Win $5,000Chili's Margarita Song ContestLive Chat Em Beihold in iHeartLand on Roblox Presented by NYX Professional MakeupWin Tickets To Our iHeartRadio Music Festival 2023 Before You Can Buy Them!Win a live chat with Isabel LaRosa in iHeartLand on RobloxListen To Win $1,000 (Q2 2023)Listen to Win $1,000 (Q1 2023)Total Wine & More Music ExperienceWin a trip to see TWICE on Tour!Win Your Trip to Our 2023 iHeartRadio Music Awards!Win Your Trip to see Jonas Brothers on Tour!Win Your Trip to see Maroon 5 M5LV The Residency!Win Your Trip to see Erika Jayne's Las Vegas Residency!Win Your Trip to see 5 Seconds Of Summer!