Here's how to stretch your favorite summer maxi dress or skirt into fall, according to trendsetter Alexa Chung: Just add a chunky knit sweater and your favorite sneaks (or boots) and you'll have a cozy-cool look to transition into those cooler temps. Athletic shoes are having a huge moment, so you'll definitely get a lot of wear out of your classic Converse. Pick up a new pair in a fall hue like dark green (shown here), burnt umber or chili paste red. We're obsessed with Alexa's on-trend suede handbag, and think the Zara bag we found is an excellent budget substitute. Get the rest of her look for less after the jump...

Rosie Huntington-Whiteley isn't just traveling in style - she's showing us a perfect way to remix one of your polished work blouses for the weekend. Just mix a ladylike v-neck top like this one we found at LOFT with ripped skinnies and peep-toe ankle boots. Simple yet so chic! Finish it off with a sleek timepiece and oversized sunglasses. Read on for our look for less recreation!

Oh, Olivia. How do you make fall layering look so effortless? This photo was actually snapped on a chilly spring day as the style icon walked her pup in New York City but it's totally on point this season, too. Start with a neutral base - gray menswear inspired coat, leather(ette) leggings - then add colorful accessories like a maroon crossbody bag and scarf. Hi-top sneakers and a chambray shirt tied around the waist finish this put-together Downtown look. Read on to get it for less...

Step into fall with this look inspired by Heidi Klum! Not only is this look perfect for those cooler days, but the pieces are so basic that you can mix and match with items you may already have stashed in your closet! Heidi mixes up a monochromatic look by pairing different shades of gray and pops of black with her scarf, and in our recreation, her retro sunglasses. Comfy enough for travel like Heidi, but cute for a day on the town too. The ankle booties truly make this outfit, and the Sam & Libby Audrey Booties that we found are extremely similar and only $44.99! Read on to get the look for less...

Chrissy Teigen's airport style is on point for fall, as she rocks a floor length print duster with a simple white top, black leggings and sexy open-toe booties. Her floppy wool hat is the must-have accessory for fall (I've already collected one in navy, gray and black including the look for less that I've shown here from Walmart - it's just $13.97!) Meanwhile, Chrissy's classic aviator sunglasses accentuate her model-off duty cool factor. Read on to get the complete look for less...