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Get Out of Your Style Rut With These 15 Summer-to-Fall Maxi Dresses Under $50

They'll take you from the office to wedding dance floors.

summer to fall dresses
Photo:

Real Simple / Francesca Fasciglione

Dress season can extend well beyond spring and summer. It's time to tuck the mini silhouettes away and opt for long, flowy pieces instead, making them ideal for layering with blazers, shackets, and everything in between. And don’t forget to grab styles for the slew of weddings on your calendar this fall. You'll also need a good selection of transitional items to stand up against the upcoming tricky weather patterns, and we found a diverse range of options at Amazon that will pique your interest.

Because they are simple to style and versatile, you can wear these one-and-done maxi dresses again and again for a vast array of looks. (Just swap out your accessories.) We gathered 15 styles that will seamlessly take your wardrobe from summer vibes to autumnal elegance—and they'll make any fall wardrobe feel just a bit chicer.

Best Amazon Fall Maxi Dresses

Greccerelle Faux Wrap Maxi Dress

GRECERELLE Boho Floral Print V-Neck Faux Wrap Maxi Dress

Amazon

Orig. $55 $30 at Amazon

As we bid adieu to our summer florals, we're welcoming more fall-friendly patterns like polka dots to the party. They're an excellent combination of minimalist and eye-catching in the print world, and we're particularly fond of how they add a touch of sweetness to this faux wrap silhouette. This dress is a simple beauty on its own for a cocktail-attire wedding, but once the cooler season comes, it will look just as charming casually tucked under a chunky knit sweater.

Merokeety Ribbed Knit Polo Dress

MEROKEETY V Neck Ribbed Knit Maxi Dress

Amazon

It just wouldn't be fall without at least one ribbed knit dress involved, and what better contender than this elegant cut? We witness the re-imagination of the classic polo come to life in this variation, made from viscose and polyamide for deliberate flexibility. Plus, it only requires a denim jacket or relaxed shacket to make it feel more casual or a top layer with a little more structure to dress it up for the office.

Reoria Ribbed Bodycon Dress

REORIA Basic Lounge Slip Long Dress

Amazon

Orig. $30 $20 at Amazon

This bodycon maxi dress is begging to be the foundational layer to countless outfits. Make it feel a little more preppy with tennis sneakers and a slinky sweater tied around your shoulders, or toss on your crispest white button-down with a tied hem for the ultimate weekend look. It looks just like a designer dress that's three times its price and is available in a slew of fun hues.

PrettyGarden High-Waisted Tiered Maxi Dress

PRETTYGARDEN Dress Spaghetti Strap Maxi Sundress

Amazon

Orig. $51 $46 at Amazon

Dress to impress with the snap of a finger in this easy-to-wear maxi dress. You're sure to have a very boho-chic moment in this tiered masterpiece. Even better, you can shop it in plenty of fall-friendly shades like rust, mustard, dark khaki, and more. We appreciate how light and slinky this option is, making it an essential wardrobe piece for layering for the season to come.

We're not done just yet. Keep scrolling to find more gorgeous and functional options to get you through the next few months.

PrettyGarden Puff-Sleeve Maxi Shirt Dress

PRETTYGARDEN Button Down Shirt Dress

Amazon

Kranda Flutter-Sleeve Tiered Maxi Dress

Kranda Maxi Dress

Amazon

Orig. $44 $40 at Amazon

PrettyGarden Ruffle-Sleeve Maxi Dress

PRETTYGARDEN Boho Short Sleeve V Neck Swiss Dot Ruffle Tiered Maxi Dress

Amazon

Orig. $47 $43 at Amazon

Merokeety Ribbed Sweater Tank Dress

MEROKEETY Striped Knit Bodycon Midi Dress

Amazon

Orig. $38 $26 at Amazon

The Drop Gabriela High Neck Maxi Sweater Dress

The Drop Gabriela High Neck Cut-in A-line Side-Slit Maxi Sweater Dress

Amazon

Orig. $50 $36 at Amazon

Anrabess Three-Tiered Maxi Dress

ANRABESS Casual Long Maxi Beach Dress

Amazon

Grace Karin Tie-Neck Maxi Dress

GRACE KARIN Floral Boho Dress

Amazon

Orig. $57 $40 at Amazon

Zesica Squiggly A-Line Maxi Dress

ZESICA Spaghetti Straps Sleeveless Midi Dress

Amazon

Orig. $54 $36 at Amazon

Anrabess T-Shirt Dress

ANRABESS Casual Loose Short Sleeve Long T Shirt Dress Split Maxi Sundress

Amazon

Orig. $53 $30 at Amazon

Merokeety Split Hem T-Shirt Maxi Dress

MEROKEETY Short Sleeve Maxi Dress

Amazon

Orig. $33 $29 at Amazon

Zesica Off-the-Shoulder Smocked Maxi Dress

ZESICA Boho Off Shoulder Long Sleeve Maxi Dress

Amazon

Orig. $60 $27 at Amazon
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