37+ Classic Vintage Outfits That Hit the Nostalgia

Looking for a vintage look that you can rock any time of the day? Be it the Jazz glamor, the Greasers’ Rock’n Roll, or the discos in Bell Bottoms, a throwback to past fashion is a great way to impress, and as always, I’ve got you covered!

Vintage Outfits

From flapper dresses to bohemian maxi skirts, these vintage outfits are your best bet whether you’re heading to a retro-themed party or simply want to infuse your everyday wardrobe with some nostalgic flair!

1. Solid Blazer and Flared Pants

Dark Academia Vintage Outfits (2)
This 70s-inspired look can be pulled off with added accessories such as this fedora hat. When paired with contrast boots and chrome accessories, these pants scream the metallic era!

2. Sleeved Deep Neck Bodycon Dress

Retro Classy Vintage Outfit (2)
If you’re looking for a breezy vintage look for summers, try on this bodycon dress in true 50’s fashion. For footwear, add in two toned contrast stilettos + scarves.

3. Flared Mini Skirt and Ruffled Off-shoulder Top

Chic Vintage 50s Outfit
This look takes a modern spin on the tiered skirts and ruffled tops of the 1980s and is apt beachwear when you need statement looks. Add a pair of matching heels as well.

4. Pattern Swing Dress

European Queen Vintage Outfit
Ever wanted to style yourself in an Audrey Hepburn-inspired look? Try on this patterned dress alongside lace gloves, fascinator hats, and solid stilettos.

5. Pattern Knot Shirt and Flared Jeans

Retro Vintage Outfits (5)
A funky 70s look you can try on in the summer, these shirts are statement pieces without added accessories so pair these with simple boots for a complete look.

6. Pattern Shirt and Co-ord Set

Vintage Streetwear Outfits (1)
A bold vintage party or club look in true retro fashion, this outfit combo works well with contrasting or matching wedges/boots and costume jewelry.

7. Lace Corset Top and Crushed Velvet Flared Pants

Disco Vintage Outfits (4)
Looking for a vintage nighttime party or disco look? These wide-leg pants are perfect for a statement look! Pair them with a retro corset top and contrast ankle boots with minimal jewelry.

8. Sleeveless Floral Jumpsuit

Retro Classy Vintage Outfit (1)
For an edgy daytime vintage outfit to don on beaches, opt for this 60-s style bold floral print jumpsuit and pair it with a floppy hat, subtle costume jewelry, and casual flats.

9. Button Down Collar Dress

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If you’re looking for a semi-formal, vintage-inspired office outfit, try on this stylish collar dress with minimal accessories and any contrast sliders.

10. Halter Strap Swing Dress

Cute Vintage Outfits (1)
For a West Side Story-esque cute vintage summer look, put on these iconic swing dresses in peppy colors, accentuated with light jewelry and a pair of solid pumps.

11. Polka-dot Floral Dress

Cute Vintage Outfits (2)
This particular print was all the rage in the 50s and if you’re in need of a flattering vintage spring look to don on occasions, try this fit with solid stilettos.

12. Plaid Tweed Dress

England Vintage Outfits
For a classy vintage-inspired outfit to wear in Europe, try on this tweed dress with a leather beret and solid stockings. For footwear, you can choose between solid pumps or court heels.

13. Bubble Skirt and Bolero Crop Top

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If you need a chic vintage-inspired summer outfit for an evening date or dinner event, pair a 50s-style bubble skirt with a bolero top and any solid stilettos.

14. Tweed Dress, Pattern Pan collar Shirt and Textured Jacket

Fall Winter Vintage Outfits (3)
A vintage-inspired Dark Academia outfit that blends perfectly in summer and winter alike, this earthy dress + jacket combo can be styled for an aesthetic workplace or academic setting.

15. Denim Jacket, Knot Shirt, and High Waist Shorts

Retro Casual Vintage Outfit (5)
A vintage-inspired look that has a little from every decade of urban fashion! Try on this combo alongside wedge heels and a statement bracelet for a romantic date night.

16. Halter Neck Cut-Out Top and Pencil Skirt

Vintage Streetwear Outfits (3)
For a vintage look paired with the current Gen-Z fashion, try on this contrasting combo with any miniskirt incorporating the vibrant prints of the 60s.

17. Feather Co-ord Mesh Top and Flared Pants

Disco Vintage Outfits
This vintage look is perfect if soft yet chic fits are your style choices. Add in minimal jewelry and matching stilettos or platform heels and you have a gorgeous vintage disco outfit!

18. Pattern Shirt and Asymmetric Mini Skirt

Retro Vintage Outfits (3)
A peppy vintage outfit that serves as perfect nighttime party wear, the skirts work well with solid heels + ankle socks. Go with peppy colors like lime or yellow to stand out! For accessories, wear chrome bracelets and necklaces!

19. Solid Shirt and Formal Straight Leg Trousers

Baggy Vintage Outfits
This sleek formal combo is perfect for a vintage outfit inspired by the 40s. Add suspenders to tie the shirt and trousers combo, along with solid loafers or formal boots.

20. Button Swing Dress and Biker Jacket

Italy Vintage Outfits
A cool look to don in vintage-themed parties or a daytime stroll through the streets, this contrasting pair works well with subtle footwear such as solid pumps.

21. Plaid Wool Dress

Dark Academia Vintage Outfits (1)
This 60s-inspired cozy vintage outfit look is appropriate for the fall season! It can be styled with sneakers/boots. You can add stockings, but it’s optional!

22. Solid Criss Cross Strap Swing Dress

Disco Vintage Outfits (2)
Need a subtle summertime vintage outfit for a fancy brunch or dinner date, swap retro prints for solid colors. Pair matching court heels or pumps and minimal platinum jewelry.

23. Solid Jacket, T-shirt and Cigarette Pants

Fall Winter Vintage Outfits (4)
This cozy outfit combo offers a great vintage look in damp weather. Top the look off with a contrasting beanie and casual sneakers.

24. Mini Button Down Shirt Dress

Retro Casual Vintage Outfit (2)
A chic beach vintage outfit that offers great room for accessorization! So, don’t shy away from adding hats, statement belts, and sleek jewelry to the look. For footwear, you can opt for solid flats.

25. Floral Collared Rompers

Retro Casual Vintage Outfit (3)
For a stylish summertime look, don these pattern rompers in true vintage 80s fashion by adding knee-high socks and casual sneakers, giving that elevated ‘Stranger Things’ vibe.

26. Strap Front Cut Out Denim Rompers

Retro Casual Vintage Outfit (1)
Looking for a comfy retro outfit look to don on daytime hangouts? Try stylish rompers with statement cowgirl boots + a headscarf! For jewelry, a sleek necklace would be enough!

27. Short-Sleeved Button Down Rompers

Retro Vintage Outfits (2)
For a light and airy vintage-inspired outfit for a casual stroll, opt for these summer rompers with classic sneakers and minimal accessories.

28. Off-Shoulder Bodycon Dress

Old Money Luxury Vintage Outfits (1)
For a vintage look that enhances your features, try on this off shoulder dress. Even better if you can get your hand on one with polka dots! Pair it with neutral stilettos and subtle jewelry.

29. Puff Sleeved Blouse and Stretch Pants

Cute Vintage Outfits (3)
This ’60s vintage outfit blends well with formal and casual settings and requires zero accessories. For more pop, pick the blouse with bold prints! For footwear, you can wear either wedges or solid pumps.

30. Puff Sleeved V-neck Side Split Maxi Dress

Old Money Luxury Vintage Outfits (2)
This modern take on the iconic ’70s polka dot prints offers a vintage look with current chic fashion trends. For this one, add light gray or white block heels.

31. Off-shoulder Puff Sleeved Corset Top and High Waist Trousers

Vintage Streetwear Outfits (2)
A chic and elegant vintage outfit look is inspired by medieval styles! The top and pant combo works well with flats and heels with heavy studded earrings and sleek necklaces!

32. Co-ord Jacket and Pants

Fall Winter Vintage Outfits (1)
Neutral straight-leg pants and jackets can be made to fit the vintage theme when paired with a fedora hat and cowgirl boots. You won’t need accessories with this, but a skeel sling bag can be added!

33. Long Sleeved Tiered Dress

Old Money Luxury Vintage Outfits (3)
Inspired by the ’70s gypsy fashion trends, tiered lace dresses can be styled to fit the spring vibes. Add in block heels and stick to minimal jewelry.

34. Ruffled Puff Sleeve Blouse and Tiered Mini Skirt

Retro Classy Vintage Outfit (3)
A vintage outfit that fits the modern-day boho chic fashion, this combo can be accessorized with a fedora hat and gold jewelry. For footwear, pick heels or boots.

35. Sleeved Jumpsuits

Retro Casual Vintage Outfit (4)
Among the popular fashion trends of the 80s were these jumpsuits that are still worn as stylish vintage fits. This summer, pair one alongside lace-up boots for this iconic look.

36. Cropped Knot Shirt and High Waist Denim Shorts

Disco Vintage Outfits (1)
A retro disco outfit that can blend well with both party and casual wear, this set is at its best when paired with statement leather boots that complement the palette.

37. Victorian Queen Corset Gown

Victorian Queen Corset Gown
If you’re to attend a retro-theme tea party, wear this royal high-inspired Victorian-style corset gown! For jewelry, keep it minimal with sleek earrings and necklaces.

With these star-studded vintage outfits, you can effortlessly channel retro elegance in modern times. Bring back the charm of bygone eras to your wardrobe now!