Best Calvin Klein Underwear Men Boxershorts of 2026

Last updated on 03/04/2026

Advertising disclosure

Most Relevant

Most Relevant

Best Choice

Calvin Klein Men Trunk 5pk BLUE (BLK W CLASSIC BLUE WB/BLK W PORPOI) L

Calvin Klein Men Trunk 5pk BLUE (BLK W CLASSIC BLUE WB/BLK W PORPOI) L

Calvin Klein

Why we love it

Calvin Klein signature elastic waistband.
Medium rise waist.
Cotton elastane blend.

Main Highlights

Calvin klein signature elastic waistband
Medium rise waist
Cotton elastane blend

9.8

Exceptional

9.8

Exceptional

Calvin Klein

Calvin Klein Men Trunk 5pk BLUE (BLK W CLASSIC BLUE WB/BLK W PORPOI) L

Why we love it

Calvin Klein signature elastic waistband.
Medium rise waist.
Cotton elastane blend.

Main Highlights

Calvin klein signature elastic waistband
Medium rise waist
Cotton elastane blend

Value for Money

Calvin Klein Men's 3 Pack Trunks Underwear, Black (Black/Black/Black), M

Calvin Klein Men's 3 Pack Trunks Underwear, Black (Black/Black/Black), M

Calvin Klein

21% Off

Why we love it

Silky soft surface for comfort.
Bold waistband adds style.
Medium rise fits perfectly.

Main Highlights

STYLISH & MASCULINE: The original Calvin Klein boxer shorts with CK branding fit the body perfectly. They are ideal for everyday wear, as well as for sports.
FOR EVERYONE: Whether for sports or everyday wear – feel-good factor is guaranteed with these trunks. The set also makes the perfect gift for a modern, self-confident man.
COMFORTABLE: Thanks to the stretch blend fabric, the mid-rise boxer briefs fit very comfortably on the hips. The classic elastic waistband with logo adds a finishing touch to the minimalist design.
MATERIAL & CARE: The soft boxer shorts are made from 88% polyester and 12% elastane. They are machine washable and suitable for the tumble dryer.
EXCITING & NEAT: Created in 1968, the Calvin Klein lifestyle brand is known for its signature look and has been inspiring the fashion world ever since. The American brand is all about minimalist aesthetics.

Calvin Klein Men's 3 Pack Trunks Underwear, Black (Black/Black/Black), M

21% Off

Why we love it

Silky soft surface for comfort.
Bold waistband adds style.
Medium rise fits perfectly.

Main Highlights

STYLISH & MASCULINE: The original Calvin Klein boxer shorts with CK branding fit the body perfectly. They are ideal for everyday wear, as well as for sports.
FOR EVERYONE: Whether for sports or everyday wear – feel-good factor is guaranteed with these trunks. The set also makes the perfect gift for a modern, self-confident man.
COMFORTABLE: Thanks to the stretch blend fabric, the mid-rise boxer briefs fit very comfortably on the hips. The classic elastic waistband with logo adds a finishing touch to the minimalist design.
MATERIAL & CARE: The soft boxer shorts are made from 88% polyester and 12% elastane. They are machine washable and suitable for the tumble dryer.
EXCITING & NEAT: Created in 1968, the Calvin Klein lifestyle brand is known for its signature look and has been inspiring the fashion world ever since. The American brand is all about minimalist aesthetics.

Calvin Klein Boxershort (3-pack) Men, black - white, L

Calvin Klein Boxershort (3-pack) Men, black - white, L

Calvin Klein

20% Off

Why we love it

Authentic Calvin Klein product.
Comfortable elastic waistband.
Stylish brand logo featured.

Main Highlights

STYLISH & MASCULINE: The original Calvin Klein boxer shorts with CK branding are designed to ensure a perfect fit. The set is ideal for everyday wear, as well as for sports.
COMFORTABLE: Thanks to the stretchy fabric, the medium rise boxer briefs fit very comfortably on the hips. The minimalist design is rounded off by the classic elastic waistband adorned with the logo.
MATERIAL & CARE: The soft boxer shorts are made of 95% cotton and 5% elastane. They can be machine washed and tumble dried.
COTTON STRETCH: The collection is characterised by its classic design in soft stretch cotton. The COTTON STRETCH boxer shorts are truly unique thanks to their excellent fit.
EXCITING & NEAT: Created in 1968, the Calvin Klein lifestyle brand is known for its signature look and has been inspiring the fashion world ever since. The American brand is all about minimalist aesthetics

Calvin Klein Boxershort (3-pack) Men, black - white, L

20% Off

Why we love it

Authentic Calvin Klein product.
Comfortable elastic waistband.
Stylish brand logo featured.

Main Highlights

STYLISH & MASCULINE: The original Calvin Klein boxer shorts with CK branding are designed to ensure a perfect fit. The set is ideal for everyday wear, as well as for sports.
COMFORTABLE: Thanks to the stretchy fabric, the medium rise boxer briefs fit very comfortably on the hips. The minimalist design is rounded off by the classic elastic waistband adorned with the logo.
MATERIAL & CARE: The soft boxer shorts are made of 95% cotton and 5% elastane. They can be machine washed and tumble dried.
COTTON STRETCH: The collection is characterised by its classic design in soft stretch cotton. The COTTON STRETCH boxer shorts are truly unique thanks to their excellent fit.
EXCITING & NEAT: Created in 1968, the Calvin Klein lifestyle brand is known for its signature look and has been inspiring the fashion world ever since. The American brand is all about minimalist aesthetics

Calvin Klein Men's 3 Pack Trunks Underwear, Black (Black/Black/Black), L

Calvin Klein Men's 3 Pack Trunks Underwear, Black (Black/Black/Black), L

Calvin Klein

22% Off

Why we love it

Silky soft surface.
Powerful stretch feature.
Iconic waistband design.

Main Highlights

STYLISH & MASCULINE: The original Calvin Klein boxer shorts with CK branding fit the body perfectly. They are ideal for everyday wear, as well as for sports.
FOR EVERYONE: Whether for sports or everyday wear – feel-good factor is guaranteed with these trunks. The set also makes the perfect gift for a modern, self-confident man.
COMFORTABLE: Thanks to the stretch blend fabric, the mid-rise boxer briefs fit very comfortably on the hips. The classic elastic waistband with logo adds a finishing touch to the minimalist design.
MATERIAL & CARE: The soft boxer shorts are made from 88% polyester and 12% elastane. They are machine washable and suitable for the tumble dryer.
EXCITING & NEAT: Created in 1968, the Calvin Klein lifestyle brand is known for its signature look and has been inspiring the fashion world ever since. The American brand is all about minimalist aesthetics.

Calvin Klein Men's 3 Pack Trunks Underwear, Black (Black/Black/Black), L

22% Off

Why we love it

Silky soft surface.
Powerful stretch feature.
Iconic waistband design.

Main Highlights

STYLISH & MASCULINE: The original Calvin Klein boxer shorts with CK branding fit the body perfectly. They are ideal for everyday wear, as well as for sports.
FOR EVERYONE: Whether for sports or everyday wear – feel-good factor is guaranteed with these trunks. The set also makes the perfect gift for a modern, self-confident man.
COMFORTABLE: Thanks to the stretch blend fabric, the mid-rise boxer briefs fit very comfortably on the hips. The classic elastic waistband with logo adds a finishing touch to the minimalist design.
MATERIAL & CARE: The soft boxer shorts are made from 88% polyester and 12% elastane. They are machine washable and suitable for the tumble dryer.
EXCITING & NEAT: Created in 1968, the Calvin Klein lifestyle brand is known for its signature look and has been inspiring the fashion world ever since. The American brand is all about minimalist aesthetics.

Calvin Klein Men Trunk 5pk BLUE (CLASSIC BLUE/PORPOISE/BLACK/GREY) L

Calvin Klein Men Trunk 5pk BLUE (CLASSIC BLUE/PORPOISE/BLACK/GREY) L

Calvin Klein

Main Highlights

Calvin klein signature elastic waistband
Medium rise waist
Cotton elastane blend

Calvin Klein Men Trunk 5pk BLUE (CLASSIC BLUE/PORPOISE/BLACK/GREY) L

Main Highlights

Calvin klein signature elastic waistband
Medium rise waist
Cotton elastane blend

Calvin Klein Men's 3 Pack Boxer Briefs Underwear, Black (Black/Black/Black), M

Calvin Klein Men's 3 Pack Boxer Briefs Underwear, Black (Black/Black/Black), M

Calvin Klein

36% Off

Why we love it

Signature waistband looks stylish.
Soft microfibre feels amazing.
Perfect medium rise waist.

Main Highlights

STYLISH & MASCULINE: The original Calvin Klein boxer shorts with CK branding fit the body perfectly. The set is ideal for everyday wear, as well as for sports.
FOR EVERYONE: Whether for sports or everyday wear, feel-good factor is guaranteed with these boxer briefs. The set also makes the perfect gift for a modern, self-confident man.
COMFORTABLE: Thanks to a stretch fabric these mid rise boxer briefs sit comfortably on your hips. The classic elasticated logo waistband completes this minimalist design.
MATERIAL & CARE: The triangle bra is made from 95% cotton and 4% elastane. It is machine washable and suitable for the tumble dryer.
EXCITING & NEAT: Created in 1968, the Calvin Klein lifestyle brand is known for its signature look and has been inspiring the fashion world ever since. The American brand is all about minimalist aesthetics.

Calvin Klein Men's 3 Pack Boxer Briefs Underwear, Black (Black/Black/Black), M

36% Off

Why we love it

Signature waistband looks stylish.
Soft microfibre feels amazing.
Perfect medium rise waist.

Main Highlights

STYLISH & MASCULINE: The original Calvin Klein boxer shorts with CK branding fit the body perfectly. The set is ideal for everyday wear, as well as for sports.
FOR EVERYONE: Whether for sports or everyday wear, feel-good factor is guaranteed with these boxer briefs. The set also makes the perfect gift for a modern, self-confident man.
COMFORTABLE: Thanks to a stretch fabric these mid rise boxer briefs sit comfortably on your hips. The classic elasticated logo waistband completes this minimalist design.
MATERIAL & CARE: The triangle bra is made from 95% cotton and 4% elastane. It is machine washable and suitable for the tumble dryer.
EXCITING & NEAT: Created in 1968, the Calvin Klein lifestyle brand is known for its signature look and has been inspiring the fashion world ever since. The American brand is all about minimalist aesthetics.

Calvin Klein Brief 3-Pack - medium

Calvin Klein

45% Off

Why we love it

Soft cotton blend offers comfort.
Logo waistband maintains shape.
Low-rise waist suits hipsters.

Main Highlights

STYLISH & MASCULINE: The original Calvin Klein briefs with CK branding and short leg fit the body supremely; the set is ideal for everyday wear, as well as for sports
COMFORTABLE: The stretch blend fabric means these mid-rise hip briefs sit comfortably on the hips; the classic elastic waistband with logo adds a finishing touch to the minimalist design
MATERIAL & CARE: The soft briefs are made of 95% cotton and 5% elastane; they can be machine washed and tumble dried
COTTON STRETCH: This collection boasts classic designs crafted from stretch cotton; the briefs in the COTTON STRETCH collection are must-haves thanks to their excellent fit
EXCITING & NEAT: Created in 1968, the Calvin Klein lifestyle brand is known for its signature look and has been inspiring the fashion world ever since; the American brand is all about minimalist aesthetics

Calvin Klein Brief 3-Pack - medium

45% Off

Why we love it

Soft cotton blend offers comfort.
Logo waistband maintains shape.
Low-rise waist suits hipsters.

Main Highlights

STYLISH & MASCULINE: The original Calvin Klein briefs with CK branding and short leg fit the body supremely; the set is ideal for everyday wear, as well as for sports
COMFORTABLE: The stretch blend fabric means these mid-rise hip briefs sit comfortably on the hips; the classic elastic waistband with logo adds a finishing touch to the minimalist design
MATERIAL & CARE: The soft briefs are made of 95% cotton and 5% elastane; they can be machine washed and tumble dried
COTTON STRETCH: This collection boasts classic designs crafted from stretch cotton; the briefs in the COTTON STRETCH collection are must-haves thanks to their excellent fit
EXCITING & NEAT: Created in 1968, the Calvin Klein lifestyle brand is known for its signature look and has been inspiring the fashion world ever since; the American brand is all about minimalist aesthetics

Calvin Klein Men’s 3 Pack Low Rise Trunks, White (White), L

Calvin Klein Men’s 3 Pack Low Rise Trunks, White (White), L

Calvin Klein

36% Off

Why we love it

Ultimate everyday comfort wear.
Classic Calvin Klein styling.
Luxurious and high quality.

Main Highlights

Low rise waist
Calvin Klein signature elastic waistband
Classic designs and everyday style cut from soft cotton with enough stretch to ensure a comfortable fit
luxe elegance

Calvin Klein Men’s 3 Pack Low Rise Trunks, White (White), L

36% Off

Why we love it

Ultimate everyday comfort wear.
Classic Calvin Klein styling.
Luxurious and high quality.

Main Highlights

Low rise waist
Calvin Klein signature elastic waistband
Classic designs and everyday style cut from soft cotton with enough stretch to ensure a comfortable fit
luxe elegance

Calvin Klein Surge Trunk 3Pk Trunk Men's, Blue (BLACK/DELFT/SILVER LAKE BLUE), M

Calvin Klein Surge Trunk 3Pk Trunk Men's, Blue (BLACK/DELFT/SILVER LAKE BLUE), M

Calvin Klein

37% Off

Why we love it

Soft cotton ensures comfort.
Low rise waist style.
Signature elastic waistband fit.

Main Highlights

Classic designs and everyday style cut from soft cotton with enough stretch to ensure a comfortable fit
Low rise waist
Calvin Klein signature elastic waistband

Calvin Klein Surge Trunk 3Pk Trunk Men's, Blue (BLACK/DELFT/SILVER LAKE BLUE), M

37% Off

Why we love it

Soft cotton ensures comfort.
Low rise waist style.
Signature elastic waistband fit.

Main Highlights

Classic designs and everyday style cut from soft cotton with enough stretch to ensure a comfortable fit
Low rise waist
Calvin Klein signature elastic waistband

Calvin Klein Surge Low Rise Trunk 3Pk Low Rise Trunk Men's, Black (BLACK W/WHITE WB), L

Calvin Klein Surge Low Rise Trunk 3Pk Low Rise Trunk Men's, Black (BLACK W/WHITE WB), L

Calvin Klein

Why we love it

Perfect fit for everyday wear.
Comfortable minimalist design.
Machine washable and durable.

Main Highlights

STYLISH & MASCULINE: The original Calvin Klein boxer shorts with CK branding and low rise waist are designed to ensure a perfect fit. The set is ideal for everyday wear, as well as for sports.
COMFORTABLE: Thanks to the stretchy fabric, the low rise trunks fit very comfortably on the hips. The minimalist design is rounded off by the classic elastic waistband adorned with the logo.
MATERIAL & CARE: The soft boxer shorts are made of 95% cotton and 5% elastane. They can be machine washed and tumble dried.
COTTON STRETCH: The collection is characterised by its classic design in soft stretch cotton. The COTTON STRETCH boxer shorts are truly unique thanks to their excellent fit.
EXCITING & NEAT: Created in 1968, the Calvin Klein lifestyle brand is known for its signature look and has been inspiring the fashion world ever since. The American brand is all about minimalist aesthetics.

Calvin Klein Surge Low Rise Trunk 3Pk Low Rise Trunk Men's, Black (BLACK W/WHITE WB), L

Why we love it

Perfect fit for everyday wear.
Comfortable minimalist design.
Machine washable and durable.

Main Highlights

STYLISH & MASCULINE: The original Calvin Klein boxer shorts with CK branding and low rise waist are designed to ensure a perfect fit. The set is ideal for everyday wear, as well as for sports.
COMFORTABLE: Thanks to the stretchy fabric, the low rise trunks fit very comfortably on the hips. The minimalist design is rounded off by the classic elastic waistband adorned with the logo.
MATERIAL & CARE: The soft boxer shorts are made of 95% cotton and 5% elastane. They can be machine washed and tumble dried.
COTTON STRETCH: The collection is characterised by its classic design in soft stretch cotton. The COTTON STRETCH boxer shorts are truly unique thanks to their excellent fit.
EXCITING & NEAT: Created in 1968, the Calvin Klein lifestyle brand is known for its signature look and has been inspiring the fashion world ever since. The American brand is all about minimalist aesthetics.

We scanned 356 products

We reviewed these offers relevant to the Calvin Klein Underwear Men Boxershorts within online retailers such as Amazon, eBay and other local retailers, ensuring we covered all major brands and models. The products we selected come from trusted brands like Calvin Klein, all of which have a reputation for consistently delivering high-quality products that users love and innovative approaches for function & design.

For the best Calvin Klein Underwear Men Boxershorts in the market, we considered we took a deep dive into 1781 online reviews , focusing on elements like user satisfaction, performance in real-world conditions, and long-term reliability. Our ranking also evaluates each review’s relevancy, authenticity, up-to-dateness and depth so that the comparison is more sound.

We concluded that:

The clear winner of our analysis is Calvin Klein Men Trunk 5pk BLUE (BLK W CLASSIC BLUE WB/BLK W PORPOI) L. We love many things about this product by Calvin Klein. What sets it apart from the competition is Calvin Klein signature elastic waistband, Medium rise waist, Cotton elastane blend.
The best value product for most shoppers and where user satisfaction is continuously the highest is Calvin Klein Men's 3 Pack Trunks Underwear, Black (Black/Black/Black), M by Calvin Klein based on online reviews by bloggers, experts and online shoppers.
The biggest bargain at the moment for Calvin Klein Underwear Men Boxershorts and the best cost-to-value ratio is Calvin Klein Brief 3-Pack - mediumat Calvin Klein with a 45% discount.
Our list of the best Calvin Klein Underwear Men Boxershorts is updated regularly to reflect new releases and changes in product availability, so be sure to check back often for the latest rankings and discounts.