iHeartRadio JCPenney Jingle Ball Sweepstakes – Win a Trip to NYC!

The holidays are heating up with music, style, and sparkle! iHeartRadio and JCPenney are teaming up to make this season truly unforgettable with the JCPenney Jingle Ball Sweepstakes — your chance to win prizes that hit all the right notes.

Throughout the season, lucky fans could score exciting rewards, including JCPenney prepaid gift cards worth up to $1,000 to elevate your holiday shopping spree. And that’s not all — one grand prize winner will unwrap the ultimate festive experience: a trip for two to New York City to attend Z100’s Jingle Ball, where the biggest stars of the season light up the stage.

From holiday fashion finds to front-row musical magic, this is your ticket to the merriest time of the year. Enter now and let JCPenney and iHeartRadio make your holidays shine brighter than ever!

Limit: Daily one entry is allowed regardless of method of entry. The minimum age limit to enter the giveaway is 18.

How to Enter in iHeartRadio Jingle Ball x JCPenney Sweepstakes:

There are two ways to enter the Sweepstakes:

Make a Purchase: During the Sweepstakes Period, make a qualifying purchase at JCPenney.com or in-store at any participating JCPenney. Keep your receipt and visit iHeartRadio.com/JCPJingleBall to complete the entry form and upload a clear photo of your receipt (JPEG, JPG, PNG, PDF, or GIF; max 10 MB).

Mail-In (No Purchase Necessary): Handwrite your name, email, mailing address, city, state, ZIP code, phone number, and date of birth on a 3½”x5” card and mail it in an envelope with proper postage to: iHeartRadio Jingle Ball x JCPenney Sweepstakes, 125 West 55th Street, New York, NY 10019.

iHeartRadio JCPenney Jingle Ball Sweepstakes Winner Selection:

Per entry period winners will be selected randomly on or about below drawing dates:

• Entry Period 1: Drawing Date – November 3, 2025 (9 Winners)
• Entry Period 2: Drawing Date – November 24, 2025 (9 Winners)
• Entry Period 3: Drawing Date – December 8, 2025 (8 Winners)
• Entry Period 4: Drawing Date – December 29, 2025 (7 Winners)

iHeartRadio JCPenney Sweepstakes Prizes:

Entry Period 1

(4) Winners will receive a $250 JCPenney prepaid gift card (ARV: $250 each)

(3) Winners will receive a $500 JCPenney prepaid gift card (ARV: $500 each)

(1) winner will receive a trip for four to New York City to attend Z100’s Jingle Ball on December 12, 2025.
Includes:

• Four event tickets
• Round-trip airfare for winner and three guests
• Ground transportation
• Two nights hotel stay (one room, standard accommodations)
• Artist experience

(ARV: $6,000)

One Winner will receive a trip for two to New York City to attend Z100’s Jingle Ball on December 12, 2025.
Includes:

• Two event tickets
• Round-trip airfare for winner and one guest
• Ground transportation
• Two nights’ hotel stay (one room, standard accommodations)
• Artist experience

(ARV: $3500)

Entry Period 2

(4) Winners will receive a $250 JCPenney prepaid gift card (ARV: $250 each)

(3) Winners will receive a $500 JCPenney prepaid gift card (ARV: $500 each)

(2) Winners will receive a trip for two to New York City to attend Z100’s Jingle Ball on December 12, 2025.

Includes:

• Two event tickets
• Round-trip airfare for winner and one guest
• Ground transportation
• Two nights’ hotel stay (one room, standard accommodations)
• Artist experience

(ARV: $3,500 each)

Entry Period 3

(4) Winners will receive a $250 JCPenney prepaid gift card (ARV: $250 each)

(1) Winner will receive a $500 JCPenney prepaid gift card (ARV: $500)

(1) Winner will receive a $1,000 JCPenney prepaid gift card (ARV: $1,000)

(2) Winners will receive a signed item from artists on the Jingle Ball lineup

Entry Period 4

(2) Winners will receive a $250 JCPenney prepaid gift card (ARV: $250 each)

(2) Winners will receive a $500 JCPenney prepaid gift card (ARV: $500 each)

(1) Winner will receive a $1,000 JCPenney prepaid gift card (ARV: $1,000)

(2) Winners will receive a signed item from artists on the Jingle Ball lineup.