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 to win the Radio Flyer Halloween Haul Giveaway.
One winner gets a $500 Radio Flyer gift card.
To enter, post a picture of your Radio Flyer wagon costume creation on Instagram, tag @radioflyerinc and include #RadioFlyerHalloween in the post. One winner is picked at random.
Terms and conditions apply. Ends November 1, 2026 at 11:59 PM EST.
Win $500 in value – Radio Flyer Halloween Haul Giveaway - Enter Now
Enter to win the Bounce Radio Winnipeg Harlequin Tickets Giveaway.
One winner receives a pair of tickets to see Harlequin live on New Year's Eve at the Pony Corral Pier 7 in Winnipeg (ARV $150 CAD).
To enter, complete the entry form on the Bounce Radio Winnipeg contest page. Limit one entry per person per day.
Open to Manitoba residents 18+. The winner must correctly answer a mathematical skill-testing question. Ends October 18, 2026 at 11:59 PM CDT.
Win $150 in value – Bounce Radio Winnipeg Harlequin Tickets Giveaway - Enter Now
Enter to win the Kelly 95.3 Charli XCX Ticket Giveaway.
Kelly 95.3 Radio Win Tickets To Charli XCX. The sweepstakes offers the following prize: - Tickets to see Charli XCX live with special guest Underscores at the Kia Forum in Los Angeles, valid for either Saturday, October 17, 2026, or Sunday, October 18, 2026. The entry period ends on Sunday, October 18, 2026, at 11:59 PM.
Win $300 in value – Kelly 95.3 Charli XCX Ticket Giveaway - Enter Now
Enter to win the iHeartRadio Jingle Ball x JCPenney Sweepstakes - 27 Winners.
27 prizes across 4 entry periods (drawings about 10/26, 11/16, 11/30 and 12/21). Prizes include a trip for two to Z100 Jingle Ball at Madison Square Garden on 12/11 with airfare, 2 hotel nights, tickets and a Bella Kay artist experience ($3500), JCPenney gift cards from $250 to $1000, and signed artist items. Total ARV $13050.
To enter, submit the online form once per day at iheartradio.com/JCPJingleBall. JCPenney or Aeropostale Rewards members get 10 one-time bonus entries (free to join). Non-winning entries carry over to later drawings.
No purchase necessary. Open to legal US and DC residents 18+. Ends December 20, 2026 at 11:59 PM EST.
Win $13,050 in value – iHeartRadio Jingle Ball x JCPenney Sweepstakes - 27 Winners - Enter Now
iHeartRadio Holiday with the Jonas Brothers Sweepstakes offers one prize: a trip for two to Anaheim, California for a Jonas Brothers VIP Experience. - The prize includes domestic round‑trip coach airfare for the winner and one eligible guest from the major commercial airport nearest the winner’s residence within the 50 U.S. states and D.C., departing Tuesday, December 1, 2026 and returning Thursday, December 3, 2026; two nights hotel accommodations in a double‑occupancy standard room (check‑in Tuesday, December 1, 2026 and check‑out Thursday, December 3, 2026); two tickets to the Jonas Brothers “Burning Up Tour” at the Honda Center on Wednesday, December 2, 2026; two passes to the VIP Lounge & Holiday Toast; one backstage holiday photo opportunity for the winner and one guest with the Jonas Brothers, subject to artist availability; and one Jonas Brothers merchandise package consisting of exclusive band merchandise and holiday‑themed gifts, as determined by the prize provider. The winner and guest must be available to travel from December 1, 2026 through December 3, 2026; no alternate travel dates will be provided. The approximate retail value of the prize is $3,500. The sweepstakes ends on October 25, 2026, at 11:59:59 p.m. ET. Restrictions and prize conditions apply.
Win $3,500 in value – iHeartRadio Holiday with the Jonas Brothers Sweepstakes - Enter Now
Enter to win the iHeartRadio Cash Money & No Limit Sweepstakes.
One winner receives two tickets to the Cash Money & No Limit Tour on November 6 at Amerant Bank Arena in Sunrise FL, a VIP meet-and-greet and champagne toast with Master P, and a $5000 prepaid gift card (ARV $5500). Transportation is not provided.
To enter, complete the entry form on the iHeartRadio promotion page once every 24 hours per household. Open to US and DC residents 21+. Ends October 18, 2026 at 11:59 PM EDT.
Win $5,500 in value – iHeartRadio Cash Money & No Limit Sweepstakes - Enter Now
Enter to win the iHeartRadio V101.1 Legends of Laughter Sweepstakes - 5 Winners.
At least five winners each receive two tickets to Legends of Laughter 2027 on February 20, 2027 at Hard Rock Live Sacramento (ARV $120 per prize).
To enter, complete the entry form on the V101.1 Sacramento promotions page; limit one entry per person/email/household per day. Bonus: click to visit iHeart.com once for 10 bonus entries.
No purchase necessary. Open to legal California residents 21+. The sweepstakes runs October 7, 2026 to February 15, 2027 at 11:59 PM PT; winners are drawn on or about February 16, 2027.
Win $600 in value – iHeartRadio V101.1 Legends of Laughter Sweepstakes - 5 Winners - Enter Now
Enter to win the HitchFire Ultimate Tailgating Giveaway.
One winner receives the whole kit from 8 brands: a HitchFire Forge 15 hitch grill ($599), Polaris P2000i inverter generator ($699.99), MoonShade vehicle awning ($500), Turtlebox Gen 3 speaker ($430), Midland radio bundle with a $100 gift card ($379.98), Rugged Road 65 cooler ($374.99), 2 Cliq ClassiQ chairs ($299.90) and Hollow alpaca socks and beanie ($199). Total about $3,482.
To enter, submit your name and email on the HitchFire giveaway page. Get bonus entries by following each partner brand on Instagram and sharing with or tagging friends.
No purchase necessary. Open to US residents 18+. Entries close October 28, 2026 at 11:59 PM PT; the winner is drawn and notified by email November 2.
Win $3,482 in value – HitchFire Ultimate Tailgating Giveaway - Enter Now
Enter to win the Relevant Radio Nativity Set Giveaway - 100 Winners.
100 winners each receive a beautiful hand-painted outdoor Nativity Set to display at their home (ARV $570 each; $57,000 total).
To enter, submit your name, physical address (no P.O. Boxes), email, phone number and ZIP code on Relevant Radio's Nativity Set page. Limit 1 entry per household; 2025 Nativity Set winners aren't eligible. No purchase, payment or donation necessary.
Open to residents of the 50 US states and DC who are 18+ (or the age of majority). The drawing runs October 5 through October 18, 2026 at midnight CT.
Win $57,000 in value – Relevant Radio Nativity Set Giveaway - 100 Winners - Enter Now
Enter to win the Pure Country's Big $50K Payday Contest - 29 Winners.
One grand prize winner receives a $50,000 CAD cheque, and 28 secondary prize winners each receive a $500 CAD cheque (daily $500 prizes; $64,000 total).
To enter, listen to Bell Media's Pure Country stations weekdays every hour between 6 AM and 6 PM for the Big $50K keywords and enter them on the contest page on iHeartRadio.ca; bonus entries are available for sharing your unique link.
The contest runs October 13, 2026 at 6:00 AM through November 20, 2026 at 6:59 PM local time. Winners are drawn at random and must answer a mathematical skill-testing question. Open to legal residents of Saskatchewan, Manitoba, Ontario, Quebec and New Brunswick who are at least the age of majority. No purchase necessary.
Win $64,000 in value – Pure Country's Big $50K Payday Contest - 29 Winners - Enter Now
