Day-to-night outfits are always spoken about in theory, but when it comes to figuring out formulas that actually transition from the morning to after hours, the challenge is real. For me, common trouble areas include shoes that aren't built for all-day comfort, sneakers or sandals that work for day but feel too casual at night, lightweight pieces of clothing that, while comfortable in the heat, require an extra layer in overactive AC or after sundown, mini accessories that are great for a night out but feel impractical during the day, and casual staples that work for low-key outings but feel a little underwhelming for a dinner, drinks, or a party.
An obvious solution to these dressing conundrums is changing at some point during the day, but I live in New York City and rarely have an opportunity to switch out a piece of my outfit let a lone do a full-on wardrobe change without lugging around an overstuffed tote bag (not exactly chic). I also hate overcomplicated outfits that require too many pieces, which means I have to think super creatively to land on a formula that feels just right (a real Goldilocks predicament, if you will).
If you, too, struggle with day-to-night outfits that actually work day to night, ahead, I've put together 8 Summer formulas that can truly do both. From top-and-skirt combos to all-in-one jumpsuits and versatile dresses, these outfits are not only easy to wear but star affordable clothing from the POPSUGAR collection at Kohl's. That's what I like to call a win-win.
Breezy dresses — like this POPSUGAR Button-Front Dress ($37, originally $50) which is also available in Plus Size — are perfect for a day in the sun while a white denim jacket is the perfect transition piece whether you're in and out of AC or dealing with a post-sunset chill. Woven sandals with a block heel and a canvas bucket bag are the ultimate Summer accents that are both comfortable and practical all day long. Modern pearl earrings make a for darling finish.
POPSUGAR Denim Cropped Jacket ($32, originally $64)
On a weekend day or for vacation, a camisole like this POPSUGAR V-Neck Cami ($18, originally $36) is comfy and cute with just about any bottom from jeans to skirts. For a bit of interest, pair this chambray style with printed shorts and finish the look with lace-up sandals, a bright mini bag, and dainty gold rings for day-to-night ease.
POPSUGAR Printed Pull-On Shorts ($33, originally $44)
You can't go wrong with a t-shirt and jeans during the day and this POPSUGAR Ruffle-Sleeve Tee ($22, originally $30) is a fresh and feminine version that's ultra-lightweight in the heat. To give this simple combo a fashion-forward spin, a colorful bag and heels make for a standout look that's as perfect for a lunch outing as it is for dinner and drinks. Statement earrings are the ultimate finish.
POPSUGAR Straight-Leg Midrise Jeans ($25, originally $50)
One of the easiest ways to beat the heat is with a linen dress and this POPSUGAR Button Up Midi Dress ($45, originally $60) is a flattering silhouette on all body types that feels quintessentially Summer with white sandals, a unique basket bag, and colorful drop earrings.
Journee Collection Colette Sandals ($42, originally $49)
Up the ante of your standard tank top-and-miniskirt combo with bright colors and playful prints. This POPSUGAR Smocked Tank Top ($27, originally $36) makes a splash when paired with a yellow skirt and feels especially fashion-forward with trendy (and comfortable!) kitten heels, a minimal woven bag, and a cute anklet.
POPSUGAR Button-Up Mini Skirt ($37, originally $50)
Ariel Gordon Figaro Anklet ($170)
Take your jumpsuit — like this POPSUGAR Wrap Jumpsuit ($34, originally $68) — from work to drinks by teaming yours with sleek mules, a woven shoulder bag, and gold hoops. The result is polished yet playful.
For coastal activities from beach days to sailing and strolling the main street, a comfortable t-shirt like this POPSUGAR Babydoll Swing Tee ($22, originally $30) is effortless with a cute pair of shorts. When the chill sets in, a striped cardigan is an idyllic layer to have on hand while lace-up espadrilles, a leather-and-straw bag, and a chainlink necklace creates an elevated, fashion-girl effect.
POPSUGAR Printed Pull-On Shorts ($33, originally $44)
POPSUGAR Nautical Cardigan ($25, originally $50)
Another fresh alternative to a t-shirt and jeans is an eyelet top like this POPSUGAR Eyelet Tee ($33, originally $44) with true-blue denim. Bright block-heel sandals, a minimal bag, and a chainlink bracelet take this combo from simple to sophisticated.
POPSUGAR Straight-Leg Midrise Jeans ($25, originally $50)