Now that summer is ending, many of Us are saying goodbye to sandals in favor of fall-approved flats and loafers. The good news? There are plenty of comfortable and stylish shoes on Amazon that begin as low as $20. These chic shoes come in a variety of colors, luxe fabrics and silhouettes, and they look good paired with any outfit. The best part is that these affordable shoes transition from day to night. Whether you're chaperoning weekly field trips or meeting friends for dinner, our picks nail whatever aesthetic you prefer.