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

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

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

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.…

Do Division Street Fest @ Division, between Damen & Leavitt

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

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

Windy City Hot Dog Fest @ Six Corners

Six Corner 4000 N Milwaukee Ave, Chicago, IL

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…

Lincoln Park Greek Fest @ St George Greek Orthodox Church

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

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

ChiTown Movies @ Pilsen Neighborhood

ChiTown Movies 2343 S. Throop St, Chicago, IL

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

Tuesdays on the Terrace @ Museum of Contemporary Art Chicago

Museum of Contemporary Art Chicago 220 E Chicago Ave, Chicago, IL

Tuesdays on the Terrace @ Museum of Contemporary Art Chicago, 220 E Chicago Ave., 5:30PM WHAT: Enjoy an evening of free music on the MCA’s Anne and John Kern Terrace Garden SO WHAT: This annual summer performance series, hosted by Al Carter-Bey from WDCB 90.9 FM  highlights artists from Chicago’s internationally renowned jazz community. With two sets of live music every night, food and beverages available for purchase, and area for you to spread out a picnic, this is a perfect way to spend your Tuesday nights this summer. Check out the lineup below and at their event page! June…

FREE

Summer Fireworks @ Navy Pier

Navy Pier 600 E. Grand Ave., Chicago, IL

Summer Fireworks @ Navy Pier, 600 E. Grand Avenue, 9:00pm - 9:10pm WHAT: Enjoy the spectacle of fireworks all summer long SO WHAT: Take a trip to Navy Pier and check out their dazzling display of fireworks!. Each show features dramatic and popular music soundtracks with some special occasion soundtracks sprinkled throughout the season. NOW WHAT: It's free!  Just make your way to Navy Pier, find a spot, and enjoy the show !

FREE

FIESTAS PATRONALES Puertorriqueñas 2022 @ Humboldt Park

Humboldt Park 2800 W. Division, Chicago, IL

FIESTAS PATRONALES Puertorriqueñas 2022 @ Humboldt Park, 2800 W. Division & Mozart, Friday 4:00pm - 10:00pm, Saturday & Sunday Noon - 10:00pm, All Ages WHAT: A Humboldt Park Tradition celebrating Puerto Rican culture SO WHAT: Experience a taste of Puerto Rican culture at this fantastic festival! You'll get try some delicious food, shop some incredible vendors, and enjoy a myriad of live entertainment! On Saturday you can also see the 44th Puerto Rican People's Parade which will flow right inot the Festival and Carnival grounds! Below is a quick schedule of the weekend but you can head over to their…

$75

Chicago Blues Festival @ Jay Pritzker Pavilion in Millennium Park

Millennium Park (Jay Pritzker Pavilion) 201 E. Randolph St., Chicago, IL

Chicago Blues Festival @ Various Locations, Jay Pritzker Pavilion in Millennium Park 201 E. Randolph St. (all weekend), 333 W Wacker Dr (Thursday & Friday), 5720 W Chicago Ave (Saturday)Noon – 9:00pm, All Ages WHAT: Celebrate the Chicago born Blues tradition! SO WHAT: The Chicago Blues Festival is back with three days of amazing Blues musicians at Jay Priztker Pavilion and the North/South Chase Promandes and various satellite offerings. The festivalputs a spotlight on the diverse nature of the Blues as it has influenced countless of genres like soul, R&B, gospel, rock, hip hop and more.. Check out this year’s…

FREE

Pier Dance @ Polk Bros Performance Lawn City Stage (Navy Pier)

Polk Bros Performance Lawn City Stage (Navy Pier) 600 E. Grand Avenue, Chicago, IL

Pier Dance @ Polk Bros Performance Lawn City Stage (Navy Pier), 600 E. Grand Avenue, 6:00pm - 7:30pm, All Ages WHAT: Learn to dance in a beautiful outdoor stage SO WHAT: Navy Pier will be giving guests a little help on the dance floor this year with a  series of free dance lessons on the Polk Bros Performance Lawn City Stage.  Each week a different style of dance will be taught by some incredible instructors. After the focused lessons, the floor will be opened to free dance. NOW WHAT: Head over to Navy Pier and show off some newly acquired…

FREE
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