12 Summer-to-Fall Dresses From Amazon That Start at Just $20

There’s no denying that transitions are hard. Saying goodbye to summer, sending the kids back to school, and swapping out sandals for comfy boots involves a lot of change. The weather doesn’t always change alongside the seasons, which is why having plenty of summer-to-fall dresses in your wardrobe can help you feel put together and prepared.

As usual, Amazon has you covered with some pretty impressive summer-to-fall dress deals so you can get your closet up to speed. From wrap dresses to ruffles, mini, maxi, and everything in between, these transitional dresses are ones you’ll reach for season after season.

The Best Summer-to-Fall Dress Deals

• Grecerelle Boho Faux Wrap Maxi Dress, $46 (was $55)
• Blooming Jelly Short Sleeve Ruffle Mini Dress, $33 (was $43)
• Merokeety Flutter Sleeve Smocked Midi Dress, $33 (was $49)
• Zesica Long Sleeve High Waist Ruffle Dress, $20 (was $49)
• Ofeefan Knit Sweater Dress With Pockets, $31 (was $38)
• Anrabess Boho Puff Sleeve Maxi Dress, $40 (was $49)
• Prettygarden Long Puff Sleeve Midi Bodycon Dress, $45 (was $51)
• Prettygarden Boho Flowy Maxi Dress, $33 (was $47)
• Yesno Bohemian Floral Swing Dress, $30 (was $60)
• Blencot Floral Printed V-Neck Maxi Dress, $50 (was $77)
• Cupshe Chiffon A-Line Mini Dress, $39 (was $45)
• Maggeer Smocked Maxi Dress, $37 (was $50)

Grecerelle Boho Faux Wrap Maxi Dress

This easy-to-wear faux wrap maxi dress is a great choice for hot end-of-summer days and warm fall evenings alike. Dress it up or down with fresh white sneakers and a tote, or go full glam with heels and a clutch. “What I like most about this dress is how flowy and soft the fabric is,” said one shopper. It comes in more than two dozen colors, so you might even want to pick up more than one.

Blooming Jelly Short Sleeve Ruffle Mini Dress

If you’ve got a shower, cocktail party, or wedding on the books, you’ll want to add this short sleeve ruffle dress to your Amazon cart. Made from chiffon, it’s breathable and comfortable, but still effortlessly chic. The neckline will show off your collarbones, and the sleeves have a delicate, feminine look. With more than 4,300 five-star reviews, it’s not surprising that one customer said it “fit perfectly and is lightweight.”

Merokeety Flutter Sleeve Smocked Midi Dress

This flutter-sleeve midi dress is equal parts comfortable and versatile. The smocked top is super flattering, and the sleeves add just the right amount of coverage. It comes in more than a dozen colors, including both neutral hues and fun, playful shades. The dress pairs well with casual sandals and heels alike. One shopper, who said it “exceeded their expectations,” said that they “love this dress in every way and will be ordering more colors.”

Zesica Long Sleeve High Waist Ruffle Dress

For warm days that turn into chilly nights, long-sleeve dresses are a safe bet. This high-waisted dress from Zesica is one you can wear all year-round with boots, sneakers, or heels. It’s dressy enough for cocktail parties and date nights, but cozy enough to wear any day. Choose from over 20 vibrant colors to find the one that best suits your style. “I absolutely love this dress!!” wrote one reviewer. “It’s so comfortable and flattering!”

If you’re looking forward to giving your wardrobe a seasonal refresh, you're not alone. Explore the rest of our favorite dresses to take your wardrobe from summer to fall, all on sale now at Amazon for up to 60 percent off.

Ofeefan Knit Sweater Dress With Pockets

Anrabess Boho Puff Sleeve Maxi Dress

Prettygarden Long Puff Sleeve Midi Bodycon Dress

Prettygarden Boho Flowy Maxi Dress

Yesno Bohemian Floral Swing Dress

Blencot Floral Printed Maxi Dress

Cupshe Chiffon A-Line Mini Dress

Maggeer Smocked Maxi Dress