OREO Playful Sweepstakes: Win $1000 Prepaid Card! (2 Winners)

Few things spark joy quite like twisting open an OREO, dipping it into a cold glass of milk, and savoring that perfect dunk. The OREO Playful Sweepstakes celebrates this iconic ritual by turning a simple moment of fun into a chance to win something truly rewarding.

Across kitchens, lunch tables, and late-night snack breaks, Americans have made dunking OREO cookies a timeless tradition. This sweepstakes taps into that shared love, inviting fans to imagine just how many cookies were destined for milk glasses in 2025—because sometimes the most playful questions unlock the sweetest surprises.

At the heart of this experience is a $1,000 prepaid card, designed to elevate everyday moments. Whether it fuels spontaneous celebrations, snack-stocked pantries, or little indulgences that bring smiles, the reward is as versatile as the joy OREO delivers.

The OREO Playful Sweepstakes is a reminder that fun doesn’t need to be complicated. A cookie, a splash of milk, and a dash of imagination are all it takes to turn nostalgia into an unforgettable win.

Limit: Only one entry is allowed per eligible person. The minimum age required to enter the giveaway is 18.

How to Enter in OREO Playful Eats Sweepstakes:

Method A: Website Entry

Visit oreo.com/playfulsweeps and complete the registration form by providing your first name, last name, valid email address, and then submit your response to the question regarding how many OREO cookies Americans planned to dunk in 2025?. Your guess does not affect your chances of winning. After successfully submitting the form, you will receive one  entry into the Sweepstakes.

Method B: Social Media Ad Entry

During the Sweepstakes Period, eligible entrants who are logged in to Facebook, Instagram, or TikTok may see a sponsored Sweepstakes advertisement. To enter, click the “Sign Up” button within the ad and complete the registration form with your first name, last name, valid email address and submit your response to the same dunking question, which does not impact your entry. Upon submission, you will receive one entry into the Sweepstakes.

OREO PlayFul Sweepstakes Winner Selection:

Two grand prize winners will be selected randomly on or about February 23, 2026 from all eligible entries.

OREO Cookie Contest Prizes:

Two grand prize winners will win $1000 cash in form of check.