Memorial Day is only one week away, and whether you’re heading out of town, or doing a staycation in the Windy City, it’s time to go shopping! The warmer temperatures mean it’s dress season at last, and there are plenty of trendy new styles perfect for the season. To keep you fashionable without breaking the bank, we partnered with Ever Pretty to round up the top five styles you’ll need this summer. And since every dress deserves it’s day in the sun, we also have the best places for you to flaunt them.
Comfy and casual is the name of the game in summer, and nothing fits that bill quite like a maxi dress. Because you’re covering up your legs, we love the balance of an open back with this style. That, plus the bright colors, add a cheeky touch to this easy outfit choice.
Where to wear it: Your favorite rooftop! We are loving two newly opened hotel rooftops downtown. Noyane at the Conrad Chicago is right along the Magnificent Mile and features twists on Japanese cocktails from acclaimed chef Richard Sandoval. Apogee atop the dana hotel and spa features some of our favorite summer cocktails as well! And with a long dress, even if the night is windy, your dress won’t fly over your head.
Florals. For summer. Groundbreaking! This one is a no brainer, and probably something you already have in your closet. That doesn’t mean you don’t need a new floral number for this summer though! It’s super easy to throw on for a street festival, to pack in your work bag for a happy hour outfit change, or any number of fun events.
When warmer weather hits, the LBD is replaced by the LWD or, “Little White Dress.” It’s the perfect outfit to show off your new summer tan! We loved this option because the sleeves make it a transitional piece into fall (just add tights and boots), but the fabric is light enough to wear during the dog days of summer as well.
Where to wear it: Your best girls’ day out brunch! We recommend West Loop spots like Nellcote and Soho House, both of which put you in the perfect position to stop at the summertime-only spot Expat for an alcoholic slushi, push-pop or other fruity treat. Just don’t spill on your new dress!
The fit and flare style dress flatters most body types, and it makes mom happy to boot. This is perfect for days when you want to look sweet and not show too much skin. It’s pretty much your perfect Sunday dress for summer.
Where to wear it: To the slew of baby showers, afternoon weddings and other fancier shindigs you have this summer! Be the best dressed bridesmaid at classic Chicago spots like Atwood, Cafe Spiaggia and Siena Tavern’s River North patio.
Every that’s old is new again, so break out the polka dots and gingham and even the stripes this summer! Give your wardrobe a fun, vintage twist and you’ll get rave reviews.
Where to wear it: For weekends with family in the suburbs, or for the more hipster (read: trendy) neighborhoods of the city like Wicker Park. One new spot we are loving right now is the Cabana Club at the Robey hotel. You need to be a hotel guest to access their new rooftop pool area, but it’s well worth the price of admission.
Note: Dresses were provided by Ever Pretty, but all opinions and recommendations are editors’ own.