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CHICAGO — It’s set to be a loud and action-packed weekend in Chicago with the return of the Air and Water Show. And if the high-flying festivities on the lakefront aren’t your thing, there are plenty of more laid-back events to attend. The Chicago Vintage Festival and Stay High Trinket Fest are on deck. So is the Glenwood Avenue Arts Fest, the Handmakers Pop-Up, the 19th Bronzeville Art District Trolley Tour, M.A.P. Your Health Chicago and the Taste of Africa 2025. You can also catch a play based on the hit movie “Waiting to Exhale” or enjoy a one-night concert in Pilsen. **Here are 26 things to do in Chicago this weekend:** ## All Weekend > View this post on Instagram > > A post shared by Glenwood Ave Arts District (@glenwoodaveartsdistrict) ### Glenwood Avenue Arts Fest 6-10 p.m. Friday, 11 a.m.-9 p.m. Saturday and 11 a.m.-7 p.m. Sunday 6900 N. Glenwood Ave. The Glenwood Avenue Arts Fest will return to Rogers Park with an immersive weekend of the arts. The fest includes over 100 artist booths, open studios hours at local galleries and plenty of live entertainment on outdoor stages. This event is free and open to the public. Learn more about the event here. The U.S. Air Force Thunderbirds perform during the Chicago Air and Water Show, as seen from Lake Michigan on Aug. 19, 2023. Credit: Colin Boyle/Block Club Chicago ### Chicago Air and Water Show 10:30 a.m.-3 p.m. Saturday-Sunday Along the lakefront from Fullerton Avenue to Oak Street Beach, with North Avenue Beach as the focal point The city will host its annual Chicago Air and Water Show this weekend on the lakefront. Attendees can expect aerial performances from the U.S. Air Force Thunderbirds, the U.S. Army Parachute Team Golden Knights and more. The event is free and open to the public. Learn more about the event here. The Navy Blue Angels fly during the Chicago Air and Water Show, as seen from Lake Michigan on Aug. 21, 2022. Credit: Colin Boyle/Block Club Chicago ### 2025 Air & Water Show Viewing Party 11 a.m.-4 p.m. Saturday-Sunday The Lakefront Green at Theater on the Lake, 2401 N. Lakeshore Drive Theater on the Lake will host the seventh annual Air and Water Show Viewing Party on its outdoor space. Ticket purchases include food from Smoque BBQ, an open bar, plenty of seating and on-site restrooms. All-inclusive adult tickets start at $129.89, and all-inclusive tickets for kids aged 6-12 start at $55.20 for both days. Children 5 and under can attend the event for free. Learn more about dates, the event and ticket prices for Saturday here and Sunday here. > View this post on Instagram > > A post shared by Chicago’s Vintage Festival (@chicagovintagefestival) ### Chicago Vintage Festival Noon-6 p.m. Saturday-Sunday Village Bucktown Dispensary, 1850 W. Webster Ave. Find your new favorite grail at the Chicago Vintage Festival this weekend in Bucktown. Enjoy a day of shopping at over 50 vintage vendors and find your next piece from the best curators in the city. The event is free and open to the public. Learn more about the event here. > View this post on Instagram > > A post shared by Yarde Noir (@yardenoir) ### When Boys Exhale 7-10 p.m. Friday, 2-5 p.m. and 7-10 p.m. Saturday Definition Theatre, 1160 E. 55th St. Based on the hit book and movie “Waiting to Exhale,” Cagebirds Productions unveils its tribute play, “When Boys Exhale.” In the play, Jonathan and Andre have been fans of the movie since they were kids, and now, as Black gay men, their appreciation for the film deepens when their adult lives slowly mirror the situations the women faced in the movie. General admission tickets start at $39.19. VIP tickets start at $55.20. There are also standing tickets at the bar starting at $28.18. Learn more about the play and event pricing here. ## Friday https://www.instagram.com/p/DMtnXhRO7Xt/?utm_source=ig_web_copy_link&igsh=MzRlODBiNWFlZA== ### Stay High Wear Trinket Fest Noon-6 p.m. Friday Village Bucktown Dispensary, 1850 W. Webster Ave. Join Stay High Wear for their last Trinket Fest for the summer. The fest will feature over 40 vendors selling Labubu accessories, blind boxes, original clothes and more. There will also be a photo booth, BBQ food truck and other food options for attendees. Admission to this event is free with an RSVP. Admission at the door day of the fest will be $5.00. Learn more about the event here and ticket pricing here. > View this post on Instagram > > A post shared by Jackson Junge Gallery (@jacksonjunge) ### “Cuckoo – I’m Not Crazy You Are” Opening Reception 6-9 p.m. Friday Jackson Junge Gallery, 1389 N. Milwaukee Ave. Join Jackson Junge Gallery at the unveiling of their newest solo exhibition from Laura Lee Junge. The exhibition offers a glimpse into the vulnerable parts of Junge and her artistic practice. Admission to the event is free. Learn more about the event here. > View this post on Instagram > > A post shared by Faye Edwards (@faieafrikanart) ### 19th Bronzeville Art District Trolley Tour 2025 6-9 p.m. Friday Gallery Guichard, 436 E. 47th St. Gallery Guichard will host its 19th Bronzeville Art District Trolley Tour on Friday. Hop on a double-decker bus and enjoy a day of visiting art galleries, studios and cultural centers featuring works from citywide, national and international artists. The event is free and open to the public. Learn more about the event here. ## Saturday > View this post on Instagram > > A post shared by Miyagi Records (@miyagirecordshop) ### Summer Brunch Saturdays at Miyagi Records 10 a.m.-3 p.m. Saturday Miyagi Records, 307 E. Garfield Blvd. Enjoy Miyagi Records’ second edition of Summer Brunch Saturdays with Korean eatery Haru Haru. This new series at the record store brings together the store’s favorite local food pop-ups, coffee and more. General admission is free and is on a first-come, first-served basis. Learn more about the event and restaurant here. > View this post on Instagram > > A post shared by Orange Biomed (@orangebiomed) ### M.A.P. Your Health Chicago 10 a.m.-3 p.m. Saturday Humboldt Park Health Wellness Center, 2933 W. Division St. Orange Biomed will lead a free community health fair alongside Humboldt Park Health, Howard Brown Health, Chicago Urban League, Illinois Public Health Institute and other health organizations in the city. The event will offer discussions on obesity, diabetes and healthcare access as well as interactive activities and free passes to Humboldt Park Health’s new wellness center. This event is free and open to the public. Learn more about the event here. > View this post on Instagram > > A post shared by Kelsie Satori (@kelsiesatori) ### Drop The Needle: Vinyl Crawl Vol. 1 11 a.m.-3 p.m. Saturday Miyagi Records, 307 E. Garfield Blvd. Love vinyl collecting? Enjoy a day of exploring Chicago’s best record stores to crate dig and connect with fellow music lovers. Attendees can also expect a complimentary lunch, 10 percent off at each record shop and transportation on the vinyl crawl party bus included in their ticket purchases. General admission tickets start at $64.80. Learn more about the event, participating record stores and ticket pricing here. Nonnina’s patio area. Credit: Provided ### Nonnina Dog Dayz Summer Paw-ty Noon-4 p.m. Saturday Nonnina, 340 N. Clark St. Downtown restaurant Nonnina will host a dog-friendly patio party with custom Nonnina swag for dogs, puppy pools for the heat and a DJ set by The Big Lou. There will also be $6 prosecco drinks for dog parents. Admission to this event is free. Learn more about the event here. > View this post on Instagram > > A post shared by SO HAPPY YOURE HERE (@sohappyurhere) ### Handmakers Pop Up Noon-7 p.m. Saturday So Happy You’re Here, 3331 S. Halsted St. Shop small and local at the Handmakers Pop-Up hosted by vintage shop So Happy You’re Here in Bridgeport. There will be handmakers selling their handcrafted jewelry, clothing, illustrations and more. There will also be food and beverage vendors present. Admission to the event is free. The first 20 people to arrive will receive a gift bag with a shop coupon. Learn more about the event here. ### Taste of Africa 2025: Afro-Fusion on the Beach Noon-8 p.m. Saturday Ohio Street Beach, 600 N. DuSable Lake Shore Drive Join the group Flavors of Africa for their Taste of Africa event on the beach. Attendees can enjoy a day of traditional African eats, an immersive cultural showcase and more. This event is free and open to the public. Learn more about the event here. > View this post on Instagram > > A post shared by Pup Social (@pup.social.club) ### Summer Splash Fest 2-4 p.m. Saturday Pup Social, 2200 N. Ashland Ave. Enjoy a day with your pup at the Summer Splash Fest at Pup Social. The social will include playful water features and beach fun for dogs and their owners. Attendees can expect a foam party zone, beach-inspired photo ops, frozen treats for pups and owners and more. General admission tickets start at $38.12. Learn more about the event and ticket pricing here. > View this post on Instagram > > A post shared by Gallery Cafe | Chicago Art Gallery & Cafe (@gallerycafechi) ### Plant and Clothing Swap at Gallery Cafe 2-5 p.m. Saturday Gallery Café River West, 734 N. Milwaukee Ave. Swap your gently used items and plants with plant and thrifting lovers. Attendees are encouraged to bring items they no longer need for new treasures to add to their wardrobe and to spruce up their space. Admission to this event is free. Learn more about the event here. > View this post on Instagram > > A post shared by CoCreate Chicago (@cocreate.chicago) ### Sunny’s Collective Vol. 3 1706 S. Halsted St. CoCreate will host the third volume of its Sunny Collective series to say its final goodbyes to the summer season in the city. Enjoy a day at their curated art gallery, shopping from local vendors and sets from local DJs. General admission tickets start at $19.72. Learn more about the event and ticket pricing here. > View this post on Instagram > > A post shared by Ponyboy and the Idiots (@ponyboyandtheidiots) ### Ponyboy and the Idiots Live at Chicago Danztheatre Ensemble Auditorium 5-10 p.m. Saturday Chicago Danztheatre Ensemble, 1650 W. Foster Ave. Ponyboy and the Idiots will perform with MUSHMUSH, Pale Sommer and Dicot. There will also be art vendors for attendees to shop at during the performance. General admission tickets start at $17.85. Learn more about the event and ticket pricing here. La Cassandra will make her Chicago tour stop on August 16. Credit: Provided ### Gloria y Dolores with La Cassandra 7-11 p.m. Saturday Hoste Cocktails, 1857 W. 16th St. Dominican-American singer-songwriter La Cassandra will present Gloria y Dolores for a one-night-only concert as part of her tour for her sophomore album. Attendees can also expect a DJ set from DJ Iggy and special menu options from Chef Manny Mendoza. General admission tickets start at $23. Private tables for two people are available starting at $100. Learn more about event and ticket pricing here. ## Sunday ### Hyde Park Handmade Bazaar 11 a.m.-3 p.m. Sunday The Promontory, 5311 S. Lake Park Ave. West Hyde Park Handmade focuses on craftsmakers from the South Side. Enjoy a unique shopping experience with new vendors, workshops, tunes and more. This event is free and open to the public. Learn more about the event here. > View this post on Instagram > > A post shared by Everybody's Market | 📍 Chicago (@everybodysmarket_chicago) ### Matcha Craze Pt. 2 Noon-6 p.m. Sunday Amber Agave, 1310 N. Milwaukee Ave. Looking for your next matcha fix? The second edition of Matcha Craze will return this weekend with matcha drinks, desserts and bites. Admission to the event is free. Learn more about the event here. > View this post on Instagram > > A post shared by YAH YAH || Artists based in Chicago (@yah.yah.collective) ### Yah Yah Collective Switching Costs Ribbon Cutting Noon-4 p.m. Sunday Chicago Cultural Center, 77 E. Randolph St. Yah Yah Collective will have the ribbon-cutting for its latest show, Switching Costs. There will also be refreshments and a short live performance. This event is free and open to the public. Learn more about the event here. The Italian restaurant Petterinos is located near the Goodman Theatre Downtown. Credit: Provided ### Petterino’s First-Ever Dog Dayz Bash 1-3 p.m. Sunday Petterino’s, 150 N. Dearborn St. Theater district favorite Petterino’s will host a dog-friendly party with custom Petterino’s swag for dogs, puppy pools for the heat, and a live DJ set by The Big Lou. There will also be $6 prosecco drinks for dog parents. This event is free and open to the public. Learn more about the event here. ### Soul Sundays at Soul & Smoke Avondale 5-8 p.m. Sunday Soul & Smoke – Avondale at Rockwell on the River, 3057 N. Rockwell St. Enjoy a day filled with music and BBQ at Soul & Smoke Avondale. There will be live performances from The Soul Authority DJs and good BBQ eats. General admission to the event is free. Learn more about the event here. ### Apres Pompeii Album Release Listening Party 7-9 p.m. Sunday Dorothy, 2500 W. Chicago Ave. Apres Pompeii will host their album release party this Sunday. Enjoy an evening of being the main character of your life through their music. Admission to the event is free. Learn more about the event here. ### Urban Luxe Cafe: Urban Luxe Live Music 7-10 p.m. Sunday Urban Luxe Cafe, 2911 E. 79th St. Enjoy a night of free live music at the Urban Luxe Cafe. There will be food and beverage options to purchase during the show. General admission to the event is free. Learn more about the event here. * * * **Support Local News!** **Subscribe to Block Club Chicago, **an independent, 501(c)(3), journalist-run newsroom. Every dime we make funds reporting from Chicago’s neighborhoods. 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There's also the Taylor Street Little Italy Festa, Handmakers Pop-Up, Taste of Africa 2025 and the 19th Bronzeville Art District Trolley Tour.

There's also the Taylor Street Little Italy Festa, Handmakers Pop-Up, Taste of Africa 2025 and the 19th Bronzeville Art District Trolley Tour.