Fall Fashion

While I have always appreciated a comfy outfit from time to time, the older I get the more I am leaning into an entire comfy wardrobe. LOL I used to have a sweatshirt and maybe a pair of leggings to throw on when I didn’t feel like putting myself together, but that outfit has slowly morphed into an entire collection of clothing that is designed to be comfortable yet still looks super chic. I refuse to sacrifice style for comfort and definitely feel like you can successfully accomplish both in one look.

I have a few brands that are my favorite to shop when I want chic athleisure such as Spanx and Varley, but more than anything I have an easy aesthetic when it comes to my comfy outfits. That aesthetic is matching sets, neutral colors and classic fits which allow me to mix and match pieces easily to create looks that feel put together but don’t sacrifice comfort. If you need some comfy outfit ideas or comfy outfit inspo, this blog post will share a ton of options and exact pieces to get to create your own comfy collection of clothes.

9 Comfy Fall/Winter Outfits

Spanx Air Essentials Matching Set

Outfit details: Half-Zip | Pants | Sneakers | Vest | Bag | Sunglasses

The Spanx Air Essentials line continues to be one of my favorite athleisure lines to wear. The material is insanely soft and comfortable, there are numerous styles to choose from and you can buy the same set if various colors to keep things simple. My most worn set is the half zip pullover and wide leg pants. It’s a best seller for a reason and I have it in a few colors because I wear them all the time. The pants come in different lengths and inclusive sizes so I love that there is something for everyone! If you travel a lot, these are an absolute must have set.

Varley DoubleSoft Half Zip and DoubleSoft Joggers

Outfit details: Pullover | Joggers | Sneakers | Bag | Sunglasses

If I’m being honest, the material of the Varley DoubleSoft and Spanx Air Essentials is VERY similar which I why I love them both so much. LOL Varley does have a more extensive collection to choose from and their styles are some of my favorite. The fits and color options are incredibly chic yet look polished and refined.

Oversized Tunic and Straight Leg Jeans

Outfit details: Puffer Coat | Tunic Sweater | Jeans (similar) | Slides (similar) | Bag | Sunglasses

I know not everyone thinks of jeans as very comfy, but if joggers or sweatpants are out of the question they are the next best option in my opinion. A pair with tons of stretch is my preferred choice and a dark wash with no distressing is easy to wear with anything. This Amazon tunic is one of my all time favorite tunic sweaters and feels insanely soft while also being the most perfect oversized fit. Get one color, get a few – you will not be disappointed.

Varley Freya Sweatshirt and Slim Pant

Outfit details: Pullover | Joggers | Vest | Sneakers | Bag | Sunglasses

With many comfy outfits, lack of shape or definition can create a frumpy and messy look. So I appreciate when sweatshirts like this one from Varley add some shape in the form of a drawstring waist. You can cinch it in as much or little as you want but it adds some interest to the look while also creating a flattering silhouette.

Oversized Coatigan and Slim Joggers

Outfit details: Sweater Coat (similar) | Sweater (similar) | Joggers | Sneakers | Bag | Sunglasses

I’ve raved about this coatigan for two years now and will continue to do so every fall and winter. It’s the perfect mix between a cardigan and a coat, has an effortless drape that never looks sloppy and can be styled a ton of different ways.

Amazon Long Puffer and Matching Set

Outfit details: Puffer Coat | Knit Sweater | Joggers | Sneakers | Hat | Bag | Mittens

I have this coat styled two different ways in this post and it’s been one of my favorite Amazon coat buys ever. It feels like you are wearing a puffy comforter yet the fit is still not too bulky. And styling it in an all monochromatic way is one of the easiest options to create a comfy yet still chic looking outfit.

Amazon Matching Set

Matching set | Sneakers

This set is a nearly identical option to the Spanx Air Essentials set but at a much more budget friendly price point. It’s super soft and comes in a ton of different colors.

Quilted Coat and Black Leggings

Outfit details: Coat (similar) | Sweater | Leggings | Boots (similar) | Bag | Hat (similar) | Sunglasses

When all else fails, you can always go back to black leggings, a comfy oversized sweater and a cozy coat. It’s like my comfort outfit that I know will always work.

Knit Sweater and Slim Joggers

Outfit details: Puffer Coat | Sweater (similar) | Joggers | Sneakers | Bag | Hat | Sunglasses

Fair isle is one of my favorite winter prints so I love wearing all season long. It’s also perfect to wear to a casual Christmas party. This puffer coat is another great Amazon find that is under $40!!

 Comfy Winter Outfits I’m Loving

Sigrid Fairisle Half-Zip Knit

Anything fairisle is always a favorite of mine.

Totley Shawl Collar Knit

The shawl collar with the contrasting stitching makes this knit so much more unique than a simple pullover.

Barker High Neck Sweat

This entire matching set is absolute perfection. The turtleneck is perfect for winter but not too bulky or constricting.

Slim Cuff Pant

These are my favorite joggers that I have in multiple colors. The fit is so flattering yet still comfortable.

Rolled Cuff Pant

If you want a slightly less casual jogger style, this cuffed hem pair is so comfy but a bit more elevated.

Irina Cable-Knit Gilet

I live for vests in the winter because it’s an easy way to add an additional layer of warmth without too much bulk.

Slim Cuff Pant

These are my favorite joggers that I have in multiple colors. The fit is so flattering yet still comfortable.

Rosia Fleece Hoodie

Another cozy outerwear piece to layer over a fitted turtleneck or lightweight knit.

Jaylin Half Zip Fleece

A fleece hal-zip is a great casual winter staple.

The cold weather is officially here and all I want to wear are all the cozy things. That includes cardigans of all lengths and styles. Oversized cardigans are great because they can replace outerwear on those mild fall days but can also be a great layering piece when it gets colder. I am sharing 10 oversized cardigans for fall at all price points in today’s post as well as styling tips on how to wear them to for any and all occasions.

Oversized Cardigans

Tuckernuck Heather Gray James Cardigan

This is a great style to wear with a tee underneath or dress up with a chic button down blouse.

Tuckernuck Blanket Stitch Harrow Cardigan

Between the slim belt and the contrast stitching, this cardigan is the most chic style out of this entire list!

J.Crew Long Sweater Blazer with Side Slits

I love that longer cardigans have become popular because they are a great alternative to wearing heavy outerwear in the fall.

Faherty Alpaca Cabin Sweater Coat

Another great cardigan/coat combo that looks so cozy!

Quince Mongolian Cashmere Oversized Boyfriend Cardigan Sweater

Quince is one of my favorite places to get great basics at affordable price points especially in the fall/winter.

Tularosa Adley Fairisle Cardigan

Fair isle is my favorite winter time print so this is a great season appropriate cardigan to wear year after year.

Tuckernuck Cream and Black Georgie Cardigan

Though this is an oversized cardigan, the fit is very slim and the cream/black color blocking makes this a dressier option for the holidays.

Lululemon Knit Button-Front Cardigan

I love the idea of an athleisure cardigan as an alternative to a pullover or sweatshirt! Easy to take on and off and can be styled with leggings or a cute pair of jeans.

Haven Well Within Lofty Knit Shawl Collar Cardigan

This is the kind of oversized cardigan that I want to wear when it’s super cold outside and I want to stay cozy. It’s a splurge but so luxe and perfect to wear every winter.

Nordstrom Long Fuzzy Alpaca Blend Cardigan

The way they styled this long cardigan is perfection! Such a great workwear piece.

How To Wear Oversized Cardigans

Balance the silhouette

When wearing an oversized cardigan, it’s a good rule of thumb to balance that out with slimmer fitting pieces.

Keep the base layer fitted

To avoid adding additional bulk, choose a fitted bodysuit or tee underneath the cardigan.

Add a belt

If the cardigan seems to be TOO oversized, add a belt to create some shape and structure.

Wear with a monochromatic look

One of my favorite ways to style a longer or oversized cardigan is to keep the base outfit all one color. I love wearing a printed oversized cardigan over an all black look.

Outfits With Oversized Cardigans

Oversized Cardigan with a Button Down Blouse

Outfit details: Cardigan | Shirt (similar) | Jeans | Shoes | Sunglasses | Bag

This cardigan isn’t terribly oversized so I decided it could work with a bulkier base layer like a button down shirt. The cardigan itself is quite thin and has a slim fit which works well with a blouse.

Oversized Cardigan with a Monochromatic Look

Outfit details: Cardigan (discount code: alittlebitetc) | Turtleneck (similar) | Jeans | Boots (similar) | Bag | Sunglasses | Earrings (discount code: MAREE15)

This is an example of styling an oversized cardigan with a monochromatic look. The all black outfit underneath creates a long line which allows the chunky knit cardigan to stand out.

Oversized Cardigan Outfit for Work

Outfit details: Cardigan (discount code: MAREE15) | Turtleneck | Pants (similar) | Shoes | Belt | Bag (similar) | Sunglasses

This oversized cardigan is a mix between a blazer and cardigan so it’s a better option for the workplace. Cardigans are fine but often they can be an afterthought on an outfit which can really bring down the professionalism of your look. This is a great way to style a comfy oversized cardigan for a workplace setting (swap out the faux leather pants for basic black trousers if the dress code is more conservative).

Oversized Cardigan with a Belt

Outfit details: Cardigan (discount code: MAREE10) | Belt | Jeans | Boots (similar) | Bag (similar) | Sunglasses

I absolutely adore this oversized cardigan but it is very bulky and overwhelmed my frame. The best solution was to add a belt which gave the cardigan a more flattering shape.

Related: 12 Belts To Elevate Your Daily Looks

Oversized Cardigan for Everyday

Outfit details: Wrap cardigan (discount code: MAREE15) | Tee (similar) | Jeans (similar) | Shoes | Belt (similar) | Bag (similar) | Sunglasses

One of my favorite collars on an oversized cardigan is a waterfall collar like the one I am wearing in the above photo. It really softens the look and elevates it so much more.

Oversized Long Cardigan Styled on a Petite Frame

Outfit details: Cardigan (similar) | Henley (similar) | Jeans (similar) | Clogs | Bag | Sunglasses 

I wasn’t sure I could wear a super long cardigan since I am only 5’4″ and many long outerwear pieces look ridiculous on my frame. But what made this one different is the waterfall collar and sizing down so the fit is as slim as possible. This make it look much more flattering yet still very comfortable and easy to style.