16 Of The Best Chanel Bags Of All Time: Vintage & New

In the ever-evolving world of luxury fashion, few brands can rival the timeless allure and impeccable craftsmanship of Chanel.

From the iconic Chanel suit to the legendary Chanel No. 5 perfume, the House of Chanel has cemented its place as a symbol of elegance and sophistication.

One of the most coveted aspects of Chanel’s illustrious legacy is its collection of exquisite handbags that have become enduring fashion icons.

Founded by Gabrielle “Coco” Chanel in 1910, Chanel emerged as a trailblazer in the fashion industry, challenging conventional norms and redefining women’s style.

Coco Chanel’s vision was grounded in liberating women from the confinements of restrictive fashion, embracing comfort, and championing simplicity.

Her audacious designs and innovative use of fabrics revolutionized the way women dressed, and Chanel quickly became a symbol of modernity and empowerment.

Key Takeaway

In our curated list below we’ll explore the 16 best Chanel bags of all time, encompassing both vintage treasures and contemporary gems. From the legendary Chanel 2.55 to the modern Classic Flap and the chic Boy Bag, we delve into the distinguishing features, design inspirations, and historical significance of each bag. So whether you are a seasoned collector, a devoted Chanel lover, or simply intrigued by world of fashion, this article offers a curated selection of the most iconic and sought-after Chanel bags.

1. Chanel Wallet On Chain

Pros

• Multiple ways to wear
• Compact Size for carrying essentials
• Multiple compartments for organization
• Easy open front flap allows access to your belongings,

Cons

• Slim design with limited space cannot carry larger items

The Chanel Wallet on Chain (WOC) is a multifaceted miniature that exudes everything that encapsulates the elegance of the brand. The WOC holds a special place in Chanel’s handbag family, as evidenced by its inclusion in the brand’s five-year warranty policy.

It effortlessly transitions between iconic Chanel styles, boasting an extensive range of colors and luxurious leathers. Open the flap to reveal a thoughtfully designed interior with numerous card slots, zip compartments, and slip pockets. The WOC’s compact size makes it ideal for essentials, such as your phone, keys, and cards, making it a go-to choice for everyday use or even while traveling.

Its signature leather entwined strap can be adjusted to your preferred length, offering various carrying options. Choose between the classic WOC or explore its different iterations, each embodying Chanel’s timeless craftsmanship. 

2. Chanel 19

Pros

• Modern and sleek design
• Spaciousn with various sizes
• Wide and comfortable chain strap
• Features iconic Chanel elements

Cons

• Slightly heavier compared to other styles
• Popularity may fluctuate over time as trends change

The Chanel 19 bag, launched in 2019, the year from which it takes its name, is a contemporary icon that pays homage to the legendary 2.55 bag. Designed by Karl Lagerfeld and Virginie Viard, this exquisite creation combines elements from the Classic Flap and 2.55 Flap while boasting a slouchier shape and a chunky chain top handle.

Its adjustable strap features three striking chains interlaced with leather, offering an intricate and thoughtful style that is distinctive to the fashion house. The exaggerated diamond quilting enhances its casual and chic Chanel aesthetic.

Available in small, medium, large, and maxi sizes, as well as various materials and limited-edition finishes, the Chanel 19 Bag caters to a wide variety of tastes while still retaining the classic timelessness that makes Chanel bags so collectible. 

3. Chanel Boy Bag

Pros

• Edgy and Modern Design
• Multiple carrying options
• Available in many different sizes
• Distinctive Hardware

Cons

• Relatively compact interior depending on size
• Certain sizes, colors, and seasonal variations can be difficult to obtain
• Less classic Chanel elements than other styles

The Chanel Boy Bag is a rebellious yet elegant masterpiece that has solidified its place as one of Chanel’s iconic models. Born from Karl Lagerfeld’s creative vision, the Boy Bag exudes a punk attitude with motocross-inspired ribbed edges, a chunky chain strap, and a distressed antique-bronze clasp.

Named after Arthur “Boy” Capel, Coco Chanel’s first love, this bag embraces a fine balance between a masculine and feminine aesthetic. With its bold, boxy silhouette and a flap that folds over the entire front, the Boy Bag offers more than enough space inside for your essentials.

The distinctive square CC squeeze-lock clasp and chunky metal chain strap add an industrial touch. Adorned with exquisite hardware and crafted from a range of luxurious materials in classic colors as well as seasonal renditions, the Boy Bag is a true Chanel collector’s dream. Choose your perfect size, whether small for a stunning occasion bag or large for a more day-to-day silhouette.

4. Chanel Classic Flap Bag (11.12)

Pros

• Iconic Status
• Suitable for various occasions
• Classic Design and timeless appeal
• Potential investment piece
• Wide range of style options
• Distinctive double flap closure

Cons

• Soft leather can be prone to scratching
• No base studs to protect the bottom

The Chanel Classic Flap Bag, also known as the 11.12, is one of the brand’s most loved and coveted designs that has captivated so many since its introduction in 1983. It was designed by Karl Lagerfeld’s as a reinterpretation of the classic 2.55 Flap bag.

The new design added three key differences: a leather woven chain, a more refined and curved edge to the flap and a Double C turn-lock closure offering a contemporary twist on the original design and making more of a visual statement.

With endless variations in quilting, materials, sizes, and hardware combinations, the Classic Flap offers options to suit every taste. From the practicality of the Double Flap’s multiple pockets to the exquisite craftsmanship that takes hours of meticulous work, the Classic Flap Bag remains one of the most sought-after accessories in the world of luxury fashion. 

5. Chanel Deauville Tote

Pros

• Relaxed and casual style
• Spaciousness design
• Multiple carrying options
• Durable material

Cons

• May not be suitable for more formal occasions
• Limited range of colors compared to other styles

The Chanel Deauville Tote Bag is a must-have accessory, paying homage to the charming French seaside town that was once adored by Coco Chanel. Inspired by her love for Deauville, where she opened her first boutique in 1913, this tote captures the essence of turn-of-the-century seaside luxury.

Crafted from soft canvas fabric in neutral tones, it creates an inviting atmosphere reminiscent of the French coast. The iconic Chanel logo is elegantly printed on the side, creating a slight vintage effect.

With contrasting leather detailing, including the signature chain straps, the Deauville tote strikes a perfect balance between casual and sophisticated, urban chic and natural beachy vibes. Available in various sizes and colors, it’s a versatile piece that exudes the effortless and timeless aesthetic that the fashion house is so well known for.

6. Chanel Mini Square Flap Bag

Pros

• Inspired by the iconic Classic Flap Bag
• Compact and lightweight
• Multiple ways to wear
• Mini statement piece
• Hold value well over time

Cons

• Not suitable for larger items
• Potential wear and tear or delicate leather over time

The Chanel Mini Square Flap Bag is a unique and adorable rendition of the larger Classic Flap Bag. Reissued in 2010, it features a boxy design that combines contemporary style with timeless elegance.

Perfect for those who adore the trend of tiny bags, the Mini-Square comfortably holds essentials like lipstick and keys. While it may be less spacious than the original design, it retains some of the authentic and original features in miniature size such as the Mona Lisa pocket at the back, the double CC turn-lock closure and a generous leather woven chain strap.

It has a single flap with one main compartment inside and a flat zipper pocket to the back. Its super cute and convenient size can fit most large smartphones which makes a perfect option for a smart and playful everyday statement piece. 

7. Chanel 22 Bag

Pros

• Plush soft leather
• Contemporary design with vintage aesthetic
• Features signature brand elements.
• Spacious and flexible interior
• Versatile styling options
• Limited-edition releases & different styles available

Cons

• Specific aesthetic and design that might not appeal to many
• Overtime the soft leather can wrinkle
• Chain can rub on leather (spacers recommended)

The Chanel 22 bag is an unconventional design for the luxury fashion house but does not disappoint in terms of the luxurious and timeless Chanel appeal while still providing functionality and versatility.

Seen on the luxury house’s Spring/Summer 2022 runway, the Chanel 22 breaks away from the classic flap or vanity case styles. It combines boho-chic with California-casual vibes, while still incorporating iconic Chanel elements.

The large quilting pattern and interwoven chain add a touch of elegance, while the gold CHANEL letters and vintage-inspired coin charm showcase its brand identity. Available in different sizes and vibrant colors, the Chanel 22 bag is a true statement piece for the modern woman seeking both style and fun in her wardrobe.

8. Chanel 2.55

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Pros

• Rich heritage and iconic design
• Original design of Gabrielle Chanel
• Practical interior with multiple compartments
• Variety of Sizes
• Potential investment piece.

Cons

• Challenging to acquire in specific styles
• Can be somewhat heavier when loaded
• Delicate quilted leather requires proper care and maintenance

The Chanel 2.55 is one of the forever classic staples of the brand that was designed in February 1955, giving the bag its signature name (2.55). It was designed by Gabrielle Chanel herself who sought to create a bag that would end her struggle of carrying essentials at social gatherings and has evolved into an iconic piece of fashion history.

This sturdy purse, typically made from soft calfskin, features straps inspired by military bags from the 1920s. It features diamond-quilted leather inspired by riding coats and a turn-lock closure, known as the “Mademoiselle lock”. The bag’s interior, lined with burgundy leather, pays homage to Chanel’s upbringing in the Abbey orphanage, reminiscent of the nuns’ uniforms.

The interlocking chain straps also draw inspiration from the belts worn by convent workers. The interior includes a small pouch for lipstick and a hidden compartment behind the front flap. In 2005, the 2.55 bag was reintroduced as the Reissue 2.55 to celebrate Chanel’s 50th anniversary. 

9. Chanel Trendy CC

Pros

• Structured with clean lines
• Spacious with multiple compartments
• Versatile wearing options
• Eye-catching hardware makes a bold statement

Cons

• Top plate can scratch easily
• Heavyweight
• May not suit casual occasions

The Chanel Trendy CC bag perfectly embodies the harmonious blend of Coco Chanel’s timeless principles and contemporary fashion trends. While Chanel is renowned for its classic designs like the Flap bag and tweed suits, it also embraces avant-garde flair and modern touches.

The Trendy CC bag exemplifies this philosophy, quickly becoming one of the most sought-after pieces in the Chanel collection. Introduced in 2014, it features a top handle and comes in various styles, including shoulder bags and WOCs.

The bag showcases exquisite quilting, spacious compartments, and the iconic “Chanel” hardware, making it a modern interpretation of the Classic Flap bag. With its fusion of old and new, the Trendy CC bag captures the essence of Chanel’s enduring appeal while creating something fun and playful.

10. Chanel Gabrielle Backpack

Pros

• Unique and modern design from Chanel line
• Multiple ways to wear
• Iconic Chanel Craftsmanship
• Classic Chanel design elements

Cons

• Not fully closable
• Chain straps can be uncomfortable for longer periods of wear

The Chanel Gabrielle Backpack is a standout piece in the Chanel Gabrielle family, known for its distinct style and versatility. Introduced alongside the Gabrielle hobo bag, this backpack offers a modern twist on a classic design.

Designed by Karl Lagerfeld, it features a trapezoid silhouette with iconic quilted calfskin and a glossy, smooth leather base. The chunky adjustable chain-link and leather straps, available in various finishes, allow for multiple styling options.

With a zipped top, spacious interior, and additional D-ring for charms, the Gabrielle Backpack combines functionality with the unmistakable Chanel aesthetic. Perfect for both casual and chic looks, it’s a coveted accessory for backpack lovers.

11. Chanel Camera Case

Pros

• Compact and lightweight
• Features classic Chanel design elements
• Top zipper closure for easy access
• Crossbody Functionality
• Wide range of styles available

Cons

• Can be too compact for large items
• Potential strap length limitation for some body types

The Chanel Camera Bag is a versatile and practical choice, especially for those looking to purchase their first Chanel bag. It offers a more affordable option compared to the classic flap bag, while providing a good amount of space for your essentials.

With its simplistic silhouette, it transitions seamlessly from the office to weekend outings and even serves as a great travel companion. The long shoulder strap adds convenience, and petite individuals may even wear it crossbody.

Despite being often overlooked, the Camera Bag has a cool and casual vibe that complements various styles. For those seeking a good-sized bag at a more accessible price point, the Chanel Camera Bag is definitely worth considering.

12. Chanel Heart Bag

Pros

• Playful and rare design
• Showcases iconic Chanel craftsmanship
• Versatile carrying options
• Eye catching statement bag

Cons

• Limited practicality
• Distinct shape may be considered more trendy than classic styles

The Chanel Heart Bag is a whimsical and charming addition to Chanel’s handbag collection. As a nod to the iconic ’90s heart-shaped handbag designed by Karl Lagerfeld, this reimagined version from Chanel’s archives has captivated the interest of Gen-Z fashion enthusiasts.

Crafted from luxurious lambskin leather and adorned with the iconic quilted pattern, the Heart Bag maintains Chanel’s signature elegance. It features a front pocket with the recognizable CC turnlock and a spacious main interior accessed through a top zipper.

The intertwined leather and chain strap adds a touch of sophistication. Available in mini and medium sizes, with six vibrant color options, the Chanel Heart Bag is a playful and stylish accessory for parties and casual outings.

13. Chanel Business Affinity Bag

Pros

• Sleek and professional design
• Spacious and organized interior
• Versatile carrying options
• Timeless appeal
• Practical and functional

Cons

• May not be suitable for casual wear
• Can be heavy to carry for longer periods

The Chanel Business Affinity Bag is a stylish and versatile handbag that has captured the hearts of many Chanel enthusiasts. First introduced in Chanel’s Spring-Summer 2017 collection, this bag features a unique twist on the classic Chanel flap design, with a minimal yet feminine aesthetic.

Crafted from grained leather with iconic quilting and shiny hardware, the Business Affinity is a timeless statement piece that exudes confidence and sophistication. It comes in four different sizes, including a wallet on chain, and offers multiple compartments and pockets for organization.

The bag can be worn in three different ways, thanks to its top handle and non-detachable shoulder strap. While it is a seasonal piece, the Business Affinity remains highly sought-after and is considered a good investment due to its rarity. Available in durable caviar leather, this bag is perfect for everyday use. 

14. Chanel Diana Bag

Pros

• Associated with the timeless elegance and style of Princess Diana
• Resemblance to the Chanel Single Flap
• Vintage Appeal
• Rarity makes it very collectible
• Tribute to Princess Diana

Cons

• Limited Availability
• Smaller Size and limited capacity
• May show signs of age or wear

The Chanel Diana Bag is a testament to the influence and legacy of Princess Diana on Karl Lagerfeld’s designs for Chanel. Produced from 1989 to approximately 1995, this vintage treasure closely resembles the Chanel Single Flap and is highly sought-after by collectors and Diana enthusiasts.

Lagerfeld named the bag after Princess Diana, who frequently sported it, honoring her as a style icon of the ’80s and ’90s. The Chanel Diana bag was revived in the Spring 2015 collection as the Vintage Chic Flap bag, but the vintage variation in caviar leather remains the most elusive and coveted version. Carrying this timeless classic evokes a sense of glamour and a connection to Princess Diana’s enduring influence.

15. Chanel Vanity Case

Pros

• Unique shape, luggage tags, and distinctive details
• Serves as both a functional bag and statement piece
• Wide range of colors and materials
• Iconic Chanel design elements
• Collectible and Limited Editions

Cons

• Box-like structure not as flexible as some styles
• Lambskin lining may require more care and maintenance

The Chanel Vanity Case offers a captivating alternative to the iconic Chanel silhouettes, standing out with its distinctive design and rich history. Originally introduced in the ’90s, the Vanity Case has evolved over time and gained immense popularity with the launch of the Chanel Filigree Vanity Case, a modern twist on an accessory dating back to Ancient Egypt.

Designed by Karl Lagerfeld, the Vanity Case showcases a boxy shape, a wraparound zip, and a short top handle. The Filigree Vanity Case, in particular, features quilted leather panels, a ribbed border, and a large CC logo, available in a range of colors and materials.

With different sizes to choose from, the Vanity Case offers functionality and style, with a spacious interior. Whether you opt for the classic leather versions or explore unique rarities like rattan or iridescent patent leather, the Chanel Vanity Case is an addition to any Chanel collection.

16. Chanel Gabrielle Hobo Bag

Pros

• Modern and edgy design
• Versatile carrying options
• Multiple sizes available
• Spacious interior
• Lightweight and comfortable to wear for extended periods
• Distinctive Chanel style

Cons

• Inset top zipper can collect dust & dirt more easily
• May not be suitable for formal wear

The Chanel Gabrielle Hobo Bag, introduced in 2017 as a tribute to Coco Chanel, is a modern classic that exudes a cool, contemporary vibe. Crafted from grained leather with iconic quilting and shiny hardware, this unisex hobo bag stands out with its distinctive trapezoid silhouette and chunky, structured base.

The bag’s mix of materials adds to its allure, featuring aged quilted calfskin for a rock ‘n’ roll edge and a glossy smooth leather base for structure. The Gabrielle bag offers versatility with adjustable chain-link and leather straps, allowing for various styling options. Its zipped top, spacious interior with pockets, and leather keyring strap provide both functionality and style.

Available in different sizes and a range of classic and limited-edition varieties, including bold primary colors, metallic leather, tweed, and exotic embossed calfskin, the Chanel Gabrielle Hobo Bag is a coveted accessory that effortlessly transitions from day to evening, making it the perfect partner for any occasion.

What is the most iconic Chanel bag?

The most iconic Chanel bag is the Chanel 2.55 flap bag. Designed by Coco Chanel herself in 1955, the 2.55 is a symbol of timeless elegance and luxury. Its classic design features including the quilted exterior, classic center closure, a chain strap have become signature design elements for the brand.  

The 2.55 bag revolutionized the handbag industry by introducing practical elements like the shoulder strap, allowing women to have their hands free while still carrying a stylish accessory. This bag perfectly embodies Coco Chanel’s vision of combining style and functionality. 

Its enduring popularity over the decades, along with its association with iconic fashion figures and celebrities, has solidified its status as an emblem of sophistication and refinement. The Chanel 2.55 flap bag remains a coveted fashion statement, representing the epitome of luxury and timeless design in the world of handbags.

What is the most popular Chanel in the world?

Both the Chanel Classic Flap Bag (11.12) and the Chanel 2.55 Bag are the most popular bags sold by the fashion house. Renowned for their timeless elegance and iconic design, the bags have both achieved global recognition and iconic status. 

Both bags are closely related, with the 2.55 being designed by Gabrielle Chanel in 1955 and the 11.12 being designed by Karl Lagerfeld in 1983 as a reimagining of the original 2.55 design. Their timeless appeal, versatility, and enduring popularity have solidified their position as the most sought-after and adored Chanel bags worldwide.

Are Chanel bags good quality? 

Chanel’s commitment to exceptional quality has been at the core of its success for over a century. Each Chanel bag is meticulously crafted by skilled artisans who uphold the brand’s legacy of excellence. From the selection of premium materials to the precision stitching and meticulous attention to detail, every step in the production process is executed with the utmost care.

What makes Chanel bags stand out among the top designer handbags is their unparalleled craftsmanship. Chanel uses a fusion of traditional techniques and innovative methods to create bags that are not only visually stunning but also built to withstand the test of time. The use of high-quality leathers, exquisite hardware, and meticulous construction ensure that every Chanel bag is a true work of art.