15+ Casual Going Out Outfits To Take You From Dinner To The Bar

collage of four women wearing casual going out outfits with jeans, midi skirts, and heelsLooking for casual going out outfits for the bar/club or a dinner with friends? You’ll love these chic and stylish yet laid-back looks for every season!


Casual Going Out Outfits For The Bar

Whether you’re heading out for drinks or having a low-key date night dinner, putting together the perfect casual going out outfit is no easy feat. A casual night out means there’s no need to get “all dolled up.” And while you may not be reaching for those fancy dresses, you still want to feel cute and stylish, right?

Luckily, I’ve created several chic yet laid-back outfits perfect for your next night out and the key pieces you’ll need to recreate the looks yourself. No matter the season or what your night has in store, there’s an outfit idea here fit for every chill night out.

Bodysuit, midi skirt + kitten heels.

Outfit styling graphic of a denim midi skirt, a brown bodysuit, a black cropped leather jacket, slingback heels and black accessories.

get the look:

For a casual bar outfit that’s chic but not over the top, this look is perfect. 

A bodysuit, like this neutral taupe one, is a night out classic that looks sexy and tailored paired with a denim midi skirt and kitten heels. The skirt’s denim fabric keeps this look more casual, while the leather jacket and coordinating accessories add an edgy flare. 

Leather blazer, denim skirt + slouchy boots.

Christal wearing a denim midid skirt with tall black boots, a black shirt and a black leather blazer.

get the look:

Here’s another casual going out outfit featuring a denim skirt. I find that it’s such a versatile piece and never fails to give any outfit a casual-cool vibe. 

Here, I’ve paired it with a simple black top, leather blazer, and my Poppy Barley boots (a worthy investment, in my opinion). For nights out in fall and winter, opting for knee-high boots is a helpful trick for keeping away the cold while still looking stylish.

Tube top, cargo pants + denim jacket.

Outfit styling graphic of white cargo jeans, a black tube top, a light wash denim jacket, black slingback heels, gold jewelry and a black purse.

get the look:

Almost every woman has a black tube top in her wardrobe. On your next night out, pull out this sexy staple with a stylish mix of trendy cargo pants, a classic denim jacket, and minimal accessories.

I’d happily rock this look for a casual date night or an evening out at a sports bar during spring and summer. Swap the kitten heels for on-trend sneakers like Adidas Sambas or Gazelles to make this look even more laid-back. 

Slip skirt, tank top + strappy sandals.

Christal wearing a black slip skirt with a white tank top and white strappy heels.

get the look:

This is such a simple and chic combination, but I can’t get enough of it! It’s the perfect late summer evening outfit—whether you go for dinner, drinks, or dancing, this look will work no matter the occasion.

To recreate this casual going out outfit for your next evening rendezvous, simply opt for a silk or satin slip skirt (I prefer a midi length), white tank, and strappy sandals. You can add some pizazz with a bright handbag or stick with neutrals like I did here with my trusty YSL bag. If you tend to get cold, bring along a denim jacket or summer knit for a lightweight layer. 

Wide-leg jeans, silk blouse + sling-back heels.

Outfit styling graphic of medium wash wide leg jeans, a silk button up with a bralette underneath, a leather blazer, white slingback heels, a black handbag and gold jewelry.

get the look:

This is such a classy outfit. A blazer and denim combo never fails on a night out, and this version featuring wide-leg jeans and a leather blazer is effortlessly chic. Style your version with a silk top and a dainty bra underneath for a feminine touch.

Depending on where you live, this look could work for chilly spring and summer evenings and well into fall and winter, too. 

Monochromatic moment.

Christal wearing black pants, a black tank top and a black leather jacket with block heels.

get the look:

When you’re stuck on what to wear, go for a monochromatic outfit. Throw on a black tank and casual black pants (cargos are a great option) then add in different textures like metal, suede, and leather with outerwear and accessories to bring interest to an otherwise simple ensemble. 

I think an all-black outfit on a night out takes the cake. But have fun here and experiment with other neutrals, fun pastels, and bold colors for a look that’s uniquely you. 

Graphic tee, blazer + silver accessories.

Outfit styling graphic of light wash straight jeans, a graphic band tee, a black blazer, silver sling back heels and black accessories.

get the look:

I love this going out outfit as an example of taking your look from day to night. 

Start with your daily uniform of jeans and a tee shirt—I adore a graphic tee because they add a fun flare to any outfit. Dress the look up by adding an oversized yet structured blazer and sling-back heels. For a trendy touch, I’ve opted for metallic shoes and silver accessories that perfectly tie in the outfit’s color scheme. 

Patterned blouse, leather jacket + ankle booties.

Christal wearing a denim midi skirt with black booties, a silk button up and a black leather jacket.

get the look:

A pop of pattern is always fun on a night out! Try a patterned blouse in a luxe silk or satin fabric like the one I’ve worn here. Not only does this style top look incredibly chic tucked into jeans or a denim skirt, but the breezy material is perfect for spring and summer nights. 

Depending on the pattern, I’d go with black or brown accessories to pull everything together. I love how my leather jacket and coordinating accessories in this OOTD add a cool-girl edge to balance the delicate top. 

Cowl neck top, dark denim + flats.

Outfit styling graphic with black jeans, a black silk top, a light wash denim jacket, black accessories and black studded ballet flats.

get the look:

“Jeans and a nice top” is a fail-proof combination for a night out. In my eyes, this classic combo is ideal for any evening plans, whether you’re dancing the night away with friends or having a low-key dinner date.  

For this casual going out outfit, I’d start with a cowl neck tank top like this fun and flirty one from Faithfull The Brand. Pairing it with dark wash jeans and a denim jacket still has that sexy feel without trying too hard. Complete the look with silver-studded accessories, like this Western-inspired belt and studded Reformation flats.

Leather biker jacket, long skirt + boots.

Christal wearing a denim midi skirt with brown western boots and a black tank top under a leather jacket.

get the look:

Take inspo from this outfit for your next chill night out. I’ve started with a long denim skirt and a black bodysuit for the base. From there, I brought in my trusty leather jacket and suede Western booties and swung a handbag over my shoulder as the finishing touch.  

This is a fun yet functional going out outfit for fall and winter. Make it work for spring and summer by ditching the jacket and switching the boots for strappy sandals.

Oversized blazer, jeans + pointed-toe heels.

Outfit styling graphic of light wash straight jeans, a black tube top, a grey blazer, maroon slingback heels and a black purse with gold jewelry.

get the look:

If your plans involve drinks with the girls or going on a date, you might want to dress up a bit. In that case, I recommend starting with your favorite pair of jeans and jazzing it up with a sexy tube top, pointed-toe heels, and a chic blazer for a look that makes you feel and look your best.

Don’t forget accessories! From this stunning chain belt to the slouchy shoulder bag and chunky gold hoops, these stylish accents help pull everything together. The final result is a look that effortlessly balances fun with sophistication.  

Knit dress, jacket + kitten heels.

Christal wearing a ribbed sweater dress with a black leather jacket and black sandals.

get the look:

So you’ve committed to plans and don’t know what to wear—look no further than your fave knit dress. A knit dress is one of those closet staples that can be worn in so many ways. Here, I’ve added a leather jacket and dainty kitten heels for a relaxed yet elevated look. 

I’d sport this outfit on spring and summer nights, but you could make it winter-ready by wearing a longer sweater dress or swapping the heels for tall boots. 

Sheer top, baggy jeans + chic accessories.

Outfit styling graphic of black wide leg cargo pants, a white sheet top with a bra underneath, white strappy heels and black accessories.

get the look:

The sheer trend is one we’ll see a lot of in spring and summer. Get ahead of the trends with this casual going out outfit. 

Partner a sheer top with casual bottoms, like these baggy cargo pants, and stylish accessories. You can go for a thin cotton top, like the one I’ve styled here, or a mesh top if you feel bold. For a night out, I’d opt for low heels that add a girly touch to this tomboy-esc outfit. On cold nights, bring an oversized jacket for an extra layer.

Influencer Casual Going Out Looks

In case you want a few more casual going out outfit ideas, here’s a few more I sourced from my fave fashion influencers!

Denim dress + sleek boots.

Woman wearing a long denim dress with tall black boots.

Even casual going out outfits are a chance to show off your personality and personal style! Enter this stunning look worn by Charlotte Bridgeman

She’s styled this denim midi dress with all-black accessories and a red lip for a Parisian-inspired look that’s ready for a night on the town. While the form-fitting cut of the dress may seem intimidating for a chill night out, the denim fabric gives it a casual vibe. Go for slim boots like Charlotte’s to complement the midi style and elongate your figure.

Go all in on metallics.

Woman wearing silver wide leg jeans with silver pointed toe shoes, and a white button up.

Who said “casual” can’t be fun? 

According to Vogue, bold metallics like gold and silver will be one of the year’s biggest fashion trends. Mixing metallics into my outfits has become my new obsession, especially for nights out! 

To hop on board this 2024 trend, swap out your denim jeans for metallic pants, preferably those with a wide-leg or baggy silhouette. Paired with a simple white top and silver accessories, you’ll shine bright in this casual bar outfit.

Denim shorts, blazer + knee-high boots.

Woman wearing long denim shorts with black western boots, a white tank top and a plaid blazer.

Lastly, rock your favorite summer shorts during the evening by pairing them with a basic tank, a dramatically oversized blazer, and statement shoes. I love the juxtaposition of these knee-high cowboy boots with the mini bag and business-chic blazer, but kitten heels or sneakers would also be cute!


two women wearing jeans and heels while going out at night

There you have it! A list of stylish and laid-back going out outfits for every season! Which was your fave? Tell me about it in the comments below! 


More Style Inspiration You’ll Love:

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11+ Cool-Girl Concert Outfits for Summer



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