10 Dresses You’ll Keep Pulling Out Of Your Closet To Wear This Season—All Under $40

Summer may still be in full swing in the South, but with the fall season approaching in just a few weeks, there’s no better time than now to start prepping your wardrobe for cooler, crisper temperatures. We know it can be difficult to even consider shopping for sweaters and jackets with weather still as humid and hot as ever, but thankfully, Amazon has countless transitional clothing options, like lightweight knit dresses, that are suitable to wear from the end of the summer through the fall. 

You don’t even have to do the hard work of shopping, either. We hand-picked 10 stylish, comfortable, and versatile dresses that you can keep in your closet from season to season for less than $40 apiece. As you shop, expect to find denim, sweater, and T-shirt style dresses from customer-loved Amazon brands like Dokotoo, Anrabess, and more. Several finds are on sale, too, with prices starting at just $19.  

10 Transitional Fall Dresses at Amazon 

• Grapent Button Down Denim Dress, $35.99 (orig. $44.99)
• Anrabess T-Shirt Dress, $35.09 with coupon (orig. $38.99)
• Merokeety Ribbed Knit Midi Dress, $27.30 with coupon (orig. $39.99)
• Maggeer Flowy Maxi Dress, $35.13 with coupon (orig. $50)
• Dokotoo V-Neck Knit Dress, $26.39 with coupon (orig. $32.99)
• Blooming Jelly Ruffle Chiffon Dress, $29.69 (orig. $42.99)
• Ofeefan Knit Sweater Dress with Pockets, $19 with coupon (orig. $39.99)
• Zesica Flutter Tiered Midi Dress, $35.99 with coupon (orig. $66.99)
• Dokotoo Lantern Sleeve Ruffle Dress, $33.05 with coupon (orig. $38.88)
• Newshows Sweater Dress, $23.03 with coupon (orig. $45.99)

Grapent Button Down Denim Dress

Denim is fashionable year round, and as you transition from warm temperatures to the cool weather, you’ll want to have this stylish button down dress in your closet. Despite being denim, the dress is designed with a blend of cotton and polyester that makes it breathable during the summer yet cozy enough for the fall. For ultimate comfort, it has a relaxed, loose fit that flows away from your body, while the tiered design and front buttons add a touch of style. Plus, the cuffed short sleeves allow you to wear the dress by itself or you can pair it with a cardigan or jacket once the fall arrives. “Absolutely love this dress,” one five-star shopper wrote, adding, “It's so cute and perfect for a fall transition dress with booties.”

Anrabess T-Shirt Dress

You can never go wrong with a T-shirt dress, and this chic dress from Anrabess will become a wardrobe staple through the fall thanks to its comfortable material, stylish design, and color options. For starters, it is made with a blend of rayon, polyester, and elastane to give you plenty of stretch as you wear it. As far as looks go, it features short sleeves, slits on both sides, and a tie waist that flatters the waist and conceals your midsection. It also comes in 25 colors, including warm hues like brick red, army green, and coffee that are perfect for fall. One five-star reviewer called the dress “beautiful” and “flattering” and wrote, “It is an excellent summer dress [or] fall dress if you put on a jacket.” 

Merokeety Ribbed Knit Midi Dress

This darling dress is an Amazon best-seller and for good reason. The polo V-neck collar combined with contrasting buttons and piping on the sleeves and hem give it a vintage flair that compliments shoppers of all ages and body types. One mom-to-be shopper wrote, “I bought this dress to have some more summer options during my pregnancy. I'm so glad I did…this dress fits so well. It's one of my favs now.” In addition to the darling design, the dress is made from a soft yet stretchy blend of viscose and polyamide and features a ribbed knit texture that feels smooth and comfy to the touch. If that’s not impressive enough, it’s available in a variety of colors, ranging from coffee to army green, that capture the essence of fall. 

There are plenty of transitional, fall dresses to shop on Amazon. Keep reading to browse more options to carry you from season to season, all under $40. 

Maggeer Flowy Maxi Dress

Dokotoo V-Neck Knit Dress

Blooming Jelly Ruffle Chiffon Dress

Ofeefan Knit Sweater Dress with Pockets

Zesica Flutter Tiered Midi Dress

Dokotoo Lantern Sleeve Ruffle Dress

Newshows Sweater Dress