matching blazer and short set, chanel ballet flats, cute fall outfit

From Day to Night: 12 Chic Outfits You’ll Love

Please note that this post may contain affiliate links and any sales made through such links will reward us a small commission – at no extra cost for you.

Are you looking for some chic style inspiration? I’ve got just the inspo for you. I took my style game very seriously on my most recent trip to Paris (as one should), and now I have plenty of classy outfits to share with you! Whether you’re exploring a city during the day, going out at night, or running errands around your town, these chic outfits will have you looking – and feeling – effortlessly stylish. What more could a girl want?

1. white t-shirt + black tailored shorts + striped sweater + crossbody bag + socks + ballet flats

shirt | shorts (similar) | sweater | socks | flats

One of my go-to outfit ideas for a casual chic style is to pair a white t-shirt with black tailored shorts. It’s the perfect balance of casual and chic! To elevate this look, add a striped sweater for a touch of sophistication. The combination of neutral colors creates a timeless and classy look that can be worn in different ways.

To complete the outfit, opt for a crossbody bag to keep your essentials handy, and comfortable socks to add a unique twist. And what better way to finish off the look than with a pair of ballet flats?

This outfit is versatile and can be worn during the day for a casual stroll through the city or dressed up for a date night. This combination allows you to showcase your quirky personal style while still maintaining a classy and chic look. 

2. matching blazer and tailored shorts + black tights + handbag + ballet flats

blazer | shorts | flats

Looking for a chic and sophisticated outfit that’s perfect for a classy night? Here it is!

The matching blazer and tailored shorts create a polished and put-together look that exudes confidence and style. Paired with black tights, this outfit becomes suitable for the colder months while adding a touch of elegance.

The black tights also create a sleek and streamlined silhouette, perfect for showcasing your legs and adding a sophisticated edge to your outfit.

To complete the ensemble, opt for a chic handbag that can hold all your essentials while still maintaining a sleek and fashionable look. And of course, don’t forget to slip on a pair of ballet flats for comfort and effortless elegance.

These versatile shoes are the perfect complement to the tailored shorts and blazer, adding a touch of femininity and grace. However, if you want to add some height to your look, knee-high boots or a pair of heels are great footwear options too.

3. black blazer + white shirt + black pants + loafers

shirt | blazer | pants | shoes

One of the most timeless and classic combinations you can wear is a black blazer paired with a white shirt and black pants. Whether you choose a fitted or oversized blazer, this ensemble is effortlessly chic and exudes sophistication, no matter the occasion.

And there’s that white T-shirt again! A chic outfit doesn’t always have to mean a formal and “unrealistic” look. A true chic style is knowing how to use your everyday, capsule pieces in ways that look and feel elevated.

And when it comes to timeless pieces like a white shirt, the best way to ensure a chic look is to spend a little more on high-quality fabrics.

Want to elevate your white tee to the next level? The black blazer will do just that, while the wide-leg trousers provide a clean and streamlined silhouette, making your legs look longer and adding a sense of elegance.

To complete the ensemble, slip on a pair of loafers. Not only are loafers comfortable and practical for a day of exploring or running errands, but they also add a touch of sophistication to the outfit. They are the perfect finishing touch to these classy and timeless pieces, adding a hint of luxury and refinement.

Do you want a free wardrobe shopping checklist to help you create different looks out of your staple pieces? I created a resource for you that you can get by signing up here.

4. white button up + sweater + tailored shorts + socks + derby shoes

shirt | sweater | shorts | shoes | socks

Thanks to the classic white button-up and derby shoes, this look meets at the intersection of preppy and chic. Are you sensing a theme here? Chic outfits are all about wearing classic pieces!

Start with a crisp white button-up shirt as your base. This classic piece adds a touch of sophistication to the outfit and can be dressed up or down depending on the occasion. Layer on a cozy sweater in a complementary color to add warmth and style.

To keep the look chic and modern, opt for tailored shorts instead of skinny jeans. The tailored fit adds a polished and put-together vibe, perfect for a classy and stylish outfit.

Don’t forget about the socks! Though not necessary, they can add a unique touch to your ensemble. Finish off the look with a pair of derby shoes. These fun and surprisingly versatile shoes are the perfect complement to the tailored shorts.

5. cardigan + high-waisted jeans + ankle boots

cardigan | jeans | boots

One of my favorite outfit combinations that I wore in Paris was the cardigan, high-waisted jeans, and ankle boots. Though it doesn’t sound (or look) like anything too special, it’s a true laidback, Parisian look.

Not only is it chic and stylish, but it’s perfect for the colder weather and will have you looking effortlessly fashionable wherever you go. Not just in Paris!

Start with a cozy cardigan in a neutral color. The cardigan adds a touch of warmth and comfort to the outfit, while also creating a relaxed and laid-back vibe. Pair it with a pair of high-waisted jeans to elongate your legs and create a flattering silhouette. The high-waisted style also adds a retro and vintage feel to the outfit, giving it a unique and trendy twist.

To feel like your best self, think about your best features and what you want to highlight. Is it your waist? Then wear high-waisted pants with a tucked-in top. Is it your décolletage? Then consider wearing a v-neck, button-up, or cardigan with the first few buttons undone. Maybe it’s a combination!

To complete your look, slip on a pair of ankle boots. The ankle boots add a touch of edge and sophistication to the outfit, while also providing warmth and comfort. Opt for a sleek and minimalist design to keep the focus on the cardigan and jeans.

This outfit is perfect for a day of exploring the city, a casual night out, or whenever you want a casual look. It’s versatile, stylish, and perfect for showcasing your personal style. On that note, finish off the look with your choice of accessories!

Need some help finding your body type? Top 12 Ways to Know Your Body Shape and Dress Confidently

6. lady jacket + white shirt + jeans + oxford shoes

jacket (similar) | top | jeans | shoes

If you’re looking for an effortlessly chic outfit, incorporating a lady jacket into your look is the perfect choice. This piece exudes sophistication and timeless style, making it a go-to option for any occasion!

Start with a tailored lady jacket in a classic color like black. The lady jacket adds a touch of refinement and elegance to the outfit, instantly elevating your look. Layer it over a white shirt for a clean and polished vibe. Choose a t-shirt for a slightly casual vibe, or a button-up if you want to look more dressed up.

Pair the lady jacket and white shirt with a pair of well-fitted jeans. Opt for a straight-leg or slim-cut style to create a sleek and flattering silhouette. Jeans add a touch of casualness to the outfit, balancing the sophistication of the jacket and shirt.

To complete the ensemble, slip on a pair of oxford shoes. Oxford shoes are a timeless and versatile choice that adds a touch of classic charm to any outfit. They are comfortable enough for a day of exploring or running errands, while still looking stylish and put-together.

Whether you’re heading to a business meeting or enjoying a day out in the city, this is one of those stylish outfits you’ll feel really good in.

7. turtleneck + vest + mini skirt + tights + trench coat + Mary Jane heels

top | vest | skirt | shoes | coat

Looking to add a youthful touch to your classic look? Start with a fashionable mini skirt. It adds a fun, flirty, and feminine touch to your look. Add a pair of tights to keep your legs warm and to make it look more polished.

Pair your skirt with a cozy turtleneck. Not only will it keep you warm, but it also adds a touch of elegance to the ensemble. Use your top as a way to bring some of your own style into this look – whether that’s a bold animal print (like mine) or a solid color in an eye-catching hue.

Layer on a vest for added style and texture. The combination of the turtleneck and vest creates a sleek and put-together look.

For outerwear, opt for a classic trench coat. This timeless piece adds a sophisticated flair to the outfit and is perfect for those chilly days.

Lastly, complete the look with a pair of Mary Jane heels. These feminine and elegant shoes add a touch of charm and complete the chic and stylish look. This outfit is perfect for the colder months, whether you’re heading to a brunch with friends, a winery, or church.

Related: What To Pack for Paris in the Fall for Chic, Classic Looks

8. button-down + vest + shorts + socks with loafers

top | vest | shorts | socks | shoes (similar)

For a chic and stylish outfit that combines comfort and sophistication, try pairing a button-down shirt with a vest, shorts, socks, and loafers. This ensemble is perfect for those days when you want to look put-together and fashionable while still feeling at ease.

Start with a button-down shirt in a color or pattern that suits your personal style. This classic piece adds a touch of refinement and elegance to the outfit. Layer on a vest to add some texture and visual interest. The combination of the button-down shirt and vest creates a sleek and polished look.

Pair the button-down shirt and vest with a pair of tailored shorts. Choose shorts in a complementary color or pattern to add some personality to the outfit. To add a unique twist, wear some statement socks that peek out from above the loafers. This unexpected detail adds a playful touch to the overall look!

Loafers are both comfortable and stylish, making them the perfect footwear choice for a day of exploring or running errands. They add a touch of sophistication and elegance to the outfit, while still being practical and versatile.

9. white button up + straight leg jeans + ballet flats

top | jeans | flats

When it comes to achieving a timeless and effortlessly chic look, you can’t go wrong with this combination! This outfit is perfect for those days when you want to look polished and put together.

Start with a crisp white button-up shirt as your base. This classic piece adds a touch of sophistication to the outfit, and I especially love it because it can be dressed up or down, depending on your occasion. Pair it with a pair of straight-leg jeans, which create a sleek and flattering silhouette.

To complete the look, slip on a pair of ballet flats. These versatile shoes are both comfortable and stylish, adding a feminine and graceful touch to your look. The ballet flats also add a hint of sophistication and can be worn to the office or to the mall.

Overall, this combination of a white button-up, straight-leg jeans, and ballet flats allows you to look effortlessly chic and stylish. It’s a timeless and versatile outfit that can be worn for a variety of occasions, making it a must-have in any fashion lover’s wardrobe.

10. slip dress + lady jacket + sneakers + black sunglasses

dress (similar) | shoes | jacket (similar) | bag

This go-to combo is the epitome of a casual chic look and is perfect for those days when you want to look fashionable and stylish while remaining comfortable.

Start with a slip dress in a flattering and feminine silhouette. This versatile piece is a perfect choice for exploring the city or enjoying a day out with friends. Layer on a lady jacket for an added touch of sophistication and polish. The lady jacket adds structure to the outfit and creates a sleek and stylish look.

To keep the look casual and comfortable, pair the slip dress and lady jacket with a pair of sneakers. Not only are sneakers a great way to dress down a fancier clothing item (like a little black dress), but they are practical and stylish too.

Complete the look with a pair of black sunglasses to add a touch of glamour. And to protect your eyes from the sun, of course! This outfit is perfect for a variety of occasions, whether you’re visiting a museum, shopping, or enjoying a coffee.

For sneakers you’ll want to wear for a long time, consider investing in a pair of Vejas. Related: How To Master Casual Chic Style in This Veja Sneakers Outfit

11. trench dress + Mary Jane heels

dress (similar) | shoes

For a sophisticated and feminine look, you can’t go wrong with a trench dress paired with Mary Jane heels. This combination has a retro feel to it and will have you feeling like a fashionista! (Parisian balcony not required.)

The trench dress is a classic piece that adds a touch of refinement to any outfit. Its structured silhouette and belted waist create a flattering shape that is both timeless and chic. Paired with Mary Jane heels, you’ll add a touch of vintage charm to your ensemble. As a bonus, these shoes feature a low, comfortable heel, making them perfect for exploring the city streets.

Whether you’re attending a fancy dinner or strolling through the gardens of Versailles, embrace your inner Audrey Hepburn in this look. And though chic outfits usually consist of neutrals, feel free to play with a few bright colors – such as a pop of red lipstick.

12. white button-down shirt + black skirt + tights + trench coat + ballet flats

coat | top | shoes

File this under chic outfits you can’t go wrong with. This ensemble is perfect for the office or any of those days when you want to look polished and feel put-together.

Start with a crisp white button-down shirt as your base. This classic piece adds a touch of sophistication to the outfit. Pair it with a black skirt for a sleek and timeless look. Whether you choose mini, knee-length, or maxi, a black skirt adds a sleek touch and can create a flattering silhouette.

To keep your legs warm in the cooler weather, layer on a pair of tights. This addition also adds a stylish and polished touch to the outfit. For outerwear, opt for a classic trench coat. This timeless piece adds a sophisticated flair and is perfect for those unpredictable weather days.

Complete the look with a pair of ballet flats. Not only are they comfortable for a day of exploring, but they also add a feminine and graceful touch. Ballet flats are versatile and can be worn with various outfits, making them a must-have in any wardrobe.

Even More Chic Outfits

Good News: These chic city outfits aren’t limited to Paris! Use this outfit inspiration anytime you desire a chic look, whether that’s for work, home, or a combination of the two.

Though you can find style inspiration anywhere, you can’t deny that Paris has some of the best outfit inspiration in the fashion world. For even more classic style outfit ideas: 45 Fall Parisian Street Style Outfits That You’ll Want To Add to Your Outfit Rotation ASAP

Share:

Founder and editor of My Chic Obsession, Carolyn is your trusted fashion maven. Carolyn's drive to help others achieve a classic and timeless wardrobe fuels her posts, making mychicobsession.com a go-to resource for style seekers worldwide. Beyond the wardrobe, she resides in the heartland of the Midwest, dreaming up new ideas and raising her two lively boys, her biggest fashion critics.