The 15 Dresses on Amazon You’ll Want to Wear Again and Again — and They’re All Under $50

by Caroline Harris

The 15 Dresses on Amazon You’ll Want to Wear Again and Again — and They’re All Under $50
Shop Story

Amazon Fashion has our hearts, and you can shop tons of cute dresses on Amazon you’ll want to live in all year long. In the winter, you can layer an animal-print dress with tights and ankle boots. Finish off your outfit with the much-celebrated Amazon coat, which even celebrities like Emma Stone are wearing. Come spring, it’s time to shed those layers, styling a polka dot or plaid dress with sandals.


With Amazon Prime, you can have a new dress on your doorstep in just a couple of days. That’s a big win if you’re like me, constantly peering into your closet and bemoaning you have nothing to wear. With thousands of designs to virtually browse, how can you possibly decide which Amazon dress to try out first? Check out our roundup of the best Amazon dresses so you can stop fretting about what to wear.



If you’re struggling through a mid-week slump, liven up your life with some fresh new fits. Retail therapy exists for a reason, so dress for success with one of these top-rated and best-selling Amazon designs. Each of these options is under $50, meaning you can shop up a storm without breaking the bank.


Below, you’ll find dresses starting at $7.85 (no, that’s not a typo) for living out your fashionista dreams on a budget. These dresses will take you from the boardroom to the bar and see you through weddings, family reunions, beach days and more. Give your wardrobe the makeover it deserves with the best Amazon dresses to shop in 2020.


1 of 15 Image Credits: Amazon

Cosonsen Printed Swing Shift Dress


Plaid is always a solid pattern choice. Look like a bookish beauty in this preppy style, which reviewers love for the style, fit, and “smooth and comfortable” material.

2 of 15 Image Credits: Amazon

Best Plaid Dress on Amazon

MakeMeChic Boho Casual Maxi Dress


In the sizzling summer heat, flowy fabrics are your friend. This maxi dress with nearly 1,600 perfect five-star reviews will keep you chill, and you can layer on chunky bracelets to maximize the Coachella vibe.

3 of 15 Image Credits: Amazon

Best Maxi Dress on Amazon

PrettyGarden Women’s Boho Beach Long Dress


For your next vacation, scoop up a bohemian-inspired dress that will elevate your travel outfits. One happy Amazon shopper (who now owns this dress in three colors) says, “I am obsessed with these dresses. They are so comfy and instantly make me look put together with no effort.”

4 of 15 Image Credits: Amazon

Best Boho Dress on Amazon

Mitily Women’s Polka Dot Dress


This loose-fitting dress is splattered with polka dots for a cute, effortless ensemble come spring. Size down and add a belt for a tighter fit.

5 of 15 Image Credits: Amazon

Best Polka Dot Dress on Amazon

Lexupa Summer Floral Dress with Pockets


This spaghetti-strap style is timeless. Complete the outfit with a basket bag and espadrilles for a look you can wear five months or five years from now.

6 of 15 Image Credits: Amazon

Best Cheap Dress on Amazon

R.Vivimos Sweater Dress


For days when leaving your bed feels like an insurmountable feat, cozy up in this best-selling sweater dress. It’s like wearing a fuzzy blanket around, except socially acceptable.

7 of 15 Image Credits: Amazon

Best Sweater Dress on Amazon

Happy Sailed Ruffle Mini Dress


This dress is an excellent Amazon option for its sweet style and flattering fit. It’s backless with a deep v-neck to infuse the ruffle design with a bit of edginess.

8 of 15 Image Credits: Amazon

Best Ruffle Dress on Amazon

Rovlet Sexy Floral Dress


Florals for the spring aren’t exactly groundbreaking (cue Miranda Priestly from “The Devil Wears Prada”), but they are essential. This dress adds some sexiness to the classic style with a deep v-neck and fitted waist.

9 of 15 Image Credits: Amazon

Best Floral Dress on Amazon

Homeyee Vintage Color Contrast Business Dress


This dress looks polished and professional while still being fun. Amazon shoppers rave about how the versatile number “can serve a dual purpose of a business meeting and a night out on the town.”

10 of 15 Image Credits: Amazon

Best Work Dress on Amazon

Amazon Essentials Short-Sleeve Scoopneck Swing Dress


It’s always wise to have some dresses on hand that go with absolutely everything. You can pile a denim jacket over this cute dress on summer nights. During the fall, black tights and booties polish off the outfit. The dress also looks darling as is paired with strappy sandals.

11 of 15 Image Credits: Amazon

Best Shift Dress on Amazon

Ever-Pretty Off the Shoulder Ruffle Party Dress


Whether you’re headed to a wedding or prom, this evening dress with a nearly perfect 4.6-star rating does the trick. The stunning burgundy shade will keep all eyes on you, plus the dress includes an elastic band for extra comfort.

12 of 15 Image Credits: Amazon

Best Evening Dress on Amazon

Jack Stripe Three Printed Faux Wrap Dress


Jazz up your wardrobe with vibrant shades of pink and red. From the ruffle accents to flouncy sleeves, this dress is sure to inspire tons of praise.

13 of 15 Image Credits: Amazon

Best Striped Dress on Amazon

BB Dakota Women’s Love in the Afternoon Dress


Say “hello” to your new date night outfit. There are so many romantic details in this style, from the sheer sleeves to the dainty print. Say “yes” to the dress to channel Valentine’s Day energy all year long.

14 of 15 Image Credits: Amazon

Best Date Night Dress on Amazon

Free People Adella Slip Dress


I recently spotted this exact dress on Freeform’s “The Good Trouble,” so clearly the style is worthy of the stars. Layer on some strappy sandals and you have a perfect summer uniform.

15 of 15 Image Credits: Amazon

Best Slip Dress on Amazon

Lusmay Spaghetti Strap Bodycon Dress


Every closet needs a tight red number for when you want to feel confident at the club. Stack on some gold jewelry and boom, you’re ready to go.