21 February Outfit Ideas for Women over 40

The only problem with February is that you know what works for your body but every sweater in your closet feels likeGroundhog Day. One minute spring is teasing you with a warm February afternoon. Next thing you know, you wake up to buckets of freezing rain dumping down.

This time of year challenges your style game like no other. One day you need every layer imaginable, but by lunchtime you can toss it all off. Coffee dates, office meetings, and weekend outings all call for varying styles. Yet you’re still mixing and matching the same winter pieces you’ve worn for the past month and a half.

Welcome to my styling baby! I’m going to provide you with fool-proof outfit inspiration that will work no matter what February throws your way. I will show you how to throw comfortable AND chic outfits together without thinking too much about it. The best part is you don’t have to ditch your personal style or try extra hard to keep up with whats trendy.

Oversized Striped Kaftan Sweater with Long Boots

February’s weather is frustrating because one minute you need your winter coat and the next you don’t. But an oversized striped kaftan sweater is great for layering. You stay warm during the chilly mornings but you can easily roll up your sleeves if it gets warmer.

Black pants go with everything, whether you’re running errands or even grabbing brunch with friends. And Tan boots really pull together the whole look without being too dressy.

If you’re like me and always freezing during those dreaded office meetings in winter. This is another great work look. The kaftan sweater is loose and flowy, so it helps you hide any holiday pounds you may have gained (hey, we all ate way too much delicious food!). Try tucking only the front half of your top into your pants, it creates a more flattering silhouette but still keeps that effortless vibe.

Pro tip: try and get boots that aren’t TOO slouchy at the top.

Faux Fur Leather Jacket with Denim Essentials

This whole outfit is literally my go-to when I want to look good but don’t want to try too hard. Faux fur leather jacket + denim on denim = perfection. Its great for chilly February days when running errands or even meeting friends for lunch.

Another reason I love this outfit so much is because its so comfy. You’re essentially wearing super casual clothing but that jacket really elevates the whole look. Its just one of those combinations that will always work.

Pro tip: try and keep your denims relatively the same shade of blue. It’ll look 10x better than having really light jeans with a dark jacket or vice versa. If your fur jacket is too poofy for you, just roll up your sleeves a bit.

Faux fur leather jackets can feel like such a splurge. But trust me, they are totally worth the investment. You’ll wear them for years and they honestly never go out of style. Plus they make any casual outfit look so put together. Jeans and a plain tee? Throw that jacket on top and BAM, you look like you tried.

Checkered Long Coat Look

Checkered coats are my favorite because they make you look so put together. Literally throw it over anything (yes, even them leggings you slept in) and voila!

I love this look for when you need to run out in the morning and don’t have time to think about your outfit. The coat does all the work for you. Tee and jeans? With that coat on you look intentional. 

Black boots are key because you can walk around all day and your feet won’t hurt. Also they go with everything, so that takes one less thing off your mind. And the sunnies? They aren’t just for looking cool AF. They also hide the tired eyes from staying up late watching Netflix. We all do it. 

Pro tip: try and find a coat with some wool in it. They’ll drape better on your body and last longer. Thrift stores are actually amazing for finding some quality coats that won’t break the bank. My friend scored hers from a thrift store for $30 and everyone always asks where she got it.

This whole look is perfect for running errands or meeting up with thatgirlfriend for coffee when you don’t want to look like death.

Tailored Jacket with Tapered Jogger-Style Trousers

Did you know cropped jackets actually look amazing on the midlife body? By creating a more defined shape with high-waisted joggers, you’re giving yourself nice proportions. Whether your running errands or even meeting up with friends for coffee, this combo gives you the comfort you need while still looking chic. And those chunky boots are what really takes this outfit to the next level. They help your joggers from looking like pajamas 😉

If you feel insecure about joggers, try shopping for some that are made out of better material. Stay away from the athletic sweather material and find some that are made with twill or a cotton blend. They hold their shape so much better throughout the day.

Beige and Black Woolen Co-ord with Boots

February is getting chilly, so you want something cozy but also cute. Solution? This beige and black argyle knit set. It’s like your life was made easy because it’s already a matching outfit. All you have to worry about is throwing on some black tights and black ankle boots and you’re ready to go.

This whole outfit is great for ANY occasion. You could wear it to school or work, then head straight to hang out with friends after. Its those type of outfits I love. 

Want to dress it up? Add a simple gold necklace. If your cold you can even wear knee-high boots instead of just your ankles.

Quick tip: when shopping for knit sets like this, try to find ones that have wool blends. They will last you forever and won’t get stretched out like crazy after wearing them multiple times. They may be more pricey but trust me you’ll wear this ALL the time.

Maroon Long Coat with Matching Pants

Sometimes you just want to look cute when its chilly outside but don’t feel like bundling up. Throw on a maroon coat with matching pants and you’ve got yourself a match made in heaven. It’s comfortable, cute and gives you that “ Ive put in some effort” look. Whether your going to brunch with friends or even meeting clients, you’ll look chic either way.

Wearing monochromatic outfits makes you look taller and automatically more put together. Also I love maroon for winter, it’s so much more fun than wearing black all the time.

Pro tip: layer a cream colored sweater underneath. It helps break up the outfit and looks gorgeous against the maroon. And yes you need a belt! A belt not only cuts the maroon fabric in half, but it also shows off your waist.

Maroon is such a winter color that actually doesn’t go out of style. Invest in some good quality pieces that fit you perfectly and you’ll be wearing them for years to come.

Black Blazer with White Lace Detailing and Jeans

Ok so you’ve got a lunch meeting or maybe even a gallery opening to attend. You want to look like you have your shit together but also not over-do it. Easy fix. Throw on a black blazer with some white lace details and BOOM. You’re ready to conquer the day. 

Keep it comfortable with some straight jeans because nobody wants to sit at a 2 hour brunch in skinny jeans. Grab your favorite black clutch that fits your phone, keys, and lipstick. That’s literally all you need anyway. 

Not a fan of lace? I get it, it can look old and Victorian. But stay away from crazy floral lace and look for cute jackets with subtle little scallops around the edges. It just creates a nice texture as oppose to grandma wearing it to church.

One more tip– wear dark wash jeans. Not only will they make your legs look longer (which is always a bonus when you want to feel sexy) but they also look more chic than that faded blue jeans we all love.

Multicolor Striped Blazer and Pants Co-ord

Those weird warm days in February where you don’t know if you should wear a sweater? Throw on a bold striped set and you’ll be good to go. It’s perfect for lunch with friends or even running to the farmers market when your so over wearing jeans.

The best part about these type of outfits? The matching set does all the work for you. All you have to do is throw on some statement earrings or a cool bracelet. If your cold in the morning, throw on a lightweight denim jacket and remove it when you start sweating by noon.

Pro tip: stay away from synthetic materials and go for a cotton blend. When were seeing crazy weather like this you want something that will breathe but also keep you warm when needed. Trust me, you don’t want to be sweating by lunchtime.

Blazer Set Paired with Fur Jacket

My absolute favorite thing to wear when it’s 50 degrees out and raining.. nothing at all. Ok but seriously this olive blazer set is great for ANY occasion. Throw it on to go to work in the morning, then you’re good to go for dinner later that night. Its like those outfits that look amazing but you don’t know why.

The tie detail makes it look professional but not stuffy. And the fur jacket? Girl you’re going to love that jacket. It’ll keep you extra warm when February can’t decide what season your are in.

Whether your going to lunch with a client or even checking out new art galleries on the weekend. Olive is such a great neutral color because it actually shows some personality. You won’t be lumped in with the rest of the population wearing black.

Pair with some neutral shoes to make yourself look taller. Here’s another tip- when your indoors, roll up your blazer sleeves. It creates a more relaxed vibe and doesn’t look like you’re trying too hard. Promise. 

Black Lace Top with Leather Shorts

Girl time coming up? Dinner date or heading to a art gallery? Pair a black lace top with leather shorts. The lace will make you look ultra feminine but those leather shorts give you edge.

If you feel the leather shorts may be too edgy for you. Pair them with a longer pair that hits at your mid-thigh. During the colder months, throw on some sheer black tights under your shorts.

Pro tip: add a cute blazer on top and now you can wear this outfit ANYWHERE. Girl you could even wear this shopping during the day with flats. Then change into some sexy heels for night time when you’re done shopping. It’s so easy to transition from day to night with this look.

Not only will you look SO good in this outfit, but you’ll feel amazing wearing it too. Confident and pulled together with no trying to hard.

Creamish Coat with Leopard Print Long Dress

Ok so I’m telling you February weather is the WORST. One day you need your winter coat, snow boots, and all the accessories to stay warm. Then the next day you’re melting as you’re running your morning errands. May I suggest throwing on a cream blazer on top of a leopard print dress. Best. Idea. Ever. 

I love wearing this combo when I have meetings during the day but want to catch up with friends after work. The dress part is also very comfy because its not constricting when your sitting at your desk all day. Throw on some statement gold earrings or a large cuff bracelet and you’re ready to go.

If your cold grab those black tights and ankle boots we talked about earlier. They will be your BFF during these weird, unpredictable days.

Pro tip: hit up those thrift stores for blazers. The older ones are made with higher quality materials than what you’ll find at the mall these days. And they’ll probably be much cheaper. You’ll have to dig through garbage but its worth it.

Black Suit with Long Brown Fur Jacket

Okay so ur going to look like serious boss levels. First thing you’re going to do is put on a brown fur jacket (fake fur works too, don’t worry) and layer over a black lace suit. This is going to scream comfy AND cute.

You’ll look so put together this is the perfect outfit when your going out to impress people. For example, gallery opening or a night dinner date with friends. This whole look is very feminine and flattering on anyone.

Black lace gives you a little texture but keeps everything sleek. And fur jacket=keeps you warm when your going out during those cold February nights.

Pro tip: dont overload on accessories here. Gold earrings and a simple clutch will do the trick. The whole suit is such a bold statement you don’t want to be throwing a million things on top of that. Remember, less is more.

Black Dress with Leather Jacket and Long Boots

If your going out to dinner or want too look cute at an art exhibit this combo is fail proof. Dress+Leather Jacket+ Boots= effortless chic that doesn’t look like you tried hard.

I love booties because not only do they keep your feet warm they make your legs look so much longer. Pro tip: when your buying a leather jacket try and get one that’s more fitted as oppposed to big and oversized. Fitted leather jackets are way cuter and won’t make you look drown in fabric.

If you live somewhere that it’s extra cold during the month of February throw on a chunky scarf to keep yourself warm. It also adds more texture to the outfit which we love.

PRO TIP: chances are you already own all these things in your closet. Sometimes your just gotta take things you own and style them different rather than buying new things.

This whole look could also be for daytime errands and then you’re out the door to dinner. How cute would that be?! Just switch up your accessories and your good to go.

White Jacket with Brown Leather Pants

Februaries weather is always so confusing. One day you need a light jacket and two days later you need three layers to keep warm. This combo is PERFECT for when your not sure what to wear. It’s cute for grabbing lunch with friends or even business lunchs.

Leather pants help give the illusion of being taller (we love) and white always helps when your surrounded by winter darkness. When your picking out your white jacket try and find something that has some sort of texture or cool pattern to it.

I know what your thinking, white dirties so easily. TRUE. However, they make jackets now that have treatment’s on them that prevent stains from settin. So you’re able to actually wear them and not stress about every little thing that may pop on them.

Maroon Turtleneck with Long Shrug and Short

Did you know that maroon turtlenecks are LIFE in february? You’ll be able to look so put together without really trying at all. Throwing on the long shrug will keep you extra warm and adds more detail to the outfit. Which is great whether your going out with friends for dinner or running into work meetings.

Pairing with a black skirt will keep the whole look professional but that maroon really makes your face pop. It also will match with pretty much every skin tone.

Pro tip: try and opt for a thinner turtleneck so it doesn’t bunch up underneath your shrug, that’ll look weird. And if you know you have a day full of meetings where you have to sit a lot try and get a skirt with spandex in it. Trust me you’ll thank me later.

You can even wear this whole look during the day and swap out your accessories and go straight to dinner. Since its basically the same outfit you won’t have to change at all.

Blue Printed Shirt with Blue Jean

If your anything like me then every once in a while you just want your outfit to feel like you put in some effort, but really didn’t. Throwing on a blue printed shirt is such an easy way to spice up your outfit for the month of February.

Light wash jeans keeps the whole look relaxed and not too stuffy. They’re perfect for brunch with friends or doing those typical weekend things when you want to feel cute but not overly done.

Tall boots are great for keeping your feet warm during the weird February weather. But they also help give the illusion of your legs being longer. Everyone loves that right? !

If your worried about being cold you could always throw on a thin sweater underneath. That way you can ditch it once you’re inside where its warm. When your shopping for your blue printed shirt try and opt for something that isn’t as form fitting. They fit much better and you can style them with more things.

Sweatshirt and Sweatpant Co-ord with Fur Coat

In February, you can basically scoop up this mauve co-ord and throw in your closet. Coords are so convenient because you don’t have to worry about mixing and matching in the morning.

All you have to do is throw on a plush fur coat and you’re ready to conquer the day. Whether that’s lunch with friends, meeting with clients or running errands. The fur coat just gives off that extra oomph that makes you look more expensive than you are.

I would suggest going with a cream or camel color for your faux fur coat. Those shades look ah-mazing paired with mauve. And here’s a pro tip. You can totally wear the sweatshirt and pants seperately later on. The top would look amazing with your favorite dark wash jeans for a more relaxed look.

Get twice the use out of one outfit, genius right? !

The whole look gives off major cozy vibes but still looks put together. Nobody will even know your wearing sweatpants!

White Shirt and Blue Jeans with Brown Fur Jacket

Want to look like you put in some effort, but make a statement? Start with white button down and your favorite blue jeans. They are the perfect blank canvas for you to spice up with bolder pieces.

Add on a brown fur jacket (you can get fake fur and it will still look 100%) and now your outfit just looks so much fancier. Not to mention it will keep you warm when your venturing out during February. Now for the real wow factor. Leopard print boots.

They’re cute but not over done. This whole look would be great for lunch with friends or even going to an art exhibit. You could always tuck in your shirt and add a thin belt. Belts are great at defining your waist, especially when you have something puffier on top.

Tip: Don’t cheap out and buy a cheap white shirt. You want one that’s stiff enough so it looks nice but not too stiff that its uncomfortable. Trust me, you’ll appreciate this when your wearing it all day.

Olive Dress with White Shirt Tied in Front

This whole entire outfit is perfect for running errands during the day and then heading straight to dinner. Throw on an olive dress with a white button up shirt underneath. Dress is literally perfect for work, plus it’s so comfortable all day long.

Pro Tip: Your going to love this because when your sitting in meetings all day and your friends are texting you about dinner. All you have to do is untie your white shirt a little bit in the front. Now you’ve transitioned your look from work appropriate to weekend-ready.

Olive is such a great color because it actually looks good on every skin tone. And you can literally wear during all seasons. Its one of those colors that you’ll reach for over and over again.

Throw on some tights and ankle boots to stay warm during the day time. When it starts warming up you can always switch to no tights and loafers. It’s effortless.

Grab your favorite brown or black leather bag and you’re good to go. Just make sure your not grabbing something too big or trendy that will over do your whole look. Keep it simple and you’ll look so put together without trying too hard.

Dusty Pink Fur Jacket with Black Jeans and Snake Print Boots

Need to look fly at lunch but don’t want to over do it? Dusty pink fur jacket is just what you’re looking for. Pairing with black jeans gives that perfect blend of funky and chic.

Th snake print boots are what takes this outfit to the next level. They add some edge so the pink doesn’t look too babyish if that makes sense. Really any kind of statement boots would work great for this look. This would also be great for a casual Friday if your work allows that.

Make sure your jeans are somewhat cropped so people can see your beautiful boots. You spent way too much time picking them out for them to be hiding under jeans.

If your cold you could always throw on a thin black turtleneck underneath your jacket. It will help keep you warm without making you look bulky. Black goes with everything so it’ll match perfectly with your whole outfit.

Buttoned Waistcoat, White Blazer, Blue Jeans

You’re going to want to wear this whole look when your wanting to look cute for dinner with friends or a casual Friday. Start off by putting on a buttoned waistcoat and throw a white blazer on top. It looks so put together but you won’t be sweating in an uncomfortable suit.

Blazers can be kind of boring and over done. SO my pro tip is to find one with softer shoulders or cuff your sleeves. It makes such a difference and your whole blazer looks less stiff.

Get a tan bag that has both a strap and handles. You’ll want the option to switch up how your carrying your bag throughout the day. One when your running errands, two when your going from lunch to a meeting.