What Should You Wear for a Date Night?

For a dash of femininity and charm, pair a fashion top with a maxi skirt. This cute date night outfit is comfortable yet whimsical, making it ideal for a picnic in the park or an evening stroll. 

Flirty women's tops can have delicate ruffles, lace, or a sweetheart neckline to add a playful touch to your outfit. When paired with a maxi skirt, the outfit becomes more elegant, adding sophistication while maintaining a sense of comfort. 

This print set is perfect for a summer evening al fresco dinner date, or a spring afternoon picnic in the park date.

The ethereal grace of a flowy floral maxi dress allows you to move with effortless elegance, creating a captivating aura that complements the natural surroundings. 

With its lightweight fabric and gentle sway, a midi or maxi dress is visually stunning and offers comfort and freedom of movement, allowing you to fully immerse yourself in the experience. 

The smocked waist on this floral maxi dress offers a comfort able yet flattering fit.

The little black dress (LBD) is a versatile date night outfit suitable for just about any occasion, whether you're going out for a romantic dinner, a cocktail event, or a night on the town. 

The simplicity of the little black dress is easy to accessorize and personalize to cater to your style. Check the latest Black Label by Chico’s™ design for the modern classic approach to the LBD.

This Black Label by Chico’s™ eyelet dress has everything you need in a date night LBD.

You can never go wrong with a good pair of jeans. Faux leather pairs perfectly with denim to create a bold date night outfit that’s ideal for more casual occasions like light dinners, movie nights, and concerts. 

Denim is sleek and versatile, allowing you to dress it up or down with the right accessories. You can also try wide-leg pants for modern, effortless style. Adding a faux leather jacket adds flair that creates an effortless chicness. Combined, they allow you to showcase your edgy style. 

A sleek faux leather jacket dresses up these medium wash jeans with ease.

A sophisticated jumpsuit offers a modern take on date night outfits. This ensemble is ideal for dates at fancy restaurants, cocktail parties, and even dancing. With a sleek silhouette, it's sophisticated yet fun, providing an elevated alternative to dresses while still allowing for ease of movement. Travelers™ has wrinkle-free jumpsuits, so you can go from standing to sitting all evening long and still look like you just arrived.

The black and white print on this jumpsuit adds a bold touch to your style.

Keep it casual with flare jeans and a tee. This date night outfit can be elevated with your favorite boots or kept casual with fashion sandals, depending on the date night activity. Ideal for concerts, casual dinners, and simply hanging out, the laid-back outfit is always a win.

Flares are easy to wear, and easy to style. Add heels or boots to dress them up, and sneakers or fashion sandals to dress them down.

Create a feminine and cozy outfit for colder nights by pairing your favorite skort with a casual top for date nights like casual coffee dates, sporting events, and luncheons. 

Choose a midi skirt that has feminine details, like ruffles or scalloped hems. Then, the right shoes for the season, like fashion sandals for the summer or boots for the winter. This outfit can also be dressed down with a pair of casual sneakers or tennis shoes.

This adorable skort features a tulip hem, giving the kind of feminine details that are ideal for dates.

Go for a bold look on the bottom by choosing print pants with a solid top for your romantic outing. Make a fashion statement with this chic date night outfit idea that’s perfect for nighttime dates like dinners, cocktails, and more.

These seasonal foliage print pants are easily finished with a ruffle sleeve tassel neck top.

Choose dresses with flattering details in a playful print or solid color for any date night. Details like eyelets, ruffles, puff sleeves, and embroidery can elevate a simple A-line, straight line, or shirt dress. Whether midi, maxi, or knee length, dresses can be worn anywhere, from romantic dinners to casual daytime meetups. 

That best part? There are cuts and styles for all body types, allowing you to customize the fit to your liking. Depending on the length of the dress and the time of year, pair dresses with ankle boots, flats, or heels, to make this look your own.

The gorgeous soutache embroidery on this poplin maxi dress makes it ideal for just about any date activity, day or night.

Believe it or not, jeggings can be date-night worthy, allowing you to fuse comfort with style for an effortlessly chic ensemble. Pull-on jeggings add comfort and versatility, while a button front shirt offers an effortlessly refined look. This outfit idea is best for casual activities like shopping and laidback dates like movie nights.

Comfy and chic, adding a button down refines the looks of pull-on jeggings.