40 Best Tailored Checkered Suits For Men

For men, tailored checkered suits are more than just a piece of clothing – they represent the pinnacle of classic dressing. Whether in a professional setting or at a formal event, these suits exude sophistication and elevate one’s charisma. The choice of suit is often seen as a reflection of a man’s sense of style and fashion. The history of suits dates back to the late 18th century, when they became a staple of men’s fashion.

Over time, they evolved from the formal wear of the Victorian era to the more relaxed lounge suits that emerged in the late 19th century as a response to the quest for comfort. As a suit typically covers most of the wearer’s body, it’s no surprise that the term ‘suit’ was extended to refer to a single garment that provides complete coverage. As fashion trends evolved, so did the styles, fabrics, colors, shapes, and sizes of suits.

Today, there are numerous types of suits to choose from, including seersucker suits, single-breasted, double-breasted, lounge suits, dinner suits, business suits, mandarin suits, wedding suits, zoot suits, and tuxedos – each with its own unique characteristics.

How to Wear Check Suits for Guys

In recent times, the rise of bespoke tailoring has led to an increase in demand for custom-made suits that fit perfectly. To gauge the quality of a suit, it’s essential to assess its shoulder fitting and silhouette. When these two elements align correctly on a man, he’s ready to take on the occasion in style. Of all the current designs and styles, we’ll delve into the world of checkered suits tailored specifically for men, exploring their unique characteristics and appeal.

↓ 1. The Grey Shine

↓ 1. The Grey Shine
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When it comes to dressing up for a special occasion, a classic dark grey suit with light grey checkered lines can be a versatile and stylish choice. For a more polished look, add a simple box check pattern on the coat. Pair this with plain grey suit pants, a waistcoat, and a crisp white dress shirt, finished off with a tea pink tie knotted elegantly – the perfect combination for a formal event.

The subtle sheen in the fabric adds an extra touch of sophistication, making it a great option for a dinner, prom, or business party.

↓ 2. For Businessmen

↓ 2. For Businessmen
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The harmonious blend of dark blue and light grey hues in this tailored suit is nothing short of impressive! The dark blue suit pants serve as the perfect foundation, while the coat boasts a subtle light grey base with striking bluish checkered patterns. Of course, no outfit would be complete without a stylish tie, which is why a light grayish purple tie paired with a crisp white dress shirt makes for an impeccable combination.

For a more relaxed look, consider swapping out your dress shoes for a pair of loafers that still exude sophistication. Here are some valuable insights to get you started:

↓ 3. For Graduation Party

↓ 3. For Graduation Party
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Throughout one’s life, various ceremonies and events are inevitable. To make the most of these occasions, having a diverse range of well-coordinated outfits is essential. A versatile wardrobe can easily accommodate different styles and themes, from graduation celebrations to formal gatherings. Dark blue or black check suits, for instance, exude elegance and sophistication, making them perfect for various occasions.

To elevate your style, consider adding waistcoats to your suits for a more refined look. When paired with dark matte colors, a pop of bright color through a tie, bow, or pocket square can add an extra layer of visual interest and flair.

↓ 4. Casual Checkered Way

↓ 4. Casual Checkered Way
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When venturing to a meeting in Miami or a similarly laid-back destination, it’s easy to underestimate the dress code. But you don’t need to sacrifice style for comfort. A sophisticated suit can still make a statement even without a tie or waistcoat. In fact, a well-chosen ensemble can elevate your look from 10 on 10 to an impressive 11. Consider a dark blue base color with subtle texture and pattern, paired with a simple white shirt left unbuttoned at the collar and sleek black shoes sans socks.

This understated yet refined combination is perfect for semi-formal occasions.

↓ 5. Which Colour Shoe Suits a Light Biscuit Coloured Checkered Suit

↓ 5. Which Colour Shoe Suits a Light Biscuit Coloured Checkered Suit

Beige, often referred to as biscuit, has a timeless appeal that flatters everyone’s complexion. The classic combination of beige and brown checks is incredibly alluring, much like envisioning something extraordinary. To maintain visual harmony, incorporate brown accents through footwear, accessories or even eyewear. The pairing of beige base fabric with thin brown checks on a pant and coat ensemble is undeniably pleasing to the eyes, showcasing a sophisticated sense of style.

↓ 6. Lines and Dots

↓ 6. Lines and Dots

Incorporating a rustic charm into a tailored suit, the combination of khaki and black checks on a warm brown base adds a countryside flair. To elevate this look further, pair the suit with a bold yet stylish black and white dotted dress shirt. The addition of a sleek black bow brings together the entire ensemble, resulting in a dapper and sophisticated appearance.

↓ 7. For Weddings

↓ 7. For Weddings

The essence of masculinity is embodied by the color blue, which radiates a warm glow on a man’s face. The combination of bold checkered boxes on the coat and suit pants, paired with a rich mud brown undertone, exudes confidence. A waistcoat adds an extra layer of sophistication, drawing attention to the blue checks on the coat. Meanwhile, the shoes perfectly complement the tailored suit, reinforcing the overall sense of style and elegance.

↓ 8. What Color Tie to Wear With Blue Checkered Suit

↓ 8. What Color Tie to Wear With Blue Checkered Suit

The visual harmony that emerges when pairing red and blue together in a dress is nothing short of captivating. The dynamic interplay between the bold, crimson lines and the rich, dark blue fabric creates a striking contrast that is sure to draw attention. To take it to the next level, try incorporating a red tie under a tailored coat worn over a crisp white shirt. For an added touch of elegance, consider adding a white pocket square to your suit for a subtle pop of color.

↓ 9. The Classy Colors

↓  9. The Classy Colors

For men, grey and skin tones are an excellent choice when it comes to dressing up in a tailored suit. The understated elegance they bring is perfect for making a statement at a daytime event. When paired with a checkered pattern, these shades really come alive, allowing your personality to take center stage. The subtle contrast adds a touch of sophistication, making you the epitome of refinement and poise.

↓ 10. Monochrome Checks

↓ 10. Monochrome Checks

The classic combination of black and white checks has become an enduring symbol of sophistication. When paired with a sleek black suit, crisp white dress shirt, and elegant black waistcoat, it’s the ultimate attire for making a lasting impression.

↓ 11. Silky Florals

↓ 11. Silky Florals

Unleash your personal style without age constraints! Create a vibrant look by pairing a tailored blue suit with simple white checks, a peach-colored dress shirt, and a kaleidoscopic silk tie. The pop of color from the tie adds a touch of whimsy to your outfit. To further enhance the ensemble, consider adding a light blue silk pocket square and finishing off the look with a crisp white hat for a night out at the casino.

↓ 12. Poise Office Look

↓ 12. Poise Office Look

↓ 13. A Touch of White

↓ 13. A Touch of White

Elevate your everyday style by pairing a crisp white dress shirt with sleek white sneakers and a classic checked coat, complete with a single button fastening. This chic combination exudes a sense of sophistication and refinement that’s hard to achieve with more casual wear options for men. To take it up a notch on a hot summer day, throw on some trendy sunglasses and you’re guaranteed to turn heads.

↓ 14. Love for Black

↓ 14. Love for Black

When black accents are incorporated into an outfit, they have a profound impact on the overall aesthetic. The combination of black tie, black pants, and grey checkered coat with subtle black buttons creates a striking visual effect that elevates the entire ensemble to new heights.

↓ 15. Silver and Matte Black

↓ 15. Silver and Matte Black

↓ 16. The Maroon Touch

↓ 16. The Maroon Touch

The vibrant hue of maroon has the remarkable ability to bring a sense of energy and vitality to any outfit, regardless of whether it’s worn by men or women. When paired with neutral shades like grey, as seen in the combination of a maroon tie with a grey coat featuring subtle maroon checks, the result is nothing short of fabulous.

↓ 17. Pose With an Overcoat

↓ 17. Pose With an Overcoat

Transforming your ensemble into a sleek and sophisticated outfit, try pairing a bluish-grey tie with the lightest shade of blue shirt. This combination creates a fantastic look when complemented by a tailored checkered suit. To elevate this style to new heights, add a dull grey overcoat that effortlessly wraps around your suit, exuding ultimate elegance.

↓ 18. All About Patterns

↓ 18. All About Patterns

A meticulous attention to detail sets you apart from the crowd as meticulously placed checks adorn every aspect of your attire – from the subtle accents on your tie and dress shirt to the statement-making presence on your coat, and even the dapper flourishes on your pocket square. This understated yet undeniably chic approach to self-expression effortlessly conveys a keen sense of style that is sure to leave a lasting impression.

↓ 19. Dark Deep Colors

↓ 19. Dark Deep Colors

When it comes to accentuating the checkered pattern on a tailored suit, certain colors can make all the difference. Maroon, grey, and deep purple are particularly effective in drawing attention to these details, adding a touch of sophistication and elegance to the overall look.

↓ 20. Two Colors Magic

↓ 20. Two Colors Magic

When it comes to playing with colors, men can have a lot of fun by experimenting with different shades. Think of it like contrasting light and dark brown hues. You could use dark brown as the base color for your tie and add lighter brown accents or patterns. Conversely, you could flip this approach for your coat, using dark brown checks as a statement piece.

With so many options available, don’t miss out on our 25 Ideas on How to Wear Double-Breasted Suits for Men, where we’ll dive deeper into the world of men’s fashion and explore even more ways to make a stylish impression.

↓ 21. With Scarves and Mufflers

↓ 21. With Scarves and Mufflers

To add a touch of elegance to your winter wardrobe, consider incorporating a scarf or muffler that harmoniously complements the colors used in your suit and tie. A cohesive look can be achieved by selecting accessories that share a common hue with those incorporated into your outfit.

↓ 22. Simple Checks with Socks

↓ 22. Simple Checks with Socks

To elevate a straightforward checked suit, consider adding a pop of personality with a statement-making pair of socks. The contrast between the subtle pattern on your suit and the bold design on your feet will create a stylish balance that’s both understated and eye-catching.

↓ 23. Winter Casuals

↓ 23. Winter Casuals

↓ 24. Chocolate Brown

↓ 24. Chocolate Brown

In recent years, the fashion world has witnessed a liberating shift towards embracing a vast spectrum of colors. Gone are the days when certain hues were considered taboo or unconventional. The 21st century has ushered in an era where individuals feel empowered to express themselves through their wardrobe choices, sans any self-imposed restrictions.

As a result, bold and vibrant shades like orange have become increasingly acceptable, making it perfectly fine for someone to don an orange suit with confidence.

↓ 25. Boss In Grey

↓ 25. Boss In Grey

Grey’s commanding yet powerful essence draws you in, effortlessly elevating your style. To complete the look, pair it with classic aviator sunglasses and rich brown dress shoes. For inspiration, explore our curated selection of 30 exceptional men’s suit combinations that will take your sharpness to the next level.

↓ 26. Dark Olive Suit

↓ 26. Dark Olive Suit

Take a cue from the style innovators and shake things up by pairing a bold, dark olive green checkered suit with a sleek matte grey dress shirt. This unexpected combination is sure to make you stand out from the crowd.

↓ 27. The Grey Family

↓ 27. The Grey Family

↓ 28. Casual Wear

The seemingly simple white suit belies a rich tapestry of details, as the subtle manipulation of black threads weaves together a masterpiece of texture and pattern. The sharp contrast between the suit’s crisp whiteness and the model’s rugged beard creates a striking visual tension, while the sleek lines of his sunglasses draw the eye upwards towards the statement piece: a vibrant printed tie that adds a pop of color beneath the overcoat.

↓ 29. Young and Blue

↓ 29. Young and Blue

The combination of deep blue as the primary hue, complemented by crisp white checks, creates a truly exceptional coat. When paired with an open-collared white shirt and sans tie, the overall aesthetic takes on a distinctly fashionable quality.

↓ 30. Summer Vibes

↓ 30. Summer Vibes

The harmonious blend of white and grey creates a stunning visual effect in the classic charcoal grey suit. The subtle contrast between the crisp white shirt’s undertones and the suit’s subdued grey tone imbues the overall ensemble with a refreshing summery vibe. This remarkable fusion is showcased in our curated selection of 30 Best Charcoal Grey Suits with Black Shoes For Men.

↓ 31. Grace of Grey

↓ 31. Grace of Grey

A well-tailored grey suit paired with a black waistcoat and subtle grey stripes exudes elegance across all age groups. The addition of a shiny grey tie and a textured, greyish-black overcoat adds a touch of personality to the overall look.

↓ 32. Socks and Contrasts

↓ 32. Socks and Contrasts

Carrying off a tailored suit with confidence is all about making bold statements, and one such statement is the combination of brown shoes with bright orange socks. The key here is to balance the formalness of the suit with the playfulness of the socks, creating a trendy look that’s hard to ignore.

↓ 33. For Men Over 40

↓ 33. For Men Over 40

The mesmerizing hue of the outfit is impossible to ignore. A rich tapestry of larger, intricately patterned boxes adorns the coat, while the dress pants feature a symmetrical arrangement of smaller, more delicate checks. The overall result is a visually stunning ensemble that exudes sophistication and refinement.

↓ 34. Purplish Blue

↓ 34. Purplish Blue

The allure of blue as a color is undeniable, but when paired with a subtle grey undertone, it takes on an even more captivating quality, evoking a sense of metallic shine. Meanwhile, a crisp white shirt adorned with vertical stripes, paired with a tie featuring nuanced lines of grey and blue, exudes its own unique charm.

↓ 35. Blues All Over

↓ 35. Blues All Over

↓ 36. Which Combination Will be Perfect for a Wine Colored Suit?

↓ 36. Which Combination Will be Perfect for a Wine Colored Suit?

The bold combination of wine-colored attire with black checks creates an intensely eye-catching ensemble, commanding attention like no other. When paired with crisp white dress shirts, black shoes, and matching socks, the overall effect is nothing short of tantalizingly seductive.

↓ 37. Highlight The Shades

↓ 37. Highlight The Shades

The rare combination of dark green, thin yellow, and red stripes on a suit creates a striking visual effect. Paired with a crisp white shirt, the overall ensemble takes on an air of sophistication and individuality.

↓ 38.With Turtleneck for Winters

↓ 38.With Turtleneck for Winters

Now that you have your trusty grey suit, it’s time to mix things up and add some visual interest to your outfit. A bold tea pink cotton high-neck or turtleneck shirt worn underneath the suit creates a striking contrast that’s sure to turn heads.

↓ 39. Formal Business Meeting

↓ 39. Formal Business Meeting

When selecting a suit for a special event, consider the audience you’re dressing for. While opting for a bold choice like a check suit may seem daunting, it’s not entirely out of bounds. To make this look work, opt for conservative colors and patterns that exude sophistication. A great example is a cream brown suit paired with a blue shirt and a sleek turquoise tie – a stylish combination that’s sure to turn heads.

↓ 40. Shirt And Tie Combination

↓ 40. Shirt And Tie Combination

The bespoke suit boasts a comprehensive range of blues, seamlessly integrated into its design. A subtle yet striking off-white grid pattern adds texture and visual interest to both the coat and trousers, which are elegantly paired with a navy blue tie, crisp white shirt, and a statement pocket square that steals the show.

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