2026 OREO Cookie Jar Sweepstakes: Win One of Two $1,000 Cash Prizes

A $1,000 cash prize could add a little more playfulness to your plans, whether you save it, spend it or put it toward something special. The 2026 OREO Cookie Jar Sweepstakes will award two winners $1,000 each. Make your guess and enter for a chance to win.

Limit.

• Limit one entry per person during the entire Promotion Period, regardless of entry method or the number of invitations received.
• Open to legal residents of the 50 United States and the District of Columbia.
• Entrants must be at least 18 years old.
• Multiple entrants may not share the same email address.

How to Enter - 2026 OREO Cookie Jar Sweepstakes

Free Online Entry:

• Visit https://oreo.com/playfulsweeps.
• Complete the registration form with your full first name, last name and valid email address.
• Confirm that you meet the eligibility requirements and agree to the Official Rules.
• Select a guess for the provided multiple-choice question and submit the form to receive one entry.

You do not need to select the correct answer to receive an entry.

Free Social Media Ad Entry, If Invited:

• Eligible users who receive a sponsored Sweepstakes ad on Facebook, Instagram or TikTok may select the in-ad Sign Up button.
• Provide your first name, last name, valid email address and, optionally, your phone number.
• Confirm your eligibility and agreement to the Official Rules.
• Select a guess for the multiple-choice question and submit the form to receive one entry.

Only selected social media users will be presented with this entry method. You do not need to select the correct answer to receive an entry.

Random Drawing.

The Administrator will randomly select the potential Grand Prize winners from all eligible entries received through all entry methods combined on or around 08/24/2026.

Potential winners will be notified by email. Each potential winner must provide a name, residential mailing address and date of birth within four days after the notification or attempted notification is sent.

Prizes - 2026 OREO Cookie Jar Sweepstakes

Grand Prizes:

• Number of winners: Two.
• Each winner receives a $1,000 check.

Total ARV of All Prizes: $2,000.