May Neighborhood Festivals

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(festivals are subject to change)

Lincoln Park Wine FestLincoln Park Wine Fest

May 17–19, 2019

Jonquil Park, 1001 W. Wrightwood Ave.

Chicago, IL 60614

Friday: 6–10pm, Saturday: 12–9pm, Sunday: 12–4pm

$50-75 per person for daily wine tasting pass

Fifth annual tasting event in the Lincoln Park/DePaul neighborhood celebrates fermented grapes with more than 80 varietals at ticketed tastings. Plus food, artists, a deejay and food/wine pairings.


Bark in the ParkBark in the Park

May 18, 2019

The Stadium Green next to Soldier Field, 1410 Museum Campus Drive

Chicago, IL 60605


Admission: Adults $40, Children (3-12) $10, Dogs Free

All proceeds from “Bark and the Park” directly help save, rescue, and care for animals throughout the Chicago area.


Belmont-Sheffield Music FestBelmont-Sheffield Music Fest

May 25–26, 2019

Lakeview East, Sheffield Ave. from Belmont to Roscoe St.

Chicago, IL 60657


Free Admission, $5 suggested donation

The Belmont Sheffield Music Festival is one of the opening festivals to the season. Celebrating its 35th festival, with great music shows on two different stages.


Do Division Street FestDo Division Street Fest

May 31–June 2, 2019

West Town, Division btwn. Damen & Leavitt

Chicago, IL 60622

Friday: 5–10pm, Saturday & Sunday: 12–10pm

Free Admission, $10 suggested donation

Do Division Street Fest features two live music stages, a wide variety of local vendors and food, beer, wine, and spirits. Do Division also has a Family Fun Fest area with family activities and stage, plus a DO Fashion with local designer runway shows and DJs.


Lincoln Park Greek FestLincoln Park Greek Fest

May 31–June 2, 2019

2701 N. Sheffield Ave.

Chicago, IL 60614

Friday: 5–11pm, Saturday: 12–11pm, Sunday: 12–10pm

Free Admission

Authentic Greek cuisine, music, dance performances, kids' activities and, of course, Hellenic pride are showcased at this lively 42nd annual happening outside of St. George Greek Orthodox Church.


Taste of Mexico in Little VillageTaste of Mexico in Little Village

May 31–June 2, 2019

2800-3100 W. 26th Street

Chicago, IL 60623

Friday: 3–10pm, Saturday & Sunday: 12–10pm

Free Admission

This fifth annual cultural happening on 26th Street in the heart of the Little Village neighborhood showcases the tasty foods of local restaurants.


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