JCPenney iHeartRadio Jingle Ball Sweepstakes 2026: NYC Trip & Gift Cards

Your holiday plans could include a concert night in New York—or a little extra shopping power. The JCPenney iHeartRadio Jingle Ball Sweepstakes 2026 offers 27 prizes across four drawing periods, including a trip for two, JCPenney gift cards and signed artist merchandise.

Want a chance at the NYC trip? Enter by November 15. The promotion continues afterward, but later drawings award different prizes.

What Can You Win?

• NYC trip for two: attend Z100’s Jingle Ball at Madison Square Garden on December 11, 2026. Includes round-trip domestic airfare, airport ground transportation, two hotel nights, two concert tickets and a Bella Kay artist experience, subject to availability. Approximate value: $3,500.
• JCPenney prepaid gift cards: prizes valued at $250, $500, $750 or $1,000, depending on the drawing.
• Signed merchandise: three sponsor-selected signed artist items, each paired with a Bella Kay x JCPenney Jingle Ball patch.

Total advertised prize value is $13,050 across all 27 prizes, not the value awarded to each winner.

Know Which Drawing You Are Entering

Entry period Prizes Approximate drawing October 13–25 Six gift card prizes: one $1,000, two $500 and three $250 October 26 October 26–November 15 One NYC trip, two $500 gift cards and three $250 gift cards November 16 November 16–29 Six gift card prizes: one $750, two $500 and three $250 November 30 November 30–December 20 Three $500 gift cards, three $250 gift cards and three signed-merchandise prizes December 21

Dates are in 2026. Eligible non-winning entries carry forward to later drawings. Once confirmed as a winner, that entrant and household are no longer eligible for subsequent drawings.

How to Enter

1. Visit the official Jingle Ball x JCPenney sweepstakes page.
2. Open the entry form and complete all requested information accurately.
3. Review the official rules and submit your entry.
4. Return on another eligible day if you wish to enter again, within the stated limit.

No purchase or payment is necessary. Limit one submission per person, email address and household per calendar day, measured in Eastern Time.

Rewards Members Can Get 10 Bonus Entries

Eligible active JCPenney Rewards or Aéropostale Rewards members can provide their valid rewards email or member number to receive one bonus of 10 entries total, subject to verification. Membership in both programs does not double the bonus. Joining either rewards program does not require a purchase.

Who Can Enter?

Open to eligible legal residents of the 50 United States and Washington, D.C., who are at least 18 or the age of majority in their state, whichever is older. Additional employee, broadcast-industry and immediate-family or household exclusions apply.

Important Conditions Before You Enter

• Overall deadline: December 20, 2026, at 11:59:59 p.m. ET.
• Trip drawing cutoff: November 15, 2026.
• Winner response: potential winners generally must respond, accept and complete required documents within one day of notification.
• Travel: the trip must fit the sponsor’s designated dates. Meals, taxes and other expenses not expressly included are the winner’s responsibility.
• Artist experience: availability and details are determined by the sponsor.
• Prize limit: one prize per person and household.

Check the contact information you provide, keep an eye on your inbox and review card restrictions before accepting a prize. Entry does not guarantee a win.

Ready to add a little Jingle Ball excitement to your holiday wish list? Review the promotion and enter on the official website.

Last checked October 22, 2026. Read the official rules for complete entry, eligibility and prize conditions. Double Deal is not the sponsor or administrator.