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 28 total
Enter to win the iHeartRadio Trip to see USHER & Chris Brown on their R and B Tour! Sweepstakes for a chance to score an unforgettable prize package. One grand prize winner will receive a trip for two, including round-trip air transportation, two nights of hotel accommodations, and two tickets to the concert. The winner will also get a $200 gift card for ground transportation and a VIP Lounge Package with exclusive access to the pre-show lounge, VIP merchandise, and more. The approximate retail value of the prize is $3,000.00. Don't miss your chance to win - enter now until May 3, 2026, at 11:59:59 p.m. ET.
Enter to win the iHeartRadio Trip to see O.A.R. on their Three Decades Tour! Sweepstakes for a chance to score an unforgettable prize package. One lucky grand prize winner will receive a trip for two to see O.A.R. live, including round-trip air transportation, two nights of hotel accommodations, two concert tickets, a $200 gift card, an autographed poster, a meet and greet, VIP laminate, and an exclusive tote. Don't miss out on this amazing opportunity - enter now through May 3, 2026, at 11:59:59 p.m. ET for your free chance to win with iHeartRadio.
Get ready to win big with the iHeartRadio and Sublime’s Reef Madness Sweepstakes. Enter to win an unforgettable 5-day, 4-night Sublime Reef Madness Cruise on the Norwegian Pearl ship, departing from Miami, Florida, and stopping at Great Stirrup Cay, Bahamas. The prize package includes a $1,500 travel stipend, a private Balcony cabin, a beverage package, VIP access to Sublime's onboard performances, and a meet and greet with the artist. The approximate retail value of the prize is $4,950. Don't miss your chance to win - enter the iHeartRadio and Sublime’s Reef Madness Sweepstakes by May 10, 2026, at 11:59:59 p.m. ET for a free entry to this amazing giveaway.
Win $4,950 in value – iHeartRadio and Sublime’s Reef Madness Sweepstakes - Enter Now
Enter the iHeartRadio Listen to Win $1,000 Sweepstakes for a chance to win big. With up to 325 grand prizes available, you could be one of the lucky winners to receive $1,000 in the form of a check. Each weekday, there are 13 opportunities to win $1,000, with a total of $325,000 in prizes up for grabs. The sweepstakes is sponsored by iHeartMedia + Entertainment, Inc., with an approximate retail value of $1,000 per grand prize. Don't miss out on this exciting iHeartRadio sweepstakes - enter to win your share of the $325,000 in cash prizes.
Win $325,000 in value – iHeartRadio Listen to Win $1000 Sweepstakes - Enter Now
Enter the Zoomer Radio Fairmont Royal York Hotel Spring Contest for a chance to win an unforgettable luxury getaway. The prize package includes a one-night stay in a Fairmont Gold room, valet parking, evening canapés in the Fairmont Gold Lounge, and brunch for two at Reign Restaurant. Don't miss your opportunity to win this amazing prize, valued at a total of [not specified]. Contest concludes on May 31st, 2026, at 11:59 pm, so be sure to enter to win before time runs out.
Win $1,000 in value – Zoomer Radio Fairmont Royal York Hotel Spring Contest - Enter Now
Enter the Cox Radio Tickets To Escape The States 2026 Contest for a chance to win an unforgettable getaway. The Grand Prize includes a trip for two adults to Cartagena, Colombia, with hotel accommodations, transportation, and two tickets to Escape The States 2026, valued at $4,900. First Prize winners will receive two Event Access Passes to the same event, valued at $500. Enter to win by May 15, 2026, for your free chance to escape to Cartagena with Cox Radio.
Win $4,900 in value – Cox Radio Tickets To Escape The States 2026 Contest - Enter Now
Enter the Most Requested Live with Romeo's Tame Impala Flyaway Sweepstakes for a chance to win a 3-day, 2-night trip to Denver, Colorado to attend a Tame Impala and Dominic Fike concert. The prize includes round-trip airfare, hotel accommodations, premium tickets to the event, and a $200 cash gift card. The sweepstakes is open to legal residents of the 48 contiguous United States and the District of Columbia, 18 years or older. No purchase necessary, void in Alaska, Hawaii, and outside the US. Employees of iHeartMedia + Entertainment, Inc., Premiere Networks, Inc., and other affiliated companies are not eligible. Enter online at mostrequestedlive.iheart.com from April 25, 2026 to May 3, 2026. One entry per person/household per day. Bonus entries available for following the Radio Show on Instagram and X. Winner will be randomly selected and notified via email and/or phone call. Prize has an approximate retail value of $2,200.00, provided by Columbia Records. Odds of winning depend on the number of eligible entries received. Enter now for a chance to win with iHeartMedia + Entertainment, Inc.
Win $2,200 in value – Most Requested Live with Romeo's Tame Impala Flyaway Sweepstakes - Enter Now
Enter the Khalid’s It’s Always Summer Somewhere Tour SiriusXM Sweepstakes for a chance to win a grand prize valued at $3,500. To enter, visit www.siriusxm.com between April 21, 2026, and May 20, 2026, and complete the online entry form. The grand prize includes round-trip air transportation for two to Los Angeles, CA, hotel accommodations for two nights, two tickets to see Khalid at The Greek Theatre, and two Meet & Greet passes. Open only to current SiriusXM subscribers with an active trial, paid, or ad-supported subscription plan, who are 21 years of age or older and legal residents of the United States, the District of Columbia, or Puerto Rico. See official rules for details. Sponsored by Sirius XM Radio LLC.
Win $3,500 in value – Khalid’s It’s Always Summer Somewhere Tour SiriusXM Sweepstakes - Enter Now
Enter the Audacy Operations Bourbon & Beyond 2026 Download & Listen Contest for a chance to win a trip for two to Bourbon & Beyond in Louisville, KY. The prize includes roundtrip airfare, hotel accommodations, and Weekend 4-Day Mint VIP tickets, valued at $4,900. To enter, download the Audacy mobile app, create a free account, and listen to a participating radio station for at least 60 minutes between April 20, 2026, and May 3, 2026. No purchase necessary, and winners will be selected randomly. Must be 21+ and a US resident to enter. Audacy Operations, LLC, is the contest administrator, and the contest is subject to official rules and eligibility restrictions. Enter now for your chance to win with Audacy Operations.
Win $4,900 in value – Audacy Operations Bourbon & Beyond 2026 Download & Listen Contest - Enter Now
Enter the Cumulus Media The Great Mothers Day Giveaway sweepstakes for a chance to win a $5,000 grand prize. To participate, visit a participating Cumulus Media radio station's website and complete an entry form by May 10, 2026. The contest is open to legal U.S. residents aged 21 or older, residing within a 100-mile radius of a participating station. One entry per person, per day, is allowed. Cumulus Media will select a winner in a random drawing on or about May 11, 2026. The winner will be notified and must comply with all terms and conditions to claim the prize. Cumulus Media reserves the right to modify or cancel the contest at any time.
Win $5,000 in value – Cumulus Media The Great Mothers Day Giveaway - Enter Now
