Best Timeless Designer Handbags

If you’re spending your hard-earned cash on a designer handbag, it definitely needs to be worthy of that kind of investment. Whether the handbag is vintage or new, it’s always a good idea to invest in a coveted piece.

 

The 13 Best Timeless Designer Handbags

Looking through the best timeless designer handbags can give you a glimpse of how fashion has evolved. These iconic statement pieces can be the perfect addition to anyone’s wardrobe.

 

1. Gucci Red Dionysus Bag

The Gucci Dionysus handbag was inspired by the legend and myth of a Greek God called Dionysus. Dionysus was the God of Wine and known to be the perfect combination of feminine and masculine traits. The bag explores the feminine qualities of the Greek god with soft cherry blossoms as decoration. The deep red color is also reminiscent of the color of red wine, a favorite of the Wine God.

 

Pros

  • Two smartphone pockets
  • One interior zip for essentials
  • The top handle is comfortable

 

Cons

  • Too small for working women who carry laptops or work documents

 

2. Hermes Kelly Bag

This iconic handbag has been around since 1935 and is definitely considered one of the most worth-it investments in fashion history. This handbag was renamed after an American-born Monaco princess, Grace Kelly. It’s a really hard piece to get, and the waiting list is endless, but it’s definitely worth it.

 

Pros

  • A decent amount of storage space
  • Incredibly functional due to its many pockets

 

Cons

 

3. Chloe Drew Bag

The Chloe Drew handbag is available in countless colors, which makes it great for women who like multiple color choices. It has been touted by many celebrities and is probably the most copied handbag in history. It’s simple and elegant, making it one of the best timeless designer handbags of all time.

 

Pros

  • Comes in 5 sizes
  • Comes in two skin types
  • Lightweight and smooth to touch

 

Cons

  • Stains can be hard to remove

 

4. Fendi Baguette bag (B0744KXWC6)

Created in 1997 by Silvia Venturini Fendi, the Fendi Baguette bag became popular due to the Sex and the City TV-series. It’s a small pochette bag that looks elegant on any arm. If you love collecting the best timeless designer handbags, you can’t possibly miss this one. It is available in many different colors and finishes.

 

Pros

  • Adjustable and detachable chain strap
  • Two flat pockets
  • Two inner compartments to keep everything organized

 

Cons

  • Might be too small for some people

 

5. Chanel Boy Bag

The Chanel Boy Bag was inspired by Coco Chanel’s preference for masculine leitmotifs. It was created by Karl Lagerfeld and is one of the most successful bags in Chanel’s history.

 

It’s practical, feminine and goes with just about any outfit. It doesn’t matter if you carry the handbag to a formal event or a casual date night, the handbag will be a great addition.

 

Pros

  • Large chain link
  • A graphic shape that looks great

 

Cons

  • The bag might be too small for some people

 

6. Legend Alexander McQueen

Legend by Alexander McQueen is a trendy handbag that has managed to charm fashionistas across the globe. This elegant piece is definitely one of the best timeless designer handbags of all time. It is worth the investment since it is a practical design that goes with any outfit.

 

Pros

  • Available in a tote bag and shopping bag design
  • Comes in three different sizes

 

Cons

  • Only available in three colors

 

7. Lady Dior Bag

The Lady Dior handbag was renamed after Princess Diana. It quickly became a must-have handbag after she was seen carrying it around. Even after all these years, it’s still considered one of the best timeless designer handbags of all time.

 

Pros

  • The adjustable shoulder strap is super comfortable
  • Interior zip pocket to carry all your essentials

 

Cons

  • Will lose shape if kept near heat sources

 

8. Prada Backpack

The Prada Backpack was launched in 1984 and soon became the ultimate designer backpack. The backpack was created as a way to combine artisanal tradition with the past’s Patrimonio. It is the perfect way to remember the industrial way we used to do things in the fashion world.

 

The backpack has plenty of space for all your things, making it a practical purchase. It also has different pockets, which makes it easier to keep your belongings organized.

 

Pros

  • The drawstring closure is easy to use
  • Double adjustable shoulder straps make the bag comfortable to carry
  • Plenty of pockets

 

Cons

  • Can’t be used for formal events

 

9. Gucci Jackie Bag

The Gucci Jackie bag was originally created in the 1950s and was meant to be a unisex handbag. It was re-launched by Tom Ford in 1999 and again in 2009 by Frida Giannini with the name ‘Jackie.’

 

The name of the handbag was inspired by Lady Jackie Kennedy, who carried it everywhere to formal events. The handbag has been trending for a long time now, and all versions of it have been instant sellouts.

 

Pros

  • The shoulder strap is comfortable
  • GG coated canvas is reliable
  • Iconic finishes
  • Interior zip
  • Smartphone pockets

 

Cons

  • Small

 

10. Louis Vuitton Speedy Bag

Louis Vuitton’s Speedy Bag was popularized by Audrey Hepburn. She asked Louis Vuitton to create a small version of their Keepall travel bag so that she could carry it regularly. Who knew that the handbag would become one of the best timeless designer handbags of all time?

 

Pros

  • Zip closure and padlock keeps everything safe
  • Natural cowhide leather

 

Cons

  • Can’t be used for formal events

 

11. Stella McCartney Falabella

Stella McCartney’s Falabella bag is the most celebrated accessories by the fashion house. The handbag was created, keeping environmental sustainability in mind. It was the first designer handbag made with cruelty-free, sustainable, and eco-friendly materials. It comes in many different colors, too.

 

Pros

 

Cons

  • Can be hard to remove stains

 

12. Balenciaga Classic City Bag (B07TB2W3GF)

The Classic City Bag by Balenciaga is the best investment for women who love watercolor efforts in their accessories. This practical, elegant, and urban-chic design is great for any occasion. The cool, vibrant colors add a certain high street allure to the bag, which any girl will love.

 

This iconic bag was popularized by Kate Moss, who fell in love with the chic look at first glance. This comfortable bag exudes the legacy of Balenciaga. It’s fresh, new, and friendly-looking. The bag is available in many different colors, so you can go with the one you think will suit your style.

 

Pros

  • Roomy interior
  • Comfortable to carry around
  • Vibrant colors available

 

Cons

  • The shoulder strap can slip

 

13. Loewe Puzzle Bag

The Loewe Puzzle Bag is the best timeless designer handbag for true lovers of designer handbags. This pliable, soft design looks graceful and elegant on any arm. The iconic handbag was inspired by Anderson’s walk through Loewe archive when he saw an old fake-leather bag.

 

He was tracing the lines where the leather had cracked and formed an abstract shape when inspiration struck. The abstract pattern on the Puzzle bag is similar to the patterns he had seen on the old fake-leather bag.

 

Pros

  • Unique design
  • Available in many colors

 

Cons

  • While the interior is roomy, the opening is small

 

Our Final Thoughts

When you’re investing in a handbag, you need to make sure that it is worthy of your investment. It also needs to look good enough to go with your style and aesthetic. When you’re purchasing any of these best timeless designer handbags, one thing that you need to be sure of is whether it’ll match your style and your functional requirements. As long as you enjoy carrying these handbags around, they will definitely be worth the investment!

 

About Rachel

Hey, how are you doing?!? I'm Rachel, one of the founders of Bag Vanity. I love classic designer handbags and typically stick to earth tones and basic colored bags. My go-to bag is my trusted hobo purse. Love it!

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