Found: 30 Cute Outfits for Every Occasion, From Work to Going Out

Whenever you feel like you’re short on fresh, fun outfit ideas, what’s the first thing you typically tend to do? Paging through magazines is one great way to get inspired, as is searching through street style websites. But perhaps the easiest, most readily available place to look for unique ensembles that are sure to get your creative juices flowing is Instagram. Yep, we’ve said it before, and we’ll keep saying it: The photo-sharing app is a treasure trove of fashion inspiration, and that’s exactly what we turned to when hunting down cute outfit ideas for every occasion on your calendar.

Whether you want a cute but still sporty getup for a high-intensity cardio session at the gym, an elegant look for a night on the town with friends, or something that’s a bit more out-of-the-box when it comes to your office attire, we found it all in terms of cute outfits that are actually quite easy to re-create, too. Ahead, see the ensembles we’re copying from fashion insiders, and shop the key pieces needed to replicate each for yourself.

In my experience, nothing is a magnet for compliments quite like a fun, printed top. Wearing one with leather pants and ankle boots is an easy yet low-effort look.

The preppy trend happens to be perfect for the office. Lean into the vibe with a pleated miniskirt and sweater-vest. 

Give your button-down shirts new life underneath a leather blazer.

Vests are trending hard right now and are a fresh option for work, especially layered over a thin turtleneck.

Cargo pants lend a relaxed feel that feels right for a day off. We’re especially fans of wearing them with a shearling jacket.

Does it get any more effortless than a knit set? I don’t think so. Ribbed separates and cool flats make for the ultimate Sunday outfit, as they’re basically elevated pajamas.

Shop the matching Nico Cropped Tank ($85) and Perry Ribbed Cardigan ($135).

Ripped jeans are always the right call for the weekend, and we love them with an electric-hued top and leather jacket.

Outfits for your weekend coffee runs should be a category all their own. Try this comfy-cool formula for your next one: bomber jacket, baseball hat, pullover sweater, relaxed trousers, and classic sneakers.

Cargo pants are a cool alternative to jeans that more and more fashion people are adopting.

Screenshot this for the next time you want a going-out look that’s polished, too. Trousers and slingbacks are a chic base to a fun-loving top.

But when you want to toe the line between glam and casual, dress up your jeans with a shimmery top.

When your night involves dinner and drinks, try something like this with a tie top, slip skirt, and strappy heels.

Black-tie doesn’t have to mean wearing a dress. We’re obsessed with the idea of party-ready suiting. Look for elements like velvet, feather trim, and crystals that add some glam to the tailoring.

Let a fun miniskirt be the main event when you style it with a simple turtleneck top and strappy heels.

Skip your black leggings in favor of pastel tones that brighten up an otherwise standard gym look.

There’s a reason why that Princess Diana’s bike-shorts ensemble remains so relevant—it’s just that good. An oversize crewneck sweatshirt, bike shorts, tall socks, and sneakers are the key ingredients.

Don’t underestimate the power that a long coat has to really pull together your leggings outfit. Throw a sweater over your shoulders for some added layering.

Layering up is a lot more fun when bright colors like kelly green and cerulean are involved. 

While a sweatshirt may be your first thought for a topper, try a cardigan over your activewear set instead. 

A matching loungewear set is made all the more polished with the addition of a tailored coat and cozy slides.

Ribbed sets are ideal for lounging and traveling. Simply add a belt bag when wearing one for the latter.

Relaxed trousers and an oversize button-down are secretly just as comfortable as your sweats but that much more elevated. Wear the relaxed separates with a tote bag, simple sweater, and slides to make them travel-friendly.

I like this outfit for a weekend vibe, but it also works for travel, too, since the cargo pants are roomy enough to rival your favorite sweats. Sporty sneakers and a graphic tee add to the Y2K vibe while a fur-trimmed jacket is a fun unexpected element.

Proof that wearing your heaviest shoes on the flight can end up being a look.

A skirt set makes sense when you’re traveling since you can wear both pieces separately or together. Style them as a set with flat boots when the day involves lots of exploring on foot (and maybe a few outfit photos).

White sneakers are the perfect base for a color-blocked outfit.

Fashion girls love this Parisian-inspired outfit: an oversize blazer with a miniskirt and knee-high boots. Add or remove the tights depending on the weather.

Lean into light layers when you’re unsure of the weather in a new place. We’re partial to styling a trench coat over basics like a tank and trousers.

Tailored separates are a great way to look polished without coming across as too fussy. Finish them off with sneakers when you know you’ll be walking everywhere.

Next up, 9 Going-Out Looks That Don’t Feel Try-Hard