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75th Annual 57th Street Art Fair @ 57th & Hyde Park

57th Street Art Fair 57th Dr. & Hyde Park, Chicago

WHAT: The 75th anniversary of the 57th Street Art Fair, the Midwest’s oldest juried art fair SO WHAT: The 57th Street Art Fair is back with and in-person celebration featuring nearly 200 artists displaying and selling their incredible works of art ion a variety of styles and media. Perfect for art lovers, the art fair features artists from around the country and an opportunity to speak with them about their proscess and more!. There will also be live music presented by Buddy Guy’s Legends and a Food Court presented by the Ray School PTA. NOW WHAT: Admission is free! Get…

FREE
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Maifest 2022 @ Lincoln Square

Lincoln Square Lincoln Avenue between Montrose and Wilson, IL

Maifest 2022 @ Lincoln Square,  4700 N. Lincoln Avenue , Various times, All Ages WHAT: Think Oktoberfest, but in May(well, June but close enough) SO WHAT:  Mayfest (Maifest in German) is the traditional German celebration of the arrival of spring. Maifest is still celebrated throughout Germany with the maypole (maibaum) decorated to show off the history and crafts of the local village or town. Maifest Chicago benefits a number of German organizations including the DANK HAUS, The Rheinischer Verein, St. Hubertus Jagd Club,the American Aid Society, the Donauschwaben Youth Group,Edelweiss Trachten Verein, D’Lustigen Holzhacker Buam, Egerlander Dance Group, and others.…

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Do Division Street Fest @ Division, between Damen & Leavitt

Do Division Street Fest 2000-2200 W Division St., Chicago

Do Division Street Fest & Sidewalk Sale @ Division, between Damen & Leavitt; Friday 5:00pm -10:00pm, Saturday & Sunday Noon – 10:00pm, All Ages WHAT: Local vendors and restaurants between two amazing stages full of music. SO WHAT: The Do Division Street Fest is back again, taking over Division Street from Damen to Leavitt. The wonderful festival features two live music stages, a family stage, and a wide variety of local vendors and food! Empty Bottle Presents and Subterranean have curated the stages, which will include performances from NNAMDÏ, Cadence Weapon, Tune-Yards, Torres, Minor Moon, Spun Out, Oso Oso, Ric Wilson,…

$10
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Windy City Hot Dog Fest @ Six Corners

Six Corner 4000 N Milwaukee Ave, Chicago

Windy City Hot Dog Fest @ Six Corners, 4000 N Milwaukee Ave, Noon - 10:00pm, All Ages WHAT: Hot dogs, need we say more? SO WHAT: Some of Chicagoland’s favorite hot dog spots will compete for who has the best dog at the inaugural Windy City Hot Dog Fest! You'll get the chance to try some delicious hot dogs and enjoys some fun jams from some great local and regional acts! There will also be kids’ area, arts & crafts vendors and a top dog parade on Sunday. NOW WHAT: Just head over, bring some cash for some dogs, and…

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Lincoln Park Greek Fest @ St George Greek Orthodox Church

St. George Greek Orthodox Church 2701 N. Sheffield Ave., Chicago

Lincoln Park Greek Fest @ St George Greek Orthodox Church, 2701 N. Sheffield Ave, Friday 5:00pm – 11:00pm, Saturday Noon – 11:00pm, Sunday Noon – 10:00pm, All Ages WHAT: Take a trip to Lincoln Park as it throws its Greek Fest! SO WHAT: St. George Greek Orthodox Church in Lincoln Park, established in 1923 by Greek immigrants, is throwing a fun Greek festival! This fantastic fest will allow you to celebrate Greek traditions with authentic food, great modern and traditional Greek music, a beautiful craft fair, and dancing performances from some incredible dance troupes! NOW WHAT: There is a suggested…

$10

PorchFest Lakeview @ Between Grace to Wolfram and Ravenswood to Racine

PorchFest Lakeview IL

PorchFest Lakeview @ Between Grace to Wolfram and Ravenswood to Racine, Various Locations, 1:00pm – 5:00pm, All ages WHAT: Some fun music out on the porch SO WHAT: PorchFest Lakeview is a community-building festival featuring local musicians performing on front porches across 15 front porches throughout the afternoon! Lakeview residents volunteer their porches to host the concerts by local musicians throughout the afternoon. Head over to their event page for a full lineup of artists participating in the fest! NOW WHAT: Register on Eventbrite to receive an event map with porch locations and showtimes sent via email the day before…

$15 – $40
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ChiTown Movies @ Pilsen Neighborhood

ChiTown Movies 2343 S. Throop St, Chicago

ChiTown Movies @ Pilsen Neighborhood, 2343 S. Throop St, Various Times, All Ages WHAT: An old school experience for the modern age SO WHAT: Take a trip back in time and head out to a drive-in movie with ChiTown Movies. Ever since the pandemic started and shut down traditional movie screening, a few pop up drive-ins have arrived and ChiTown Movies has persevered, offering up modern movies in this retro setting. Check out their lineup below for showings this weekchi! 6/1 Black Panther - 8:45pm 6/2 Ferris Bueller's Day Off - 8:45pm 6/3 Encanto - 8:45pm 6/3 Friday the 13th…

$33
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