50+ Elegant Classy Casual Outfits You Can Copy

elegant classy casual outfits

If you are looking for shoppable inspiration for elegant and classy casual outfits no matter the season, then you’ve come to the right place. I think we can all agree that the defining feature of a casual outfit is that it is comfortable – this means that you’ll need flats and clothes that aren’t too tight. However, just because we doing everyday activities like running errands or going for a walk in the park doesn’t mean that we have to forfeit sophistication. Be sure to bookmark or save this post somewhere for future reference as I will be continuously updating it. Each picture is linked to the outfit details where you can read more and shop the looks.

Classy casual outfits mostly include flat shoes such as loafers, comfortable dress pants and looser outer layers like a trench coat. These are stylish clothes that are comfortable for everyday. They are often classic styles in flattering silhouettes in neutral colors like black, white and beige.

Below you’ll find examples of classy casual outfits that you can wear for every day.

Army Green Blazer Outfit with Taupe Pants

Army Green Blazer Outfit with Taupe Pants

An army or olive green blazer is a secret wardrobe staple. It is enough of a neutral color to go with virtually any other neutral color. It looks great throughout…

Aviator Jacket Outfit

Aviator Jacket Outfit (with Jeans)

This is a such timelessly cool look! I love the look of this black aviator jacket – especially paired with mom jeans and pointy black Chelsea boots. Add some aviator…

Beige Blazer Outfit with Beige Shorts

Beige Blazer Outfit with Beige Shorts

Photographer: @photobyjonah Photographer: @photobyjonah Photographer: @photobyjonah Why not pair your beige blazer with a matching pair of long shorts? This ensemble can either be paired with crisp white sneakers and…

Beige Long Shorts Outfit with Striped Green Shirt

Beige Long Shorts Outfit with Striped Green Shirt

Beige long shorts (also known as Bermuda shorts) are a summer must-have when you need to switch out your dress pants in the heat. They are long enough to be…

Beige Polo Shirt Outfit with Cream Pants

Beige Polo Shirt Outfit with Cream Pants

This is one of my go-to looks because it so versatile. A beige (long-sleeve) polo shirt, cream pants and white loafers look so sophisticated and posh, yet it’s effortless. To…

Beige Short Sleeve Shirt Outfit

Beige Short Sleeve Shirt Outfit

Short sleeve shirts are a more sophisticated alternative to T-shirts in the warmer months. The short sleeves should be longer and hug your arms. I paired this beige one with…

Beige Sweater and Cream Pants Outfit

Beige Sweater and Cream Pants Outfit with Silk Headscarf

Can’t you imagine picking lemons in a Sicilian grove in this? I love the silk headscarf and cat eye sunglasses combo which is such an instant retro, glamorous touch to…

Beige Trench Coat and Mom Jeans Outfit

Beige Trench Coat and Mom Jeans Outfit

Okay, so the trench coat here is really the star of the show. It should be an essential for you since it literally matches everything in your wardrobe. Here I…

Black and White Argyle Sweater Outfit with White Mom Jeans

Black and White Argyle Sweater Outfit with White Mom Jeans

@photobyjonah @photobyjonah A black and white argyle sweater is such a classic staple! I’ve been getting a lot of wear out of it since it matches nearly everything! You can…

Black and White Striped Blouse Outfit with White Pants

Black and White Striped Blouse Outfit with White Pants

This look is just perfect for a beach day! It is casual enough to sit on the sand with a blanket or walk along the boardwalk, yet chic enough if…

Black and White Striped Turtleneck Sweater Outfit with White Mom Jeans

Black and White Striped Turtleneck Sweater Outfit with White Mom Jeans

This look has such a maritime feel to it! It’s super simple and comprised of your wardrobe basics (capsule wardrobe). A fitted black and white striped turtleneck looks great with…

Black Blazer and Mom Jeans Outfit with Striped Shirt

Black Blazer and Mom Jeans Outfit with Striped Shirt

This is a classic casual outfit that is one of my go-tos. What makes it so easy is that it’s comprised of your capsule wardrobe basics – a loose black…

Black Blazer Outfit with Black Pants

Black Blazer Outfit with Black Pants

A belted black blazer with black dress pants is a classic ensemble yet so easy to do. It is both casual because of the comfortable flats yet elegant enough for…

Black Blazer with a Striped Turtleneck and White Mom Jeans Outfit

Black Blazer with a Striped Turtleneck and White Mom Jeans Outfit

This is a great casual look for the winter. It’s so easy, yet sophisticated because white jeans and a blazer always elevate a look. Here I chose to stick to…

Black Chanel Cardigan with Beige Trim Outfit with Light Beige Pants

Black Chanel Cardigan Outfit with Beige Pants

This cardigan is so effortlessly classy and you can wear it both as a top and a layer. You can pair it with anything and it’ll instantly elevate the look.…

Black Leather Blazer and Light Mom Jeans Outfit

Black Leather Blazer and Light Mom Jeans Outfit

I love this edgy chic casual look! That’s because the most modern take of the leather jacket is a leather blazer! I just love this because it is more sophisticated…

Black Long Sleeve Polo Shirt Outfit with White Pants

Black Long Sleeve Polo Shirt Outfit with White Pants

Long sleeve polo shirts are very popular nowadays yet will still be fashionable long after the trend is gone. The collared style is more elevated than a simple long sleeve.…

Black Riding Boots Outfit with Black Leather Blazer

Black Riding Boots Outfit with Black Leather Blazer

The combination of black riding boots with a black leather blazer looks so cool yet so timeless (equestrian-inspired). I personally love the blazer as a modern update to the leather…

Black Shirt Dress Outfit with Straw Hat

Black Shirt Dress Outfit with Straw Hat

A black shirt dress is a classic basic which is great for the cooler days of summer / spring. It looks casual yet sophisticated and be quickly slipped on when…

Black Short Sleeve Turtleneck Outfit

Black Short Sleeve Turtleneck Outfit

A black turtleneck is always an elegant choice – so why not try a short sleeve version of it instead of a basic black T-shirt? Tuck it into camel dress…

Black Summer Skirt Outfit

Black Summer Skirt Outfit

This look is both feminine with a hint of retro and perfect for a summer day at the beach. A black mermaid skirt and a black thick-strapped blouse tied at…

Black Sweater Vest Outfit with Black Pants

Black Sweater Vest Outfit with Black Pants

A black sweater vest top is another more sophisticated alternative to a regular black tank top. The knitted pattern, thick straps and v-neck give the piece a more elegant touch…

Black Sweater with White Shirt Collar Outfit

Black Sweater with White Shirt Collar Outfit

Isn’t this giving you professor vibes? This preppy look is such an easy one to pull together with your capsule wardrobe basics. It is super comfortable and casual but looks…

Black Trim Cardigan Outfit (with Pleated Skirt)

Black Trim Cardigan Outfit (with Pleated Skirt)

What a classy cardigan! Cardigans with a different colored trim have a timeless elegance that never go out of style. Here I matched the light beige trim with a pleated…

Black Turtleneck Outfit with Light Blue Mom Jeans

Black Turtleneck Outfit with Light Blue Mom Jeans

This is a go-to casual chic outfit for when you don’t know what to wear. A black turtleneck sweater contrasts nicely with light wash mom jeans. Belt the jeans and…

Black Turtleneck Sweater and Camel Pants Outfit - png

Black Turtleneck Sweater and Camel Pants Outfit

Another timelessly elegant color combination is black and camel. Do you know a casual take on this that you can do with your capsule wardrobe? All you have to do…

Blue Green Blouse Outfit with Cream Pants

Blue Green Blouse Outfit with Cream Pants

This blue green blouse was giving me “sophisticated-stroll-along-the-harbor vibes” – which I was able to put into practice since the weather has been so nice recently! I hope so for…

Blue Shirt Dress Outfit with Brown Belt and Sandals

Blue Shirt Dress Outfit with Brown Belt and Sandals

A shirt dress is a classic dress that everyone needs in their summer wardrobe. It is so easy to throw on when you don’t know what to wear. This timeless…

Blue Striped Shirt Outfit with White Mom Jeans

Blue Striped Shirt Outfit with White Mom Jeans

A blue and white striped button down shirt is such a timeless classic that you can never go wrong with. I love how it looks with white mom jeans, camel…

Camel Brown Cardigan Outfit with White Jeans

Camel Brown Cardigan Outfit with White Jeans

Happy Sunday! A cozy cardigan is a must for those casual days when you just want to throw on a layer and call it a day. A camel brown cardigan…

Camel Knitted Loungewear Set

Camel Knitted Loungewear Set

Who said you have to look like a mess at home? If you were like me, the lockdowns forced you to rethink your at-home wardrobe. In fact, your loungewear items…

Camel V Neck Sweater and Camel Pants Outfit

Camel V Neck Sweater and Camel Pants Outfit

Camel is such a sophisticated color that looks great all year round, especially with slightly tanner skin. Of course I had to go for another monochrome look because it’s just…

Camel Wool Coat Outfit with White Pants

Camel Wool Coat Outfit with White Pants

A camel wool coat in a double breasted or trench coat style is a timeless classic that you can wear year after year in almost any season. You can make…

Dusty Peach Sweater Outfit

Dusty Peach Sweater Outfit

This is a casual, yet sophisticated look. A thin dusty peach sweater and cream pants are such a chic combination. These pants are especially wide for a comfortable and lax…

Dusty Pink Sweatsuit Outfit

Dusty Pink Sweatsuit Outfit

I love the feminine touch dusty pink gives to this otherwise very sporty look. This is one of my go to outfits on my way to the gym or for…

Black Wool Coat and Mom Jeans Outfit

Elegant Black Wool Coat and Mom Jeans Outfit

This should be one of your go-to winter / fall outfits for whenever you need to quickly hop out the door and still look put together. The look is comprised…

Gray Knitted Sweater and Pants Loungewear Outfit

Gray Knitted Sweater and Pants Loungewear Outfit

We all love a good loungewear set that you can wear outside. Here you can see me going for a late winter’s stroll in the park (gotta enjoy that sunshine!).…

Gray Monochrome Outfit for the Winter

Gray Monochrome Outfit for the Winter

Photographer: @blvckyt A gray monochrome outfit is such an effortlessly chic look for the winter. You can easily pair a gray turtleneck sweater with a pair of wide gray pants…

Gray V-Neck Sweater and Gray Pants Outfit

Gray V-Neck Sweater and Gray Pants Outfit

This look is clean and sophisticated in its simplicity. All you have to do is pair a loose gray v-neck sweater with gray dress pants. Crisp white accents like a…

Houndstooth Blazer Outfit with White Pants

Houndstooth Blazer Outfit with White Pants

Houndstooth will always be a classic pattern so it’s safe for you invest in any kind of houndstooth piece. Here I paired this beautiful structured houndstooth blazer with white wide…

Houndstooth Blouse Outfit with Red Pants

Houndstooth Blouse Outfit with Red Pants

A houndstooth blouse is a great neutral patterned blouse that everyone needs in their wardrobe. That’s because it matches bottoms of any color! Here I went for a French-inspired look…

Light Peach Apricot Blazer Outfit with White Pants

Light Peach Apricot Blazer Outfit with White Pants

This colored blazer is so unique, I had a hard time classifying it. But it is a light peach or apricot color that is so pale in person that it…

Light Purple Suit Outfit

Light Purple Suit Outfit

Spring is upon us and what is a better way to celebrate the world waking up than a breath of fresh color? I love a good matching set and this…

Light Purple Sweater Outfit with White Pants

Light Purple Sweater Outfit with White Pants

A light purple sweater with 3/4 sleeves is another great transition piece for early spring (and Easter)! The style and color is classically sophisticated, especially because of it’s cable knit…

Long Camel Puffer Coat Outfit

Long Camel Puffer Coat Outfit

A long camel puffer coat has quickly become one of my favorite winter jacket looks and it might become yours too! The color is such a sophisticated and timeless alternative…

Magenta Shirt Outfit

Magenta Shirt Outfit (with White Jeans Skirt)

Sometimes a pop of color is just what you need! This magenta polo shirt looks especially feminine paired with a maxi white jeans skirt – very fresh! But it would…

Light Beige Sweater and Pants Outfit

Monochrome Light Beige Sweater and Pants Outfit

If you’re like me, then you’re all about maximum style with minimal effort on most days. This light beige sweater is one of my spring staples since it’s more breezy…

Navy Striped Sweater Outfit

Navy Striped Sweater Outfit

You can never go wrong with stripes. This navy striped sweater is giving casual nautical vibes. Pair it down with white moms jeans and beige loafers – perfect for a…

Olive Green Blouse Outfit with White Shorts

Olive Green Blouse Outfit with White Shorts

An army or olive green blouse combined with white shorts (or off-white) will forever be a sophisticated combination. Opt for a satin / silk blouse and long Bermuda shorts to…

Olive Green Knitted Loungewear Outfit

Olive Green Knitted Loungewear Outfit

Happy Holidays! I live in these knitted loungewear sets and this olive green one is perfectly festive to cozy up in on the couch this holiday season. Slide on some…

Olive Green Pants Outfit

Olive Green Pants Outfit

Olive green pants are an underestimated wardrobe basic. They serious match all of your neutral tops from white to black. They look especially good with a beige. These pants were…

Olive Green Shirt Dress Outfit

Olive Green Shirt Dress Outfit

Shirt dresses are a classic go-to in the warmer months because they look so put together even though they’re casual and comfortable. Here I went for a maxi olive green…

Orange Shirt Outfit with White Jeans

Orange Shirt Outfit with White Jeans

A striped button down shirt in a bright color, like orange, is such a summery look – especially with tan skin. Get the shirt 1-2 sizes up so that it…

Parisian Style: Red Blazer & Striped Breton Shirt

Parisian Style: Red Blazer & Striped Breton Shirt

Do you want a casual, Parisian look that is doable? Adding a blazer on top of a black and white “Breton” style shirt is a fool-proof chic pair. It really…

Pink Polo Shirt Outfit

Pink Polo Shirt Outfit

I couldn’t help but be influenced by the rise in Barbiecore with the new Barbie movie release. This pink polo shirt outfit is a more sophisticated nod to the extremely…

Plaid Blazer and Jeans Outfit

Plaid Blazer and Jeans Outfit

A plaid blazer and jeans is such a timeless combination. You can make it modern by pairing a neutral plaid blazer (here it’s beige) with medium wash mom jeans and…

Purple Sweater Outfit with White Maxi Skirt

Purple Sweater Outfit with White Maxi Skirt

Light purple is such a fresh color for the warmer months. This oversized purple sweater with balloon sleeves looks especially modern with a white maxi jean skirt and white sneakers…

Red Beret Outfit with White Blouse and Blue Jeans

Red Beret Outfit with White Blouse and Blue Jeans

This has been one of my favorite elegant, Parisian-inspired looks this year (and will be for years to come). The red beret and flats, white wrap blouse and light wash…

Sage Green Polo Shirt Outfit

Sage Green Polo Shirt Outfit

A polo shirt is such an easy way to elevate any basic outfit and they’re definitely my go-to casual top. This one in sage green is colorful and interesting, yet…

Thin Beige Sweater and Beige Dress Pants Outfit

Thin Beige Sweater and Beige Dress Pants Outfit

If you’re like me, you’re a fan of easy outfits that look put together. I‘ve been loving this thin beige v neck sweater and have been wearing it non-stop. It’s…

Thin Black Coat Outfit with White Pants

Thin Black Coat Outfit with White Pants

Everyone needs a thin black coat for the transition months. This coat is sleek and simple so it can be worn over anything. I opted for a shift shape which…

Tiger Print Top Outfit with White Wide Leg Pants

Tiger Print Top Outfit with White Wide Leg Pants

This is the perfect fierce look for a night out with the girls! This sleeveless silk tiger print top (Shein US, UK, EU) is both elegant because of its neckline…

Tropical Dress Outfit with Green Palm Leaves

Tropical Dress Outfit with Green Palm Leaves

A tropical dress with green palm leaves is a classic that we all need for the summer – a pattern that will never go out of style. This smock dress…

Turquiose Sweater Outfit with White Jeans

Turquiose Sweater Outfit with White Jeans

Are you in love with this turquoise / seafoam green sweater as much as I am? Although this color is a timeless classic, this year it really caught my attention…

Turquoise Pants Outfit (with Polo Shirt)

Turquoise Pants Outfit (with Polo Shirt)

Turquoise pants are such a fun way to bring some color into your wardrobe during the spring and summer months. They look especially great with beige, cream and white pieces.…

White Button Shirt and Mom Jeans Outfit

White Button Shirt and Mom Jeans Outfit

This is such a simple yet a classic ensemble. You can never go wrong with a white button down shirt and medium wash jeans. Here I opted for a pair…

White Knitted Loungewear Sweater and Pants Outfit

White Knitted Loungewear Sweater and Pants Outfit

We should all love a good loungewear set – I know I do because I live in them when I’m working hard for you guys! But can you tell me…

White Linen Pants Outfit with Blue Linen Shirt

White Linen Pants Outfit with Blue Linen Shirt

Linen pants are another must have in the summer! They’re super breezy and easy to sit and lounge around in. Here I paired these white ones (from H&M) with a…

White Linen Shirt and Pants Outfit

White Linen Shirt and Pants Outfit

Is there anything more effortlessly chic and cool to lounge around in than a white linen shirt and pants set? This look is both sophisticated yet breezy and comfortable for…

White Linen Shirt Outfit with Off White Shorts

White Linen Shirt Outfit with Off White Shorts

This posh look is perfect for a boat trip. A white linen shirt and off white or cream Bermuda shorts are both a fresh and classic color combination. Both pieces…

White Polo Shirt Outfit with Beige Pants

White Polo Shirt Outfit with Beige Pants

A white polo shirt is a must-have for your capsule wardrobe and a step up from a basic white T-shirt. The collar adds that preppy touch and it looks great…

White Short Sleeve Dress Outfit with Ruffle Hem

White Short Sleeve Dress Outfit with Ruffle Hem

Is there anything more beautiful than a white summer dress? Opt for a timeless style that you can wear for years to come. The short sleeves are perfect for most…

White Striped Shirt Outfit with Short Sleeves

White Striped Shirt Outfit with Short Sleeves

Do you love casual preppy looks like these as much as I do? These are the looks I’m usually wearing on an everyday basis. In reality, they’re just an updated…

White Sweater Leopard Skirt and White Sneakers Outfit

White Sweater, Leopard Skirt and White Sneakers Outfit

Any (light) sweater looks great with a satin skirt – it is one of my go-to combos. If you are hesitant about wearing a satin/silk skirt, be sure to get…

White V-neck Sweater and White Satin Skirt Outfit

White V-Neck Sweater and White Satin Skirt Outfit

I just love this very simple, feminine outfit for the spring (or really any time)! All you have to do is pair a looser white v-neck sweater with a white…

If you want to know the styling guidelines that I follow for every outfit, check out my elegant fashion guides: How to Always Look Elegant, Clothes That Look Cheap, How to Look Expensive on a Budget & The Biggest Fashion Mistakes.

InAnElegantFashion.com was born from my love of fashion and business. You can expect classy outfit inspiration, style tips and shoppable links. I believe that an individual elegant style can be achieved no matter your age, budget, background. Feeling empowered in your outfits can give you the confidence to take on any challenge any day. It does for me.
Scarlet Amber
Founder
Double Business Master’s Degree

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