons — comfortable flats. They provide enough coverage for cool days while still letting you enjoy the warm-weather look . . . even if you have a PSL in-hand. And these supportive summer-to-fall flats are ones to shop right now, starting at $20.
Flats elevate any outfit, giving casual ensembles and fancy getups a classy, old money appeal. If you’re looking for cute options that are as comfy as they are stylish, we have you covered. These 13 finds are cushiony, timeless and all sorts of chic, making them perfect for errands, in-office days and everything in between. You’ll push your sandals to the back of the closet in no time!
13 Comfy Summer-to-Fall Flats — Starting at Just $20
1. Quiet Luxury: The matte material, dainty ankle strap and classic round-toe design are just a few highlights of these staple flats. Pssst, they come in 15 color options to choose from.
2. Bow-Tie Beauty: Say goodbye to sweaty feet, thanks to a breathable knit upper that promotes airflow while adding a stylish twist.
3. Amazon’s Choice: You’ll want a few of these wear-everywhere flats due to the timeless ballet style, rich color options and secretly supportive insoles.
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4. Celebrity-Inspired: In case you missed it, Katie Holmes has worn Mary Janes on repeat. This shiny version is effortlessly sleek!
5. Designer Aesthetic: Look no further for flats that seriously look expensive. These ballet shoes have shiny hardware for a luxurious appeal.
6. Simply Iconic: If you haven’t hopped on the Allbirds train yet, let this be your sign. Not only are these flats silky soft but they’re also eco-friendly.
7. Rhinestones Galore: Finally! Shoes that match your personality. These dazzling slip-ons are secretly comfier than some sneakers you have in your closet.
8. Pretty and Polished: These Sam Edelman flats are the definition of refined. They have a subtle square-toe shape, delicate bow and faux leather exterior.
9. Bestseller Alert: Nearly 52,000 fashionistas give these simple $21 flats five stars, so don’t just take our word for it.
10. Hamptons Mom: Preppy, pointed and ultra-comfy, these pointed memory foam shoes will carry you from Target to your niece’s wedding in style.
11. Leopard Print: Nail the animal-print trend with these Vionic Mary Janes that beg to be worn with denim jeans and a white tee.
12. Detail Person: Love the finer things in life? These dressy pointed shoes feature a knot-tie detail that guarantees compliments.
13. For Everybody: Or should we say, every foot. These woven flats channel Outer Banks and Westminster at the same time.
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