31 events in Chicago this weekend and beyond

Friday

🇵🇷 The Puerto Rican Pride Festival and parade take over Humboldt Park this weekend. Enjoy live music stages, talent shows, a beauty pageant and a 5k walk/run. The Puerto Rican People's Day Parade kicks off on W. Division St. Saturday at 2pm. | Humboldt Park | Through Sunday | Details

🎉 The 60th Annual Andersonville Midsommarfest, along Clark Street from Foster to Gregory, includes live music, food vendors and artisans. | $10 suggested donation | Friday - Sunday | Details

🏴󠁧󠁢󠁳󠁣󠁴󠁿 The 40th Annual Scottish Festival & Highland Games features piping and drumming championships, Scottish music, food and a World Cup watch party. | $25-$225 | DuPage County Fairgrounds | Friday - Saturday | Details

🍓 The Strawberry Festival means all things, well, strawberries! Strawberry Shortcake, Strawberry Slushies, Strawberry Funnel Cakes ... you get the idea. | $18 | Windy Acres Farm | Friday-Sunday | Details

🎧 Summer Smash 2026 is a three-day hip-hop festival in Bridgeview. This year, headliners include Chief Keef, Lil Uzi Vert, Skrillex and Playboi Carti. | From $175 | SeatGeek Stadium | Friday - Sunday | Details

⛵ The Windy City Boat & Yacht Show gets your boat ready for the season. | Start at $20 | Friday-Sunday | Burnham Harbor | Details

🎙️ Writer and performer Mark Bazer returns with "The Interview Show." Guests include the band Friko, comedian Jack Bensinger and author Paige Lewis. | $15 | Hideout | Friday, 6:30pm | Details

🤣 Billy on Billy features a conversation with comedian Billy Eichner. Tickets include a copy of his new memoir. | $71-$73 | Old Town School of Folk Music | Friday, 7pm | Details

🎤 Grammy-winner and Chicagoan Lupe Fiasco performs at the Salt Shed. | Starts at $48 | Friday, 7pm | Details

🎨 CHEERS to the MURAL! A Celebration of Art in the Community with a mural unveiling, free live music, complimentary tattoos and giveaways. | Fitzgerald's | Friday, 4-9pm | Details

🎈 "EmotionAir: Art You Can Feel" at Balloon Museum Chicago is an interactive exhibition of inflatable installations and projections, for families, friends and date nights. | $28-$37 | The Fields Studios | Through Sept. 7 | Details

🪄 The Hand & The Eye is hosting the Summer Friday Magic series at the Vault Theatre. The series runs now through Labor Day. | $65, dinner and drinks not included | The Hand & The Eye | Fridays through Sept. 4 | Details

Saturday

🚴 Red Bull Spin Off challenges teams to create custom-made bicycles and attempt to cross the finish line on a floating race track. | Free | 12th Street Beach | 10am-3:30pm | Details

🖼️ The Old Town Art Fair returns. The legendary art fair and outdoor market showcases more than 200 visual artists from around the country along the smaller streets in Old Town. | $10 suggested donation | Saturday - Sunday | Details

🖌️ The Wells Street Arts Festival takes over the bigger thoroughfare in Old Town with art booths, live music and food vendors. | $10 suggested donation | Saturday - Sunday | Details

💃 Ensemble Español Spanish Dance Theater is presenting a 50th anniversary celebration with modern masterpieces, beloved classics and a revival of Dame Libby Komaiko's "Boléro." | $45-$65 | North Shore Center for the Performing Arts | Saturday, 7:30pm | Details

🎨 Riverside Arts Weekend at Guthrie Park is a two-day festival featuring more than 50 artists, live performances, food vendors and family activities. | Free | Guthrie Park | Saturday - Sunday | Details

🙆‍♀️ Gallery Exchange: Body Sovereignty × Bodies Luminous features two women-run galleries presenting powerful exhibitions that each examine the body as identity and self-expression. | ARC Gallery and Woman Made Gallery. | Saturday, 10am-noon | Details

🎮 Chicago Public Library is hosting the 5th annual Gamer's Universe at Harold Washington Library Center with tournaments, a cosplay competition, Artist Alley and the debut of original games. | Free | Harold Washington Library Center | Saturday, 11am-4pm | Details

📘 Call & Response Books is partnering with Azadi Folk School for a community cookbook potluck where attendees bring a recipe from featured cookbooks and proceeds support Azadi Folk School. | $15 suggested donation | Call & Response Books | Saturday, 6:30pm | Details

✏️ Ink & Outrage: 18th-Century Satirical Prints in London & Dublin shows the origins of the "now ubiquitous Internet memes and modern-day satire." | $18-$35 | Driehaus Museum | Through Wednesday, Sept. 9 | Details

🏳️‍🌈 Alma at Hotel Zachary is celebrating Pride Month throughout June with its featured cocktail, the Brick & Ivy, with a portion of the proceeds from every cocktail benefiting the Center on Halsted. | Alma at Hotel Zachary | Every Saturday in June | Details

🕯️ The Out of the Darkness Overnight Walk is a 16-mile overnight fundraising walk that starts and ends at Navy Pier, raising funds and awareness for suicide prevention. | Free | Navy Pier | Saturday - Sunday | Details

Sunday

🧢 Guinness Open Gate Brewery is hosting a Hat Patch Pop-Up with Alice & Wonder where guests can customize Alice & Wonder hats. The first 60 guests who spend $30 or more will receive a complimentary hat. | Guinness Open Gate Brewery | Sunday, 12-3pm | Details

🐶 Yappy Hours is a dog-friendly patio happy hour with drink specials. | $5-$12 | Alma at Hotel Zachary | Sunday, 4-6pm | Details

🍸 The second-annual Chicago Cocktail Classic showcases more than 30 world-renowned bars. | $100 | The 17th floor of 167 Green Street in Fulton Market. | Sunday, 6-10pm | Details

Next Week

🕺Rosemont is hosting Zumba in the Park on Mondays. | Free | Parkway Bank Park | 6–7pm through Monday, Aug. 3 | Details

🎤 Dinner and comedy night with the Bad Momz of Comedy, featuring Orly K.G., Dana Ehrman, Patty Vaccarella, and Chastity Washington, includes a $25 dining voucher to use at a participating Wheaton restaurant. | $50 | Wheaton Drama | Tuesday, 7:30pm | Details

🎬 Oakbrook Center is hosting free Movies on the Lawn every Wednesday. | Free | Wednesdays, 7pm | Details

🎵 playOUT! presents "Spilling the Tea," a free chamber music program highlighting Black queer composers. | Free| Driehaus Museum | Wednesday, 6-7pm | Details

🌮 Food Truck Thursdays returns to the Ravinia District in Highland Park, with a rotating lineup of food trucks, live music and entertainment. Free | Ravinia | Through Sept. 3 | Details