Coachella may be the kick-off to festival season and the fashion that comes with it, but Chicagoans have no problem holding their own. The street style fashion that dominates Chicago is unique. A much appreciated Midwestern aesthetic of neutral tones, layers, and locally sourced poppy pieces.
The Chicago festival fashion scene is a direct reflection of the city’s diverse and fun style, as seen on some of the most stylish women in the city. From midriff-bearing tops to bright colors that pop—these are the 25 most stunning looks worth copying this festival season in Chicago. Find your favorite look and wear it to the next big festival in the city of Chicago, by checking out these looks below.
BadGirlWeirdGirl: This Chicago blogger shows the best way to style your look for colder festival days. Graphic tees’ and the classic cut off shorts paired with net hosiery and over-the-knee boots. A fabulous look for late spring/early fall festivals. Where to Wear It: Oktoberfest St. Alphonsus, Clark After Dark, Spring Awakening.
Debkeme: A bandeau top is the ultimate clothing sign of summer. The single piece of fabric allows the rest of the body to be drenched in sunlight, creating that perfect summer glow. Where to Wear It: Northalsted Market Days, Taste of Randolph, World Music Festival.
Izzecopes: The white pants stripped top, matching wedge sandals, and circle bag makes this look perfect for any festive occasion. However, the mastering the featured half-tuck is what will really make you stand out. Where to Wear It: DO Division, Taste of Polina, Old Town Art Festival.
Ifyouseekstyle: While you may not be legally allowed to walk around naked, in the warmer summer months, wearing nude colors to help keep you cool may also be a pretty formidable option. Find inspiration in this all-beige ensemble by this local fashion and thrift blogger. Where to Wear It: Chicago Jazz Festival, Chicago Gourmet, Pilsen Food Truck Social.
Melawears: A dress? Yasss! After a long winter, you deserve to show some un-nylon clinched leg and rock your favorite dress this summer. Floral printed, mini, maxi, or somewhere in the middle, be the dame in a dress. Where to Wear It: Chicago Zine Fest, Festa Italiana, Old Town Fest.
Djkingmarie: One of the city’s most recognized DJs rocks a two-piece look that is very much inspired by the 99’s and 2000’s. A modern take on a culturally classic silhouette that reminds you of the good ol’ days. *Now queuing your favorite summer jam.* Where to Wear It: Chosen Few DJs Picnic & Music Festival, West Fest,
Autumninchicago: The madam, of the local Hyde Park clothing boutique Sir & Madam, slays in a fringe green jumpsuit. Don’t be envious, get even and find a similar look that you can turn heads in as well. Where to Wear It: Silver Room Block Party, Taste of Chicago, Chicago Blues Festival.
Clarkandstone: There is always a season and a reason to wear a hoodie, especially in Chicago. The blogger behind Clark and Stone shows us how to rock a look of layers. The perfect look for all-day play. Where to Wear It: African/Caribbean International Festival of Life, Roscoe Village Burger Fest, Tour de Fat.
Finding_ijeoma: The local artist love and appreciation for texture and materials comes through in her personal style. This festival-ready look combines some of this year’s hottest spring colors with a bit of a vintage twist. Where to Wear It: Silver Room Block Party, Lollapalooza, Retro on Roscoe.
Deunivory: Whether dressed up or down, denim has continued to dominate season after season, as seen on this local influencer who embraces the denim daze in a perfect denim jumpsuit. Where to Wear It: Chosen Few DJs Picnic & Music Festival, Air and Water Show, Bantu Festival.
Misstylecoach: You can never look bad in plaid. This IGer shows the casually cool way to wear the timeless print. Where to Wear It: Pilsen Festival, Wicker Park Fest,Grant Park Music Festival.
Alialistone: Sandals, shorts, and a striped shirt are the go-to essentials for any Chicago girl pursuing the festival scene. All that’s missing is a sangria in hand and your toes in the North Beach sand. Where to Wear It: Great American Lobster Fest, Lincoln Square Greek Fest, Taste of River North.
Hai_ey: Ditch the indigo dyed overalls this season by opting for a hue other than blue. This local artist brings a certain eccentric vibe to the look with loafers, a novelty bralette, and 80’s inspired eyewear. Where to Wear It: Hyde Park Brew Fest, Puerto Rican Festival of the Arts, Pitchfork Music Festival.
Sunny_jana: Your festival fashion just got a little darker. Ditch the frilly floral for an all-black look that is every bit of badass as it is fashion-forward. Where to Wear It: Low Rider Festival, World Music Festival, Columbian Fest.
Chicityfashion: Sturt the festival sheets in your favorite dress and feel no shame this summer. Dress it up or dress it down as this fashion blogger does with your favorite kicks and a crossbody bag. Where to Wear It: Lincoln Park Greek Fest, Ribfest, Old Town Fest.
Denisemarieko: Wear floral differently with a look inspired by this curvy-fashion blogger. Rock a two-piece pants piece with your favorite floral print that is every bit sultry as it is sophisticated. Where to Wear It: Ginza Fest, Retro on Roscoe, Thai Food Festival.
Miaghogho: Letting our shirts do the talking is nothing new. Make a statement in your favorite graphic tee or top this festival season as inspired by this local model/blogger. Say what you want without saying anything at all. Where to Wear It: African/Caribbean International Festival of Life, Taste of Mexico, Reggae Fest.
Mksportsanista: The jumpsuit is always a safe bet for all-day festival play in Chicago. Find a style that not only flatters you but one that you can wear for more than one occasion. The ways to wear a style like this are endless. Where to Wear It: Windy City Ribfest in Uptown, Grant Park Music Festival,
Milknhonee: This blogger gives us easy, breezy, summertime Chi-ready style with a simple white dress and Panama hat. Can you say fabulous in 15 minutes or less? You can in this dress! Where to Wear It: Chicago Gospel Music Festival, Rhythm World, Millenium Art Fest.
Campaintarey: The bolder the festival fashion, the better. To create a one-of-a-kind look, you must be untraditional. Breakthrough your comfort zone with style inspiration that is truly flawless as it is lawless. Where to Wear It: Rudio Fest, Spring Awakening, Jeff Fest.
Fashionlingual: The best type of festival fashion is the type that can be worn from day to night. After all, who wants to go home just to change clothes? Transition your festival look with a duster as seen in this denim on denim ensemble. Where to Wear It: Six Corners BBQ Festival, Oakley Festa Pasta Vino, Hyde Park Jazz Festival.
Jesskeys_: Slinky tanks and cut off shorts are made for festival season in Chicago. This fashion blogger shows us how to rock a casual look from day to dawn with black flat sandals and small handbags to match. Where to Wear It: Country Lake Shake, Mamby on the Beach, Square Roots Festival.
Drunkonshoes: Go for a 70’s inspired vibe like the one seen here on the local fashion and lifestyle blogger. Pair your favorite oversized stripe shirt with a light pair of denim shorts, ankle boots, and accessories that are very groovy, baby. Where to Wear It: Glenwood Avenue Arts Festival, Taste of Lincoln Avenue, Logan Square Arts Fest.
Beautyfulvintage: The vintage boutique owner shows us that a tunic, both bold in print and bright in color, is always a good idea. The easy to style always look for versatility from head to toe. Check out more looks from retro connoisseur who specializes in curvy girl sizing as well. Where to Wear It: Festival Cubano, Sangria Festival, Wells Street Art Fest.
Blakevond: The Chicago fashion blogger is the definition of Sport + Spice in this look. One to definitely worth copying from festival hoping to rooftop bottle popping without missing a beat. Where to Wear It: Chicago Jazz Festival, Taste of Randolph, Sheffield Music Festival & Garden Walk.
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