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OREO Route 66 Sweepstakes

Posted Date: May 26, 2026
Win $1,000 cash in the OREO Route 66 Playful Sweepstakes; two winners total.

New to Sweepstakes? Start Here

If you’re new to online sweepstakes, this page walks you through exactly how it works, from entry limits and instant wins to avoiding scams and improving odds. 

Prize Description:

Win $1,000 cash in the Oreo Route 66 Playful Sweepstakes!

2 winners!

Entry Frequency: Single Entry

Total Prizes: 2

Grand Prize ARV: $1,000

All Prizes ARV: $2,000

Start Date: April 30, 2026

End Date: May 28, 2026

Eligible States:

All states

All states

Quick Take!

Oh hey, score a little family fun cash, moms and dads. $1,000 is a nice easy boost, and entry is a one-and-done click that takes under a minute. It’s super low effort, perfect to toss your name in and move on. Great for anyone who likes simple entries and a chance at some extra spending money around the house.
Sweepstakes Mom logo featuring Elizabeth, a friendly sweepstakes expert and prize giveaway brand

How to Enter:

To enter, guess how many OREO cookies it would take to cover Route 66

Correct answer is 78,342,365 OREO cookies – (correct guess is not required to receive an entry)

All Prizes

Grand Prize: (2 winners)

  • $1,000 fulfilled as a check

ARV: $1,000

Good to Know:

Limit of one entry per person for the entire promotion, winners are responsible for taxes, prizes fulfilled about 8-10 weeks after confirmation.

Frequently Asked Questions:

Is this sweepstakes free to enter?

Yes it is. Entry is completely free and done online with no purchase required.

How and when will the winner be notified?

Potential winners will be notified by email and must sign and return a Declaration within 4 days to claim their prize or forfeit.

Not sure what a real winner notification looks like? See real examples of actual sweepstakes winner emails on our How to Know If You Won page.

Is this sweepstakes legitimate?

Yes, this sweepstakes is sponsored by Mondelēz Global LLC (OREO) and governed by the official rules published by the sponsor, so it is legitimate.

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