Milwaukee Summerfest 2025 Lineup. Wildly popular country artist lainey wilson will headline the american family insurance amphitheater on thursday, june 26, during summerfest 2025. Megan thee stallion to headline summerfest 2025 on saturday, june 28 at american family insurance amphitheater posted:

Chicago at bmo pavilion on friday, july 4 during summerfest posted: The festival drew 555,925 attendees in 2024, down from 624,407 in 2023.