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…

Aviator Jacket Outfit

Aviator Jacket Outfit (with Jeans)

This is a such timelessly cool look! I love the…

Beige Blazer Outfit with Beige Shorts

Beige Blazer Outfit with Beige Shorts

Photographer: @photobyjonah Photographer: @photobyjonah Photographer: @photobyjonah Why not pair your…

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…

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…

Beige Short Sleeve Shirt Outfit

Beige Short Sleeve Shirt Outfit

Short sleeve shirts are a more sophisticated alternative to T-shirts…

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…

Beige Trench Coat and Mom Jeans Outfit

Beige Trench Coat and Mom Jeans Outfit

Okay, so the trench coat here is really the star…

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…

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…

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…

Black Blazer Outfit with Black Pants

Black Blazer Outfit with Black Pants

A belted black blazer with black dress pants is a…

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…

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…

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…

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…

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…

Black Shirt Dress Outfit with Straw Hat

Black Shirt Dress Outfit with Straw Hat

A black shirt dress is a classic basic which is…

Black Short Sleeve Turtleneck Outfit

Black Short Sleeve Turtleneck Outfit

A black turtleneck is always an elegant choice – so…

Black Summer Skirt Outfit

Black Summer Skirt Outfit

This look is both feminine with a hint of retro…

Black Sweater Vest Outfit with Black Pants

Black Sweater Vest Outfit with Black Pants

A black sweater vest top is another more sophisticated alternative…

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…

Black Trim Cardigan Outfit (with Pleated Skirt)

Black Trim Cardigan Outfit (with Pleated Skirt)

What a classy cardigan! Cardigans with a different colored trim…

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…

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…

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” -…

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…

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…

Camel Brown Cardigan Outfit with White Jeans

Camel Brown Cardigan Outfit with White Jeans

Happy Sunday! A cozy cardigan is a must for those…

Camel Knitted Loungewear Set

Camel Knitted Loungewear Set

Who said you have to look like a mess at…

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…

Camel Wool Coat Outfit with White Pants

Camel Wool Coat Outfit with White Pants

A camel wool coat in a double breasted or trench…

Dusty Peach Sweater Outfit

Dusty Peach Sweater Outfit

This is a casual, yet sophisticated look. A thin dusty…

Dusty Pink Sweatsuit Outfit

Dusty Pink Sweatsuit Outfit

I love the feminine touch dusty pink gives to this…

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…

Gray Knitted Sweater and Pants Loungewear Outfit

Gray Knitted Sweater and Pants Loungewear Outfit

We all love a good loungewear set that you can…

Gray Monochrome Outfit for the Winter

Gray Monochrome Outfit for the Winter

Photographer: @blvckyt A gray monochrome outfit is such an effortlessly…

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…

Houndstooth Blazer Outfit with White Pants

Houndstooth Blazer Outfit with White Pants

Houndstooth will always be a classic pattern so it’s safe…

Houndstooth Blouse Outfit with Red Pants

Houndstooth Blouse Outfit with Red Pants

A houndstooth blouse is a great neutral patterned blouse that…

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…

Light Purple Suit Outfit

Light Purple Suit Outfit

Spring is upon us and what is a better way…

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…

Long Camel Puffer Coat Outfit

Long Camel Puffer Coat Outfit

A long camel puffer coat has quickly become one of…

Magenta Shirt Outfit

Magenta Shirt Outfit (with White Jeans Skirt)

Sometimes a pop of color is just what you need!…

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…

Navy Striped Sweater Outfit

Navy Striped Sweater Outfit

You can never go wrong with stripes. This navy striped…

Olive Green Blouse Outfit with White Shorts

Olive Green Blouse Outfit with White Shorts

An army or olive green blouse combined with white shorts…

Olive Green Knitted Loungewear Outfit

Olive Green Knitted Loungewear Outfit

Happy Holidays! I live in these knitted loungewear sets and…

Olive Green Pants Outfit

Olive Green Pants Outfit

Olive green pants are an underestimated wardrobe basic. They serious…

Olive Green Shirt Dress Outfit

Olive Green Shirt Dress Outfit

Shirt dresses are a classic go-to in the warmer months…

Orange Shirt Outfit with White Jeans

Orange Shirt Outfit with White Jeans

A striped button down shirt in a bright color, like…

Parisian Style: Red Blazer & Striped Breton Shirt

Parisian Style: Red Blazer & Striped Breton Shirt

Do you want a casual, Parisian look that is doable?…

Pink Polo Shirt Outfit

Pink Polo Shirt Outfit

I couldn’t help but be influenced by the rise in…

Plaid Blazer and Jeans Outfit

Plaid Blazer and Jeans Outfit

A plaid blazer and jeans is such a timeless combination.…

Purple Sweater Outfit with White Maxi Skirt

Purple Sweater Outfit with White Maxi Skirt

Light purple is such a fresh color for the warmer…

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…

Sage Green Polo Shirt Outfit

Sage Green Polo Shirt Outfit

A polo shirt is such an easy way to elevate…

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…

Thin Black Coat Outfit with White Pants

Thin Black Coat Outfit with White Pants

Everyone needs a thin black coat for the transition months.…

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…

Tropical Dress Outfit with Green Palm Leaves

Tropical Dress Outfit with Green Palm Leaves

A tropical dress with green palm leaves is a classic…

Turquiose Sweater Outfit with White Jeans

Turquiose Sweater Outfit with White Jeans

Are you in love with this turquoise / seafoam green…

Turquoise Pants Outfit (with Polo Shirt)

Turquoise Pants Outfit (with Polo Shirt)

Turquoise pants are such a fun way to bring some…

White Button Shirt and Mom Jeans Outfit

White Button Shirt and Mom Jeans Outfit

This is such a simple yet a classic ensemble. You…

White Knitted Loungewear Sweater and Pants Outfit

White Knitted Loungewear Sweater and Pants Outfit

We should all love a good loungewear set – I…

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…

White Linen Shirt and Pants Outfit

White Linen Shirt and Pants Outfit

Is there anything more effortlessly chic and cool to lounge…

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 Polo Shirt Outfit with Beige Pants

White Polo Shirt Outfit with Beige Pants

A white polo shirt is a must-have for your capsule…

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?…

White Striped Shirt Outfit with Short Sleeves

White Striped Shirt Outfit with Short Sleeves

Do you love casual preppy looks like these as much…

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 -…

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…

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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