A flattering dress will get you everywhere. And through the sweltering heat of high summer, an easy-breezy frock has become our go-to favorite for work, the weekend, cocktails, and beyond. But a new season is in the distant horizon, my friends, so before you indulge in another summer dress (or three), how about investing in a frock that will transition you seamlessly into fall? From bohemian styles to long, lean, and clean white silhouettes that dominated the autumn runways, we've rounded up the trendiest dresses that you can buy now and most definitely wear later. The best part? Every piece is under $100. Which means a little extra cash to spend on that last-minute summer getaway. Scroll below for the best under-$100 summer dresses that will still be trendy in fall.