Celebrity Inspired Summer Date Night Outfits

Summertime in Chicago is by far one of the best times to frolic in the city; nature’s reward to us for enduring those grueling winter months. Though there are a millioneleven activities going on, those of you coupled up and what not  might be stumped on what to do for date night or perhapssss looking to impress your tinder/bumble/match/hinge prospect with a fantastic night on the town. Once you’ve settled on what to do, the dilemma of what to wear now begins.  Allow us to be your date night in Chicago concierge. 
We’re updating our celebrity inspired date night outfit post from last year with some new items, season specific outfit ideas and date suggestions. Whether you are headed to a gala like Junior Council’s Summer soirée August 11 for date night, gallery hopping in Pilsen for Second Fridays, rooftop dinner, attending the Van Andel Institute Design on a Cure Cocktail Fundraiser or put put fun at Maggie Daley Park, we’ve got some great celebrity inspired attires to stunt on ’em and keep your partner’s eyes on you only.


Junior League Summer Soirée

freida pinto date night outfit inspo gala high brow event
Frieda Pinto Johanna Ortiz Magdalena ruffled dress

johanna Ortiz Magdalena ruffled dress
You can rock this Johanna Ortiz Magdalena ruffled dress | Buy Here

tand j designs blue dressFor similar style but for less try this T&J designs dress | Buy Here


Pilsen Second Fridays
Beyonce Jay Z Date Night


Kule Classic | Buy Here

VMT Careyes Darius crochet-trimmed shorts
VMT Careyes Darius crochet-trimmed shorts | Buy Here

self portrait pippa middleton_James middleton_date night outfit inspo

Pippa Middleton (L) in Self Portrait Floral-vine lace midi dress (Buy Here) with brother James
D45A660D-3A95-4DB1-A2B7-FED47BD26108Camila Cabello in Lana Jewelry “Small mirage waves hoops” | Buy Here
SELF-PORTRAIT Open-back floral fil coupé midi dress
SELF-PORTRAIT Open-back coupé midi dress | Buy Here

rihanna_Christian Dior Resort Runway-young-fashion-designers-paris-june-16-2017-date night outfit inspo_Bertrand Rindoff Petroff:Getty Images

PASADENA, CA - FEBRUARY 11: Actress Gabourey Sidibe attends the 48th NAACP Image Awards at Pasadena Civic Auditorium on February 11, 2017 in Pasadena, California. (Photo by Jason LaVeris/FilmMagic)

nicky hilton summer prep chic blazer jeansJoanne Froggatt_jumpsuit gold front tie date night


jlo paris datenight look

images via: Dailymail

Bolaji Sosan
Bolaji Sosan

pronounced: Boh-la-jee, like the Bellagio but w/o the O. SLC Founder and Editor, loves to write about topics at the intersection of career and lifestyle for today's young professional and future leaders.

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