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21 of the Best Midi Dresses to Wear With Flats


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Editor’s note: This article was last updated on June 13, 2024.

Midi mania! While we adore a maxi dress, most of them require taller heels or wedges — especially if you’re on the more petite side. That’s part of why we love midi dresses so much. You still get a good amount of extra length, but they’re short enough that you can totally wear flats!

Flats are having a huge moment in the fashion world right now, so while it’s important to stock up on shoes, you’ll need to make sure the rest of your outfit is set.

These midi dresses will pair perfectly with flats, helping you stay cute, comfy and trendy this spring and beyond. Shop our top picks below!

Related: 20 Casually Elegant Fashion Finds That Belong on Your IG Feed

Everyday Midi Dresses

1. Our Absolute Favorite: This wrap midi sundress is perfect for any type of summer occasion!

2. We Also Love: Perfectly slouchy, this Milumia drawstring-waist dress will make getting dressed easier than you ever thought possible!

3. We Can’t Forget: This simple short sleeve midi dress is a versatile option you’ll want to live in this summer!

4. Bonus: Simplicity at its finest! This The Drop dress takes your typical T-shirt dress and gives it a midi length and a short side slit for an upgraded effect!

Fancier Midi Dresses

5. Our Absolute Favorite: Going out to a nice dinner or perhaps a garden wedding? You’ll want to order this floral Tsher satin dress ASAP!

6. We Also Love: The perfect back cutout partners up with one of the prettiest prints ever on this ASTR The Label dress from Revolve!

7. We Can’t Forget: If you’re all about some serious shine, this silky satin Prettygarden dress will instantly capture your heart!

8. Bonus: For the diva who loves to make a statement, this one-shoulder pleated midi dress is right up your alley!

Related: 17 Expensive-Looking Loose Pieces That Are More Flattering Than Tight Clothing

Lounge Midi Dresses

9. Our Absolute Favorite: Keeping it comfy! This The Drop hoodie dress is exactly the type of piece we want to wear on early spring mornings or chilly nights!

10. We Also Love: So charming, this silky Petal & Pup dress from Nordstrom has an enchanting tie in the front as well as voluminous puff sleeves!

11. We Can’t Forget: This Yozly house dress works perfectly as a soft, stretchy nightgown, but a pair of flats could also transform it into a comfy-chic dress!

12. Bonus: This wadyob midi dress is a neutral, comfy option that pairs well with everything!

13. Extra Credit: For those who need an airy option, this V-neck sleeveless midi dress will help you not overheat!

Beachy Midi Dresses

14. Our Absolute Favorite: Feel the refreshing breeze through the perforations on this Zesica dress! Spring break, anyone?

15. We Also Love: So sophisticated yet fun, this V-neck Dress the Population dress from Nordstrom will have you feeling like a ballerina, even if you’ve never taken a dance lesson!

16. We Can’t Forget: This sleeveless tank midi dress has the cutest buttons!

17. Bonus: Tie-dye is always A+ for summery beach vibes! Make sure to explore all of the fun varieties of this Naggoo dress!

18. Extra Credit: We know everyone needs more beachy dresses at the moment, so we had to add a couple extra. There was no leaving out this La Blanca cover-up dress!

19. Also: Throw on thisV-neck midi dress with flat sandals and a floppy hat for an easy summer look!

20. Consider This: This halter neck midi dress is a fresh, colorful option! It’s so cute and sophisticated!

21. Last but Not Least: Take things off one shoulder with this Anrabess dress. So good with flats for a beachside dinner!

Related: This Crescent Bag Looks Totally Designer But Is Marked Down to Just $26

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