This weekend in Chicago offers a wide array of exciting activities and events you can enjoy:
- The famous Chicago Air & Water Show is happening on Saturday and Sunday (August 16 & 17, 2025). You can watch thrilling aerial performances for free along the lakefront, with North Avenue Beach as the focal point.
- Celebrate Italian culture at the Taylor Street Little Italy Festa with live performances, food vendors, and family-friendly activities.
- Explore art and live entertainment at the Glenwood Avenue Arts Fest in Rogers Park, featuring over 100 artist booths and local galleries.
- Experience the Sauced Summer Night Market at the WNDR Museum with food, drinks, and live entertainment.
- Shop unique vintage items at the Chicago Vintage Festival in Bucktown.
- Enjoy plays such as “When Boys Exhale,” a tribute to the hit movie "Waiting to Exhale," at Definition Theatre.
- For dog lovers, the Summer Splash Fest at Pup Social offers a day of beach fun and water features for you and your pup.
- Take in live music concerts like Dominican-American singer-songwriter La Cassandra's one-night concert at Hoste Cocktails.
- Visit Navy Pier for rides, games, dining, and free fireworks on Saturday night.
- Enjoy outdoor free concerts at Millennium Park or classical music at the Grant Park Music Festival until August 16.
- Other events include a plant and clothing swap, a handcrafted goods bazaar in Hyde Park, and multiple community festivals.
There are many diverse options whether you are interested in outdoor festivals, live entertainment, cultural celebrations, or family-friendly outings. Would you like detailed information on any specific type of event, ticketing details, or locations? I can also help with dining and nightlife suggestions.
