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Daily Email - Friday - 05/15/2026

Hellllllloooooo Chicago! Oh my goodness, you have no idea how long I’ve been waiting to do this. Well, actually, it’s only been 45 days since I started here at Do312. That’s right, move aside, Maria! Today it’s Sylvie’s turn to tear shit up. Am I allowed to curse in this? I guess we’ll see. A bit about me: I’m a double Gemini, my favorite food is a Jersey tomato in the summer, and I love the number 13.

Something else I love? A good street fair. This one sounds awesome…

It's go time for arts, eats, and good vibes Saturday and Sunday on Lincoln Avenue, from Roscoe to Melrose. Taste local faves, visit the festival bar, and chill at the live music stage at the free Lincoln Roscoe Art + Craft Fair while The JCC Kid Zone brings the canvas to the little ones. Enter now to win a $100 ArtFest Gift Card!*

JUST ANNOUNCED

FREE EVENTS

Chicago is expensive enough already. Luckily, there’s always something free happening, from neighborhood festivals and DJs to movie screenings. We rounded up the best free events happening around the city so you can make plans without checking your bank account first.

AMDUR ARTS PRESENTS:

DISCOVER LOCAL VENDORS AT LINCOLN ROSCOE ART + CRAFT FAIR

Whether you’re in the market for paintings, sculptures, fiber pieces, other décor, or jewelry, shop from 90+ artisans at the Lincoln Roscoe Art + Craft Fair this weekend. Enjoy live music, painting classes, personalized poems, interactive art, and, of course, delicious food and local brews. Plus, it’s free!*

SPECIAL SYLVIE PICKS

SAT 05.16 - ROCKY IN CONCERT at THE AUDITORIUM*

MON 05.18 - LUXURY WEDDING SHOWCASE in DOWNTOWN CHICAGO (FREE)*

FRI 05.22 - ADULTS NIGHT: OUT BLOCK PARTY at LINCOLN PARK ZOO (WIN)*

FRI 05.29 BELLE AND SEBASTIAN at THE SALT SHED (WIN)

THU 06.11 - MUMFORD & SONS at WRIGLEY FIELD

WED 11.04 - BLADE RUNNER LIVE at THE CHICAGO THEATRE (WIN)*

WARM LOVE COOL DREAMS AT THE SALT SHED

Photo: Courtney Barnett

I am happy to report that it is officially festival season and next weekend is going to prove it. Warm Love Cool Dreams Music Festival at The Salt Shed is the ultimate indie and alternative lovers festival. Personally, I’d go for Whitney alone, but with sets from The Jesus and Mary Chain, Courtney Barnett, Pixel Grip, and more, this fest is not to be missed.*

LOCALS ONLY

  • Black & K*nky Academy Weekend is a multi-day Black-led BIPOC Adult Kink & BDSM conference featuring over 40+ sessions of education, community, performance, play, and more from July 9th through 12th. Get tickets here!*

  • The Hyde Park Garden Fair is this weekend in Kimbark Plaza! If you’re looking for a perfect spring daytime activity, this is it. More info here!

  • Chicago offers a pretty wide array of Markets worth checking out, from your traditional farmers market to non-profit match-up markets. Peep our list!

  • The Bears have announced their 2026-27 schedule! Their first preseason game is on August 15th against the Browns. Cleveland, you’re going down! Check out the schedule.

WIN STUFF

🚨 LAST CHANCE:

🔥 TRENDING:

I hope you enjoyed my takeover! I know I did. I even more hope you take some of my recs and have a fabulous weekend. Talk soon (manifesting). XOXO,