As June unfolds, Chicago is set to embrace the warmth of summer with an array of exciting festivals and events that promise fun for all ages.
Among the standout events is the renowned Chicago Blues Festival, which takes place in Millennium Park and at the Ramova Theatre.
Dubbed the largest free blues festival in the world, this music lovers’ paradise will feature dozens of performances and hundreds of artists, with noted headliner Mavis Staples gracing the stage.
Beyond the blues, the city will also cater to foodies, families, and art enthusiasts with various local neighborhood sales, cultural festivals, and art fairs coming to life around Chicago.
Families can enjoy kite-flying activities at Rainbow Beach Park and tap into live music at Harper Court while strolling through the West Loop for a delightful wine walk over the weekend.
Here’s a comprehensive look at some of the must-see activities and happenings around Chicago this weekend:
**All Weekend Events:**
**Chicago Blues Festival**
Taking place from 4 p.m. to 11 p.m. on Thursday and continuing at various times from Friday to Sunday, this iconic festival showcases blues music in its purest form, once again capturing the heart of the city.
The four-day extravaganza kicks off at the Ramova Theatre in Bridgeport and includes a lineup filled with talented blues artists ready to deliver soulful performances throughout the city.
More information on the schedule and lineup can be found through the festival’s official channels.
**Lincoln Square Summer Greek Fest**
The Lincoln Square Summer Greek Fest promises to be a delightful cultural experience this weekend, running from 4 p.m. to 10 p.m. on Friday, 3 p.m. to midnight on Saturday, and noon to midnight on Sunday.
Set at 2727 W. Winona St., festival-goers can indulge in live music, dance performances, and an array of authentic Greek cuisine, along with family-friendly activities.
**Ribfest Chicago**
Meat lovers will rejoice at Ribfest Chicago, taking place from 5 p.m. to 10 p.m. on Friday and continuing through the weekend.
The festival will be held on Lincoln Avenue between Irving Park Road and Berteau Avenue and feature more than 20 food vendors offering a variety of barbecue delights alongside whiskey tastings and live music.
**Lincoln Park Greek Fest**
The St. George Greek Orthodox Church transforms into a haven of Greek culture from 5 p.m. to 11 p.m. on Friday until Sunday evening.
With a suggested donation of $10 upon entry, attendees can enjoy Greek food, music, folk dancing, and more.
**Gold Coast Art Fair**
Running from 10 a.m. to 5 p.m. on Saturday and Sunday, the Gold Coast Art Fair in Grant Park is a celebration of creativity that features works from over 200 juried artists.
With an impressive assortment ranging from paintings and sculptures to jewelry and ceramics, this fair is sure to appeal to art enthusiasts.
The event also includes food options, live music, painting classes, and children’s activities, with tickets available for $15.
**57th Street Art Fair**
This annual showcase in Hyde Park features over 150 artists, opening its doors from 11 a.m. to 6 p.m. on Saturday and 10 a.m. to 5 p.m. on Sunday.
The 57th Street Art Fair invites everyone, whether seasoned collectors or newcomers, to browse artworks while enjoying live music and food truck offerings.
Entry is free and open to the public.
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**Thursday Events:**
**‘Power Through’ Poetry Event**
This event at the Poetry Foundation from 6 p.m. to 7:30 p.m. features readings by five Midwest-based authors, adding a literary flair to the weekend.
Poets Vi Khi Nao, Oliver Baez Bendorf, and local talents Imani Elizabeth Jackson, Nathanael Jones, and Ruben Quesada will share their poetic works.
This event is free and welcomes all poetry enthusiasts.
**Harper Court Summer Music Series**
Beginning at 6 p.m. and extending to 9 p.m., the Harper Court Summer Music Series invites folks from Hyde Park and beyond to enjoy live jazz from Grammy-nominated artist Isaiah Collier.
A DJ will kick off and wrap up the evening’s entertainment, making for a festive social event.
The outdoor concert is also free to attend with local shops and restaurants nearby for guests to explore.
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**Friday Events:**
**Alligator Robb At The Field Museum**
From 11 a.m. to 1 p.m. on Friday, wildlife expert Frank Robb — popularly known as Alligator Robb — will host a special session at the Field Museum.
Known for his work rescuing alligators, Robb will discuss his latest research in partnership with the University of Louisville, focusing on environmental health impacts.
This activity is included with general museum admission.
**West Loop Wine Walk**
A new culinary experience awaits at the West Loop Wine Walk, scheduled from 4 p.m. to 7 p.m.
Participants can take a leisurely stroll along Madison Street, enjoying wine tastings and small bites at 14 different stops while receiving commemorative wine glasses and discounts.
Advance registration is available at a cost of $55.
**Say Their Names Community Salon**
At Experimental Station from 6 p.m., this event emphasizes remembrance and storytelling in honor of Black Americans lost to police violence over the past decade.
Participants can expect food, artistic presentations, and an evening dedicated to reflection.
A suggested entry donation of $30 applies.
**The Belonging Bash: A Night of Art, Music & Community Impact**
This summer fundraiser at Outset Chicago from 6 p.m. to 9 p.m. celebrates and supports local youth programs, featuring live performances, an art auction, and more.
Guests are encouraged to dress in festive attire, incorporating green or gold colors, with tickets starting from $75.
**Meet IRL x Bosly’s: Doggie Speed Dating**
A unique gathering for dog-loving singles will occur at Bosly’s Backyard from 6:15 p.m. to 8:15 p.m., offering an evening of mingling with pets and potential partners.
Attendees can enjoy complimentary drinks along with goodies for their dogs while participating in speed dating.
Tickets are priced at $39.26.
**Palmer Night Fever Disco Prom**
Celebrating the first birthday of Palmer Bar Runs, this disco-themed prom night runs from 8 p.m. to 11 p.m. at Innjoy Logan Square.
With live music, drink specials, and free raffles, it also hosts a crowning ceremony for the prom king and queen.
Tickets are available for $19.72.
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**Saturday Events:**
**Edgewater Neighborhood Yard Sale**
From 9 a.m. to 5 p.m. on Saturday, the Edgewater neighborhood will transform into a shoppers’ paradise featuring over 200 yard and sidewalk sales.
This event allows residents and businesses to participate for a small fee, while proceeds will benefit Care for Real.
**Community Climbing Day At Steelworkers Park**
Those seeking adventure can attend a free rock climbing event from 10 a.m. to 1 p.m. organized by Chicago Adventure Therapy and the Chicago Park District.
No climbing experience is necessary, as all required equipment and instruction will be provided.
**Dinopalooza Dino Derby**
Kicking off the Summer of SUE, the Field Museum invites families to join Dinopalooza from 10 a.m. to 2 p.m. on Saturday.
The day will be filled with dinosaur-themed activities and features an inflatable dino costume race for a $1,000 cash prize, making it a must-visit for dinosaur fans.
**EcoFest**
Welles Park hosts EcoFest from 10 a.m. to 2 p.m., a free environmental festival featuring sustainability vendors, live performances, and educational activities.
Attendees are encouraged to engage with community initiatives while enjoying a fun-filled day.
**Thing-O-Rama**
At 1018 N. California Avenue, this Logan Square event from 10 a.m. to 4 p.m. invites art lovers to shop unique creations by local artisans.
This event is free to attend and will move to Sunday in case of inclement weather.
**Ravenswood Sidewalk Sale**
On Saturday, visitors can roam various locations along Montrose, Damen, Lawrence, and Ravenswood avenues for the annual Ravenswood Sidewalk Sale.
This event promotes local businesses and restaurants offering special deals and discounts through the bustling neighborhood.
**Radical Used Book Fair**
Book enthusiasts can enjoy browsing a wide selection of used books at the Radical Used Book Fair from 11 a.m. to 4 p.m. at Haymarket House.
Not only will guests find incredible reads, but they will also enjoy a live DJ and tasty treats, with a suggested donation of $5 for entry.
**Sox Crawl: Taste of the Sox**
A culinary adventure before the White Sox game will take place at Rate Field starting at 11:30 a.m., with food and beverage specials along with music and player signings.
Tickets for this pre-game event start at $44.04.
**Litty Litty Bang Bang: City Lit Book Fair**
Hopewell Brewing’s taproom will host a book fair from noon to 3 p.m. on Saturday, featuring curated summer reads paired with local bakery treats.
Attendees have the chance to donate a used book for a discount on new titles.
**Logan Art Mart**
As part of the new community market, local artists will showcase their work at Federales in Logan Square from noon to 3 p.m.
A variety of handmade goods will be available, accompanied by food and drink specials at the venue.
**Rainbow Beach Park Clean-Up**
Engage in community service on Saturday from 1 p.m. to 3 p.m. by helping clean up Rainbow Beach Park.
The park clean-up is organized to promote community pride and environmental responsibility.
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**Sunday Events:**
**Run For The Zoo**
Kick-start the day early at Lincoln Park Zoo with the 47th annual Run For The Zoo at 7:30 a.m. and 8:15 a.m.
Participants can enjoy various races while raising funds for wildlife conservation, with registration fees varying from $29.99 to $110.98.
**The Great Bake Walk**
From 10 a.m. to 1 p.m., this event allows locals to stroll through Lincoln Square and Ravenswood, visiting shops while sampling delicious treats from local bakeries.
Registration is available for $60.
**Kite Flying On The Beach**
Families can participate in a delightful kite-flying event from 11 a.m. to 2 p.m. at Rainbow Beach Park.
Children will have the opportunity to make their own kites, turning this beach experience into a memorable day of fun.
**Hard Core Cider Fest**
Ending the weekend on a flavorful note, the Hard Core Cider Fest will take place from 1 p.m. to 4 p.m. at R Public House.
With a selection of artisan ciders, live music, and local food offerings, this fest is worth registering for at $55.85.
In conclusion, Chicago’s summer calendar is packed with lively events suitable for a diverse range of interests and tastes.
Whether enjoying music, art, food, or cultural experiences, residents and visitors alike are sure to find something exciting to participate in.
Mark your calendar and experience the vibrancy of Chicago this weekend!
image source from：https://blockclubchicago.org/2025/06/05/28-things-to-do-in-chicago-this-weekend-art-fairs-sox-crawl-kite-making-and-so-many-street-fests/
