Chicago Street Festivals 02 May 02 May - 04 May Mexico Fest at Navy Pier 2025 May 2, 2025 - May 4, 2025 Navy Pier Cultural Festivals 16 May 16 May - 18 May Chicago Mayfest 2025 May 16, 2025 - May 18, 2025 Lincoln Park Neighborhood Festivals 23 May 23 May - 25 May Belmont Sheffield Music Festival 2025 May 23, 2025 - May 25, 2025 Belmont and Sheffield, Chicago Neighborhood Festivals 06 Jun 06 Jun - 08 Jun Lincoln Park Greek Fest 2025 June 6, 2025 - June 8, 2025 St. George Greek Orthodox Church Cultural Festivals 07 Jun 07 Jun - 08 Jun 57th Street Art Fair 2025 June 7, 2025 - June 8, 2025 Hyde Park neighborhood Vintage-Arts & Crafts
