Teddy Swims | Capital One Arena 10/13/26 | Win on-air with Mike Klein!Logic & G-Eazy | Merriweather Post Pavilion 10/4/26 | Win on-air with Mike Klein!MONSTA X | EagleBank Arena 10/3/26 | Win on-air with Mike Klein!Kehlani | Merriweather Post Pavilion 8/27/26 | Win on-air with Mike Klein!Pay Your Bills thanks to The Law Office of Richard KleinMalcolm Todd | THe Anthem 9/20/26 | Win on-air with Mike Klein!Thank A Teacher Powered by DonorsChooseDoja Cat | CFG Bank Arena 11/20/26 | Win on-air Mike Klein!Register to win a 2 Night Stay at The Hotel at Arundel Preserve PLUS Boyd Cru Wines ExperiencesRegister to win a overnight stay at Merriweather Lakehouse PLUS a pair of tickets to Toby's Dinner TheatreBTS | M&T Bank Stadium 8/10/26 | Win on-air with Mike KleinJack Harlow| The Anthem 8/25/26 | Win on-air with Mike KleiniHeartRadio and M&M’S® iHeartRadio Music Festival 2026 FlyawayThe Sombr Insider Experience SweepstakesWin Tickets | Kesha @ Jiffy Lube Live | 8/14/26