The humble flannel shirt has undergone a remarkable transformation from a functional garment worn by farmers to protect themselves from the elements, to a popular fashion staple. Its rise to fame can be attributed in part to its appearances in films and the grunge music scene. Given that Fall and Winter are the seasons when flannel truly shines, this article will focus on providing style tips and outfit ideas for both smart casual and casual wear for men during these periods.
The following topics will be covered: styling techniques for wearing flannel shirts, creating stylish Fall outfits, crafting cozy Winter looks, exploring celebrity-inspired styles, and answering frequently asked questions about this iconic garment.
How to Wear Flannel Shirts? (Styling Tips)
When it comes to styling flannel shirts, there are a few key considerations to keep in mind. First and foremost, balance is crucial. The bold prints and patterns on the shirt can be overwhelming if not paired with more subdued elements elsewhere in your outfit. Stick to classic colors like red, black, grey, dark green, brown, cream, and white, depending on the season. Winter calls for darker hues, while autumn favors browns and tans.
Summer is a great time to bring out lighter shades, such as beige or pale blue. Another important factor is matching your flannel shirt with the rest of your outfit. Bold prints look great when paired with simple, neutral-colored bottoms and jackets. This allows the eye to focus on the interesting patterns without feeling overwhelmed. Oversized flannels can be a bit trickier to style, but rolling up the sleeves adds definition to the arms and creates a more streamlined silhouette.
Flannel shirts are versatile enough that they can be worn for everyday occasions or dressed up for a party. Checkered flannels have a more relaxed feel, while plain versions create a sharper look. If you want to wear your flannel shirt during the warmer months, many retailers now offer lighter weight options that still pack a stylish punch.
Alternatively, you could opt for a lightweight flannel-style shirt or even use a flannel scarf as an accessory, wrapping it around your waist for a chic touch.
Fall Outfits
58 – Black Flannel
For those seeking a stylish yet understated look, these shirts excel when paired with gents who appreciate a rugged, imperfect appearance. However, for a cleaner aesthetic, opt for subtle prints or a print-free design. Meanwhile, white accents on the shirt can imbue your outfit with a sense of lightness and airiness, making it versatile enough to complement a wide range of ensembles due to its neutral tone.
57 – Smart-Casual
While a flannel shirt may scream casual comfort, it’s not a one-trick pony. With some thoughtful styling, you can easily elevate it to smart casual territory. The key is to balance its laid-back vibe with more refined pieces. For starters, tone down the bold colors and opt for muted shades that won’t shout ‘weekend warrior.’ A well-tailored fit is also crucial – ditch the loose, sloppy look in favor of something crisp and clean.
When it comes to dressing up, though, the flannel should take a backseat. Swap it out for a dress shirt that can hold its own against more formal settings. And don’t get too hung up on footwear; instead of trying to split the difference between sneakers and oxfords, simply choose something that occupies a comfortable middle ground, like loafers or Derbies.
56 – Casual
While a flannel shirt is perfect for laid-back occasions, it’s crucial to style it well. However, even though the setting is informal, it doesn’t mean you can pair it with just any outfit. You’ll still need to consider the overall look and balance of your ensemble.
55 – Over A T-Shirt
Layering with a flannel shirt can create a comfortable and stylish outfit. One approach is to pair the flannel with a T-shirt under it, adding a casual touch. For warmer days, you can take it up a notch by tying the flannel around your waist, giving off a relaxed vibe. If you’re looking for an even more laid-back look, consider opting for a short-sleeved flannel shirt that’s perfect for milder weather.
By incorporating these versatile pieces into your wardrobe, you’ll be able to adapt your style to suit any occasion.
54 – For Men Over 50
When it comes to selecting a shirt, it’s often preferable to opt for a checkered design over a solid color. One of the primary reasons for this is that plain red flannel shirts can be quite difficult to find in stores. Furthermore, even when they are available, styling them can be a bit of a challenge.
53 – Green Flannel
The lumberjack look gets a boost from green flannel shirts, which stand out thanks to their distinctive blue or navy checks. This unique combination is particularly flattering for gentlemen with pale skin undertones, adding an extra layer of coolness to the classic lumberjack style.
52 – Grey Flannel
When dressing up for special occasions like lunch dates and evening social events, a crisp, well-chosen shirt can make all the difference. For a polished look that’s perfect for such gatherings, opt for a single-hued or subtly checked design that exudes sophistication without being too over-the-top.
51 – Brown Flannel
As the seasons transition into autumn, incorporating earthy tones can bring a sense of coziness to your wardrobe. Consider pairing camel and chocolate shades to add depth and warmth to your outfits.
50 – Under Denim
49 – For Plus-Size Men
48 – Different Ways to Wear an Oversized Flannel
Oversized flannel shirts offer a versatile canvas for crafting unique outfits. When layered under other garments, they can add texture and depth to a look. Try pairing one with distressed denim jeans and a graphic tee for a relaxed vibe or opt for a more polished appearance by layering it beneath a tailored blazer. For further inspiration, explore 24 Ways to Style Jackets Sharply.
47 – Over a Button Down Shirt
46 – Replacing the Jackets
Wrap yourself in a vibrant, fire-engine red flannel and experience the instant boost of warmth and joy it brings. Not only will this stunning shade of red keep you cozy on a chilly day, but its bold, eye-catching hue will also add a playful touch to your outfit.
45 – Pairing it with Chambray
Chambray and flannel are an unbeatable duo when it comes to creating a stylish outfit. The versatility of pairing these fabrics allows for endless combinations. Try teaming the two with beige or brown chinos for a crisp, effortless look that’s sure to turn heads.
44 – University Outfit
When it comes to dressing for a casual day on campus, a classic combination is pairing your go-to flannel shirt with a pair of comfortable jeans. To give your overall look an extra boost, consider adding a pair of stylish white sneakers – this simple yet effective outfit is sure to keep you looking sharp and feeling relaxed throughout the day.
43 – Concert Outfit
For those who want to break free from the conventional dark and heavy aesthetic associated with traditional style, incorporating elements of rock or metal concerts into your wardrobe can be an excellent way to add some contrast. A flannel shirt with a mix of dark and light color tones can provide a striking edge, blending the heaviness of the typical look with a touch of levity.
42 – Street Style
A popular trend among fashion influencers has been to wear flannel shirts as a staple piece in their everyday style, often pairing them with jeans and sneakers for a laid-back yet effortlessly chic look.
41 – Boys’ Friday Night
A boy’s night out isn’t complete without the perfect companion – flannel. Whether you’re a young lad or an older gentleman, flannel is adaptable to fit any style, making it an excellent choice for a lads’ evening out. The versatility of flannel makes it easy to pair with various outfits and create a comfortable and cozy atmosphere.
40 – Styling for Comfort
When seeking everyday wear that’s both relaxed and stylish, consider incorporating a flannel shirt into your outfit. This versatile piece can add a pop of color and texture to your overall aesthetic. Try pairing it with a crewneck top and loose-fitting jeans or pants for a laid-back look. For inspiration, check out 25 Outfits to Wear with White Sneakers.
39 – Weekend Outfit
Elevate your weekend style by incorporating a versatile and cozy flannel into your outfit, effortlessly blending casual comfort with sophisticated flair.
38 – For Outdoor Events
When it comes to dressing for outdoor events, a simple yet stylish combination like a statement graphic tee paired with flannel pants and jeans is hard to beat. Not only does this outfit make a great visual impact, but the layering also provides a cozy and practical solution for keeping warm in cooler outdoor temperatures.
37 – Contrasting & Layering
The versatility of flannel shirts is one of their most appealing aspects. They can be effortlessly layered over a variety of outfits, making them a staple in many people’s wardrobes. For example, a light-colored flannel shirt pairs beautifully with a dark-colored t-shirt and jeans combination. If you’re looking for inspiration on how to style black pants, check out these 29 ideas.
36 – Beach Outfit
Looking to elevate your beachwear game? Consider pairing your favorite flannel shirts with a pair of shorts for a unique and stylish combination. The contrasting textures and patterns will add visual interest to your outfit, while the breathable fabric of the shorts ensures you stay cool and comfortable in the sun.
35 – Sightseeing Attire
When it comes to packing for travel, flannel shirts are a versatile and practical choice. Not only do they provide the comfort you need during long days of sightseeing, but their minimalist design also means they won’t take up too much space in your luggage. Whether you’re heading out for a casual stroll or a business meeting, flannels can be easily paired with jeans, chinos, shorts, or even dress pants to suit any occasion.
34 – Simple Look With White Jeans
Elevate your style game by combining your favorite flannel shirts with crisp white jeans and rugged tan boots. The contrasting textures and neutral colors will create a sharp, edgy look that’s sure to turn heads.
33 – Experimenting with Colors
The recent fashion trend has seen a surge in popularity for mustard-hued sweaters and cardigans. For a stylish winter ensemble, consider pairing one of these pieces with a timeless classic flannel shirt and matching it with burgundy trousers for a chic and cozy look.
32 – Business Casual Outfit
When opting for a business casual look on Fridays, flannel shirts can be an excellent choice when paired with khaki or chino pants. The resulting outfit is not only stylish but also comfortable and perfect for the workweek. For those seeking inspiration for their own business casual ensembles, consider the following 18 tips on what to wear:
31 – Boating Outfit
Elevate your boating style without going overboard by combining the cozy charm of flannel shirts with the rugged appeal of corduroy. Texture is key, so pair your flannel top with other tactile fabrics like suede to create a harmonious ensemble that’s greater than the sum of its parts. By bringing together these sensory elements in a cohesive outfit, you’ll be surprised at how easily simple pieces can level up and become something truly special.
30 – Backyard Party Dress
Flannel shirts are a versatile wardrobe staple that can easily elevate your look for casual gatherings like backyard parties. When styling yours for the occasion, consider layering it over a plain t-shirt for a relaxed vibe, or wear it under a denim jacket for added texture. For a bold and playful touch, try pairing your flannel with mustard-hued pants and boots – the bright contrast will add visual interest to your overall look.
29 – Camping Trips
When seeking to achieve a laid-back, rustic vibe, consider pairing flannel shirts with comfortable jeans and rugged boots for a look that’s perfect for outdoor adventures like camping.
28 – With Suspenders
Elevate your casual look by pairing a timeless black flannel shirt with khaki pants and adding a touch of sophistication with golden buckle suspenders. The combination creates a stylish and put-together ensemble that’s perfect for everyday wear.
27 – Styling with Short Sleeves Shirt
Accentuate your style by wearing your favorite innerwear under a timeless, rolled-up or short-sleeved flannel shirt. The classic design of this wardrobe staple allows for effortless layering and pairing with jeans, trousers, or even shorts, making it an excellent addition to any outfit.
26 – With Skinny Jeans and Boots
25 – Wear Flannel Around the Waist
To elevate this classic look from cliché to chic, start by fully unbuckling your flannel shirt. Next, cinch it around your waist using the sleeves as a makeshift tie. The result is a stylish and daring ensemble that exudes confidence.
24 – Roll Up Flannel Sleeves
The classic move of rolling up long cuffed sleeves has always been a winning charm for men, effortlessly captivating the attention of ladies. To achieve this effortless cool, simply unbutton the cuffs and roll them inside out. Instantly, you’re transformed from ordinary to extraordinary.
23 – How to Wear a Flannel Shirt That’s Too Big
While it’s generally advisable for men to opt for clothing that fits their frame, there is an exception to this rule. Certain individuals can actually pull off oversized garments and exude a certain sense of style. Ezra Miller, for instance, has been known to rock oversized shirts with ease. In fact, some guys might even find that oversized tops accentuate their features in a unique way, giving them a distinctively ‘steely’ look.
22 – Layering Flannel Shirt with a Sweater
For a chic and playful twist, consider layering your flannel shirt underneath a sweater. This unexpected combination can add a touch of whimsy to any outfit.
21 – With Black Jeans
When it comes to styling a flannel shirt, pairing it with jeans is a winning combination. The result is a classic look that exudes effortless coolness, regardless of whether the jeans are slim-fitting or loose-fitting. To take your outfit to the next level, add some rugged brown boots. This timeless combination works just as well with blue jeans as it does with black ones, making it a versatile choice for any occasion.
20 – Under a Jeans Jacket
To elevate your streetwear style, consider layering a modern jacket over a classic flannel shirt. This unexpected combination creates a sleek and contemporary look that’s currently trending on the fashion scene. The pairing of jeans jackets with button-down flannels is particularly in vogue, offering a fresh and stylish take on traditional attire.
19 – Styling Flannel Shirt with Shorts
18 – Best Flannel Shirt Color
While checkered patterns on flannel shirts may come in numerous color combinations, some pairings stand out from the rest. Among the most popular options are blue and green, blue and black, maroon and black, red and black, white and black, and grey and black. Interestingly, it’s the reddish hues that have garnered the most affection among flannel enthusiasts. These classic colors exude a timeless charm, making them suitable for a wide range of occasions.
17 – What to Wear With a Grey Flannel Shirt
Elevate your casual style by pairing a versatile grey flannel shirt with dark-washed black jeans, finished off with crisp white sneakers. The contrasting colors create a chic and understated look that’s perfect for everyday wear.
16 – How to wear a Blue Flannel Shirt
Pairing the blue flannel shirt with a pair of jeans creates a stylish and versatile outfit. The flannel’s crisp blue hue looks equally great when paired with both blue and black jeans, allowing you to easily mix and match different pieces in your wardrobe.
Winter Outfits
15 – With Blazer
14 – With Vest
13 – For the Rainy Days
The versatility of a great flannel shirt is undeniable, especially during the colder months when layers are key to creating a stylish and cozy look. By incorporating one into your autumn or winter wardrobe, you can add depth and visual interest to your outfits. For those seeking inspiration for their own cold-weather ensembles, consider taking cues from this smart casual outfit that showcases the benefits of layering.
12- With Hoodie
11 – Winter Bonfire Night
As the autumnal chill sets in, a flannel shirt is an indispensable component of any bonfire night ensemble. Not only does it provide warmth and comfort, but it also adds a touch of rustic charm to any outfit. And speaking of outfits, we’ve curated a selection of 18 stylish options for men to try this Bonfire Night.
10 – Pairing Up with Leather
Elevate your style by combining a sleek leather jacket with a timeless flannel shirt and dark wash jeans. The rugged texture of the leather complements the softness of the flannel, while the dark denim creates a sophisticated foundation for the overall look.
9 – With a Sherpa Denim Jacket
If the thought of facing a crisp autumn day or a cold winter morning sends shivers down your spine, fear not! A versatile and cozy flannel can be the perfect solution. Its soft, brushed fabric and gentle texture make it an excellent choice for adding warmth without compromising comfort.
8 – Creative Photoshoot Outfit
For a unique and visually appealing photoshoot look, consider pairing a cozy flannel shirt with a stylish grey vest. The addition of beige trousers creates a harmonious trifecta that’s perfect for capturing creative moments.
7 – With a Puffer Jacket
6 – Layer with a Lightweight Suede Hoodie
5 – Layer it with a Suede Jacket for Coffee Date
Celebrity Style
4 – Ryan Renolds
3 – Justin Beiber
2 – Scott Disick
1 – David Beckham
FAQs
Q. Where To Buy Flannel Shirts?
When it comes to incorporating a flannel shirt into your wardrobe, you’re not limited to just one store. Whether you stumble upon a great find at a thrift shop or opt for something from a high-end department store, this versatile piece can be a valuable addition. If you’re looking to invest in a quality flannel shirt, consider checking out brands like Uniqlo, Woolrich, Pendleton, and Topman.
Q. Should flannel shirts be tucked in?
When it comes to smartening up an outfit, it’s often wise to add some finishing touches by tidying away any stray threads or flapping fabric. On the other hand, for more laid-back gatherings, a relaxed, effortless look can be achieved by leaving certain elements intentionally undone.
Q. What shoes go best with flannel shirts?
When it comes to pairing upper parts like Chelsea and Derby styles with other fashion elements, consider how their colors work together. Aim for harmonious combinations where one piece’s hue complements the other, or opt for striking contrasts that add visual interest. By doing so, you’ll create a cohesive and stylish look that elevates your overall outfit.
Q. Can I wear flannel for formal occasions?
When opting for a pairing between a thick flannel shirt and business attire, consider matching the suit’s texture and weight to create a harmonious combination. This approach helps to balance out the thickness of the flannel while maintaining a professional appearance.
