Aug 14, 2025 - Food and Drink
Chicago Sky, Mural Festival and Great American Lobster Fest
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Summer fun isn't over just yet! Cheer on the Chicago Sky and sip with friends on National Rum Day!
🇮🇹 Taylor Street Little Italy Festa
- Stroll through this outdoor neighborhood fest to enjoy Italian bites and live entertainment.
- 5-10pm Thursday-Friday and noon-10pm Saturday and Sunday on Taylor Street.
- Free.
- Snag free school supplies at this outdoor event led by Chicago native and "The Chi" actor Cortez Smith.
- 10am-7pm Friday at Moore (Maurice) Park in West Garfield Park.
- Free.
- Give our WNBAers some love before the regular season wraps next month as the Sky take on the Golden State Valkyries.
- 6:30pm Friday at Wintrust Arena.
- Tickets start at $23.
- Grab your bib and roll up your sleeves for an afternoon of seafood, drinks, performances and more.
- Noon-11pm Saturday and noon-8pm Sunday at Navy Pier.
- Tickets start at $65.
- Immerse yourself in the fandom of anime, comics and meet and greets with artists and celebrities like John Cena, Karen Gillan, Ming-Na Wen and more!
- 4-9pm Friday, 10am-7pm Saturday and 10am-5pm Sunday at Donald E. Stephens Convention Center in Rosemont.
- Tickets start at $50.
- Dust off your jersey and cheer on the Bears because it's preseason game time!
- 7pm Sunday at Soldier Field.
- Tickets start at $40.
- Explore local art with music and light bites.
- 11am-9pm Sunday at Bassline in Motor Row.
- Free. Register here.
🏃🏼♀️➡️ Brave Space Alliance Dignity Dash 5k
- Lace up for a run to honor transgender and gender non-conforming individuals.
- 7:30am Sunday at the AIDS Garden in Lakeview.
- Tickets start at $50.
- Celebrate the holiday at an Indian flag hoisting ceremony and celebration.
- 10am Friday at Daley Plaza.
- Free.
- Celebrate National Rum Day with a hands-on experience featuring tastings, cocktail making and some history.
- Times and days vary at Amaru in Wicker Park.
- Tickets start at $65.