A Guide to Springtime Fun in Chicago

Springtime in Chicago brings an explosion of events and activities to enjoy. From cultural festivals to outdoor concerts, the city offers something for everyone this May. Whether you’re a local seeking new experiences or a visitor eager to explore, here’s a roundup of upcoming events you won’t want to miss:

  1. Chicago Wine Fest (May 7-8): Indulge your love for wine at the Chicago Wine Fest, a two-day celebration featuring tastings from around the world, live music, and delicious bites from local vendors.
  2. Mayfest (May 13-15): Kick off the outdoor festival season at Mayfest in Lakeview. Enjoy live music, food vendors, arts, crafts, and a kids’ zone, all while celebrating the arrival of spring.
  3. Randolph Street Market Festival (May 28-29): Explore one of the largest vintage markets in the country at the Randolph Street Market Festival. Discover antiques, collectibles, handmade goods, and gourmet food, all accompanied by live music and a lively atmosphere.
  4. Chicago Riverwalk Opening Celebration (May 21): Join the festivities as Chicago officially opens the Riverwalk for the summer season. Take a stroll along the waterfront, dine at outdoor restaurants, or embark on a river cruise, with live entertainment adding to the ambiance.
  5. Mole de Mayo (May 27-29): Dive into the flavors of Mexican cuisine at Mole de Mayo in Pilsen. Enjoy cooking demonstrations, tastings, competitions, live music, and artisanal crafts celebrating the vibrant culture of Mexico.
  6. Chicago Memorial Day Parade (May 28): Pay tribute to the armed forces at the Chicago Memorial Day Parade. Watch marching bands, military units, and veterans groups honor those who have served their country, providing a meaningful way to commemorate Memorial Day.

With these exciting events happening throughout May, Chicago offers endless opportunities to embrace the season’s spirit. Whether you’re sipping wine, browsing vintage finds, or dancing to electronic beats, you’re sure to make unforgettable memories in the Windy City this spring.