Modern Fashion for Millennial Women

13+ Modern Ways To Wear Fedora Hats And Look Chic

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13+ Modern Ways To Wear Fedora Hats And Look Chic

Love wearing fedora hats, but want to update your cold weather outfits? In this post I a sharing some modern ways you can style them with your everyday outfits. 

A felt fedora hat is an iconic accessory that can elevate any outfit with ease. Yet, due to limitless options, choosing a way to style this timeless finishing touch can leave your head spinning.

Here, we’ll dissect the art of wearing these accessories and offer modern fedora hat outfit ideas to seamlessly upgrade your style.

How to Wear Fedora Hats and Look Modern

If you’ve ever wondered how to incorporate fedoras into your daily outfits, you’ve come to the right place. 

The secret to wearing this chic headwear is to ask yourself why you’re drawn to them. Below are a few reasons fedora hats might be the right choice for your wardrobe. 

By sticking with styles that complement your features, you can enhance your natural beauty with a single accessory.

  • You enjoy easy statement pieces. Fedoras can conveniently become signature statement pieces. If you’d prefer to take the guesswork out of finding centerpieces for your day-to-day looks, these hats could help give you an appealing aesthetic without fussing over countless accessories. 
  • Versatile and timeless looks are attractive to you. With so many ways to wear them and just as many style variations (i.e. color, shape, size), you’ll never run out of fresh looks with fedoras. What’s more, their versatility has helped them stand the test of time–ensuring these hats can remain a staple in your wardrobe for years to come.
  • You prefer modern and trend-resistant accessories. Trends come and go, but fedoras stay out of that rapidly-moving current. Over time, they’ve proven to be impervious to fickle trends that label random items in your closet as “so yesterday.” Instead, they are an easy choice for looking chic and modern with little effort.

It’s worth noting that these beauties can complement any face shape–so long as you pick the right style for you. 

Avoid high crowns if your face shape is narrow, as these can elongate the face even further. For wider faces, stay away from extra-wide brims that can make your face appear larger than normal. 

Furthermore, those with angular features may want to stay clear of fedoras with pronounced angles to avoid exaggerating those features on the face.

Fedora Hat Outfit Ideas

Now that you understand the basics of wearing this type of hat, you can better choose which looks are the right match for you. Keep in mind, every fit can be customized to suit your unique aesthetic. 

Read on for fedora hat outfit ideas to spruce up your style.

Button-Down Blouse, Ankle-Length Pants and a Statement Belt

This outfit looks modern, sophisticated and wearable by anyone who wants a put together look. You can wear it to work or head to a fancy lunch or dinner. 

Pair your felt fedora with a long-sleeved white button-down blouse. Then, pull on a pair of tapered ankle-length pants–preferably in beige–and cinch your waist with a statement belt.

Pointed-toe pumps work well here to accentuate this modern look. Bonus points if there are gold accents on both the shoes and the belt.

Choose a classy purse for this outfit, such as a designer shoulder bag with gold detailing and neutral colors. 

Fedora Hat Outfit with Button-Down Blouse, Ankle-Length Pants and a Statement Belt
by @connieos

Brixton Joanna Hat

JCrew White Button Down Shirt

H&M Tan Ankle Length Pants

Tory Burch Black Pumps

Oversized Blazer, Wide-Leg Trousers and Feminine Accessories

You don’t have to sacrifice comfort for style when you opt for a baggy-chic aesthetic.

Snag an oversized blazer and throw it on top of a feminine satin slip tank top for the perfect mix of go-getter and girly vibes. Your trousers can be just as comfortable by opting for a pair of wide-leg pants in a pinstripe variety. 

Balance out the business attire with more feminine accessories, such as a pointed-toe slingback pump and a pink leather bag with silver hardware.

The felt hat you pair with this look can be wide-brimmed to match the silhouette of your fit.

Fedora Hat Outfit With Oversized Blazer, Wide-Leg Trousers and Feminine Accessories
by @alechkina

Brixton Joanna Felt Hat

Maeve Oversized Blazer

Loulou Studio Striped Wide Leg Pants

Sam Edelman Pumps

Beige Coatigan, Beige Wide-Leg Pants and Matching Accessories

This outfit is perfect for work where you have a neutral look and you can elevate it with a matching fedora hat. So you can still look polished but chic.

Grab a felt fedora in a pecan hue and wear it with an oversized camel coatigan. Couple that with wide-leg ankle trousers cut from a flowy fabric.

Choose a light-colored cardigan to balance out the beige, such as ivory or another off-white alternative.

Complete the look with beige toe d’Orsay pumps and a clutch with similar shades. Or for work grab a leather work tote.

Fedora Hat Outfit with Beige Coatigan, Beige Wide-Leg Pants and Matching Accessories
by @chic_et_sobre

Brixton Messer Fedora Hat

Quince V Neck Cardigan

Mango Belted Camel Coat

Loft Camel Wide Leg Pants

Sam Edelman Pumps

Cozy Knitted Sweater, an Oversized Coat and Wide-Leg Pants

This outfit is perfect for winter weather, it looks chic, wearable and looks modern too. And the fedora hat protects your head in the cold weather as well.

Layer a knitted sweater with an oversized knit coat and match it with pull-on pants in a complementary tone.

Style this combination with a cashmere-blend colorblock scarf and lace-up boots that will have you ready to conquer the day with chic confidence. 

A wide-brimmed felt fedora works well here as it adds a touch of sophistication to your overall ensemble.

Fedora Hat Outfit with Cozy Knitted Sweater, an Oversized Coat and Wide-Leg Pants
by @stylist_simona_mui

Brixton Joanna Felt Hat

Mango Tan Sweater

Mango Knit Coat

Sezane Knit Pants

Sam Edelman Combat Boots

Layers with Stretchy Mom Jeans and Comfy Lace-Up Boots

This outfit is perfect for all of you city dwellers who know the importance of layers because of the busy lifestyle. While outfit feels casual, the blazer and trench coat make it sophisticated and modern.

Sport a neutral felt fedora with a thick cotton t-shirt, a plaid button front blouse and a neutral blazer for a casual yet chic aesthetic. Top it off with a timeless beige trench coat to add an element of classic charm.

You can wear this look with your favorite pair of mom jeans for just the right amount of comfort and style.

Complete this ensemble with subdued lace-up boots and round dark grey sunglasses.

Fedora hat outfit with Layers with Stretchy Mom Jeans and Comfy Lace-Up Boots
by @nastya.sau

Brixton Joanna Felt Hat

Aqua Plaid Shirt

Na-kd Gray Blazer

AllSaints Trench Coat

Sam Edelman Combat Boots

Levis Slim Jeans

Knit Midi Dress, a Thick Matching Coat and Elegant Accessories

I know wearing fedora hat with dresses can look too bohemian, but have you tried it with a sweater dress. It actually looks modern and elevated.

Bundle up in a long sleeve knitted midi dress and an oversized matching coat

A felt fedora would work wonders here when coupled with sheer black pantyhose, weatherproof boots and a designer crossbody bag. It’s a look that will have you feeling ready to take on the day’s adventures in style.

Fedora hat outfit with Knit Midi Dress, a Thick Matching Coat and Elegant Accessories
by @fashionstatementsbyq

Brixton Joanna Felt Hat

Nordstrom Sweater Dress

Banana Republic Factory Coat

Sam Edelman Lug Sole Boots

Basic Tank Top, Straight-Leg Trousers and an Oversized Denim Jacket

This outfit is perfect for transitional or cold but not so cold weather. If you are just running errands but want to look nice, add a fedora hat in this outfit.

Flawlessly execute this all-black aesthetic with a Riviera-style felt hat, pull-on straight-legs, a silk top and a boxy black denim jacket.

Style it with dark lace-up boots, a shoulder bag and classic aviators for an edgy aesthetic. It’s a look that comes with its own bold and confident aura.

You can also wear these stylish denim jacket alternatives to take your outfit to the next level. And still be casual.

Fedora hat outfit with black tee wide leg jeans and denim jacket
by @jovannoyy

Brixton Joanna Hat

Everlane Straight Leg Jeans

Cotton On Denim Jacket

Ralph Lauren Combat Boots

Cropped Blazer, a Sleeveless Top and Faux Leather Pants

Want a classy look that is cozy to try this outfit in a leather or faux leather set. 

Attain a refined allure by pairing your felt fedora with a flowy strap top, a blazer and faux leather pants all in similar shades.

Accessorize with flat espadrilles and a quality woven leather pouch

The trick to this look is staying loyal to one color with as many of the items as possible.

Fedora hat outfit with Cropped Blazer, a Sleeveless Top and Faux Leather Leggings
by @indre.londoner

Brixton Joanna Felt Hat

Mango Tank Top

White House Black Market Leather Blazer

Agolde Tan Leather Pants

Tory Burch Leather Espadrilles

Faux Leather Pants, Staple Shirt Topped with Boucle Jacket

Leather pants are my abosule favorite for cold weather. They look classy and sophisticated but you can also create casual outfits perfect for daily wear. 

If your style demands more edgy inspo, try rocking your felt hat with a plain knitted shirt, faux leather pants and a tweed blazer that hits at the waist. 

Adorn this look with low-top sneakers and a cute chain purse. With this ensemble, you can showcase your inner rebel while still looking chic.

Fedora hat outfit with Faux Leather Pants, Staple Shirt Topped with Boucle Jacket
by @outfits.bymae

Brixton Joanna Hat

JCrew Faux Leather Pants

Boden Knit Jacket

Sam Edelman Leather Sneakers

Flannel Pants, a Basic Top, Staple Cardigan and Blazer Trench Coat

Another modern city vibe outfit that you can wear to office or run errands around the town look chic and cozy.

Take a stroll with an upgraded daily look that includes a must-have felt fedora, a classic turtleneck, a gray cardigan and stretchy cropped trousers.

Throw on a blazer trench and some classic white sneakers for a casual yet sophisticated outfit.

Opt for a mini satchel bag to complete the look.

Fedora hat outfit with Flannel Pants, a Basic Top, Staple Cardigan and Blazer Trench Coat
by @aiyaadams

Brixton Joanna Hat

Mango Turtleneck Tshirt

JCrew Stretch Pants

Alo Yoga Trench Coat

Sam Edelman Leather Sneakers

Blazer, Cozy Turtleneck, Leggings and Knee-High Boots

Looking modern and chic is effortless with a fedora that includes feathers. 

Pair this stylish accessory with a cashmere turtleneck, a gray blazer that is long or oversized and faux leather leggings.

Add some suede knee-highs and a charming silver chain necklace with a heart pendant for contemporary elegance.

This outfit is perfect for country getaway or even head to winery.

Fedora hat outfit with Blazer, Cozy Turtleneck, Leggings and Knee-High Boots
by @laurenprice_looks

GIGI PIP Blue Fedora Hat

Quince Cashmere Turtleneck

Spanx Faux Leather Leggings

Na-kd Gray Blazer

Sam Edelman Tall Boots

Navy Striped Sweater, Narrow Jeans and Loafers

This outfit is also great for daily wear or head to work if you have a smart casual work dress code. The sweater will keep you comfortable and the loafers elevate this casual outfit.

Stay comfy and stylish all day long by wearing a navy striped sweater and high-rise skinny jeans with your felt hat.

Couple it with a large leather tote and a pair of black loafers to achieve a relaxed yet chic aesthetic. What’s more, this outfit is perfect for leisurely days and weekend adventures.

Fedora hat outfit with Navy Striped Sweater, Narrow Jeans and Loafers

GIGI PIP Dahlia Hat

Sezane Striped Sweater

Levis Slim Jeans

Coach Loafers

Satin Shirt, Skinny Jeans and Knee-Highs with a Quilted Coat

Love wearing bohemian looks but want to make it modern, this outfit is an easy way to create a bohemian yet chic outfit that you can actually wear anywhere.

Relish in the fusion of rural charm and contemporary femininity by pairing your felt fedora, satin blouse, skinny jeans, and knee-high leather boots with a cozy quilted coat.

To accessorize, don pink-tinted shades and opt for a stylish shoulder bag. It’ll be the ideal mix of countryside flair and feminine chic.

Fedora hat outfit with Satin Shirt, Skinny Jeans and Knee-Highs with a Quilted Coat

GIGI PIP Dakota Hat

Levis Black Skinny Jeans

Halogen Satin Shirt

JCrew Quilted Jacket

Sam Edelman Tall Boots

Cardigan, a Floral Midi Skirt and White Ankle Boots

Elevate your feminine mystique with an outfit that is both charming and modern.

To start, get yourself a light-colored felt fedora. Then, pair it with a knitted button-front cardigan in a similar shade. 

The magic starts when you add in a flowy floral midi skirt, which creates a timeless and chic essence.

Pick a pair of light-toned ankle boots to complement the shades of your fedora and cardigan. Complete the look with a rosy watch bracelet and an off-white shoulder bag.

Fedora Hat Outfit with Cardigan, a Floral Midi Skirt and White Ankle Boots

GIGI PIP Dahlia Hat

Sezane White Cardigan

Sezane Floral Midi Skirt

Sam Edelman White Ankle Boots

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