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Chicago Weekend Guide! Things to Do in Chicago This Weekend June 14-16

Chicago Weekend Guide! Things to Do in Chicago This Weekend June 14-16

  • Best events in Chicago this weekend March 22-24

The weekend is upon us and many of you are looking for a good time or at the least somewhere to go and have fun, maybe meet new people or cultivate a new hobby? Keep scrolling as we’ve curated a nice varied selection of things to do from events taking place in and around Chicago this special Memorial Day Weekend. You can have a basic weekend in Chicago or a great one when you tap in to our Chicago Weekend Guide.

FRIDAY

WHAT:: LYRICAL LEMONADE SUMMER SMASH FESTIVAL 2024
WHERE:: Seatgeek Stadium Bridgeview | 1410 Special Olympics Drive 60605
WHEN:: June 14-16
WHY:: 3 incredible stages: 2 stages outside the stadium on padded turf fields and a stage inside the stadium. Acts includes: Playboi Carti, Big Sean, Cactus Jack Travis Scott, Flo Milli, Chief Keef, Denzel Curry, Lil Yachty, Mick Jenkins and more.  Enjoy premium food, bars, vendors, and art installations throughout.
COST:: Starting at $175.  Click here for more info

WHAT:: TASTE OF RANDOLPH
WHERE:: 900 W. Randolph Street 
WHEN:: June 14-16
WHY:: Commemorating the iconic street festival’s 26th Anniversary, Star Events and WLCO will bring together the biggest and brightest names in Chicago dining, featuring over 16 restaurants exemplary for delectable menus and irresistibly unique flavors. The nation’s hottest up-and-coming bands and musicians and the biggest names in Chicago house music, performing on two stages and a DJ stage to entertain guests. At the same time, they embark on the culinary adventure of the Summer.
COST:: $10 suggested donation | Single Day VIP $50 per person | 3-Day VIP Pass $100 per person Click here for more info

 

WHAT:: JACK DANIELS ART-BEATS-LYRICS
WHERE:: Radius Chicago
WHEN:: June 14
WHY:: Celebrating it’s 20th year on the road, this traveling urban art and music exhibition supports visionary artists and musicians who share our values of authenticity, creativity, and individuality. these uniquely curated showcases blur the line between artist and audience, and have had featured performances from the likes of Kendrick Lamar, Rapsody, Mannie Fresh, Scarface, and Bun B. The Chicago stop will feature performance by Lupe Fiasco and DJ Set by Deon Cole. 
COST:: $RSVP  Click here for more info

WHAT:: ARTHUR JAFA: WORKS FROM THE MCA COLLECTION
WHERE:: Museum of Contemporary Art Chicago Sylvia Neil and Daniel Fischel Galleries | 200 E. Chicago Avenue 60611
WHEN::  through March 2025 
WHY:: Across three decades, artist and filmmaker Arthur Jafa has developed a singularly dynamic practice comprising films and videos, photographs, and sculptures. Through his multidisciplinary work, Jafa seeks to encompass what he describes as “the full complexity, specificity, beauty, and potentiality of what Black folks have made and continue to make out of the bleak existential circumstance we’ve attended to over the past several hundred years.” Utilizing found imagery, music, and artistic techniques such as montage and collage, he has constructed an extensive assemblage of Black expression, layered and arranged in ways that reveal the diverse and complex realities of Black being. Lead support is provided by the Harris Family Foundation in memory of Bette and Neison Harris, the Zell Family Foundation, and Cari and Michael Sacks. Major support is provided by R. H. Defares and Agnes Gund. Generous support is provided by D. Elizabeth Price and Lou Yecies.
COST:: Museum admission $19+ Click here for more info

 

WHAT:: FLYOVER CHICAGO
WHERE:: Navy Pier | 600 E Grand Avenue Chicago 60611 
WHEN:: through May
WHY:: Experience Chicago from a whole new perspective at Flyover. Follow your sense of adventure to Navy Pier and rediscover the feeling of absolute awe. Our exhilarating immersive journey connects you with Chicago like never before. Soar over iconic locations, dive into authentic stories and lose yourself to an adventure unlike any other.
COST:: $24.95 (Adult); $14.95(13 and under); $19.95 (military) Click here for more info

WHAT:: WEEKEND AT THE SISKEL FILM CENTER
WHERE:: Gene Siskel Film Center | 164 N. State Street
WHEN:: June 14-16
WHY:: The weekend’s lineup of films at the Siskel Film Center includes: “The Hill,”  “National Theatre Live: NYE,” “Robot Dreams,” “Banel & Adama” and “Beijing Watermelon.”
COST:: Varies Click here for more info

WHAT:: RENT THE RUNWAY SAMPLE SALE
WHERE:: Shops at Northbridge  | 520 N Michigan Avenue 60611 
WHEN::  through June 23
WHY:: Attention Chicago! Discover pre-loved designer clothes, handbags, and more at up to 90% off original retail prices at Rent The Runway’s Chicago Sample Sale.
COST:: $FREE admission pay for purchase Click here for more info

WHAT:: AFROLITUATION CHICAGO – JUNETEENTH EDITION
WHERE:: Never Have I Ever | 2247 N Lincoln AveNUE 60614 
WHEN:: June 14
WHY:: Afrolituation, Billboard’s no 1 Afrobeats party in America, is bringing amazing vibes to Chicago in partnership with Discovergidi and Beyond College And. This will be the official kick off for Juneteenth weekend!! This is African experience party that celebrates Africa through its music, fashion and food. Come and celebrate culture with great people & awesome vibes!.
COST:: $30 Click here for more info

 

WHAT:: DONNY OSMOND LIVE
WHERE:: Chicago Theatre | 520 N Michigan Avenue 60611 
WHEN:: June 14
WHY:: Donny Osmond will bring his Direct From Vegas tour to The Chicago. Donny Osmond has become a worldwide music legend. He has sold over 100 million records, received 33 gold records and has performed to millions of fans around the globe during his illustrious six-decade long music career and shows no signs of stopping.
COST:: $Varies Click here for more info

 

WHAT:: JOFFREY BALLET MIDSUMMER CELEBRATION GALA
WHERE:: City Hall Events | 838 W. Kinzie
WHEN:: June 14 | 7pm
WHY:: Celebrate with the Joffrey on Friday, June 14, for an evening unlike any you have experienced before. Dance with Company Artists under the canopy of night, where the mysteries of midsummer unfold. Laced with an aura of mystique and revelry, lines between the real and the imagined are blurred, leaving you to wonder, was it all a dream?
COST:: $1Varies Click here for more info

WHAT:: BLACK YACHT WEEKEND
WHERE:: The Playpen
WHEN:: June 14-16
WHY::Black Yacht Weekend, an annual summer event for boaters to come together and enjoy a fun weekend in the Playpen.
COST:: $Varies  Click here for more info

 

SATURDAY

WHAT:: JUNETEENTH VILLAGE FEST
WHERE:: Douglass Park |
WHEN:: June 15 | 12pm – 4pm
WHY:: Celebrate the Juneteenth holiday with CRS at this year’s Juneteenth Village Fest hosted by It Takes A Village Family of Schools! Join us for the third annual Juneteenth Village Fest, a celebration marking the end of slavery in the United States and honoring the rich cultural heritage of Chicago. This FREE, family-oriented festival will offer attendees a day filled with live performances, rides, games, and delicious food. 
COST:: $FREE | Pit Seats close to performance stage $50 Click here for more info

 

WHAT:: CHI SOUL FEST
WHERE:: Navy Pier | 600 E. Grand Avenue 
WHEN::  June 15-16| 7:30pm
WHY::Navy Pier’s Chi-Soul Fest two-day music festival is back for its annual Pier-wide celebration of Chicago’s soul music legends, traditions, and comedy!
COST:: $Varies. Click here for more info 

 

WHAT:: CRAFT BREWS AT LINCOLN PARK ZOO
WHERE:: Lincoln Park Zoo | 288 Orland Square Dr, Orland Park, 60462, United States
WHEN:: June 15 | 6-10pm
WHY:: 21+ Event. Get ready to savor the flavor of more than 100 craft beers and ciders! Join us for the zoo’s annual Craft Brews event, hosted by Lincoln Park Zoo and Lou Dog Events!
COST:: $65 GA | $80 Early Entry Click here for more info

WHAT:: BRONZEVILLE 2024 JUNETEENTH CELEBRATION
WHERE:: 35th and Dr. Martin Luther King Drive
WHEN:: June 15 | 11am – 5pm
WHY:: Bronzeville’s 2024 Juneteenth Celebration: We are thrilled to extend an invitation to you to attend the 4th Annual Juneteenth Celebration, “Unity Rising: Celebrating Freedom, Heritage, and Community Empowerment” event. With over 400 attendees expected to check out Local historians, keynote speakers including Alderman Lamont Robinson, Public Pioneer Ms. Delmarie Cobb, Bronzeville Historian Myiti Sengstacke – Rice and performing artists from the Chicagoland area, who willl come together to showcase their depictions, share stories, educate residents and entertain attendees.
COST:: Donation Click here for more info

WHAT:: LDRS1354 X CHIEF KEEF POP UP 
WHERE:: 1152 W. Madison 
WHEN:: June 13-16 |Time varies 
WHY::Sosa hasn’t performed in Chicago in 10+ years. He finally returns next week for Summer Smash/Lyrical Lemonade. Leaders1354 has been rocking with Chief Keef from the beginning, and is hosting the official Chief Keef Pop-up store with all of the official tour merch for the festival. The 4 day pop-up will feature a hosted bar and very special guests.
COST:: $FREE Admission | Pay for purchases Click here for more info

WHAT:: RIBFEST CHICAGO 2024
WHERE:: Lincoln Avenue between Irving Park Road and Berteau AvenuE
WHEN::  June 14-16 | 12-10pm 
WHY:: 3 days, 50,000 pounds of pork, 20+ food vendors, Live music all weekend; Come enjoy the sweet smells of BBQ filling the streets of Lincoln. Ribfest Chicago takes place every summer in the Northcenter neighborhood! Celebrating 24 years of BBQ, Ribfest Chicago continues to be Chicago’s most anticipated food festival
COST:: $10 Suggested Donation. Click here for more info

WHAT:: SOUTH ASIA INSTITUTE SUMMER CELEBRATION & FUNDRAISER
WHERE:: South Asia Institute | 1925 South Michigan Avenue 60616
WHEN:: Open June 1 through March 2025 
WHY:: Come celebrate 5 years of South Asia Institute at our Summer Celebration and Fundraiser event. Highlights include entertainment by legendary NYC Basement Bhangra DJ Rekha, Stand up Comedy by Sonal Aggarwal. Moth Story Hour Winner Jitesh Jaggi will Emcee the festivities.
COST:: $150 Click here for more info

See Also

 

WHAT:: GOLD COAST ART FAIR
WHERE:: S Lake Shore Dr & E Monroe St Chicago
WHEN:: June 15-16 | 10am-5pm
WHY:: Join us in celebrating 66 years of a Chicago tradition, the Gold Coast Art Fair in Chicago. Start your friends or family day fueling up with breakfast near the park, then get your steps in while browsing thousands of art pieces from 250 artists. Take a break at one of our 3 oases with tasty treats, live music and cold beer.
COST:: $FREE  Click here for more info

WHAT:: KENNY CHESNEY: SUN GOES DOWN TOUR
WHERE:: Soldier Field | 1410 Special Olympics 60605 
WHEN:: June 15 | 5pm
WHY:: Kenny Chesney is bringing the Sun Goes Down 2024 Tour, presented by Blue Chair Bay with Zac Brown Band and special guests Megan Moroney and Uncle Kracker to Chicago.
COST:: $Varies Click here for more info

 

SUNDAY

WHAT::  SUNDAY’S ON STATE
WHERE:: State Street Chicago
WHEN:: June 16 | 10am-9pm
WHY:: The Chicago Loop Alliance’s internationally acclaimed event series returns. transforms Chicago’s most iconic street, State Street, when it closes to vehicular traffic from Lake to Adams on select dates each summer. Neighbors from every Chicago community and beyond unite for a free, interactive block party, while safely enjoying art, culture, active recreation, food, drinks, shopping, and local attractions in the heart of everyone’s neighborhood – the Loop.
COST:: $FREE RSVP. Click here for more info

WHAT:: DISCOVER GIDI BLACKNIFICENT YACHT PARTY
WHERE::  Anita Dee Yacht Charters | 2000 N Breakwater S
WHEN:: June 16 | Boarding begins 12pm
WHY:: Sail with us as we coast the Chicago Lakes, marveling at the stunning skyline while vibing to the latest Hip-Hop, Afro beats, and R&B. We’ve teamed up with Chicago’s finest to curate the ultimate Juneteenth.
COST:: $65+; Click here for more info

WHAT:: BEATLES BRUNCH WITH PHIL AGNOTTI & FRIENDS
WHERE::  City Winery Chicago | 1200 West Randolph Street
WHEN:: June 16
WHY:: Join Phil Angotti and Friends for a celebration of the music of the Beatles with some of Chicago’s most sought-after musicians. This Sunday Brunch series will feature a different theme for each show. This month’s theme will be: Beatles ‘65 album plus McCartney Birthday Tribute.
COST:: $18+; Click here for more info

WHAT::  BREAKFAST WITH INA & FRIENDS
WHERE:: University Club of Chicago | 4312 W. Fullerton 
WHEN:: June 16 | 9am-11am
WHY:: Join Ina Pinkney as she holds court with fellow chefs Carrie Nahabedian, Sarah Stegner and Gale Gand for a very special brunch focused on the women who were at the center of Chicago’s rising restaurant scene, going back to the 1980s! Ina will share her story (if you’ve never heard Ina speak, well – you must), and she’ll facilitate a lively conversation with Carrie, Sarah and Gale about their experiences as women at the forefront of our food scene. You’ll feast on Ina’s own Pasta Frittata, bacon or sausage, breakfast pastries and more.
COST:: $50 per person. Click here for more info

 

WHAT::  JOFFREY BALLET FREE FOR ALL
WHERE:: Millennium Park Chicago
WHEN:: June 16 | 5:30pm
WHY:: Join us for the return of the Joffrey for All free performance, celebrating the vibrant spirit of our city with a gift to all Chicagoans. Situated in Millennium Park, experience a series of fan favorites from all three pillars of our organization, featuring Company Artists, Academy, and Community Engagement students. Truly embodying Joffrey for All, we are ecstatic to revive this meaningful performance for a second time.
COST:: $FREE  Click here for more info

Featured image credit: Ozzie Stern via Unsplash

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