iHeartRadio Sweepstakes - iHeart Sweepstakes 2026 - Page 2

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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

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Enter to win the iHeartRadio $1000 Payday Keyword Giveaway - 390 Winners.

Up to 13 winners every weekday (390 in total) each receive $1,000 (total ARV up to $390,000).

To enter, listen to iHeartRadio or a participating iHeartMedia station for the keyword announced at each of the 13 nationwide playtimes every weekday, then submit it on any participating station's website before minute 54:59 of that playtime's hour (one entry per person/phone/email per playtime). One winner is drawn at random from each playtime's entries.

Open to legal residents of the 50 US states, DC and Puerto Rico, 18+. The giveaway runs October 5 - November 13, 2026 (final playtime ends 9:54 PM ET).

Win $390,000 in value – iHeartRadio $1000 Payday Keyword Giveaway - 390 Winners - Enter Now