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- Barry Manilow in Winthrop Harbor
- Brent Cobb in Winthrop Harbor
- Camilo in Winthrop Harbor
- Cristian Castro in Winthrop Harbor
- Deltron 3030 in Winthrop Harbor
- Doja Cat in Winthrop Harbor
- Ed Sheeran in Winthrop Harbor
- Elevation Rhythm in Winthrop Harbor
- Elevation Worship in Winthrop Harbor
- Five Finger Death Punch in Winthrop Harbor