Radio Sweepstakes
Radio Sweepstakes - Listen to Win
In addition to radio sweepstakes, there are also radio giveaways that provide listeners with a chance to win prizes simply by participating in fun games or answering trivia questions. The idea of "Listen to Win" contests has become increasingly popular, where you just have to stay tuned to win big. Whether you’re commuting to work or relaxing at home, listening to your favorite station could reward you in unexpected ways. Make sure to check out the latest radio giveaways, stay alert during "Listen to Win" events, and maximize your chances by staying tuned to all announcements. These promotions make the radio experience even more thrilling!Radio Giveaways & Listen to Win Sweepstakes
Found 27 total
Enter the iHeartRadio Fresh From Florida Grocery Giveaway for a chance to win a valuable prize. 50 lucky winners will receive a $100.00 pre-paid gift card, perfect for fresh groceries and more. With an approximate retail value of $100.00 each, this sweepstakes is a great opportunity to stock up and save. Don't miss your chance to win - enter now through June 21, 2026 at 11:59:59 p.m. ET for a free entry to win one of these exciting prizes, courtesy of iHeartRadio.
Win $5,000 in value – iHeartRadio Fresh From Florida Grocery Giveaway - 50 Winners - Enter Now
Enter the iHeartRadio Trip to see Boyz II Men: Live In Las Vegas Sweepstakes for a chance to win an unforgettable trip for two. The grand prize package, valued at $3,000, includes round-trip air transportation, two nights at the Flamingo Hotel & Casino, tickets to see Boyz II Men live on August 15, 2026, a $200 gift card for ground transportation, a $200 credit to Scarpetta Italian Restaurant, and a show poster. Don't miss out on this amazing opportunity to see the iconic group perform live in Las Vegas. Sweepstakes ends on June 21, 2026, at 11:59:59 p.m. ET, so enter to win your free trip today with iHeartRadio.
Win $3,000 in value – iHeartRadio Trip to see Boyz II Men: Live In Las Vegas Sweepstakes - Enter Now
Enter to win the iHeartRadio & Shakira's “Camino Con La Loba” New York Flyaway Experience Sweepstakes for a chance to score an unforgettable trip to New York City. The prize package, valued at $5,600, includes round-trip airfare for two, three nights of hotel accommodations, a $200 prepaid gift card, and tickets to the FIFA World Cup 2026 final game and Shakira's concert, where the winner will even get to meet her and be part of the show. Don't miss this amazing opportunity - enter now for free, and you could be flying to NYC to see Shakira live and attending the World Cup Finals. Sweepstakes ends 6/28/2026.
Enter the Zoomer Radio Stay at Quality Inn Riverside Bracebridge Contest for a chance to win a fantastic prize pack valued at $500. This exciting giveaway includes a 2-night stay at Quality Inn Riverside Bracebridge, complete with amenities like free parking, heated indoor pool, on-site restaurant, and more. Enjoy walks in nature, fitness centre, sauna, and free bowling at the five-pin bowling alley. Don't miss out - enter to win this incredible prize before the contest concludes on July 12th, 2026, at 11:59 pm.
Win $500 in value – Zoomer Radio Stay at Quality Inn Riverside Bracebridge Contest - Enter Now
Enter the 95.9 Virgin Radio The Moving Day Glow Up Contest for a chance to win a grand prize consisting of a $5000 gift certificate to The Brick. This exciting sweepstakes offers a free entry for a chance to win a significant prize. Don't miss your opportunity to glow up your space with this amazing giveaway, but hurry, as the contest ends June 26, 2026, at 7:00 PM EST.
Win $5,000 in value – 95.9 Virgin Radio The Moving Day Glow Up Contest - Enter Now
Get ready to score big with the 98.5 Virgin Radio Canada Soccer x Sentinel Storage Giveaway. Enter to win an exciting Soccer Canada Prize Pack, featuring two Canada Soccer striker shirts, two Canada Soccer hats, and a $150 cash gift card. Don't miss your chance to win this amazing prize - enter now before the giveaway closes at 11:59 p.m. MST on June 21, 2026, for your free entry to win.
Win $400 in value – 98.5 Virgin Radio Canada Soccer x Sentinel Storage Giveaway - Enter Now
Enter to win the iHeartRadio Experience with Limp Bizkit Contest for a chance to score an epic prize. One lucky winner will receive a trip to Quebec City, Quebec, including round-trip airfare for two, a 2-night hotel stay, and tickets to the Festival d'été de Québec on July 9, 2026. The prize package also includes $1,000 CAD in spending money. With an approximate retail value of $5,000 CAD, this is a giveaway you won't want to miss. Enter now for your free chance to win before the contest ends on June 21, 2026, at 11:59 PM ET.
Win $5,000 in value – iHeartRadio Experience with Limp Bizkit Contest - Enter Now
Enter to win the iHeartRadio Experience with Osheaga Contest for a chance to score an unforgettable trip to Montreal, Quebec. The prize package, valued at approximately $5,800 CAD, includes round-trip airfare for two from a major Canadian airport, four nights' accommodation, two tickets to the Osheaga Music Festival from July 31 to August 2, 2026, and $1,000 CAD in spending money. To win this amazing prize, enter the sweepstakes before it ends on June 21, 2026, at 11:59 PM ET.
Win $5,800 in value – iHeartRadio Experience with Osheaga Contest - Enter Now
Get ready to rock with the 101.3 Virgin Radio The Halifax Music Festival Contest, an epic sweepstakes where you can win big. Enter to win the Grand Prize, featuring 4 premium tickets to the Halifax Music Fest for both nights, a 2-night hotel stay at the Moxy Halifax Downtown, and $500 spending money, valued at approximately $3,800 CAD. A Secondary Prize is also up for grabs, including 4 premium festival tickets. Don't miss your chance to win - enter the 101.3 Virgin Radio The Halifax Music Festival Contest for free before the contest closes on June 21, 2026, at 11:59 p.m. AT, and take home an unforgettable prize package with 101.3 Virgin Radio.
Win $3,800 in value – 101.3 Virgin Radio The Halifax Music Festival Contest - Enter Now
Enter to win the iHeartRadio Celebrates Black Music Month with the R&B Tour Sweepstakes for a chance to score an epic prize package. One lucky winner will receive a trip for two to Los Angeles, California, to see the R&B Tour with Usher Raymond & Chris Brown. The prize includes domestic round-trip airfare, ground transportation, two nights' hotel accommodations, two Premium tickets to the show at SOFI Stadium on September 25, 2026, and a backstage meet & greet with Usher and Chris Brown. With an Approximate Retail Value of $3,500, this sweepstakes is a must-enter. Free entry is available until June 30, 2026, at 11:59:59 p.m. ET, so don't miss out on this incredible giveaway opportunity with iHeartRadio.
