17 Comfy, Summer-to-Fall Dresses That Pair Well With Boots — Starting at $14

Fall is almost here, and it’s the perfect time to grab comfy, transitional weather dresses to wear as soon as pumpkin spice season arrives. It’s also time to master the art of pairing flowy frocks with chic boots — whether you’re slipping into ankle booties for a casual day out or knee-high stunners for a night on the town. To help you nail the seasonal switch-up, we rounded up 17 summer-to-fall dresses on Amazon that were practically made to pair with boots. The best part? Each piece can carry you seamlessly from late summer afternoons to crisp fall evenings, all while keeping your wardrobe f