15 Vintage-Inspired Dresses That Flatter Every Body Type

by Ileana Paules-Bronet
Ileana is the Senior Editor of Branded Content at Wild Sky Media. She grew up in upstate New York and Oregon and now lives in Queens, NY. Ileana graduated from Skidmore College with a degree in sociology. After graduating, she attended the Columbia Publishing Course in New York City, then worked as in marketing at Oxford University Press. Since transitioning to editorial, she has written for BuzzFeed, HuffPost, and Woman's World. She has also worked for local newspapers and magazines in upstate New York. In her free time, you can find Ileana watching Law & Order: SVU, eating ice cream, and spending time with her dog.

If there’s one piece of clothing that can make you feel confident and feminine, it’s the dress. Dresses come in all shapes and forms, and they’ve been around for centuries.

Not only are dresses comfortable and cute, they’re also very practical. You can wear dresses for almost any occasion; you can wear them to work, you can wear them on dates, and you can wear them while lounging around the house.

For decades, dresses have been emblematic of fashion. Designers create stunning evening gowns and gorgeous cocktail dresses to send down the runways. Celebrities show off their style during red carpet appearances by wearing dresses that suit their personalities.

And if there’s one thing we know for sure, it’s that dresses are absolutely timeless. Although styles change from year to year, the dress has remained a constant in women’s fashion.

Today, many dress designs are nods to dresses of the past. You’ll see circle skirts from the ’50s, flowy florals from the ’70s, and puffy sleeves from the ’80s. Check out these 15 stunning vintage-inspired dresses! And the best part? Every single one of these dresses is under $100.

1. This 1930s-Style Tea Dress

green dress

This stunning Grace Karin boatneck dress looks like it came straight out of a 1930s catalog. Plus, boatnecks are totally in style again now that Meghan Markle has started rocking the trend. And the best part? It’s less than $35!

Buy it on Amazon.

2. This 1970s-Inspired Floral Dress

floral dress

This flowy, floral dress looks pretty modern, but if you combine it with a floppy hat and some wire-rimmed sunglasses, you’ll look like you stepped right out of the 1970s!

Buy it at Old Navy.

3. This 1990s Grunge Casual Dress

3. This 1990s Grunge Casual Dress

The 1990s were all about being casual and comfortable. This gray swing dress can be casual or fancy, depending on how you style it. If you want to lean into the ’90s vibe, toss on some beat-up boots and a trucker hat.

Buy it at Old Navy.

4. This 1950s Bold Print Party Dress

bold print dress

With this dress, you’ll feel not only confident but also ready to host your very own Tupperware party! This flattering dress will define your waist perfectly, and the bold pattern can show off your vivacious personality.

Buy it on Amazon.

5. This Cozy 1940s-esque Dress

purple dress

This comfy purple dress flatters any body type. With its deep V-neck and cute kimono sleeves, you’ll look sophisticated and flirty. And this dress is very versatile — you can wear it while lounging around the house, or you can toss on some heels and be instantly ready for date night.

Buy it at Target.

6. This 1960s-Style Mustard Dress

60s dress

This black and yellow dress is both comfortable and effortlessly chic. This is the perfect way to show off your femininity at work.

Buy it at ModCloth.

7. This Modern Take on the 1970s Wrap Dress

black wrap dress

The classic wrap dress has been around since the 1970s, but this stylish black dress brings the wrap dress into the modern era. Tie this dress however tight you’d like to customize your look!

Buy it at Target.

8. This 1980s-Inspired Party Dress

velvet dress

This velvet ruffle sleeve dress is the perfect nod to the 1980s. While the sleeves aren’t quite as extreme as you might have seen in the ’80s, they definitely still have a fun, flirty vibe.

Buy it at Gap.

9. This Casual 1950s Party Dress

polka-dot dress

This polka-dot dress is elegant and classy, making it the perfect work-appropriate dress. It also comes in 30 different color options! Made with comfortable materials and costing less than $30, it’s no wonder this dress has over 1,500 5-star reviews!

Buy it on Amazon.

10. This Glitzy 1920s-Inspired Flapper Dress

zappos dress

The 1920s were all about glitz and glamour, and this gorgeous beaded dress is the perfect modern take on a Gatsby-era frock. Nobody will be able to take their eyes off you in this sparkly off-white flapper dress.

Buy it at Zappos.

11. This 1940s-Style Collared Dress

green 1940s

This might look like a simple green dress from far away, but the little details make it really special. The gentle collar and elegant buttons make it the perfect 1940s-inspired A-line dress.

Buy it at ModCloth.

12. This Jackie O-Inspired 1960s A-Line Dress

jackie o

Jackie O was one of the biggest fashion icons of the 1960s. With this little black dress, you can channel your inner Jackie O — not only will you look gorgeous, but you’ll definitely get a confidence boost.

Buy it at ModCloth.

13. This Flowy, Floor-Length 1970s-Style Dress

nordstrom rack

This long, flowing dress will make you feel like you stepped straight out of the 1970s. While it’s casual enough to wear out for brunch with your girlfriends, it’s also fancy enough to wear to a formal dinner party. Just choose the right accessories and you’re set!

Buy it at Nordstrom Rack.

14. This Simple 1950s-ish Shirt Dress

shirt dress

Shirt dresses, which became popular in the 1950s, have been a staple in women’s fashion ever since. Shirt dresses are the epitome of casual elegance, and they can be dressed up or dressed down for any occasion.

Buy it at T.J. Maxx.

15. This 1940s-Inspired Velvet Pinup Dress

15. This 1940s-Inspired Velvet Pinup Dress

In the 1940s, pinup dresses were all the rage. These dresses emphasized a woman’s curves and made every woman look beautiful. Paired with a perfect red lip, this velvet dress will have you rolling in compliments all night long.

Buy it at ModCloth.

Although these dresses will make you look absolutely beautiful, there’s nothing more gorgeous than your inner confidence. If you’re feeling your best, you’re sure to shine!